catamaran sailing st john usvi

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KEKOA Claimed

St.John's Most Iconic Charter!

Boasting as St. John’s most popular and iconic Sailing Catamaran, KEKOA has a loyal following and is a stunning 55′ Sailing Catamaran offering an exceptional experience for families, friends, and corporate groups, whether small or large.  With a spacious deck and comfortable seating options, you can relax in the warmth of the sun or find shade in the cozy cockpit. The Catamaran is designed to provide Guests with a luxurious and memorable voyage, allowing you to sail in style through the pristine Caribbean waters around St. John, or Jost Van Dyke in the BVI.

Certified to carry up to 49 passengers.

GROUP CHARTERS:

BVI JOST VAN DYKE CHARTER (7 HOURS):   $200* PER PERSON (8:00 AM – 3:00 PM) PASSPORTS REQUIRED

USVI FULL DAY CHARTER (6 HOURS):   $195 PER PERSON (9:30 AM – 3:30 PM)

USVI HALF DAY CHARTER (4 HOURS):  $165 PER PERSON (12:30 – 4:30 PM)

SUNSET SAIL (1.5 HOURS):   $125 PER PERSON

PRIVATE CHARTERS:

USVI AND BVI CHARTERS STARTING AT $4,620 (MAXIMUM NUMBER OF PASSENGERS:  49)

— Experienced Captain and Crew — Open Bar with a variety of beverages and cocktail options — Top-of-the-line Snorkel Gear — UV filtered, cold drinking water on tap — Island-Style Snack Platter — Fuel — Restroom

*For BVI trips:  Additional $80 Customs Fee per person paid cash the day of charter.

• Full Day Charter
• Group Charter Per Person
• Half Day Charter
• Sunset Sail

Additional Details

• FEATURES: FIRST MATE, FUEL INCLUDED, 49 GUESTS AND BELOW, OPEN BAR, LIGHT FARE, SNORKEL GEAR, BLUETOOTH SOUND SYSTEM, TOILET, SUN SHADE, NOODLES AND FLOATS, SWIM LADDER
• CANCELLATION POLICY: 48 hours prior to your sail. No refunds will be given in the event of a no show or late cancellation.

Quick questions

Q is gratuity included.

Groups of 6 or more will be charged an automatic 20% gratuity. Gratuity, Taxes, and Fees are additional.

Q Where do you stop for snorkeling?

Our destinations can include Christmas Cove, Little and Great St. James Islands, or around St. John at Waterlemon Cay, Leinster Bay, Henley Cay, Lovango Cay, Mary’s Point, Whistling Cay or Mermaids Chair. Each snorkel destination will be decided by the Captain on the day of charter given on sea conditions.

Q What happens if it rains?

Kekoa has a rain or shine policy. However, if conditions are deemed hazardous by the Captain, the sail will be rescheduled or canceled. Please note, it is solely the Captain's decision to cancel or reschedule any sail due to weather. No refunds will be issued for no shows.

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Opening Hours

• Saturday 08:00 AM - 06:30 PM
• Sunday 08:00 AM - 06:30 PM
• Monday 08:00 AM - 06:30 PM
• Tuesday 08:00 AM - 06:30 PM
• Wednesday 08:00 AM - 06:30 PM
• Thursday 08:00 AM - 06:30 PM
• Friday 08:00 AM - 06:30 PM

• Price Range $125+ - Large Groups

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Explore the Virgins like a Pirate™ Boat Charters in St Thomas & St John USVI

Virgin islands public charters, 3, 6, 7, or 9 hour trips.

USVI & BVI Options

Per Person Pricing, Perfect for Solo Travelers, Couples.

Small Groups

Power Boats or Sailing  Catamarans

Private Boat Charters

4 hour, 6 hour, or 8 hour trips.

USVI or BVI Options

Fully Customizable PRIVATE Virgin Islands charters  starting at only $550

Power Boats or Sailing Catamarans

Boats from from 27′ – 55′

Snorkel/Sunset Cruises

2-3 hour trips.

Perfect for guests looking for a couple hours on the water and not a full day.

Family Owned & Operated Boat Charters in St. Thomas & St. John, USVI

• Hour Glass 6–8 Hours
• Users 49 Guests Max

55′ Power Catamaran – Gorda Pirate

Price **INCLUDES FUEL**

Available for  USVI or BVI  Charters.

Large Group? No Problem. Full day private trips for up to 49 guests. Private charters are completely customizable and include a full Open Bar ALL DAY and Snacks.

• Hour Glass 9 Hours

Virgin Gorda – ALL DAY!

Ever wish you could spend the entire day exploring The Baths, or just relax at Devil Bay for hours. This trip allows our guests to spend the entire day Exploring the Island of Virgin Gorda on their own. Explore, Beach, Snorkel, Relax or take an island tour.

• Hour Glass 8.5 hours
• Users 12 Guests Max

Jost Van Dyke Funday & Willy-T

Note: Trip does not operate between August 23rd – October 3rd

We have combined our two most popular Jost Van Dyke trips into one day!! Explore everything that Jost Van Dyke has to offer and then we stop at The Willy-T on our way back in the afternoon.

Catamaran Sail to Jost Van Dyke - (Foxy's & Soggy Dollar Bar)

Note: Trip does not operate between August 1st – October 15th

Maximum only 12 guests on this very personalized trip. Maximize your time exploring Jost Van Dyke! The is NO Snorkel Stop, so you can enjoy the maximum time on Jost Van Dyke. Enjoy over 6 hours on Jost Van Dyke in the British Virgin Islands.

• Hour Glass 4–8 Hours

45′ Luxury Sailing Catamaran Charter

Price * INCLUDES FUEL*

SP1 & SP 2 are luxurious sailing catamarans that are very comfortable for groups of 12 or less. Our sister sailing catamarans are identical, luxurious Fountaine Pajot, Lipari’s. Enjoy a relaxing day being pampered while sailing through the Virgin Islands.

( BVI is to Jost Van Dyke only)

• Hour Glass 3 Hours

Sunset Sail & Pizza Pi

Family Friendly Happy Hour & Sunset Sail.

Enjoy a quick snorkel at Christmas Cove, Pizza from Pizza Pi & a relaxing Sunset Sail on our luxury sailing catamaran. This is a very personalized experience with only a MAX of 12 guests.

This trip operates all year!

• New Itinerary!
• Hour Glass 8 Hours
• Users 14 Guests Max

Circle St. John + Food Boat Tour – Lime Out, Pizza Pi & Lovango Beach Club

Note: Trip does not operate between August 2nd – November 4th

Experience the beautiful scenery as we Circle the island of St. John . Spend a full day Snorkeling & Eating our way through the crystal clear waters of the US Virgin Islands.

Circle the entire island St. John

Enjoy lunch at Lime Out, Pizza from Pizza Pi and Happy Hour at Lovango Beach Club.

Snorkel Christmas Cove and Lovango Cay.

