Sailboats Unlimited

Bareboat and Crewed Sailing Charters

Bareboat and Crewed Sailing Charters in Naples, Florida since 1985!

Crewed Sailing Charters

Choose from a 2 hour “taste of sailing”, a half-day “jaunt along the beach” sailing the wind, a full day “adventure to Marco Island” sightseeing or romantic sunset or moonlight cruise.

Bareboat Charters

Let us help you plan a complete Florida sailing vacation from a simple overnight to a couple of weeks

Types of Charters

Choose your desired charter.

sailboat rental naples florida

When choosing a sailing charter, you want to choose with confidence. Established in Naples in 1985, providing romantic getaways, sunset/sunrise trips, once in a lifetime sailing experiences for families on vacation, and corporate team building adventures.

About sailboats unlimited, naples most trusted sailboat chartering company since 1985.

sailboat rental naples florida

The best experience you will have while visiting beautiful Naples, Florida

Located in sunny Naples, Fl, we have specialized in crewed sailing charters, bareboat sailing charters, yacht deliveries, and yacht maintenance since 1985.

When visiting Naples, FL or any of the surrounding areas, you have the opportunity to take our sailboats out onto the beautiful gulf. Let us charter you and your guest, or reserve the entire yacht for your guest. Sunset and moonlight cruises, half day and full day cruises. We have something for every scenario.

Our bareboat yacht charters are on boats ranging from 34′ to 42′. Half day to weekly bareboat charters are available. Preliminary checkout available by phone or fax. Prices vary depending on vessel. 34′ ocean racers and up to 42′ luxury cruising yachts. Large parties can be accommodated, with up to 16 on the Danmark, a 40′ Sloop U.S. Coast Guard inspected vessel.

Enjoy the unique Florida experience sightseeing and watching the dolphins at play. Kick back and be pampered or you take the helm. Free sailing instruction during the charter.

Dolphins

Naples' Premier Sailing Charter Company

bareboat/ boat club 

Island Sailing - Naples, FL​​

​Captained charters

We offer many different captained private sailing adventures, including 2, 3, or 4-hour sunset sails and day sails, overnight/weekend trips, and week-long adventures along Florida's southwest coast, Florida Keys, or to the Bahamas. Enjoy a bay tour, set sail in the gulf, and enjoy what nature has to offer aboard Island Time (47' Beneteau) or Island Dreams (31' Catalina). Be on the lookout for dolphins and various FL birds! We cater to our customers' every need and strive to provide our customers with the very best service possible.  Let your captain be your tour guide on your private charter. 

Experienced sailors can bareboat  Island Dreams , our 31' Catalina, for a half day or full day sail. Enjoy cruising along Naples' sugar white sandy beaches aboard a fun and easy-to-sail yacht. She is well equipped for your sailing needs.  Want to go sailing but don't want to pay the high costs of owning a sailboat? You can! We also offer a boat club (5 and 10-day packages). 

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Island Sailing Naples | 800 12th Avenue South, Naples, FL | [email protected] | 239.398.1483

< CLICK HERE FOR OUR CURRENT SPECIALS >

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CoolBeans Cruises

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Take a Virtual Journey with Cool Beans

Choose a day-sail, champagne sunset or a private catamaran cruise below to enjoy a sailing adventure aboard our 42 foot sailing catamaran, Cool Beans .

If you’re looking for something different we can explore Keewaydin Island or one of the many other hidden treasures aboard Lil’ Beans , our luxury pontoon.

Day Sail Cruise

Day-Sail Cruise

Price includes a delightful escape to the beautiful waters of the Gulf of Mexico. Relax and enjoy your sailing experience on our beautiful catamaran while watching the abundant sea life and native birds of Southwest Florida.

During our day sails, we do stop for approximately 35 minutes at one of the many beautiful beaches of Southwest Florida – Keeywaydin Island, a barrier island in South Naples to swim, explore , and collect shells.

(Please note stopping at the beach is based on weather conditions. If it is too rough/choppy in the Gulf, the Captain may choose not to include a stop at the beach. Also know that to get to shore, you must swim in. We drop anchor in approx. 6 feet of water, approx. 30 yards off shore. Life jackets and floaties provided if needed. You are also welcome to stay on the boat to soak in the sun and scenery during the stop if you do not want to swim.)

  • Complementary – soda, water, beer and chardonnay included
  • You can also bring aboard additional food/snacks and beverages (no red wine please) on-board. Due to insurance liability, hard liquor is not allowed on our vessels.
  • Smoking and Vaping are prohibited.

Gratuity Extra

Please note: 18% Gratuity will be added for parties of 7 or more.

  • * Children must be at least two-years old.
  • ** 24 hour prior notice cancellation policy for parties of 6 or under
  • *** 48 hour prior notice cancellation policy for parties of 7 or more

Champagne Sunset Cruise, Naples, Marco Island

Champagne Sunset Cruise

See Southwest Florida the way it was meant to be seen . . . by water! Escape from the crowds and set sail to take in our beautiful sunset. Sit back and enjoy a warm breeze in your face, a glass of champagne in your hand and the view of one of the most beautiful sunsets you will ever experience. Sail back to port and marvel at the view of the Gulf of Mexico and Naples/Marco Island beaches with the sunset lighting your way.

  • Complementary – soda, water, beer and chardonnay included
  • Complementary glass of champagne at sunset

Private Day-Sail or Sunset Cruise

Private Day-Sail or Sunset Cruise

 Would you like to have the boat to yourselves? Booking a “Private Cruise” is the perfect way to celebrate any occasion while enjoying your privacy. Choose from one of our Day Sails or our Champagne Sunset Cruises and leave the rest to us. Price includes items described above for your specific choice of cruise.

