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Sail the Florida Keys

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Get Away to Key West and Explore the Florida Keys by Sailboat

Did you know there's an international airport perched out in the Gulf of Mexico at Key West? Serviced by all major US airlines and with frequent flights from main airports in the East and South, Key West is so easy to get to. That's where you'll find our boat charter operators, who have a range of sail and motor boats for you to explore this unique corner of the USA.  

Along the Florida Keys the holidaymaking options are numerous. Enjoy the aquatic environment with countless opportunities to snorkel, swim, kayak, paddleboard and more, while totally relaxing on board, or ashore on one of the Keys' beautiful beaches. Enjoy an evening meal in one of the upmarket restaurants that dot the Keys, shop and enjoy the nightlife in the major centers of population, and get close to nature at one of several locations designated State Parks. 

While pandemic concerns are limiting travel options, consider Key West as your next boat charter vacation destination. Local ordinances reflect the need to keep everyone protected and make this a safe destination. The communities are welcoming and open for business. 

bareboat yacht charter florida keys

Some of the highlights to experience on a Florida Keys Sailing Charter Vacation 

Your Florida Keys adventure likely begins and ends at Key West, which is closer to Cuba than Miami yet connected to the US mainland by the 90-mile long Overseas Highway that's an experience in itself. Most sailing charter visitors arrive by air and take the short transfer to one of the charter bases located on the island. Famous for its coral reefs, local architecture, historic sites and nightlife, charming Key West is well worth some time before or after your charter.  

Like most charterers however, you will probably be keen to go sailing and start exploring the chain of cays that make up this most southerly part of the Continental USA. Two great things about sailing here are that distances between attractions can be as short as you'd like them to be, and anchorages are plentiful, if shallow in places. A seven-day charter Key West to Key Largo and return is easily achievable. 

Travelling out of the Stock island marina, it's less than 30 nautical miles to Baihia Honda Key, a popular stopover. In the vicinity there's a variety of stunning beaches, some say the best in the world. Looe Key has some of the best snorkelling you'll experience on your vacation. 

A similar distance to that travelled above will take you from Bahia Honda Key to Long Key, via Marathon, a major sport fishing town of 10,000 people surrounded by the bountiful sea. Stop a while and enjoy a seafood lunch, or you may prefer to do Marathon on the return. At Long Key enjoy the natural surroundings, the greenery and the birdlife. 

Perhaps after two days of sailing that have taken you from Key West more than half way to the mainland, you're ready to take it a bit easier. Less than ten nautical miles onward you'll come to Indian Key Historic State Park at Islamorada. Nearby is the San Pedro Underwater Archeological Preserve, another one of the numerous state parks along the Keys. The San Pedro was a Dutch ship sunk during a hurricane in 1733. What remains lies in 18 feet of water 1.25nm south of Indian Key, easily accessible to good swimmers. 

From Indian Key, it's a further 20nm sailing distance to Key Largo. Apart from the shops, bars and restaurants, most of the attractions are aquatic-based as they are all along the Keys. A visit to the Florida Keys Wild Bird Rehabilitation Center can be rewarding, a reminder of the fragility of nature in this delicate place. 

If you enjoy walking while on vacation, the Florida Keys Overseas Heritage Trail is accessible to many points along your sailing route. 

Browse our yachts for charter in Florida Keys

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One contact - every option - advice you can trust.

  • Matching any competitive offer
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  • Qualifying the operator as well as the boat
  • Advising without bias based on 25+ years of experience
  • We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.

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Bareboat Charters

Bareboat charters. your sailboat. your experience.

bareboat yacht charter florida keys

Sail Away to Tropical Paradise: Explore the Florida Keys on a Well-Equipped Sailing Vacation

Picture this: a gentle breeze brushes against your face as you navigate the calm, turquoise waters of the Florida Keys. You’re at the helm of a beautiful sailing vessel, equipped with all the amenities you need to make your sailing vacation unforgettable. Whether you choose the Catalina 22′ for a day sail or the Morgan 33′ Out Island for an overnight trip, you can rest assured that your boat is well-equipped for your chosen adventure.

As you board your boat, you feel a sense of excitement and freedom wash over you. You’re in charge of your vacation – you get to plot your course and sail into tropical paradise at your own pace. The warm sun beats down on you, and you can’t help but feel grateful for this opportunity to escape the stresses of everyday life.