• Hour Glass 6 Hours

Turtles, Pizza & Shipwreck Tour

Enjoy a beautiful sail on a Luxury Sailing Catamaran along the beautiful Northern shore of St. John. We will stop in Maho Bay, St. John to swim with the resident sea turtles and then we will snorkel a shipwreck and enjoy pizza from Pizza Pi in Christmas Cove, Great St. James Island.

Sandwich Lunch served on board during the months that Pizza Pi is Closed

• Users 6 Guests Max

27′ Hydra Sport USVI Boat Charter

Local USVI trips only

Our 27-foot Hydra Sport Center Console is super fast with twin 300HP engines, has a rocking Bluetooth stereo system and is perfect for cruising around the **US Virgin Islands** in affordable style. Just bring your towels and we take care of the rest.

This boat is for US Virgin Islands trips only and can NOT visit the British Virgin Islands.

42′ Power Boats – Stormy Petrel & Pirates Penny

Price * INCLUDES FUEL *

Available for  USVI or BVI  charters

Fully Customizable, Private charters go where you want when you want to go. These classic style boats can comfortably accommodate of 12 guests in BVI waters and 14 pax in USVI waters. These boats were exclusively built to navigate the Sir Francis Drake channel and the trip to Virgin Gorda.

• Users 11 Guests Max

37′ Axopar USVI / BVI Boat Charter

Available for  USVI or BVI  charters.

Our 37-foot Axopars are super comfortable and fast with twin 300HP engines, have a rocking Bluetooth stereo system and they are perfect for cruising around the Virgin Islands with your friends or family in style and comfort.

• Hour Glass 2-3 Hours

Private – Sunset / Snorkel Cruises

Price * INCLUDE FUEL *

This is the perfect “Private Experience” for guests who want to enjoy only few hours on a boat. Watch the sun set, with with a 360 degree view. Undeniably the most beautiful place to watch the sun set in the Virgin Islands.

The Baths and White Bay BVI Tour

Visit the 2 most Popular Destinations in the BVI without being rushed!

Spend the morning exploring The Baths on Virgin Gorda where we’ll take you on a guided hike to beautiful beaches through exotic grottos and caves. Then enjoy a relaxing afternoon of sipping Painkillers at The Soggy Dollar Bar on White Bay Beach, Jost Van Dyke.

Explore the Virgins like a Pirate

A day spent boating will be the best day of your Virgin Islands vacation! Whether you are a solo traveler looking to join a scheduled St Thomas boat tour or a large group planning a fun event, Stormy Pirates has the perfect boat for your Virgin Islands boat day.

Check us out on Instagram!

@stormypirates.

Top Rated Virgin Island Boat Charters & Tours on TripAdvisor and Google!

My wife and I have been in St. Thomas on our honeymoon and were recommended Stormy Pirates charters for a fun day on the water. We ended up taking the 7 hour sea turtle snorkel and sunset sail tour with Brandon and Amanda and had a freaking blast! The boat was beautiful, the trip was better than described and the crew showed us a fantastic time. 10/10 would recommend and we will absolutely be coming back! Thanks guys!

My husband and I had the best time on this excursion. This was by far the highlight of our trip!! We got to see different islands and learn so much history about St John and St Thomas. The crew also had snorkel gear so we could snorkel each island we stopped at, we saw a sunken ship, sea turtles, stingrays. The crew was OUTSTANDING, Kenny and Susanna went above and beyond and made the best cocktails. This was such a wonderful experience!! Highly recommend stormy pirates. (I even changed my pick up from st Thomas to St. John and they were so accommodating)

What a way to spend a day. Met the crew at the dock, jumped on the boat, and had the time of our lives for the day. A couple of snorkel stops, a little sightseeing of the beautiful island of St. John, and then lunch at Lime Out Taco Bar. Lime Out was an excellent experience floating in the clear water surrounded by a beautiful area and eating some great tacos. This was my second trip with Stormy Pirates, and I brought the entire family as my first trip with them was great. Thanks to the crew for making this a day to remember.

We had an amazing time on their Sale Pending 2 boat. Captain Rich was funny and a really good Captain, we knew we were in good hands and safe. Tara, the crew member was so authentically attentive and caring. We had drinks all day long, sodas, water, punch, cocktails. They had fruit and muffins waiting, a scheduled pizza delivery on the boat, snorkeling equipment and the knowledge the guests needed to find sea creatures. So many small detailed extras to make the day superb!

Soak Up the Sweet Life

Experience the beauty of the caribbean & create everlasting memories aboard vita 45’ catamaran based out of st. john, us virgin islands, experience the virgin islands, create a custom adventure with your captain and experience the islands in style..

Vita & The Crew

Sailing aboard Vita is a once-in-a-lifetime experience. Vita is a 45’ Leopard Catamaran powered by solar and wind energy. She is fully equipped to give you the perfect Caribbean sail – with numerous lounge areas, comfortable sleeping quarters and 360 degree views of paradise.

Dulce Vita Sails is owned, operated and crewed by women who want to give you the fun, care-free, laidback Caribbean sail you deserve. We take care of everything so all you have to do is sit back, relax and enjoy the ride.

The Islands

Ready to Set Sail

We’re so excited to have you aboard & give you the experience of a lifetime.

Pick Your Adventure

Browse our variety of sails and find the perfect one for you

Book through our website, email us or call us to reserve your sail

Look forward to your adventure! Get ready to Soak Up the Sweet Life

Just imagine….

Just finished our fourth trip with Captain Dulce The captain makes our time very comfortable and friendly Our boat mates are a diverse and fun loving group Dulce never bats an eye but manages to keep it under control No small fete. Captain Dulce and First Mate Sarah are simply the best Highly recommend and are looking at trip five.

– Jim Bonner

Words cannot describe how special our week long charter was. Dulcey and Romany went above and beyond to provide such a special week for our wedding. Every morning we woke up to hot coffee and a delicious breakfast. Followed by sailing, snorkeling, kayaking, paddle boarding. The accommodations were so comfortable. The food that they prepared was absolutely amazing. We did not even pick up a book the whole week because of how breathtaking the sights were and all of the fun we had in the water. I can’t wait to book this again. My very first term charter. No sea sickness even though I used to get sea sick on fishing expeditions.

She brought us to some of the most beautiful places I’ve not been. I have been traveling to the island almost annually since 2007. You must do this. Most magical and amazing trip. The trip of a lifetime!

– Sarah Louise

Dulce is an experienced captain who knows her way around the islands. She provides the safest of environments while giving her guests a phenomenal experience. I highly recommend this charter for a carefree island getaway. The food is amazing, the scenery is second to none, the crew is family.

– Dana Ambrose Allen

We spent 10 days sailing with Dulcey in 2019 – not a day goes by were we don‘t think about all of our adventures, the wonderful food and drink, and the love and laughter which we shared. Dulcey is a fantastic captain with competence based on her life experiences both on and off the water. Her dedication to running her charters safely and with respect for lives both in and on the water makes her guests feel that they are truly in good hands. Looking forward to our next booking with Dulce Vita Sails soon! 🐠🧜🏾‍♀️🌈☀️♥️

– Nina Bullock-Lutz

Unbelievable boat and crew!!! You would have so much fun on this excursion!!! Just a great time

– Kathy Maiocco-Dudzinski

These two! are crazy fun and their love for the water and boat exudes from every pore! Can’t wait to return and hang out with these great people. Thank you for a great time!