  • ** 48 hour prior notice cancellation policy

Lil' Beans Pontoon Cruises

Lil’ Beans Pontoon Island Beach and Sunset Adventures

Enjoy a Private 2 ½ hour Luxury Pontoon Tour for Up to 6 Guests for our Day Excursions or a 2 hour Sunset Excursion. Our Pontoons are perfect for Island hopping, up close Eco/Nature and Shelling on Keeywaydin Island. A “Must Do” while visiting SW Florida! (Sunset Charter arrives back to dock approximately 15 minutes after Sunset)

Keewaydin Island– A Deserted Barrier Island

Keewaydin Island is an 8 mile long unabridged barrier island just to the north of Marco. A fantastic sandy beach stretching the length of the island, with great shelling and opportunities to see plenty of wildlife. It serves as a sanctuary for wildlife and a popular recreational destination, especially at weekends. Keewaydin provides a great opportunity to experience Florida’s natural coast and is a vital nesting ground for Least Terns and Loggerhead Sea Turtles.

Hide-A-Way Beach/Sand Dollar Island – An Unspoiled Gulf Beach

Located just north of Tigertail Beach you’ll find Sand Dollar Island which abounds with wonderful seashells and is absolutely breathtaking and totally natural. Many of Florida’s beach-nesting shorebirds that face conservation challenges can be regularly spotted on Sand Dollar, including the Snowy Plover, Least Tern, Black Skimmer, American Oyster Catcher, and Wilson’s Plover.

  • GOOD FOR CHARTERS COMPLETED BY SEPTEMBER 30 th , 2024
  • * Price includes soda and water
  • ** Children must be at least two-years old
  • *** 48 hour prior notice cancellation policy

Group and Special Occasion Cruise Packages

Groups & Special Occasions

Small intimate sunset weddings.

Make memories to cherish for a lifetime when you exchange wedding vows during your Cool Beans private sunset sail. Whether you have something particular in mind or need ideas, we can provide some wonderful options to assure that your wedding is everything you expect and more.

Romantic Sailing Excursions

Create the perfect moment to ask your significant other for their hand in marriage with a private cruise along the beautiful waters of Southwest Florida. Ask us how we can help to make your interlude aboard the Cool Beans a magical event to treasure for a lifetime.

Private Anniversary Cruise Celebrations

Reaffirm your love for one another alone or among special friends and loved ones aboard the Cool Beans. Your private sailing excursion is sure to be fun, romantic and memorable.

The Ultimate Birthday Private Cruise

Making a magical birthday celebration aboard the Cool Beans is one of our specialties. Whether your event is for a family daytime cruise, adventure among friends or a private sunset intimate sail, we are here to make your birthday cruise an event to remember.

Bachelorette Party

What a great way to celebrate the Bride to Be with her “Last Sail Before the Veil!” Specializing in small groups up to 20, booking a Bachelorette Party with Cool Beans Cruises will truly create a lasting memory..

Share the gift of a Cool Beans Cruise!

Find the best Naples boat rentals

Find the best Naples boat rentals

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150HP SWEETWATER TRI-TOON Bonita Springs, Naples, Ft Myers Beach.

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Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, 14 yacht & boat rentals in naples, fl.

Custom built 48′ Kurt Hughes "The Best in Waterfront Entertaining in Naples"

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

  • 14 boat rentals in Redevelopment Area, Naples, FL
  • 14 boat rentals in Coquina Sands, Naples, FL
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  • 12 boat rentals in Port Royal, Naples, FL
  • 14 boat rentals in Moorings, Naples, FL
  • 12 boat rentals in East Naples, FL
  • 14 boat rentals in Park Shore, Naples, FL
  • 12 boat rentals in FL
  • 12 boat rentals in South Naples, FL

Rent a Boat in Naples, Florida with Sailo!

Planning a sailing vacation and looking for boat rentals in Naples, Florida? Enjoy the freedom of the open water on a private yacht charter in Naples, FL from Sailo. Rent a boat from Naples, FL from a couple of hours to a full day, to really explore Florida. With a licensed captain driving your boat rental in Naples, FL with, you’ll be able to relax and discover those hidden gems with your friends or family. Prefer to skipper your Naples yacht rental? Use our advanced filters to find your perfect bareboat charter on Sailo!

Our luxury boat rentals in Naples, FL private inventory

Explore the beauty of Florida state from Naples by a yacht charter. You’ll find boats to rent in Naples with Sailo, for the best choice. Set sail on one of our several elegant sailboats. You can also choose from numerous catamarans, available to charter. What better way to discover the shores of Florida than from the deck of a luxury motor yacht? Browse the available on Sailo for your ideal boating trip. You’ll also find 1 larger party boats, perfect for groups of 13 or more available in Naples, FL.

How to find the right yacht charter in Naples?

Wondering how to find the best yacht charter in Naples for a memorable experience on the water in Florida? We have created a set of advanced filters to help you navigate easily our database of Naples boat rentals and find the one for you. First pick a start date and then choose your trip duration. You can go for an extraordinary of 2, 4 hours or full day experience. Next, select the number of guests, the type of boat to rent in Naples, Fl and the price range you are comfortable with. The crew filter helps you narrow down the results to the boats with the captain included in the price, or bareboats that you’ll captain yourself. Choose the boat you want in Florida, to view more pics, read description and reviews. Message the owner if you have any questions or continue with your booking request.

How much does it cost to charter a yacht in Naples, FL?

Naples yacht charters for daily trips are available at an average of $1100 per day. Cheaper boats (sometimes with no captain included) may be rented for $250. Our luxury yacht charters in Naples, Florida may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

What is Sailo’s cancellation policy for the Naples Bay boat rentals?

As long as the booking request hasn't been accepted by the boat owner, the renter can cancel the request without any charge. If the renter cancels after the booking request has been accepted, the booking will be subject to the terms of the cancellation policy in place for each boat. The renter should check the cancellation policy with the boat owner, as some of the professional operators have specific cancellation policies which supersede that of Sailo. Whenever a boat owner doesn't have a specific cancellation policy, Sailo's Standard Cancellation policy  will apply.