If you’re planning a multiple night charter, you can provision at one of the local chain supermarkets and enjoy your fully-equipped galley at your leisure. Or, if you’re just renting for the day, you can grab a packed lunch and set off on your adventure.

The Florida Keys offer a plethora of activities for sailors of all levels. From visiting underwater or land-based state and national parks to local beach bars and restaurants, there’s something for everyone. Take a dip in the crystal-clear waters, explore the mangrove islands, or relax on a secluded beach – the choice is yours.

Whether you choose the Catalina 22′, the Morgan 33′ Out Island, or one of our catamarans, you can rest assured that your boat is well-equipped for your chosen adventure. So go ahead, captain your sailing vacation in the Florida Keys and create memories that will last a lifetime.

Meet your yacht at our home in Soper’s Hole

“Know your charter is going to be perfect, without any drama.”

bareboat yacht charter florida keys

Experience exhilarating Sailing and Nature.

“Discover the Islands of the Florida Keys.”

bareboat yacht charter florida keys

“Morning Star Charters.”

bareboat yacht charter florida keys

Let the day Start and stop when and where you desire.

“The Perfect Getaway”

bareboat yacht charter florida keys

“Enjoy the feeling of being welcomed into the Morning Star sailing family”

bareboat yacht charter florida keys

Sailing at it’s best

“Morning Star Sailing Charters is the longest established Sailing snorkeling Charter company in the Florida Keys.”

bareboat yacht charter florida keys

Enjoy self-prepared meals from your well equipped galley while surrounded by incredible beauty

“All the water toys you could want, available to rent right here at Morning Star Charters.”

bareboat yacht charter florida keys

Morning Star Charters, Sailing, Snorkeling, Kayaking, Sunset Sails, Cottages and Sailboat Rentals in the Florida Keys / Key Largo. Sailing and land based Sailing Vacations.

bareboat yacht charter florida keys

Key West Sailboat Charter Aboard the Tamboo

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Our Fleet: the Tamboo

Bareboat or captained charter ~ asa sailing courses*, ocean's edge marina key west, florida 2023 bali 4.2 sailing catamaran 4 cabins - 4 toilets w/sinks - 2 showers 8 passengers max. or 6 passengers maximum if charterer selects and pays for a captain., *charterer selects and pays for an asa qualified captain for asa training..

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Specifications

Cabins/berths Toilet w/sink Shower stalls

Beam Draft Water Capacity Fuel Capacity Engine

4 - (8 occupants max.)

23'6"

5' 227 US Gal 169 US Gal

2 x 45HP Yanmar

Interior Features

Air Conditioning

Interior Fans

Generator power

Solar power

Fridge/Freezer

Freshwater Filter

3 burner cooktop

Freshwater electric toilets

Exterior Features

Cockpit Cushions

Bimini Over Helm

Dinghy on Boat Lift

Forward Lounge

Swim ladder

Helm Lounge

Built in BBQ Grill

Fully Equipped Galley

Dishware, Silverware, Cutlery, Cooking Utensils

Serving bowls, platters, pitcher, cookware

Cutting Boards (*please provide your own cutting board, filet knife & cooler for fish*)

Small Appliances such as Coffee Maker,

Blender, Toaster, Microwave

Starter supply of paper towels, dish soap, fresh sponge

Linens & Things ​

Bed Sheets & Blankets (beds will be fully dressed upon arrival)

2 Bath, Wash & Hand Towels per guest

Starter supply of marine grade toilet paper

Navigation Equipment

Apparent wind indicator

Depth sounder

RAYMARINE AXIOM+ GPS/chart plotter

Hand Bearing Compass

Parallel rulers

Stereo/cockpit speakers

VHF mic at helm

Local charts

Cruising Guide to Florida Keys

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Blue Ocean Yacht Charters

Bareboat Charter Key West

by "Charter Booker" | Dec 19, 2017 | Yacht Charter

Bareboat Charter Key West

1. Determine when you want to go on a Key West Bareboat Charter

Knowing when you plan to travel helps determine the cruising grounds you should be considering. Prices, availability and particularly weather, can all vary depending on the time of year and can play an important part in choosing a Key West Yacht Bareboat Charter destination.