– Dana Skeed

Perfect sailing excursion!! We were served quiche and fresh fruit for brunch and a great sandwich for lunch-and drinks all day long. Dulce and Cat took us right to the sea turtles and I loved bed swimming around with them. Dulce is very knowledgeable and confident with her beautiful sailboat. Our trip was perfect!!! Can not wait to do it again!!

– Sharon DeVane Waters

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Reef Chaser Charters

Sailing adventures ∞ bed and breakfast.

St John > USVI

Located in Coral Bay…

Reef Chaser Charters offers a range of unique vacation experiences on your visit to St John in the US Virgin Islands. Our services include group and private day sails, multi-day sailing charters, and bed and breakfast accommodations.

If you’re considering a visit to the famous Lime-Out Taco Bar in Coral Bay (accessible only by boat), we can provide transport from shore out to the bar.

From our guests…

Choose your experience….

Choose the Virgin Islands experience that best suits your vacation dreams. Your hosts, Amanda and Cliff, tailor your trip to your specifications. We will arrange accommodations and activities according to your desires. Pick a Mini or Term Charter to make the most of this remote paradise, or build your own custom vacation with our offering of individual services.

Please note:

If you don’t see the service you are interested in, please contact us directly to arrange the service.

Bed and Breakfast

Choose the unique accommodation option of staying on the water. Wake up every morning surrounded by the peaceful calming waters of a protected cove on a Caribbean island.

No noisy (or nosy) neighbors.  Wake every morning to the peaceful sounds and motion of calm waters that you only experience aboard a sailboat at anchor. There is nothing like it.

Choose from various Day Trip options provided by Reef Chaser Charters…

• Day Sails – Group and Private Enjoy a Day Sail around St John aboard our luxury yacht, CAT∞ION.
• Lime-out Taco Bar Visit this popular local attraction, accessible only by boat, utilizing our transport services.

Multi-Day Charters

Why waste your holiday time anchored to a single, land-based location? Join us for a unique holiday experience aboard CAT∞ION for a multi-day sailing experience. Explore all St John has to offer by land and sea while our crew attends to your every need.

From 2 to 7 Days at surprisingly affordable prices.

Charter Amenities

On each of our tour offerings, you’ll find the same level of service excellence.  Our basic amenities include the following…

Food & Beverage

Sailors the world over and throughout history understand the importance of good food. Many a good mutiny has been fueled by bad grub.

On CAT∞ION, you’ll find only quality ingredients (subject to market availability). Our meals are prepared with care and attention to quality, variety, and the best locally available ingredients.  Of course, we’re always willing to cater to your specific dietary needs to ensure your complete health and comfort.

Our standard menu features…

• Quality, fresh ingredients over canned or preserved ingredients (where available).
• Hearty portions, yet with a focus on quality over quantity
• Clean, filtered water, juices, sodas, liquor, wine and local beers

Additional options can be provided…

• Specialty Food Items
• Wine/Champagne (subject to market availability)

Friendly, Professional Crew

You’ve worked hard and you deserve a vacation free from stress or worry.  From the moment of first contact to the final farewell and beyond.

Let our friendly, professional crew take care of your every need while you are our guest. We stand by our firm commitment to exemplary customer service. Our policy is that we’re there when you need us but we’re invisible when you need your quiet or alone time.

Our customer service commitment is only matched by our responsibility and duty to ensure your safety while aboard our vessel. If ever the two conflict, the safety of you and your party, our crew, and the vessel naturally comes first.

Shore Trips and Activities

Our team is ever ready to offer suggestions and recommendations for local activities and excursions. We do not have ‘deals’ with local providers (in exchange for kickbacks or other compensation). Instead, we prefer to offer independent suggestions based on personal experiences and let you decide on which activities in which you wish to participate.  

St John has an abundance of natural wonders, land and sea tours, shopping and nightlife options. The management and crew are only too happy to offer their personal recommendations on request.

Ship to shore transportation by dinghy is available on demand. We can also also arrange suitable ground transportation on request.

Where to find us…

The primary pickup point for our guests is located at…

16205 Spring Garden St John USVI 00830

When not on charter, CAT∞ION, will typically be anchored in one of the many protected coves in Coral Bay. From our pickup point, guests will be transported to the nearest, convenient marina for a quick dinghy ride from shore to the yacht.

Custom pickup locations can be catered to by agreement prior to reservation confirmation. Please contact our reservations team to discuss your needs.

At the end of your stay, we will provide return transportation to your original rendezvous.

catION: Charter St John

Private Catamaran Charters in St. John

• Hour Glass Full Day (7+ hours)

45′ Lagoon – Luxury Catamaran Sailboat

Sonic charters.

Enjoy a luxurious day aboard our 45′ foot sailing catamaran! Take in 360 views and feel the wind in your hair on our flybridge or soak in the sun on our forward sunpads.

• User All Ages

USVI Day Trip

Vibin vi llc.

Vibin’ is proud to offer local excursions in the beautiful USVI!

• Hour Glass 6.5 hours

“Premium” Private Afternoon Charter & Sunset Sail

Ciao bella charters.

Ciao Bella will make 2 stops to snorkel, swim, paddleboard, & relax and enjoy the day. After the fun, we will enjoy a Sunset Sail.

“Premium” Full Day PRIVATE Charter

Enjoy a private day sail aboard our beautiful 2019 Fountaine Pajot Catamaran. We will pick you up in St Thomas or in St John in Cruz Bay. Please make sure all passengers are able to get in & out of a dinghy for a quick ride to the boat.

CAT 5 – Private Charter

Calypso charters.

Let our experienced Captain take your group for the perfect day on the water, aboard CAT 5, a 36’ foot power catamaran. This spacious and comfortable boat has room enough for 30 but for the enjoyment of our guests, we have a 12-guest maximum.

Calypso – Full Day Private US Snorkel & Sail

Calypso is 40′ sailing catamaran with ample seating for up to 32 guests. Guests can choose from sun or shade with plenty of seating. Calypso has a stern ladder for easy in/out of water and is fully equipped with snorkeling equipment for your underwater adventures.

Bad Kitty – USVI Private Charter

Customize full-day, half-day, and sunset cruises in the beautiful waters of the US Virgin Islands! Our experienced captain and crew will make your day on the water the best day of your vacation.

Private Full Day Sail

Sail with liberty and justice, llc - justice.

Spend a full day exploring the beauty from St. Thomas to St. John on sailing catamaran Justice!

• Hour Glass Half Day (3-6 hours)

Private Half Day Sail

Short on time? Enjoy a half day sail on Justice!

Full Day Aboard Sailing Catamaran SY Mazu

Seas the day charters.

Enjoy a full day of sailing, snorkeling and beach hopping aboard the catamaran SY Mazu. Up to 8 guests will enjoy a full day aboard our 2016 Gemini Legacy 35 sailing catamaran. Customize a full day itinerary to include snorkeling, white sandy beaches and visits to some phenomenal beach bars and restaurants.