Because we love the ocean

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products

However long you’re sailing for, a little goes a long way.  Read more about responsible boating.

Popular sailing destinations in Florida:

  • Miami yacht rentals
  • Yacht charters in Fort Lauderdale
  • Key West boat rentals
  • Boat charters in Key Largo
  • Yacht rentals in St. Petersburg, FL
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  • La Paz, Mexico
  • Cabo San Lucas, Mexico
  • Key Largo, FL
  • St. Vincent and Grenadines

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Naples premier boat rentals

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A launchpoint for new adventures

Our boat rental fleet is composed of high-quality bowrider and center console Cobia boats, both with 200 HP Yamaha engines. Our Cobia’s are 22 feet in length and accommodate up to 6 guests in our center consoles and 8 guests in our bowriders. You won’t find a better line of boats to cruise around Naples. PORT 32 Naples stores the boats in the drystack when idle, ensuring long-lasting and high-quality vessels.

Rental Rates

Coral Line

RENTAL RATES: Half-Day, 4 Hours (8am-12pm or 12pm-4pm)- $285 Full Day, 8 Hours (8am-4pm)- $385

MULTIPLE DAY RENTAL DISCOUNTS: Reserve more than 5 days, get a 6th day FREE. Ask about our boat rental loyalty program. We offer discounted rental rates for military and first responders!

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Frequently Asked Questions

Upon arrival you will need to check in with the marina office where you will be able to purchase ice and any last minute items for your day on the water. A marina employee will then guide you to where the boat is docked. Carts are available to conveniently transport any heavy items.

Before departure you will be instructed on where to dock the boat when you return.

Renters must be at least 25 years old and have a valid driver’s license (US or international). The driver must have reasonable experience operating a boat to ensure everyone’s safety at the marina, on the water, and others accompanying the captain. Per Florida law, anyone born after January 1, 1988, must complete a Florida Boaters Safety Course. Employees will give a quick instruction walkthrough of the boat to make sure anyone driving is capable and that all safety requirements and needs are met.

Our boats can accommodate up to 6 guests in our center consoles and 8 guests in our bowriders. This is strongly enforced to stay within regulation. Each boat is equipped with a Coast Guard kit.

Child-size life vests are available upon request.

1. Rental insurance is required. 2. Rental boats are not allowed in the Gulf of Mexico 3. No tubing, skiing, wakeboarding, or knee boarding is allowed. 4. No alcohol or drugs may be consumed at any time by the captain of the vessel. 5. Rental boats must be returned to PORT 32 Naples if refueling is needed.

  • Marco Island

Check Out All Our Boat Rental Locations

Naples Contact Information

475 North Road | Naples, FL 34104

[email protected] | 239.213.1441

Monday – Sunday | 8am – 4pm

Cape Coral Contact Information

1503 SE 46th Lane | Cape Coral, FL 33904

[email protected] | 239.541.2988

Marco Island Contact Information

705 East Elkcam Circle | Marco Island, FL 34145

[email protected] | 239.394.9333

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Boat Rentals Marco Island, FL

Gator Boat Rentals Naples, FL Logo

1575 Danford St, Naples, FL 34112

Boat Rentals Naples , FL

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Explore boat rentals naples fl : experience paradise on the water.

Naples Boat Rental

Flexible Start Times

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20+ Boats to Choose

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Best Price Guarantee

Begin rental at anytime, pontoons, deck,center console, lowest prices, welcome to gator boat rentals - your trusted boat rental service in naples, fl  .

Hello travellers , Gator Boat Rentals, your premier destination for unforgettable boat rentals in Naples, FL .

We pride ourselves on offering top-notch boat rentals Naples FL that allow you to explore the stunning waterways of Naples. Whether you're looking to relax on the water or embark on an exciting adventure, we have the perfect boat for you.

Our commitment to exceptional service and quality ensures that your experience with us is nothing short of extraordinary.

Pontoon Boat for rent - Naples, Fl

Naples #1 Boat Rental Service

Discover the hidden gems of Naples, FL, from the unique perspective of the water. Our boat rentals Naples FL  give you access to beautiful beaches, serene mangroves, and vibrant wildlife. Imagine cruising along the Gulf of Mexico, enjoying the sunshine, and taking in the breathtaking views. Naples is a boater's paradise, and with Gator Boat Rentals, you can experience it all. From dolphin watching to fishing and island hopping, the possibilities are endless.

Boat Rentals Naples Include

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All Boats 2024 or newer

No  "rent me"   advertisement on boat , closest boat rental to keewaydin island.

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Pontoon Boat Rental Naples FL

10 person max .

Length - 23 ft       Bluetooth Stereo Engine - 115 HP    Depth Finder

Half Day Boat Rentals Naples $225-$275

Full day boat rentals naples  $450-$550.

Pontoon Boat Rental - Naples Fl

Ready to Book Your Naples Boat Rental FL? Call (239) 300-1132

Best boat rentals in naples, fl.

The most adventurous and fun way to explore Naples is by water ! Our Boats to Rent in Naples include pontoon boats, center console fishing boats, and deck boats. We offer half-day or full day boat rentals in Naples , conveniently located at 1575 Danford St Naples .  Embark on a trip through Naples waterways today, to create an unforgettable memory. Call (239)-300-1132 .

#1 Boat Rental Service Naples FL- Gator Boat Rentals

Experience freedom on the water with naples boat rentals.

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Deck Boat Rental

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Center Console Rental

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Deck Boat Rental Naples FL

Half Day Boat Rentals Naples  $240-$290

Full Day Boat Rentals Naples  $475-$575

Naples Boat Rental

Naples Boat Rentals - Made Easy

Naples most convenient boat rental service, best location.

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Conveniently located only 20 minutes to Keeywaydin Island, Naples Bay, Port Royal and Naples City Dock.

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Choose Pontoon Boats, Center Console Boats, or Deck Boats for rent in Naples, Fl

Flexible Times

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Begin your Naples Boat Rental anytime that is convenient for you and your party.