2. Determine what type of Bareboat Charter in Key West

Is this a family holiday, quiet romantic getaway, a couple’s or singles trip, etc.? This will determine what type of boat and crew would be suitable, and what islands to visit or activities to plan for on a Key West yacht Bareboat Charter

3. Determine where you want to go on your Bareboat Charter Key West

Yacht charters are available around the globe with The Caribbean and Key West being the most popular. After hurricane, Irma and Maria’s devastation in the Caribbean more potential bareboat yacht charter customers are looking to Key West.  The Dry Tortugas and Fort Jefferson remains the most popular destination from Key West for a Bareboat Charter.  https://www.nps.gov/drto/index.htm

4. Determine your Key West Bareboat Charter budget.

Price plays a part in most people’s yacht charter. Our staff will help you maximize your budget and may in fact help you get more yacht than you thought possible for a Key West Yacht Bareboat Charter.

5. Determine what style of charter fits your Bareboat Charter Key West.

There are 3 types of a boat charter in key west:, – a crewed yacht charter:.

Your yacht comes with a permanent captain and cook. Price includes all meals and often house wines and open bar. Meals are prepared to your taste (to a very high standard) from individual preferences given to the cook before the charter. You choose the day’s activities and the itinerary, on a day to day basis. Yachts tend to be more luxurious and have more ‘toys’ (kayaks, waterskis, A/C, entertainment centers, etc) than a bareboat charter. The cost per person can be close to or less than the cost on a crowded cruise ship. Matching your party to a suitable crew is an important part of our service. Blue Ocean Yacht Charters currently does not offer Crewed Yacht Charters.

– Bareboat Yacht Charter Key West:

Sail the boat yourself. The principal charterer needs to have skippering experience on a yacht close to the size you are chartering. Equipment standards and reliability can vary considerably, even within a company. It is a mistake to choose a boat purely by price and the cheapest boat is not always the best value.

You can also charter through a bareboat company and add a captain (and cook). This is the ideal way to bareboat charter in Key West. Let us help you find a captain that is familiar with the boat and sit back and relax. Most captains will allow experienced sailors to operate the yacht on their own under the supervision of the captain. Typically boat owners will allow a lower deposit if a bareboat charter customer hires a captain that is familiar with the boat.

Now that you’ve decided the boat charter Key West, the fun really begins. There are so many yachts for you to choose from. Which one is right for you? Our staff knows each and every one of them, and once we know your desires for a dream yacht charter, Blue Ocean Yacht Charters will handle Step 6 for you.

6. Research & narrow your Boat Charter Key West choices.

Our staff will make suggestions and help you narrow down your private boat charter choices. We will do this based on your requirements and our personal knowledge of each boat and cruising ground.

7. Interview the prospective crews and recent charterers.

For a crewed charter, we feel the selection of the crew is actually more important than the boat. A good crew can make up for a mediocre boat but the opposite is not true. We maintain relationships with all yachts and closely monitor feedback from our recent charterers, so we are in an excellent position to find the perfect match for you and your guests.

For bareboat charters, the condition of the boat and the back up services provided by the company are very important as well.

8. Once you’ve decided, inspect the current condition of the yacht.

Any boat and /or crew can look good in a brochure or website. Some are immaculate and some are maintenance nightmares. 3 years of bareboat chartering can cause the same wear as 10-15 years of private use, but with a crewed yacht, maintenance is more important than age. We have inspected every boat you are chartering and can describe its current condition in Key West for a bareboat charter.

9. Arrange the other details.

You’ll need hotel reservations, provisioning options, customs and passport requirements, itineraries, airline tickets, etc… We can recommend and/or handle all of this for you and because of our volume discounts, can probably save you money by bundling your airfare with your Key West yacht charter.

10. And finally…step on board.

Put on your sunglasses, take off your sandals, relax, unwind and enjoy on a private boat charter in Key West.  You’ll be remembering this vacation for a lifetime. For real peace of mind, let us do it for you.  https://blueoceanyachtcharters.com/our-yachts/

Have a fun bareboat charter and be safe.

“Charter Booker!”