Best Private Catamaran Sailing in the Virgin Islands

Sweet pea charters.

Sail faster, sail further and more comfortably aboard this luxury catamaran. Enjoy the large shaded cockpit for lounging and dining, oversized trampolines for the ultimate tanning area and more!

EXPLORE THE VIRGIN ISLANDS

Salty dog day sails, sailing catamaran and powerboat fleet, st. john, usvi, affordable usvi private boat charters, boat charter options for every dynamic and budget.

SALTY DOG DAY SAILS FLEET

Boats and trips for every interest and budget:.

‘LITTLE DOG’ Sailing Catamaran $$$ (most popular)

‘ISLAND DOG’ Spacious Powerboat $$

‘BAD DOG’ Budget Friendly Sailing Catamaran $

‘THUMBS UP’ Budget Friendly Powerboat $

‘OFF CAY’ Luxury Sailing Catamaran $$$$

St. John’s spacious powerboat ‘ISLAND DOG’ model is approved for 24 passengers because it is so spacious, stable and seaworthy, but we still preserve the comfort by limiting groups to a maximum of 12.

St. John Luxury Catamaran ‘OFF CAY’

St. John’s budget powerboat option

Sporty & affordable St. John sailing catamaran ‘BAD DOG’ is perfect for small groups and budget conscious families seeking front row seats to the action.

43’ comfortable catamaran with room for 12 and standard amenities and basic inclusions. Perfect for families and budget minded groups seeking a fun day on the water with a stable catamaran and fun crew!

 We are Salty Dog Day Sails , St. Thomas and St. John’s trusted USVI & BVI sailing catamaran & powerboat charter company. We love what we do and love sharing it with others who will love it too.

We recognize the value of a st. john virgin islands vacation experience and turned ours into a full-time way of life more than 20 years ago. since then, we’ve been sharing our dream with others. we hope you’ll join us to live the dream with us for the day or more..

Let us host you for a memorable day on the water—the best day of your Virgin Islands vacation!

Kindred Spirit - St. John USVI Catamaran Charter

Overnight Cruises

The ultimate vacation experience! Cruise through the Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a lifetime on either Kindred Spirit II or Intrepid. Forget the hassle of looking for hotels, car rentals, or day charter boats because this vacation has it all. Wake up on board in a different beautiful bay every morning to the smells of coffee and breakfast being prepared for you. Spend each day adventuring to new destinations, enjoying an itinerary created specifically for you. The Virgin Islands has much to offer so sit back, relax, and let Kindred Spirit Charters guide you on your epic sailing adventure.

General Information

Maximum # of guests:, pickup/drop-off:.

National Park Dock, St. John USVI 3:00pm pickup & 10:00am drop-off (pickup/drop-off times are flexible)

• Captain & Mate
• Beverages (Beer, wine, spirits, soda, juice)
• Fuel & Water
• 2 Meals/per day (Breakfast & Lunch or Dinner)
• Beach Towels
• Snorkel Gear
• Mooring Fees

*Champagne upgrade available for all trips (Veuve Clicquot or comparable)

Not Included:

• Customs Fees
• Gratuity (minimum 15%)

Nightly Rates (3 night minimum)

Kindred spirit ii, 7 nights, 6 guests, captain-only overnight cruises, experience a more intimate overnight vacation with a captain-only charter.

On Captain-Only trips, guests can expect the same itinerary planning and amenities as a fully crewed charter minus the chef! There are dozens of wonderful restaurants to choose from everywhere you go in the Virgin Islands, ranging from beach bars to fine dining.

Prefer to eat on board rather than eat out? No problem!

We can provision the boat prior to arrival so you don’t have to worry about a thing. A provisioning fee of $250 plus the cost of food will be added on to the trip total.

Captain-Only Pricing:

Kindred spirit ii (up to 6 guests) and intrepid (up to 4 guests), interested in a captain-only charter.

Inquire Now

8170 Crown Bay Marina PMB 175 St Thomas, USVI 00802

Where we are:.

Seas The Day Charters

Luxury day charters in st. thomas, usvi, private boat charters from st. thomas to st. john, st. thomas to water island and to the british virgin islands, winner 2024 tripadvisor travelers choice award, rated #1 outdoor activity by tripadvisor, winner 2022 best day sail charter company - vi daily news, a certified eco-business by virgin islands clean coasts, search available boat charters by date.

Luxury Catamaran Charters and Fast Powerboat Charters

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Luxury Catamarans | Private Boat Charters

• Best Family Value
• User All ages
• Hour Glass 7 hours

Fun, Relaxing Catamaran Day Charters Aboard S/Y Mazu or S/Y Neptune

Experience a full day of sailing, snorkeling and beach hopping on a private boat charter. This full-day private boat charter is ideal for up to 8 guests who will enjoy the comfort and amenities aboard a Gemini Legacy catamaran. For groups larger than 8 guests, please call.

Depart on this USVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club.

• Most Popular
• Hour Glass 4-7 hours

Luxury Full & Half Day Charters Aboard Sailing Catamaran 47’ S/Y Pisces

Enjoy a private luxury catamaran boat excursion and discover the beautiful, quiet beaches of St. Thomas. Snorkel with stunning coral reefs full of fish and turtles. This boat charter is the perfect way to spend a day on the water in St. Thomas! Private boat charter for up to 12 guests.

Depart on this St. Thomas boat charter from Havensight, St. Thomas—conveniently located near the cruise ship docks.

Private Luxury Boat Charter – Full & Half Days Aboard a 50' Catamaran

Explore St. Thomas in style on a half-day or full-day charter on your own 50′ luxury catamaran yacht! You and your captain will design your perfect day of snorkeling and beach hopping in the Virgin Islands. All-inclusive, up to 12 guests.

Full-day boat charters depart from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club. Half-day boat charters depart from Red Hook, St. Thomas.

Shared Boat Charters From St. Thomas Snorkeling & Beach Hopping

• Hour Glass 4 hours

Snorkel & Swim with Turtles – Buck Island & Water Island Shared Boat Charter

Embark on a 4-hour semi-private boat charter experience to Buck Island and Water Island USVI from St. Thomas! Snorkel and swim with turtles at Turtle Cove and explore coral reefs that are home to tropical fish such as snapper, hamlets, parrotfish, surgeonfish, squirrelfish and other sea life. Then enjoy the beautiful white sandy Honeymoon Beach at Water Island.

Snorkel and Beach Catamaran Charter – Red Hook to St. John Shared Experience

Snorkel and explore colorful coral reefs full of tropical fish, swim with turtles then visit one of the prettiest beaches in the USVI. On this intimate, semi-private boat charter, up to 12 guests will enjoy a 4-hour snorkel and beach adventure to St. John. This USVI boat charter is a great way to enjoy a day on the water from St. Thomas.

Depart on this St. Thomas boat charter from Red Hook, St. Thomas.

Fast Powerboats | Private Boat Charters

Island flyer private catamaran – fast, fun beach hopping and snorkeling charters.