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We strive to be the premier boat rental company in Naples, Fl by providing new and clean boats

No Lettering

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The only boat rental company in Naples, Fl that does not advertise on boats.

Lowest Price

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We are the lowest priced boat rental service in Naples, Fl

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Fishing Boat Rental Naples FL

4 person max .

Length - 20 ft       Bluetooth Stereo Engine - 90 HP    Depth Finder

Half Day Boat Rentals Naples  $150-$225

Half Day Boat Rentals Naples  $300-$450

VIEW THE NAPLES BOAT RENTAL FLORIDA MAP

The Naples Boat Rentals Map makes your boat rental experience easy to naviagate the water ways.

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Our Boat Rental Naples Fleet

At Gator Boat Rentals, we offer a diverse fleet of boat rentals in Naples, FL to suit every need and preference. Whether you're planning a family outing, a romantic getaway, or a fishing trip, we have the perfect vessel for you. Our boats are equipped with modern amenities and safety features to ensure a comfortable and enjoyable experience. Choose from our selection of pontoons, center consoles, and deck boats to make your day on the water truly special.

Easy and Affordable Boat Rentals

Renting a boat with Gator Boat Rentals is easy and hassle-free. Our straightforward rental process and competitive pricing make it simple for you to get out on the water. We offer flexible rental options, from half-day to full-day and even weekly rentals, so you can choose what best fits your schedule. Plus, keep an eye out for our special offers and discounts, making your boat rentals in Naples, FL even more affordable.

Safety First: Your Well-Being is Our Priority

Your safety is our top priority at Gator Boat Rentals. We provide all the necessary safety equipment and thorough instructions to ensure you have a safe and enjoyable time on the water. Our boats are meticulously maintained, and our staff is trained to handle any situation that may arise. With us, you can have peace of mind knowing that your boat rentals Naples FL experience is in good hands.

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Places You Can Visit with Our Boat Rentals Naples FL

Explore the most stunning and serene spots in Naples with our boat rentals Naples FL . Keeywaydin Island is a must-visit destination, offering pristine beaches and a perfect getaway for nature lovers. Cruise through the luxurious Port Royal, where you can marvel at stunning waterfront estates. Naples Bay provides a vibrant boating experience with its bustling marinas and scenic views. Don't miss Tin City, a charming waterfront marketplace filled with unique shops and delightful dining options. With Gator Boat Rentals, you have the freedom to discover these breathtaking places and create unforgettable memories on the water.

sailboat rental naples florida

Things To Do with Our Boat Rentals Naples FL

Make the most of your boat rentals Naples FL with a variety of exciting activities. Enjoy a relaxing day of fishing in the abundant waters of Naples. Dolphin watching is another popular activity, offering close encounters with these playful creatures. Take a leisurely cruise to explore the scenic coastline or anchor at a secluded spot for a peaceful picnic. Water sports enthusiasts can indulge in kayaking or paddleboarding. Whether you're seeking adventure or relaxation, our boat rentals provide endless opportunities for fun and exploration in the beautiful surroundings of Naples, FL.

Become a part of our boating community by following us on social media. Share your boating adventures with #GatorBoatRentals and connect with other boating enthusiasts. We love seeing your photos and hearing about your experiences on the water. Join us on Facebook, Instagram, and Twitter for the latest updates, special offers, and boating inspiration. Together, let's create lasting memories on the beautiful waters of Naples, FL.

Call to Reserve

(239)-300-1132

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239-300-1132

  • What types of boats are available for rent? We offer a variety of boats for rent, including pontoons, center consoles, and deck boats. Each boat is equipped with modern amenities and safety features to ensure a comfortable and enjoyable experience. Explore our fleet to find the perfect boat for your boat rentals Naples FL adventure.
  • How do I book a boat rental in Naples, FL? Booking a boat rental with Gator Boat Rentals is easy. You can reserve your boat online through our user-friendly booking system or call our office for assistance. We recommend booking in advance, especially during peak seasons, to ensure availability.
  • What are the rental requirements? To rent a boat, you must be at least 21 years old and possess a valid driver's license. Additionally, all renters must complete a brief safety orientation provided by our staff. We prioritize your safety to ensure you have a fantastic time with our boat rentals Naples FL.
  • Are life jackets provided? Yes, we provide all necessary safety equipment, including life jackets for all passengers. We ensure that our boats are fully equipped to meet safety standards, so you can enjoy your day on the water with peace of mind.
  • Can I bring my own food and drinks on the boat? Absolutely! We encourage you to bring your own food and drinks to enjoy a picnic on the water. Please remember to dispose of trash properly and respect the environment during your boat rentals Naples FL experience.
  • What are the operating hours for boat rentals? Our standard operating hours are from 8 AM to 6 PM, but we offer flexible rental periods to accommodate your schedule. Please contact us for more details and to arrange a rental time that suits you best.
  • Are pets allowed on the boats? Yes, we are pet-friendly! Feel free to bring your furry friends along for the ride. Just ensure they are supervised at all times and the boat is kept clean.

Contact Gator Boat Rentals

1575 Danford St,

Naples, FL 34112

[email protected]

Opening Hours

9:00 am – 5:00 pm

Naples Premier Boat Rental Company

sailboat rental naples florida

Boating Adventure

To make a reservation:

1. click the boat and review any additional requirements., 2. select the date you want to book on the calendar., 3. available time slots will be displayed for you to choose from and complete your reservation..

sailboat rental naples florida

Discover the Beauty of Naples Florida by Boat

Rent High-Quality Boats by the Hour, Day, or Days. 

Servicing Naples Bay, Keewaydin Island, and Marco Island.

Call/Text  239-494-5131.   Or Email Info @OnThePontoonBoat.com

In addition to your rental optionally Hire a Driver/Operator from our approved operator list.

sailboat rental naples florida

Unforgettable

Reserving your boat rental online with us is quick and easy, taking less than 90 seconds.