(Charter Booker, manages Blue Ocean Yacht Charters in Key West and writes many of the company’s blogs.  Having experience both on the water and off the water helping customers experience the best possible yacht charter for many years.  Charter Booker carries American Sailing Association certifications and has extensive knowledge of boat safety and regulations.  Call 305-923-4152 and ask for “Charter Booker” when booking your next yacht charter with Blue Ocean Yacht Charters in Key West, Florida.)

Sailing Charters

bareboat yacht charter florida keys

CATAMARAN CHARTERS

Bareboat charters.

  • Fill in our Captain Assessment
  • Once you are approved decide upon a sailing itinerary and submit dates and a float plan
  • Choose how you would like to be responsible for the security deposit.
  • We will then draft up a contract agreement.
  • Choose whether you would like to provision the vessel yourself or have one of our team shop for you for a small additional fee.
  • Confirm snorkel sizes.
  • We will then send you the Leopard manual so that you can read up on your vessel before you arrive.

VESSEL ORIENTATION AND INDUCTION

  • Emergency contacts
  • Emergency procedures
  • Engine operation & maintenance.
  • Generator operation & maintenance
  • Rigging operation, including winches and all lines
  • AC operation 
  • Refrigeration
  • Inverter operations
  • Water tanks and fresh water system
  • Bilge locations and bilge pump operations
  • Stove, barbecue & propane operation
  • Toilets and holding tanks
  • Dinghy and Outboard operations
  • PFD"s, Flares, Firefighting and Man overboard

RETURN DUTIES FOR A BAREBOAT CHARTER

Return inspection.

bareboat yacht charter florida keys

HIRE A SKIPPER

If instead you would like to hire a licensed Captain to take the helm during your charter we can help you figure out the credentials they should have and ensure that they are the perfect fit for your vacation. We also have several skippers that we can suggest for your charter and that can competently handle our vessels.

GROUP MONOHULL CHARTERS

The Bloody Pirate is a beautiful schooner sailing in the beautiful Florida Keys. She is named after the famous Code Rum cocktail drink. Enjoy an exciting Keys sailing adventure and watch us hoist her red sails on a true tall ship.. She can accommodate intimate private parties or large groups up to 38 people for day charters or 24 overnight. With her classic lines and open interior you'll feel right at home. Her professional crew will enable you enjoy a relaxing cruise or you may try a real hands-on sailing experience. She is the perfect vessel to take you to the abundance of tropical reefs in the Florida Keys to snorkel and explore. She is particularly suited to large group charters.

PROVISIONING SERVICE

Calypso sailing offers a provisioning service to help get your charter off to a great start. With a little prior organization you can arrive to a vessel that is fully provisioned to your own tastes. We can provide food shopping lists, food and cocktail menus to  ensure that all your necessary and favorite items are all onboard and ready for your charter. We are happy to arrange any of your vacation essentials for you so you don't have to waste valuable vacation time shopping. 

Feel free to contact us about shipping some items to us ahead of time also we will make sure they are waiting onboard for you.

Bareboat Captain Assessment

Bareboat Float Plan

Boating Saftey

  • Florida Keys
  • Inspiration

Florida Keys has 8 Photos

The Florida Keys

Related Locations

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  • Florida Yacht Charter

Featured Yachts in Florida Keys

COCO LOCO Main

VIVA MAS | From US$ 95,000/wk

Latest florida keys yachting news.

Horizon Yacht launches 34m motor yacht CROWNED EAGLE – the fifth FD110

Horizon Yacht launches 34m motor yacht ...

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Florida Keys Yacht Charter

Often considered America 's Caribbean Islands the Florida Keys yacht charter offers spectacular locations to explore.

You will often read references to a 'jade necklace' or a 'string of pearls' in descriptions of the many (800+) islands that stretch off into the sea. The Keys have become increasingly busy over the last few years with an increase in cruise ship and other tourism. The keys feature plenty of energy ashore, but to get away into the quieter areas a charter yacht is the only way to go.

bareboat yacht charter florida keys

Photos: 1. A diver explores the coral reef in the Florida Keys National Marine Sanctuary off Key Largo - The reef system in the Keys is the only contiguous coral barrier reef in North America - Photo by Bob Care-Florida Keys News Bureau; 2. A Florida Keys fishing guide positions his angler to cast for a bonefish off Key Largo- Photo by Bob Krist-Florida Keys News Bureau; 3. Sunset in Key Largo- Florida Keys- paints a pretty picture at the Kona Kai Resort -Photo by Bob Krist-Florida Keys News Bureau

The first Key to come across on your cruise south will be Key Largo . Over the years Key Largo has become a busy weekender retreat from the mainland. As you sail further down though the Keys you will finally come to the last one, Key West .