Spend a full or half day with friends and family on a private boat charter touring the USVI aboard M/V Island Flyer, a 36′ Blue Planet Power Catamaran. Snorkel with colorful fish and coral, swim with sea turtles and beach hop throughout the U.S. Virgin Islands.

Depart on this USVI boat charter from Havensight, St. Thomas, Red Hook, St. Thomas, Cruz Bay, St. John, or Lovango Resort and Beach Club.

Fast Powerboat M/V Poseidon – Private Half & Full Day Boat Charters

Explore the U.S. Virgin Islands in style aboard M/V Poseidon, our 36′ TwinVee power catamaran. Swim with sea turtles and see amazing fish and colorful coral! Private boat charters from St. Thomas to St. John or Water Island and the many other surrounding islands and cays for up to 12 guests.

Full-day USVI boat charters depart from Red Hook, St. Thomas, Cruz Bay, St. John, Lovango Resort and Beach Club or Havensight, St. Thomas. Half-day USVI boat charters depart from Red Hook, St. Thomas.

U S V I Private Powerboat Charters on 31' M/V Aquarius

Book a private charter from St. Thomas to St. John or Water Island and snorkel the many cays and beautiful beaches of the U.S. Virgin Islands. Cruise through the USVI on this fast private powerboat or explore at a more leisurely pace; the choice is yours. Half-day and full-day boat charters are available for up to 12 guests.

Private Full-Day Boat Charter Aboard M/V Hydra, a Luxury Power Catamaran

Take a luxury private charter and experience the Virgin Islands aboard M/V Hydra. This spacious 40′ Gemini power catamaran offers extensive seating both on the bow and shaded aft deck. M/V Hydra is fast, dry and a whole lot of fun! Up to 12 guests will enjoy beach hopping and snorkeling in the turquoise waters of the Virgin Islands.

Depart on this USVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John, Lovango Resort and Beach Club or Havensight, St. Thomas.

• Hour Glass 8 hours

Private Day Trip to the British Virgin Islands – Aboard 31' M/V Aquarius

Island hop to the BVI on a full-day private charter to Norman Island, Sandy Spit, Jost Van Dyke and other fun destinations in the British Virgin Islands. M/V Aquarius can accommodate up to 12 guests. Passports are required.

Depart on this BVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club.

British Virgin Islands Private Charter Aboard 36' M/V Poseidon

Enjoy a full-day private boat charter for up to 12 guests to the British Virgin Islands aboard our TwinVee PowerCat M/V Poseidon. Snorkel, beach or barhop – you and your captain will plan your perfect itinerary for your group. Passports are required for all guests.

• Captains Only
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• Hour Glass 6 hours

15' Luxury Center Console Runabouts

Seas the Day Charters USVI has four luxury 15-ft runabouts available for rent to qualified captains. These 15-foot rigid inflatable boats (RIBs) feature 40 HP Yamaha engines, center console configuration and custom cushioned seating behind helm, in front of helm and on the bow.

Depart on this St. Thomas boat rental from Red Hook, St. Thomas.

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St. John Boat Charter Departures

Havensight, st. thomas boat charter departures, lovango boat charter departures, private charters from st. thomas to st. john, st. thomas and the british virgin islands, winner 2022 best day sail charter company – vi daily news.

Initial Public Offering Announcement

AMDI plans to conduct its initial public offering (IPO) through the New York Stock Exchange American with the symbol ‘AMDI’ through its underwriter, Kingswood Investments, a division of Kingswood Capital Partners, LLC (or Kingswood), which is acting as the sole representative of the underwriters. AMDI anticipates a public offering price between $3.50 to $4.50.

AMDI is a maritime tour activity and attractions operator with the following wholly-owned operating units: Seas the Day Charters in the U.S. Virgin Islands, Tall Ship Windy in Chicago, Illinois and Paradise Adventures in Panama City Beach, Florida. The Company plans to use the proceeds of its IPO to acquire Paradise Yacht Management and Charter Smarter in the U.S. and British Virgin Islands and the Bahamas.

Interested parties may subscribe to the IPO or obtain a prospectus and more information at Webull .

You may also obtain the Company’s prospectus and other information at the SEC website .

Seas The Day!

2024 Tripadvisor Travelers Choice Award Winner!

We are a full-service charter company based in St. Thomas, US Virgin Islands that works tirelessly to ensure you and your guests enjoy your time while in the USVI. From private day sails and shared charters, explore the US Virgin Islands or experience fast and fun trips to the British Virgin Islands, we ensure you and your party have fun and stay safe!

We employ only the Islands’ best talent; our captains are all highly certified with the vessels they sail and our first mates have years of experience aboard luxury sail vessels taking care of guests and the well-being of the boat. You are in superior hands when you board a Seas the Day Charters USVI watercraft.

At Seas the Day Charters USVI we prioritize environmental conservation and sustainable practices. We are proud to be recognized as a certified Eco-Business by the Virgin Islands Clean Coasts.

Make the Most of Your Days in the Virgin Islands with Seas the Day Charters

Book directly online & save money, winner 2024 tripadvisor travelers' choice award.

Captain Kyle and Henry were fabulous! This activity made an incredible vacation fabulous! Kyle and Henry made everyone comfortable and make the trip fun. Kyle even gave us some history of the landmarks we saw. I would recommend Kyle and Henry and this boat ride as a must do!

This day was great and so was the boat and the captain. We had our family of 4 and we went out with Brian for a full day around St John. We had such a great time and he was the nicest person and so easy to talk to. He also knew alot about the island and its history. He also made the best rum punch. (best we had while on the island for a week) BEST DAY WE HAD ON VACAY. Highly recommend this company for your boat day needs and ask for Brian.

What a great time we had. Wedding went well, and the snorkeling at water island. They took us where we saw sea turtles and stingrays. The captain and Rachel we such great hosts, so attentive and just so nice. We all enjoyed our half day tour. Can’t say enough good things about them!

We spent half day celebrating our friends one-year Wedding Anniversary on Pisces catamaran! It was such an amazing time; Captain Connor and his first mate Chelsea were excellent! It was tranquil and quite relaxing; I will certainly use them again when ever my family and friends visit us in St. Thomas! I will also recommend Seas the Day Charters and Tours to my Airbnb guests!

What an incredible day!! Captan Bryan is amazing and probably the best captain we’ve ever had! He listened to basically what we wanted to do and then crafted the itinerary to perfection. We circumnavigated St. John and he took us to some of the most beautiful spots for snorkeling and just relaxing in the water. His superb timing got us to Lime Out for lunch at JUST the right time to secure us the best Lilly pad in the house! He was personal and informative and took the trip (which would have been great by itself) to the next level. Highly recommend!!

We had an absolutely fabulous day with Glenn! Truly, it could not have been better! Glenn is a very experienced sailor and very knowledgeable about the Caribbean. He is also a great guy and we all thoroughly enjoyed hanging with him for the day. We snorkeled at several great spots in the BVI, visited Willie T's and Soggy Dollar.