Choose your preferred boat type, select your rental dates, and complete your reservation - it's that simple!

We require renters to have an approved operator driver and will provide you with a list of names to choose from once you have completed the booking.

Our user-friendly online booking system ensures a hassle-free experience, so you can focus on enjoying your time on the water.

Don't miss out on the opportunity to create unforgettable memories with family and friends.

Book your Naples boat rental with On The Pontoon Boat today!

sailboat rental naples florida

Testimonials

"Best activity we did while on vacation! The employees were fantastic, the boat was brand new and beautiful! We explored all the inlet waterways, saw many dolphins, beached the boat at Keewaydin island and collected beautiful sea shells. Perfect day!"

Cheri Farley

"Best rental experience ever! Great staff, great boat very easy process could not have been more pleased"

Joseph Pineau

January 2023

"Our group rented a pontoon boat from these folks last week. The whole experience was excellent. The staff were friendly and knowable, the boat was clean and well outfitted, and the process was very straightforward."

Scott Woerner

December 2022

sailboat rental naples florida

Shawn Cassel

With years of experience in boating and a passion for the water, Shawn brings a wealth of knowledge and expertise to every trip.

His dedication to safety and customer satisfaction is unmatched, making him a valued member of our crew.

General Manager

sailboat rental naples florida

Frank Albujas

With a passion for the water and a dedication to customer satisfaction, Frank quickly became an invaluable member of our team.

His friendly and professional demeanor, and attention to detail ensures that every charter rental experience is seamless and stress-free.

Charter Rental Agent

sailboat rental naples florida

David is our Sales Manager and a crucial member of our team. With a deep knowledge of the boating industry, David brings a wealth of expertise to his role.

He is passionate about helping customers find the perfect boat rental experience for their needs and goes above and beyond to ensure their satisfaction.

Sales Manager

sailboat rental naples florida

Enjoy the Ride in Our New & Clean Boat Fleet

At Naples Boat Rentals, we are proud to offer one of the nicest and cleanest boat fleets in Southwest Florida. Whether you're looking for a luxurious Tritoon Pontoon Boat for a large or small group, our Naples boat rentals are designed to meet your every need.

We offer seating for up to 1-13 passengers on our boats with well-maintained 115HP, 150 HP FourStroke Outboard Motors, GPS to make navigating easy, coolers to keep your refreshments cold, and a Bimini Top for super sunny days. With comfortable seating and convenient access to fun spots like Keewaydin Island or beautiful Naples Bay, you can be the captain of your own tropical daydream!

Choose from Avalon, Crest, Lexington, and boats — all certified with updated motors so you can enjoy your time without worrying about breakdowns or malfunctions. With our fleet of boats, let us show you why renting from Naples Boat Rentals is the perfect way to make unforgettable memories out on the water today!

Naples Boat Rentals promises to make your Naples boat rental experience truly enjoyable. You can choose from various boats, such as luxurious Pontoon and Tritoon Boats, and pontoon boats that seat up to 13 people. Our well-maintained and 140HP 150HP FourStroke Outboard Motors, GPS navigation system, and cooler will keep you comfortable throughout the day.

We have convenient access to great locations like Keewaydin Island or Naples Bay. So you can be the captain of your own dreamboat! All our boats are certified with updated motors, so you don't have to worry about malfunctions at sea. Whether you want to cruise around the ocean or take a fishing trip, Naples Boat Rentals will help make it an unforgettable experience. So come join us today for an incredible adventure on the water!

Searching for a boat rental in Naples with secure and necessary paperwork? Look no further than Naples Boat Rentals! We offer one of the finest fleets in Southwest Florida, providing motorboats, pontoon boats, and slide boats with up to 14 passengers. Our boats have 115HP and 150 HP FourStroke Outboard Motors, a GPS navigation system, coolers, and a Bimini Top for rainy days.

At Naples Boat Rentals, we understand that safety is paramount when boating. That's why we provide all the required documents for renting our boats. Additionally, our documentation is easy to navigate. It includes confirmation of your boat selections, proof of insurance, and other agreements related to safely using our boats. So you can spend more time experiencing the natural beauty of Naples Bay or Keewaydin Island from the comfort of one of our luxurious boats!   We invite you to join us today for an unforgettable journey - complete with boating safety documents and agreements - on board Naples Boat Rentals!

Looking for a fun day on the water with a large group? Our pontoon slide boats are the perfect choice! With plenty of space for up to 12 people, you can enjoy a thrilling ride down our waterslide, soak up the sun, and make unforgettable memories with friends and family.

Large & Small Group

Pontoon rentals.

Our fishing boats are available for rent without a captain, giving you the freedom to explore the Gulf of Mexico on your own terms. For those who prefer the guidance of an experienced captain, the option to hire one separately is also available. Enjoy a day of fishing and adventure, with the flexibility to choose your own path.

Fishing Trip

Boat rentals.

Whether you're a beginner or an experienced boater, our one-on-one training with Captain Dave will help you become a confident and skilled captain. Learn the ins and outs of boating, navigation, and safety, and gain the skills you need to enjoy a lifetime of boating adventures.

Boat Training

With the captain.

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Creating Unforgettable Boating Experiences

Discover our premier collection of dry and wet-slip coastal marinas with world-class service, innovative technology, and exceptional amenities to enhance your adventures on the water.

Our Marinas

sailboat rental naples florida

FORT LAUDERDALE

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JACKSONVILLE

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LIGHTHOUSE POINT

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MARCO ISLAND

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MOREHEAD CITY

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PALM BEACH GARDENS

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TIERRA VERDE

Featured reviews.