The Florida Keys are sheltered by the only living coral reef in the United States. The Keys are well known to yacht charterers for the spectacular scuba diving and snorkelling, kayaking and eco-tours, dolphin watching, island hoping and fishing.

The types of yacht charter available in the Florida Keys are all the main types including motor, sailing, bareboat charter, skippered, crewed yachts, catamaran, power boat, sailboat, luxury yachts and super yacht charter.

The Florida Keys features a year round calendar of special events such as fishing tournaments, international yacht races, motor yacht races, Fantasy Fest, a lighted boat parade and Florida's own 10 day long Mardi Gras. We recommend charter yachts with a draft of under 4 or 5 ft (1.3 - 1.5m), as with a catamaran, so that you can get in to all the best areas within the Florida Keys.

Key West Yacht Charter

Key West has the ideal year round climate for yacht charter. Key West is a very unique town being the southernmost US city where history and tradition meets natural beauty and serenity. This city has real estate titles that date back to the King of Spain! Within walking distance from the historic Seaport District you will find palm-lined streets, tropical gardens, Ernest Hemingway's home, fine shops, art galleries, quaint restaurants and cafes. You can walk in the footsteps of Thomas Edison, Lou Gehrig, Harry Truman, and Tennessee Williams. You will also discover lively bars and pubs along with street musicians, jugglers, mimes and artists.

It is not unusual for charter guests to day sail their charter yachts using Key West as a base. They will sail and explore the keys during the day, utilising the restful anchorages, and then return to the first class marinas at night to experience Key West's nighttime entertainment. Remember to radio ahead to reserve marina space, as Key West is a busy part of the Florida Keys.

Below is a selection of fabulous Florida Keys charter yachts - please, contact us for additional vessels and more information here .

  • Florida Keys Charter Itinerary
  • Browse Florida Keys Charter Yachts
  • Luxury Motor Yachts for Charter in Florida Keys
  • Luxury Sailing Yachts for Charter in Florida Keys
  • Luxury Catamarans for Charter in Florida Keys
  • Florida Keys Yacht News

Florida Keys Yacht Charter Enquiry

"I have just emailed your post charter feedback to you. It doesn't say nearly enough about how well and hard you worked on this deal. I am a retired commercial real estate broker who understands the importance of the deal-maker in the deal. You are a deal maker of the first order." E. G - chartered in Florida Keys.

Yachting Destinations Near the Florida Keys

In close proximity to the Florida Keys are a number of exciting sailing destination.

Delta Pacific Northwest

New England

New England Lighthouse In Late Afternoon The Portland Head Light At Portland Maine USA

Napa Valley

Yachts for charter in the florida keys, queen miri | from eur€ 1,125,000/wk.

Exterior

KENSHO | From EUR€ 850,000/wk

Superyacht KENSHO

WAYFINDER | From US$ 375,000/wk

Yacht Support Vessel WAYFINDER Cruising With Tenders

STARSHIP 185' | From US$ 275,000/wk

Luxury Yacht STARSHIP 185 With A Slide

MARIA | From US$ 230,000/wk

The 52m Yacht MARIA

LADY ELAINE | From US$ 225,000/wk

Superyacht LADY ELAINE

GIGI | From US$ 225,000/wk

The 49m Yacht HARMONY

TCB | From US$ 215,000/wk

Luxury Superyacht TCB

MYSORAH | From US$ 200,000/wk

MYSORAH (ex Major Wager)