Whenever we visit St John "Boat Day" is always everyone's favorite day of the the vacation. This year was fabulous! We are a 3 generation family of 11 with six kids ages 9 and under. Captain Alex and First mate Aaron found out exactly what we like to do and they made it happen. The snorkeling was amazing, lunch from the pizza boat was delicious and fun and the time out on the water all day cannot be beat. Thank you Seas the Day and especially to Alex and Aaron. Our day really could not have been better!!!

An amazing experience to St. John! We went to snorkel at 2 different places that were both beautiful! Captain Greg and Coleman were amazing and so nice. They answered all of our many questions about the island and gave us the best information. They were so knowledgeable! We never felt rushed and we felt like they wanted to give us the best experience possible. The boat was so clean and the snorkeling gear was great. Very professional. This is the charter to book!

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Discover the Best of the US Virgin Islands

Expertly curated st. john & st. thomas excursions, st. thomas experiences, st. john experiences, private charters, our unmatched legacy of luxury in the usvi.

Nestled along the pristine shores of renowned resorts in St. John and St. Thomas, Cruz Bay Watersports is your gateway to exceptional experiences in the US Virgin Islands. From humble beginnings as a family-owned dive operation, we have blossomed into the premier provider of watersports activities and tours in the USVI. We invite you to join us for captivating snorkel adventures, breathtaking sunset sails, and exclusive private charters for on-the-water enjoyment unmatched anywhere else on the islands.

The Cruz Bay Watersports Advantage

From starlit sails to snorkeling adventures, Cruz Bay Watersports offers the largest selection of water-based activities departing from St. John and St. Thomas.

Our impressive fleet boasts beautiful catamarans, luxurious yachts, and speedy Axopars. With the latest in onboard amenities, our boats are meticulously maintained and in a pristine state for every single excursion.

Whether you opt for a sunset dinner sail or a custom private charter, Cruz Bay Watersports works hand-in-hand with local establishments to ensure every meal is curated from fresh ingredients. Our 5-star catering service attends to your every need.

USVI travelers trust us for authentic, local experiences, complete with our captain and crew, all of whom are well-versed in the local waters. Request specific locations to visit, ask questions, and get live commentary that details historical and little-known facts about each stop!

Frequently Asked by USVI Travelers

Unfortunately, we do not have trips structured specifically for cruise ship passengers. However, depending on your ship’s specific schedule, we may be able to accommodate cruise ship guests on certain trips. Please call us with specific details on your cruise schedule to determine how we may accommodate you on our US Virgin Islands tours.

No, there is no minimum age requirement for children.

However, please read the details of your excursion before booking to ensure your children meet all requirements. For instance, our top-rated jet ski tours require a license.

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The Top Choice for USVI Travelers

Loved by over 3,000 island visitors.

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Cloud 9 Sailing is Ready to take you Sailing!

Private charters / day sail and snorkel trips.

Sit back and relax while your licensed Captain Jason sails you thru beautiful turquoise waters, past the scenic Virgin Islands.  Enjoy the comfort, and smooth ride of sailing on your private sailing yacht Cloud 9, a spacious and stable 47’ sailboat! 

Cloud 9 has over  20 years of yacht chartering experience from St. John.  Enjoy a drink, a swim and the sun. Enjoy an Eco-adventure, learn about sailing, the fish, birds and history of the islands. Experience scenic sailing “off the beaten path” to some of the best snorkel sites around!  All of our trips are customized for our guest’s desires for the best day of your vacation!

We specialize in small groups on a large sailboat, with awesome service! Our maximum capacity for private charters is 10 people.  We welcome people of all ages!

Make your reservation now! You can reserve by e-mail:  [email protected]   or book a pre-paid trip with our FareHarbor system.  Are you ready to enjoy an adventure, a drink, a swim and the sun?

HALF DAY TRIP

A great way to see how much fun sailing can be, it’s just a “3-hour tour”!  Enjoy a snorkel stop at one of the days best snorkel sites.

FULL DAY USVI TRIP

A fun-filled day of sailing and snorkeling in our often overlooked USVI waters, sail "Off the beaten path" with drinks and lunch and fabulous snorkeling!

SUNSET SAIL

Relaxing... Romantic...  we are the sunset specialist! Watch sunset and all the colors after the sunset. Great for special occasions.

AFTERNOON PLUS SUNSET

A great combo of sailing, snorkeling and sunset! Enjoy a snorkel stop or two then feast on platters of food and drinks. Sail home while watching the sunset. 

CUSTOM PRIVATE TRIPS

Want to do something special?  Maybe just sail? Visit a private beach? We can customize any of our Itineraries, within the realms of a sailboat, to suit your desires.

GET OFF THE BEATEN PATH

Take the scenic route on Cloud 9. 

CLOUD 9 SAILING ADVENTURES / ST JOHN USVI / FOR THE BEST DAY OF YOUR VACATION!

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BVI or USVI Sailing: Where to Book Your Next Caribbean Yacht Adventure

You’ve made up your mind: your next sailing adventure will be in the Caribbean. The gorgeous waters, gentle trade winds, and sun-drenched islands are calling your name. 

But now comes the real challenge – BVI or USVI? Just how are you supposed to decide between the British Virgin Islands (BVI) or the U.S. Virgin Islands (USVI)?

While we don’t believe you have to choose ( see here for our argument for combining the two ), it’s true that picking BVI or USVI means you can get a deeper experience when you pick just one.

We’re here to help you better understand the difference between the two, and help you make the choice. Among the team of Waypoints Yacht Charters Specialists, we’ve sailed these waters countless times, dropped anchor in hidden coves, and toasted sunsets from every angle. 

Before you set sail on your next yachting adventure, let’s dive into what sets these destinations apart, from the sailing conditions and culture to the natural offerings. Our goal? To help you decide which Virgin Islands – British or U.S. – is the right fit for your next Caribbean sailing escape. 

British Virgin Islands (BVI) Sailing

The British Virgin Islands are renowned for their exceptional sailing conditions, making them a favorite among seasoned sailors and newcomers alike. 

The archipelago’s layout creates a sailor’s playground, with short passages between islands and abundant sheltered anchorages.

Popular destinations in the BVI include the famous Baths of Virgin Gorda, where massive granite boulders create a labyrinth of grottoes and pools. 

The atmosphere of Jost Van Dyke draws visitors to its legendary beach bars, while Norman Island’s caves inspire tales of buried treasure.

Thanks to its history, the BVI offers a unique blend of British and Caribbean culture. Must-experience attractions include:

• Legendary Painkiller at Soggy Dollar Bar – Sail into White Bay on Jost Van Dyke and swim or dinghy ashore to this iconic beach bar. Sip the original Painkiller cocktail, a blend of rum, coconut, pineapple, and orange juices, while your toes sink into powdery white sand. The bar’s laid-back atmosphere and stunning views make it the quintessential Caribbean experience.
• Virgin Gorda Copper Mine Ruins – Flip the calendar back to the 19th century as you explore these atmospheric ruins perched on Virgin Gorda’s rocky southern tip. Wander among the stone walls and rusted machinery, imagining the bustling activity of Cornish miners who once sought their fortunes here. The site offers breathtaking views of the Caribbean Sea, perfect for a sunset photo opportunity.
• Trellis Bay Full Moon Party – Time your visit to coincide with this celebration of art, music, and fire on Beef Island. As night falls, massive metal sculptures crafted by local artists burst into flame, illuminating the bay. Dance to live music on the beach, sample local cuisine from food stalls, and join fellow sailors in a night of unforgettable island revelry.