Jacksonville

John, Jan 15, 2023

Palm Beach Gardens

Mike, Mar 05, 2023

Lighthouse Point

Emily, Apr 20, 2023

Ft Lauderdale

David, May 18, 2023

Tierra Verde

Anna, Jun 12, 2023

Cape  Coral

Laura, Aug 22, 2023

Robert, Sep 14, 2023

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Yachting in Naples, FL

Yachting in Naples, FL

Naples, located on Florida's southwest coast, is ideal for yachting enthusiasts with its serene waterways and beautiful coastline. Known for its upscale charm and pristine beaches, Naples offers a luxurious yachting experience. On the deck of your yacht, enjoy the meeting of azure waters and white sands, with stunning views of the Gulf of Mexico. Discover Naples' allure and the promise of an unforgettable maritime adventure.

35 Sunsation luxury charter yacht - Salty Sam's Marina, 2500 Main St, Fort Myers Beach, FL 33931, USA

35' Sunsation

65 Mikelson luxury charter yacht - 1300 Lee Street, Fort Myers, Florida, USA

65' Mikelson

55 Prestige luxury charter yacht - 900 Broad Ave S, Naples, FL, USA

55' Prestige

55 Prestige luxury charter yacht - Marco Island, FL, USA

100' Broward

84 Lazzara luxury charter yacht - MarineMax Fort Myers, McGregor Boulevard, Fort Myers, FL, USA

84' Lazzara

51 Schaefer luxury charter yacht - Naples, FL, USA

51' Schaefer

72 Galeon luxury charter yacht - 951 Bald Eagle Dr, Marco Island, FL 34145, USA

72' Galeon

73 Sunseeker luxury charter yacht - Naples, FL, USA

73' Sunseeker Manhattan

76 Sunseeker luxury charter yacht - Naples, FL, USA

76' Sunseeker

Why charter a yacht in naples, fl, enjoy the beach at the naples pier, take a cruise or rent a boat, charter a yacht to marco island beaches, .css-1uazooj{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;width:100%;outline:2px solid transparent;outline-offset:2px;transition-property:var(--chakra-transition-property-common);transition-duration:var(--chakra-transition-duration-normal);font-size:1rem;-webkit-padding-start:var(--chakra-space-4);padding-inline-start:var(--chakra-space-4);-webkit-padding-end:var(--chakra-space-4);padding-inline-end:var(--chakra-space-4);padding-top:var(--chakra-space-2);padding-bottom:var(--chakra-space-2);padding:10px 16px;}.css-1uazooj:focus-visible,.css-1uazooj[data-focus-visible]{box-shadow:var(--chakra-shadows-outline);}.css-1uazooj:hover,.css-1uazooj[data-hover]{background:var(--chakra-colors-blackalpha-50);}.css-1uazooj[disabled],.css-1uazooj[aria-disabled=true],.css-1uazooj[data-disabled]{opacity:0.4;cursor:not-allowed;} .css-1pkhz46{font-size:var(--chakra-fontsizes-sm);font-weight:600;-webkit-flex:1;-ms-flex:1;flex:1;text-align:left;} how do i book a yacht on yachtlife .css-g5ledl{width:1em;height:1em;display:inline-block;line-height:1em;-webkit-flex-shrink:0;-ms-flex-negative:0;flex-shrink:0;color:currentcolor;vertical-align:middle;font-size:8px;}, when is my payment collected is it refundable.

Once you confirm your reservation, your broker will process your payment.

  • If you are booking for a single day and your reservation is confirmed more than 7 days in advance, a deposit of either $1,000 USD or 50% of the total cost of the reservation (whichever is greater) is processed immediately in order to hold the yacht. Once your embarkation date is 7 days away, the remainder of the amount due is processed.
  • If you are booking for a single day and your reservation is made 7 days or less in advance, the total price of your reservation is processed immediately.
  • If you are booking for a multi-day charter and your reservation is confirmed more than 30 days in advance, a deposit of 50% of the cost of the yacht is processed immediately in order to hold the yacht. Once your embarkation date is 30 days away, the other 50% is collected for the price of the yacht, plus the APA, plus the taxes due.

Terms of refunds are dictated by the Charter Agreement. Generally, once a payment is collected, it is non-refundable. In certain circumstances, as dictated by the Charter Agreement, credits can be provided so you will be able to enjoy your yacht charter at a future date that is convenient for you.

Why is there a 3% credit card convenience charge?

Are my payment details saved on the app, what if your servers get hacked is my payment information really safe.

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Have a Blast while enjoying beautiful Naples, FL

Our past clients tell us renting our boats has literally made their trip to Naples complete...

Contact us today! +1(239)601-7780

We are here to help you set up your rental, just a phone call away... We have boats available 7 days a week!

Ready for your day of fun in the sun?

Rent a super fun brand new 2017 CraigCat Catamaran for 2 people today!

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Rent a CraigCat Boat in Naples, FL Today!

You will have the time of your life riding in style in the latest model of the 2017 CraigCat Catamaran’s available for rent at Boat Rentals of Naples! We setup an convenient and quick rental for your family to love a memorable vacation around Naples, FL’s scenic waters! Or maybe you’re a local and you’re here because you have heard we have some great deals… Rent a boat today from Boat Rentals of Naples and “Sea” all the fun you’ve been missing! 

Rent a Pontoon Boat in Naples, FL Today!

Have a larger group of people to take out of the water? Check out our Bennington Tritoon pontoon boats for rent! We setup an convenient and quick rental for your family to love a memorable vacation around Naples, FL’s scenic waters! Or maybe you’re a local and you’re here because you have heard we have some great deals… Rent a boat today from Boat Rentals of Naples and “Sea” all the fun you’ve been missing! 

Rent a 2-Person CraigCat Boat or 11-12 Person Pontoon Boat today to Explore beautiful Naples, FL!

  • $ 200 + tax 5 Hour Rental
  • Half Day CraigCat Boat Rental

Priced per Boat

Rental for 5 hours, available 7 days a week, brand new 2017 tahitian.

  • Fits up to 2 people

Includes all premium amenities below!

  • $ 300 + tax 8 Hour Rental
  • Full Day CraigCat Boat Rental

*** Best Deal! ***

Rental for 8 hours, brand new 2017 tahitian model, includes all premium amenities below.