ASPEN ALTERNATIVE | From US$ 199,000/wk

Motor Yacht Aspen Alternative

FAM | From US$ 195,000/wk

Forward: Yacht FAM's Cruising Captured

ZOOM ZOOM ZOOM | From US$ 175,000/wk

Running

AVALON | From US$ 155,000/wk

Running Shot

FOCUS | From US$ 150,000/wk

Yacht FOCUS - Profile Underway

AQUASITION | From US$ 150,000/wk

Superyacht AQUASITION

RELENTLESS | From US$ 150,000/wk

Exterior

CLAIRE | From US$ 139,500/wk

Forward Aspect On Yacht CLAIRE

ICE 5 | From US$ 135,000/wk

The 46m Yacht ICE 5

PLAN A | From US$ 125,000/wk

Motor yacht PLAN A - Main shot

CABERNET | From US$ 124,500/wk

Cabernet Motor Yacht

Florida Yacht News

Charter 29m motor yacht SOL SHINE in New England or Florida and the Bahamas

Charter 29m motor yacht SOL SHINE in ...

Luxury yacht INVICTUS available for charter in select destinations in the USA and Bahamas

Luxury yacht INVICTUS available for ...

Florida charter yacht REAL SUMMERTIME offering 10% discount

Florida charter yacht REAL SUMMERTIME ...

38m superyacht GLORY offering charters around Florida and the glorious Bahamas

38m superyacht GLORY offering charters ...

Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

bareboat yacht charter florida keys

Florida Keys Best Yacht Sales and Charters

Charter a  catamaran plan your own private key west sailing adventure, day charters, 4-8 hours ​, multi-day charters, bare boat charters, crew available ​.

Buy or Sell A Catamaran

Brand New Build

Power or Sail

Vessels in any category

Sailing School

Take a learning vacation! 

We offer 101, 103, 104, 114, 106

is all superbly equipped and maintained for your comfort and safety. On these boats you will find extra amenities uncommon on other charter boats, such as air conditioning, generator, GPS, electric windlass, electric halyard winch, autopilot, CD players and more. Please keep in mind that skipper, hostess/cook, provisions and leisure equipment remain options to make your yachting vacation complete. For more information check out Please note that Tropical Yachts has a (Click for more info.) Please choose from our great selection, shown below in order of yacht size.

KEY WEST MONOHULL RENTALS

Key west catamaran rentals.

that will best suit your needs and budget. We have many Fully Crewed All Inclusive options available!

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SUGGESTED FLORIDA SAILING ITINERARIES

Boat Miami

The Florida Keys and the Gulf Stream Islands of the Bahamas are excellent bareboating locations. Sail from Miami or Fort Lauderdale to Key West one way or cross the Stream to Bimini or Port Lucaya in the Bahamas. Explore the Berry Islands on a 10 to 14-day bareboat charter.

Fly to Marsh Harbour in the Abacos Islands of the Bahamas and rent a bareboat to explore Hopetown, Green Turtle Cay, Coopers Town and the Sea of Abaco.

Certificates of competency and ample experience required for these waters.

Other Caribbean destinations are also available like the Virgin Islands, Belize, and the Grenadines.  Contact us for seasonal pricing.  Itineraries available.

Beneteau First 22

7-day low rate, 7-day high rate.

Email us for info

Snow Leopard

Ocean motion too, moon dancer.

Fort Lauderdale

Bareboats , Fishing

Second star, wind's will, real escape, ciao italia, classroom management, kelsey marie, seaductress, agua especial, chesapeake bay fleet, infinite blue, weather or knot, opportune moment, summer salt, celtic star, recovery room, besame mucho ii, padraigin ii.

Cruzan Yacht Charters

CALL US: 305-858-2822 MOBILE: 305-926-8457 [email protected] Write a Google Review

Sailing charters from South Florida to the Florida Keys and the Bahamas have been offered since 1980 by Cruzan Yacht Charters. Modern catamarans or more traditional monohulls with full crew and completely provisioned are available to these nearby destinations. Depart from Ft. Lauderdale or Miami for an enjoyable week’s vacation on one of our sailing yachts!

Bimini in the Bahamas is only 45 miles to the east of Miami or Ft. Lauderdale and accessible in a day sail from Florida. Enjoy the crystal clear waters, gorgeous beaches and fabulous marine life that these Bahamian islands have to offer just a short distance from mainland USA. Cruzan Yacht Charters offers many sailing yachts conveniently located to board for an affordable international yachting vacation!

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Bareboat Charter Companies

We work with all of the bareboat charter companies.