For those seeking the perfect anchorage, popular spots include:

• The Bight at Norman Island – Drop anchor in this sheltered bay, rumored to be the inspiration for Robert Louis Stevenson’s “Treasure Island.” Spend the day snorkeling the nearby caves, teeming with colorful fish and coral formations. As evening approaches, swim or dinghy to the famous Willy T floating bar and restaurant for a night of pirate-themed merriment.
• White Bay on Jost Van Dyke – Sail into this postcard-perfect bay, where a crescent of soft white sand is fringed by swaying palms. The calm, crystal-clear waters make for excellent swimming and snorkeling. Ashore, a string of casual beach bars offers the perfect spot to watch the sun dip below the horizon, rum cocktail in hand.

Hidden gems worth discovering:

• Manchioneel Bay on Cooper Island – Escape the crowds at this quiet anchorage on Cooper Island’s northern shore. The bay’s protected waters are ideal for paddleboarding or kayaking along the mangrove-lined coast. Ashore, visit the eco-friendly Cooper Island Beach Club for craft beer from their microbrewery and rum tasting sessions featuring over 100 Caribbean rums.
• Diamond Cay National Park – Make your way to this pristine marine protected area near Jost Van Dyke. Anchor off the tiny islet and dinghy ashore to hike the short trail to the Bubbly Pool, a natural jacuzzi formed by waves crashing through a rocky crevice. Snorkel in the crystal-clear waters around the cay, keeping an eye out for sea turtles and tropical fish darting among the coral reefs.

If you’ve been thinking about getting to the BVI, now’s the time to start planning for 2025 .

U.S. Virgin Islands (USVI) Sailing

The U.S. Virgin Islands provide a different yet equally special sailing experience. With three main islands – St. Thomas, St. John, and St. Croix – the USVI offers a mix of developed areas and unspoiled natural beauty.

Sailing conditions in the USVI can be more challenging than the BVI, with longer passages between islands and more exposure to open water. 

This makes it an excellent choice for those looking to sharpen their sailing skills. The USVI’s cultural highlights blend American influences with Caribbean traditions. 

Must-visit islands and hotspots include

• Magens Bay, St. Thomas – Come explore this horseshoe-shaped bay, often hailed as one of the world’s most beautiful beaches (we see you, Travel + Leisure ). As you approach, you’ll be struck by the mile-long stretch of powdery white sand framed by verdant hills. For the adventurous, hike the nature trail to the hilltop for a breathtaking panoramic view of the bay and surrounding islands.
• Virgin Islands National Park, St. John – See for yourself why this island is often called the crown jewel of the Caribbean. With two-thirds of St. John protected as a national park, you’ll find an unspoiled paradise of lush forests, hidden coves, and pristine beaches. Sail into Trunk Bay to snorkel the underwater trail, spotting colorful fish and coral formations. 
• Buck Island Reef National Monument, St. Croix – Set a course for this uninhabited island off St. Croix’s northeast coast for a world-class snorkeling experience. The crystal-clear waters reveal an underwater wonderland of elkhorn coral barriers, vibrant reef fish, and even sea turtles. Follow another underwater trail of plaques that guide you through this living museum. After snorkeling, relax on the pristine white sand of Turtle Beach, keeping an eye out for brown pelicans diving for their lunch offshore.

In addition to the main attraction islands, these are a few of our favorite experiences: 

• Historic Charlotte Amalie – Wander through cobblestone alleyways lined with Danish colonial architecture, local markets, and duty-free shops. Climb the famous 99 Steps for a panoramic view of the harbor, then cool off with a tropical cocktail.
• Quelbe Music Experience – Enjoy the soul-stirring rhythms of the USVI’s official musical style. Attend a live performance at a local festival or beachside bar, where the infectious blend of African, European, and Caribbean influences will have you moving to the beat of centuries-old traditions.
• Annaberg Sugar Plantation Ruins – Step back in time as you explore the haunting beauty of this 18th-century sugar plantation on St. John. Walk among the weathered stone structures, imagining the bustle of colonial life while taking in sweeping views of Leinster Bay and the British Virgin Islands beyond.

For your sailing itinerary, popular routes include:

• St. Thomas to Cruz Bay Crossing – Set sail from Charlotte Amalie harbor, watching the urban landscape give way to lush green hills as you navigate the Sir Francis Drake Channel. Approach St. John’s Cruz Bay, where colorful buildings and swaying palms welcome you to this more laid-back island paradise.
• East End Cays Adventure – Chart a course around St. Thomas’ eastern tip, where a string of captivating cays awaits. Drop anchor at Cas Cay to snorkel in crystal-clear waters teeming with tropical fish, then enjoy a sunset barbecue on the powder-soft sands of Water Island.

Off-the-beaten-path gems:

• Water Island Serenity – Discover the tranquil charms of the “fourth” Virgin Island, just a short sail from St. Thomas. Anchor in Honeymoon Beach’s turquoise waters and spend the day lounging on uncrowded shores, snorkeling reefs, or hiking to World War II-era Fort Segarra for panoramic views of the surrounding islands.
• Salt River Bay Expedition – Venture to St. Croix’s north shore to explore this unique ecological and historical treasure. Kayak through mangrove forests in the only known site where Christopher Columbus landed in what is now U.S. territory. Dive or snorkel the underwater canyon, home to rare bioluminescent organisms that create a magical night time display.

For more on sailing in the USVI, we’ve got a list of our favorite hot spots and hidden gems here .

Comparing BVI and USVI Sailing Experiences

While both destinations offer Caribbean charm and excellent sailing, key differences set them apart. The BVI tends to have more consistent winds and calmer seas, ideal for leisurely island-hopping. The USVI, with its longer passages, caters to those seeking a bit more adventure in their sailing.

Culturally, the BVI retains a stronger British influence, evident in its customs and traditions. 

The USVI, as an American territory, offers a unique blend of Caribbean and U.S. cultures. 

For instance, you’ll find cricket matches in the BVI, while American sports are common in the USVI.

The BVI is known for its numerous uninhabited islands and cays, perfect for those seeking seclusion. 

In contrast, the USVI offers a mix of bustling ports and untouched natural areas, providing a more varied experience.

Planning Your Caribbean Yacht Adventure With Waypoints Yacht Charters

The most popular time to visit both the BVI and USVI is during the dry season, from December to April. However, sailing is enjoyable year-round, with the shoulder seasons offering fewer crowds and lower prices. For more on traveling during this period, check out our more extensive article here .

When booking with Waypoints Yacht Charters, you’ll benefit from our expertise in both destinations. 

Our team can help you choose between the BVI and USVI based on your sailing experience, desire for cultural experiences, and preference for developed or more secluded areas. Not only that, but we have charter bases in each. Read on to see what you can enjoy at each.