  • $ 500 + tax 8 Hour Rental
  • Full Day Pontoon Boat Rental

Bennington Tritoon Pontoon Boats for rent!

Fits up to 11 or 12 people.

  • Book a Pontoon Boat Rental Now

Premium Features included with our CraigCat Rentals

Tough, UV stabilized, seamless polyethylene, foam filled, unsinkable, rotomolded hulls

POWERED BY EVINRUDE

Quiet, efficient, and powerful high output Evinrude E-TEC Engines

EXTREMELY PORTABLE

These boats navigate so well you will have no trouble cruising around to sight-see!

DOCKING, NAV & ANCHOR LIGHTS

Twin Ion docking lights, NAV, LED anchor light… Super easy to ‘park’ the boat on your favorite beach!

DELUXE BUCKET SEATS

Comfortable high-back custom deluxe bucket seats

HD SOUND SYSTEM

High definition JBL AM/FM/USB/Bluetooth sound system, new high powered chrome finish 2-way marine speakers

FISHING ROD HOLDERS

Custom 4-rod, fishing rod holders

BEVERAGE HOLDERS

High grade, polished stainless steel, removable beverage holders

FULL WIDTH STORAGE

Custom large full width composite storage compartment

FULL REMOTE

With electric key start, and electric tilt

AIRCRAFT TILT SAFETY SWITCH

Conveniently located light switches and “aircraft” tilt safety switch

STAINLESS STEEL HARDWARE

Automatic Stability Control

Dynamic Sport Tuned Suspension system

Calibrated Hull Design

LED courtesy interior deck light

Ready to Book your day of Fun in the Sun?

Great! We’d love to hear from you!

Brands We Proudly Offer:

When renting our equipment we include everything you need to have fun in the sun such as products by….

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  • American Safety Council

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Follow Us on Social Media

ISLAND GYPSY CAFE & MARINA BAR

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CURRENT WEATHER CONDITIONS

MARINA WEBCAM

Pontoon Boats

Whether you're looking to take a nice family cruise, sneak away to one of the many beaches or test your luck by tossing a line in, our pontoons are a safe and fun way to enjoy all that SW Florida has to offer.

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Immerse yourself in all of the natural beauty that the Marco Island, Florida area has to offer. Take one out by yourself or go with a group. Our kayaks are a great way to stay active and explore the backwaters of Marco.

sailboat rental naples florida

Looking for a place to store your boat? Well look no further! We have slips that can accomodate boats from 35' - 70'.

sailboat rental naples florida

IMAGES

  1. Get Your Family Out On The Water With a Naples Boat Rental

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  2. Sailboats Unlimited (Naples)

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  3. Sailing Yacht Charter Naples Sailboat Charters & Rentals

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  4. Sailboats Unlimited (Naples)

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  5. Sailboats Unlimited (Naples)

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  6. Naples Florida Boat Rentals & Marina

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VIDEO

  1. 🌞🌊Bachelorettes Sunlit Stroll Through the River!📸🌴| Miami River

  2. Great Airboat Ride for kids near Naples, FL

  3. Naples Pier 🌊 DESTROYED After 🌀 HURRICANE IAN

  4. Furnished Home- Island Walk Rental- Naples, Florida

  5. Fishing Onboard Sea Flight Head Boat with MONSTERS (Amberjack, Grouper, Snapper)

  6. Embark on an extraordinary adventure with The Moorings

COMMENTS

  1. Sailboats Unlimited

    Naples most trusted sailboat chartering company since 1985. Located in sunny Naples, Fl, we have specialized in crewed sailing charters, bareboat sailing charters, yacht deliveries, and yacht maintenance since 1985. When visiting Naples, FL or any of the surrounding areas, you have the opportunity to take our sailboats out onto the beautiful gulf.

  2. Sailboat Rentals in Naples, FL

    Naples, FL is a well-known boating destination in the US, perfect for a memorable experience on a Sailo boat. The sailboat rentals are popular for both locals and tourists and a great choice if you want to spend some quality time with your family or friends. 13 charters are currently available with or without captain, lined up in the Naples's marinas, waiting for their guests.

  3. TOP 10 BEST Sailboat Rental in Naples, FL

    Top 10 Best Sailboat Rental in Naples, FL - September 2024 - Yelp - Sailboats Unlimited, Pure Florida, Holiday Water Sports Fort Myers Beach, Cross Cruises, Holiday Water Sports - DiamondHead Beach Resort, Matlacha Boat Rides and Rentals, Southwest Florida Yachts, Bonita Jetski & Parasail, Captiva Cruises

  4. Island Sailing Naples

    Enjoy private sailing adventures along Florida's southwest coast, Florida Keys, or to the Bahamas with Island Sailing Naples. Choose from captained charters, bareboat rentals, or boat club packages and explore the gulf and bay.

  5. Cool Beans Sailing Charters & Pontoon Rental

    Naples and Marco Island sightseeing and sunset boat cruises and tours. Private groups, parties and special occasions are welcome aboard. Menu. Close. Home; ... 377 Capri Blvd — Naples, FL 34113. To inquire or book a cruise please call (239) 777-0020. Email Us

  6. THE 10 BEST Naples Boat Rentals (Updated 2024)

    THE 10 BEST Naples Boat Rentals. 1. Pure Florida. Dolphins, History, Islands, Luxury Homes, Great sunset, Enjoyable trip with excellent service. 2. Naples JetSki Rental. ... was a nice scenery change- Keewaydin, gorgeous Naples homes and tons of beautiful nature with dolphins and manatees. 3.

  7. Find the best Naples boat rentals

    Rent a Boat in Naples, FL With an average of 250 clear, sunny days a year, more than one hundred miles of waterways, breathtaking sunsets, and a diverse array of marine life, renting a boat in Naples, Florida can lead to great adventures or a quiet respite - or both. The Florida coast is also known for its impressive collection of fish, sea turtles, and marine mammals including dolphins and ...