BVI Yacht Charters

Crews prefer to book through the Yacht Warriors for their bareboat charters. Find out more →

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Captain Charter

Sit back and relax on your own private yacht while a professional takes the helm to show you the best of the Florida Keys. We offer multi-night yacht charter vacations. All of our Captain Charters have a minimum of 4 days/3 nights which is the ideal amount of time to experience one of our Florida Keys sailing itineraries . Learn more about what to expect aboard a Captain Charter with Florida Yachts Charters.

Captain Selection

Captains, cooks & mates, life aboard, family friendly & kids aboard.

We are required under USCG regulations that define bareboat charter to allow you to choose your own captain. We will not assign one for you. We can provide more information of those captains who are familiar with our operations, the waters of the Florida Keys and our vessels. Should you already have a captain we require they complete our captain’s application for approval.

Captains, Cooks & Mates, Oh My!

Unless you are on a sailing course, when you interview potential captains to hire for your charter, they will ask you about prior boating experience and your ability in assisting with things like, picking up moorings balls, anchoring, dock lines and ability to manage the vessel in an emergency situation . If no one aboard would qualify to fulfill the role of 1st mate they will require you also hire a mate. Some mates can act as cook for an additional rate while others are only able to act as a mate. Adding a cook means they take care of all the meal planning, provisioning, cooking and clean up, a splendid addition to your experience. If you are unfamiliar with provisioning and cooking aboard a vessel this is a highly recommended choice.

Captains generally charge $450-500 a day, first mates $250 & Cooks $275.00, plus their food & beverages. For Cooks, they charge a full day for planning & provisioning time before your charter start. A 15 – 20% gratuity is industry standard for services well rendered.

Life Aboard a Captain Charter in the Florida Keys

Life aboard a yacht in the Florida Keys can take you to some beautiful anchorages, snorkel sights and secluded beaches. Your yacht will have all the comforts of a boutique hotel. The galley has just about everything your kitchen at home has so cooking aboard will be seamless. Refrigeration aboard vessels is much smaller than at home, and monohulls have very tiny freezer space. While all our vessels are equipped with Generators and ACs for comfort at anchor, while underway you will not be able to run the Generator, therefore you will not have AC until you reach a mooring ball or anchorage for the night. Most guests open the hatches while underway for a nice tropical breeze. As a result of Covid, we have taken the decision to not supply masks & snorkels for safety reasons over sanitation. We do sell good qualify snorkel/masks set and rent fins. We have local companies that can rent paddleboards & kayaks.

Families & Kids Aboard your Captain Charter

Key West & the Florida Keys is a great family friendly boating destination. The captains in this area know all the best places for spotting dolphins, snorkeling and a relaxing night at anchor. For safety reasons there are few things to note about having kids aboard when considering a captain charter with children:

  • Bring along or plan to buy children’s life jackets. They are weight specific up to a certain age and we don’t offer them. Children are required to wear a life vest at all times while on deck, if your children have never worn a life jacket we recommend purchasing ahead of time and practice wearing, otherwise they will be stuck below deck with an adult.
  • Our captains are professional and great with kids but it is important that a parent, guardian or designated adult keep an eye on them at all times. Your captain and mate will be very busy attending to navigation, sailing, and everyone’s overall safety and should not be relied upon to be watching children should you be absent. There are many things for kids to bump their heads on, interesting buttons to push and lines to grab. An interesting tip we recently read to ensure authority has been passed from one parent/guardian to the next is to use the phrase “Your Jane and John” and make sure the other adult responds “My Jane and John;” inserting your kids names into this phrase of course. This way you know that they know you are no longer watching the kids. If you are a pilot you may be familiar with this tip, as it was modified by parents who were former pilots for around the water safety at home.
  • It may also be a good idea to talk with your kids (depending on the age) about power, water and toilet management. You will potentially be away from the dock for several days at a time. All our vessels are equipped with Generators and AC’s but these items are additional amenities and should there be a mechanical failure you may not have access to additional power and AC until it can be repaired. Depending on your itinerary you may also be without WiFi or cell phone access from time to time.

[email protected] 305-934-5295

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  5. Bareboat Charter up to 12! 2006 Regal Motor Yacht Charter in Siesta Key

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COMMENTS

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