The Waypoints Yacht Charters Experience in USVI

The Waypoints USVI base is located at Frenchtown Marina in St. Thomas, just a 10-minute cab ride from Cyril E. King International Airport (STT). This prime location allows for easy access to the surrounding islands and a quick start to your USVI sailing adventure.

Embarkation begins at noon on the first day of your charter, with sleep aboard options available from 4:00 p.m. The Waypoints team provides comprehensive online briefings prior to your arrival, followed by an in-person review and chart briefing at the base.

Rae Ann A. shares her experience with Waypoints USVI:

“We have been chartering catamarans, both bareboat and crewed, for many years and from many charter companies – in the VI, the Bahamas and Europe. Our bareboat charter experience with Waypoints was the best we’ve ever had, from the initial call with the sales office all the way through to checking back in at the end of our journey. The staff at Waypoints is very professional and also very relaxed and friendly. Everyone went out of their way to give us a great experience.”

Why You’ll Love The BVI Waypoints Yacht Charters Base

The Waypoints BVI base is situated at Nanny Cay Marina on Tortola, providing an excellent starting point for your BVI adventure. Located on the south side of the island, about 3 miles west of Road Town, the base offers easy access to the surrounding islands.

Embarkation begins at noon on the first day of your charter, with sleep aboard options available from 5:00 p.m. The knowledgeable staff conducts thorough yacht briefings, typically lasting 45-90 minutes depending on the vessel size.

Getting to the base is convenient whether you fly into Terrance B. Lettsome International Airport (EIS) on Tortola or Cyril E. King International Airport (STT) on St. Thomas. From St. Thomas, you can take a ferry to Tortola, with private water taxi options available for a more personalized transfer.

Solomon G., a satisfied customer, wrote:

“We had an amazing experience on an 8-day bareboat charter with Waypoints Yacht Charters BVI. I can honestly say this was the best experience I have ever had with a bareboat charter company. Saying this boat was in pristine condition is an understatement. Anthony and his team are absolutely amazing.”

Another client, Peter F., said:

“Just completed a 10-day bareboat sail on Tupelo Honey and had a spectacular time. I cannot say enough praise for this ‘young/new’ company which is run by very experienced professionals who clearly know how to cater to every need for the charter sailor. The equipment is new and clearly well-maintained by very helpful and friendly staff all in a classic BVI setting of the well-positioned full service Nanny Cay Marina. There is no doubt we will be back.”

Why Choose Waypoints Yacht Charters?

Whether you choose the British Virgin Islands or the U.S. Virgin Islands, a Caribbean sailing adventure promises plenty of unforgettable experiences. The BVI offers easier sailing and a more laid-back atmosphere, while the USVI provides a mix of American comforts and Caribbean charm. 

Whichever you choose, Waypoints Yacht Charters is here to help facilitate your journey with our boutique approach and unparalleled local knowledge. Contact our Waypoints Yacht Charter Specialists today to start planning your Caribbean sailing escape in the BVI or USVI.

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In addition to the best offers we have for boat and yacht charters in St John, USVI, see also options available for rent in these nearby locations:

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Rent a Private Boat Charter in St. John, USVI with Sailo!

Choosing a private boat rental in St. John, USVI? Ahoy sailors! Paradise is calling your name, and it’s leading you to the breathtaking beauty of Saint John in the US Virgin Islands! This slice of heaven on earth is known for its crystal waters, stunning bays, lush green forests and mangroves, and amazing wildlife. The island’s natural wonders, combined with its peaceful environment, make it a worthwhile travel destination.

One of the most beautiful destinations in all of the Virgin Islands, this yachting playground is truly a nature gem, with tropical forests sheltering migratory birds, thriving mangroves supporting corals and anemones, and friendly dolphins and green turtles inhabiting the deep blue waters. More than half of it is actually protected by the National Park Service. For anyone who loves nature, adventure, and tranquility, this is the sailing destination for you. And like other tropical vacation spots, the best way to explore is on one of Sailo’s top selected boat charters from St John, USVI.

Why booking boat charters in St John USVI with Sailo?

Sailo offers some of the best deals for a boat rental in St. John, USVI, and our convenient platform makes finding your ideal yacht charter easy and efficient. Filter your search by type ( St. John catamaran rentals or sailboat charters in St. John ), price, travel dates, party size, and more in order to narrow your results to the options that will fit the needs of your trip. Use more filters to get a more specific result and less filters if you are still keeping an open mind.

Also remember that while booking, you have the option of communicating with the owner by using our “Message owner” feature. We recommend asking them all you want to know about the catamaran or sailboat you are considering chartering for your vacation in order to get a better idea of whether it fits the requirements of your trip. The owner or the captain can also offer their own tips for sailing in the USVI as well as recommend extras they may be able to add to your booking, such as transportation to and from the port, or watersports equipment.

Best time to sailing St John, USVI

Even though the Caribbean is a wildly popular sailing destination, we still recommend spending plenty of time exploring the island either before or after your sailing adventure on a St. John boat rental.

The weather can affect your sailing plans if you end up booking your trip during a time with cooler temperatures or adverse weather conditions, like tropical storms and hurricanes. You can visit year-round, but we recommend booking for March through June if you want the most ideal weather and sailing conditions. Of course, like other tropical places in the world, the weather can be unpredictable, so just keep this in mind and pack according to the season you plan to visit.

If you plan to visit these gorgeous parts of the Caribbean sea, you might even want to extend your trip and take a longer tropical vacay! Want even more vacation ideas? Check out St. Thomas boat rentals for the U.S. Virgin Islands sailing vacations or check things to do in the British Virgin Islands . Sailo offers plenty of catamarans and sailboats for the Caribbean sailing vacations , so after you’re finished exploring Saint John, try island hopping!

What to do in St John, USVI

This island paradise is full of major tourist stops and hidden gems, so we compiled a list of our favorite must-see spots on the island, as well as places to go on a daily or overnight trip on one of Sailo’s St. John boat charters in USVI.

You’ve got to spend some time exploring the bays around the island — they are truly a slice of heaven. We recommend checking out the beaches of Francis Bay and Maho Bay: they are breathtakingly beautiful and even offer glimpses of unique marine life, like sea turtles! You can sail around these in one day if you rent a full-day St. John boat charter in USVI.

We also recommend spending a day sailing around the island. Sail to Salt Pand Bay for some swimming, snorkeling, and more beach time. You can even dock and eat at a favorite called Skinny Legs.

Do not miss your chance to visit Jost Van Dyke, a must-see for anyone interested to explore during your sailing adventure on one of our St John boat rentals. You can even plan out the entire day with your captain and make sure you stop at some other must-sees, like Watermelon Cay for fantastic snorkeling.

Also be sure to spend some time exploring the National Park while you’re here. This offers great hiking that isn’t difficult at all for just a beginner. You can spend the entire day exploring the national park, snorkeling, kayaking, or even taking a guided tour.

No matter what adventures you get up to in the Virgin Islands, you’re sure to never want to leave. Your St. John boat rental awaits you -- it’s only a click away!

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