  8. 14 Yacht & Boat Rentals in Naples, FL

    Naples yacht charters for daily trips are available at an average of $1100 per day. Cheaper boats (sometimes with no captain included) may be rented for $250. Our luxury yacht charters in Naples, Florida may have price tags up to $6500, with crew, fuel, docking fees and other extras added to your budget.

  9. Naples FL Catamaran, Sailboat, Cruises, Sunset Cruises

    For the best things to do in Naples Florida, climb aboard Miss Naples Catamaran for sailing, sunset and sightseeing cruises, and beach shelling cruises. buy tickets 239.649.2275. ... Boat Rentals, Charter Fishing, Gift Shop Check it out. Buy Tickets; Gift Certificates; Request a Quote; 550 Port O Call Way Naples, Florida 34102.

  10. Boat Rentals at Naples Bay Resort

    To check availability please call Naples Bay Resort Boat Rentals at (239) 530-5134. Must select a time slot when making reservation: 9 am to 1 pm. 10 am to 2 pm OR 11 am to 3pm. Half Day Rentals are Limited and Subject to Availability. Half Day Rental is considered Four (4) hours.

  11. Bayfront Rentals

    Bayfront Rentals, Naples Florida offering boat rentals in Naples, paddle boards, Kayak tandem, double, single and kids, pontoon rentals and bike rentals. 239.465.0223 Mon - Sat: 8:00 AM - 6:00 PM

  12. Boat Rentals

    Boat Rentals. We offer the "NEWEST FLEET" of rental boats in Naples. ... We tell you about some of the best waterfront restaurants accessible by boat in Naples and Marco Island. ... Naples, Florida 34102 (p) 239.774.0479 (e) [email protected]. Marina Webcam. Signup for our Newsletter. Home; Directions; Contact; Special Offers;

  13. 9 Amazing Boat Rentals in Naples and Marco Island Florida

    Here are 9 great places to rent a boat in Naples and Marco Island! is definitely one of the best boat rentals in Naples. First, this company has five different boats - from the amazing 23' pontoon boat to the luxurious 38' Sea Ray Sundancer. Depending on the type of boat that you decide to rent, you can rent either by hour or by day.

  14. Top Naples, FL Boat Rentals

    Enjoy the waters of Naples, FL with high-quality Cobia boats, 22 feet long and up to 8 guests. Book online and get discounts, free pickup and dropoff, and no alcohol or drugs policy.

  15. Book Best Boat Rental Naples FL

    Our Boats to Rent in Naples include pontoon boats, center console fishing boats, and deck boats. We offer half-day or full day boat rentals in Naples , conveniently located at 1575 Danford St Naples. Embark on a trip through Naples waterways today, to create an unforgettable memory. Call (239)-300-1132.

  16. Cruises in Naples, Boat Rentals, Kayaks, JetSkis

    Port O Call Marina offers a variety of water activities, such as charter fishing, cruises, boat rentals, kayaks, jet skis and more. Enjoy the scenic views of Naples Bay, Marco Island and the Ten Thousand Islands with Port O Call Marina.

  17. Search our Fleet

    Rent a boat by the hour, day, or days and explore Naples Bay, Keewaydin Island, and Marco Island. Choose from a variety of boats, including pontoon, fishing, and slide boats, with GPS, coolers, and Bimini Top.

  18. Port-32

    PORT 32 Marinas offers full-service marinas with boat rentals, boat club, and app and management software. Located in Naples, FL, PORT 32 Marinas is a launch point for new adventures on the water.

  19. Luxury & Private Yacht Charter Naples, FL

    Naples, Florida, offers a luxurious escape with its picturesque streets, pristine beaches, and upscale shopping. Ideal for a high-end getaway, this city is perfect for a Naples yacht charter. ... Take a Cruise or Rent a Boat Experience the allure of Naples, FL by taking a cruise or renting a boat. Discover the ocean's wonders by chartering a ...

  20. Boat Rentals of Naples

    Rent a brand new 2017 CraigCat Catamaran for 2 people and enjoy the scenic waters of Naples, FL. Boat Rentals of Naples offers premium features, convenient and quick service, and great deals for half or full day rentals.

  21. Boat Rentals near Marco Island & Naples :. Isles of Capri Marina :. Home

    Boat US; American Safety Council; Follow Us on Social Media. ISLAND GYPSY CAFE & MARINA BAR. CURRENT WEATHER CONDITIONS. MARINA WEBCAM. Coming soon. ... Naples FL 34113. contact information . Marco Island/Naples Florida; 292 Capri Blvd., Naples FL 34113 (239) 389-4626; [email protected]

  22. Boat & Pontoon Rental Naples, FL

    Enjoy the natural beauty and adventure of Naples, FL with boat, kayak, paddleboard, bike, and fishing rentals from Extreme Family Fun Spot. Book online or call (239) 774-0061 to reserve your fun today.

  23. Rentals

    Gather your family and friends and enjoy a leisurely day on the water in one of our pontoon or deck boats. Contact Us. 239.465.0223. 1221 5th Ave South Naples, Florida 34102. [email protected]. Mon - Sat: 8:00 AM - 6:00 PM. Terms and Conditions. Contact Us.

  24. 1060 Galleon Drive, Naples, FL 34102

    MLS# 224076011 Description for 1060 Galleon Drive, Naples, FL, 34102 Available for annual or off-season rental at $24,000/month, or for the 2024-2025 season at $45,000/month. Situated on approximately 110 feet of waterfront, offering scenic views of one of the widest points of Runaway Bay in Port Royal, this unique 3-bedroom, 3-bath property is truly a great vacation home.

  25. 1060 Galleon Dr Naples, FL 34102

    For Rent - 1060 Galleon Dr, Naples, FL - $45,000. View details, map and photos of this single family property with 3 bedrooms and 3 total baths. MLS# 224076011.