Top 10 Boat Rentals in Caribbean, Caribbean

July 9, 2021 Darwin Bolte

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1. Silver Moon Charters

Excellent
97%
Good
3%
Satisfactory
1%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 4,673 reviews

Silver Moon Charters

Silver Moon is the original luxury catamaran operator in Barbados. We charge a little more than our competitors, but cater exclusively to small numbers. This means you get more room to relax and extra attention from our staff who will cater to your every need. Every day we serve a full buffet lunch featuring Barbadian specialities, our home-made rum punch, and unlimited beverages and blended drinks all day long. We also offer 4 hour sunset dinner cruises where you still get to swim and snorkel, and also take in our beautiful sunset. We'll get you away from the crowds, closer to the turtles, and promise you a day in Barbados that you'll never forget.

2. Simplicity Charters

Excellent
99%
Good
1%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 536 reviews

Simplicity Charters

Simplicity Charters Custom Day Charters Exploring The Best Of The Virgin Islands. Established in 2006, Simplicity Charters knows the best areas without the crowds. Amazing reefs and beaches await. Sailing in the Caribbean with an open bar, island tunes, and some of the warmest and clearest water in the world. Snorkel with turtles, stingrays, a variety of colorful fish, and of course the amazing coral of all shapes sizes and colors. The choice is Simple, book your day in paradise with Simplicity Charters and let us handle the rest. No better way to unwind, relax, and let your stress disappear. LookingforwRdtpour day of sailing, sun, and fun!

3. Cruz Bay Watersports

Excellent
89%
Good
7%
Satisfactory
2%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 2,992 reviews

Cruz Bay Watersports

Announcing an all new fleet of state-of-the-art vessels and catamarans, Cruz Bay Watersports is better than ever and excited to welcome you back to The Virgin Islands. Offering a full menu of excursions from St. John and St. Thomas and celebrating over 30 years in business, Cruz Bay Watersports has evolved into the most diversified watersports Company in the Virgin Islands. Sunset Sails, Private Charters, BVI trips to the Baths, Caves, Jost Van Dyke, and the Soggy Dollar Bar, CBW is your best source for "All Things Watersports."

4. Morningstar Sailing and Power Charters

Excellent
98%
Good
1%
Satisfactory
0%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 1,122 reviews

Morningstar Sailing and Power Charters

Morningstar's day sail charter is available to show you the beautiful cays, bays and beaches of the Caribbean and day filled with good times, incredible snorkeling and beauty. We can now do it all! Snorkel and explore the island of St John aboard our all inclusive, spacious, comfortable sailboat! Take a powerboat with customized itinerary to the BVI! Island hop to local beaches or venture out to Virgin Gorda, the Baths and beyond!

5. KS Watersports Tours & Rentals

Excellent
90%
Good
6%
Satisfactory
1%
Poor
1%
Terrible
2%
Overall Ratings

5.0 based on 1,170 reviews

KS Watersports Tours & Rentals

FOUR LOCATIONS – DOCKYARD • SOUTHAMPTON • HAMILTON • ST. GEORGE’S! Get Ready to have the time of your life, with K.S. WaterSports. We offer Jet Ski Tours, Parasailing, Boat Tours, Snorkelling Excursions, Self Drive Boat & Pontoon Rentals, Private Boat Charters and more from four (4) convenient locations (Dockyard, Southampton, Hamilton & St. George's). Our adventure tours and rentals are rated best on the island amongst visitors and locals alike and are perfect for families, friends, couples and the solo person who seeks fun and adventure on their vacation. We also offer private boat charters & rentals with a licensed captain/tour guide, where guests can see and explore Bermuda the best way imaginable, by water! Just a 2 minute walk from Kings Wharf and Heritage Wharf cruise ship terminals to our Dockyard location. In Hamilton at the Hamilton Princess & Beach Club, in Southampton at the Waterlot Inn Dock, Fairmont Southampton and in St. George's at King's Square. Reservations advised.

6. Breeze Boat Trips

Excellent
93%
Good
5%
Satisfactory
1%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 615 reviews

Breeze Boat Trips

We offer full day and half day trips, great for the whole family. Trips to Klein Curacao, sunset trips, sundays at the Fuik Bay, trips to beaches on the West Side of the island, private charters, diving and snorkeling trips. We also have Jet Ski , Off Road Buggy excursions and jeep safaris.

7. Le Flibustier

Excellent
98%
Good
2%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 240 reviews

Le Flibustier

Motor catamaran excursion in the biggest lagoon of the french west indies from the Marina Gosier. Passage by the salty river, snorkeling on the barrier reef, aperitif at Caret island and meals in the natural reserve of Fajou island. 2 crew members to better serve you and guide you. Shadow and lot of spaces guaranteed on our boat.

8. Island Roots Charters

Excellent
99%
Good
1%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1,126 reviews

Island Roots Charters

With capacity and seating for up to 12 passengers, “Island Roots” offers the MOST AFFORDABLE PRIVATE day charter in its’ class. - All of our trips are unique and customized to the interests of the guests... from bird watchers, to sunbathers, snorkelers, photographers, divers, cocktail connoisseurs, food enthusiasts, folks seeking the “best of” the islands to casual fun boaters just looking to just enjoy the breeze and some time on the water. - A “typical day” might include swimming, snorkeling, sightseeing, beaching, cliff jumping, lunch, hiking, history, story telling, music, dancing and more. Guests are welcome to visit the popular spots people often talk about, mentioned in guidebooks, on social media, etc... but also encouraged to explore tons of lesser visited places that have yet to go “mainstream.”

9. Bolador Tours

Excellent
95%
Good
4%
Satisfactory
0%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 337 reviews

Bolador Tours

Our two exquisite catamarans have lots of room for everyone to relax and enjoy an exhilarating day out on the water! Treat yourself to an amazing adventure, swim with the sea turtles and tropical fish, explore the shipwrecks and coral reefs. Our family owned charter company caters to small shared cruises (14-16 guests) and private charters for larger groups (maximum 40 guests). Our aim is to make your day with us the BEST DAY of your holiday! We look forward to welcoming you aboard!

10. Rising Son Cruises

Excellent
92%
Good
4%
Satisfactory
2%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 1,070 reviews

Rising Son Cruises

Rising Son II is Bermuda’s most popular award winning Sailing Catamaran. Independently owned and owner operated, our life’s work is dedicated to superior service and customer satisfaction, with fun and class. Our vessel is a custom built 60 Ft Simonis Sailing Catamaran with all the amenities on-board you could ever need for comfort and entertainment on the water. Bermuda-born and Licensed Captain Steve ‘Squid’ Smith and his crew are knowledgeable, entertaining and fully qualified to provide you with the perfect day on the water. We will meet as strangers, but walk away as friends with memories of your time aboard the Rising Son II. We offer regular join-in tours May through November and are available for Private Charter year round. Rising Son II is the perfect vessel for sailing and snorkeling, cocktail cruises, corporate events and getaways, wedding and birthday celebrations and so much more. Your time with us is special, and we are committed to ensuring your every need is met while you are on-board– without distraction. As such, our friends at Island Tour Centre handle all of our tour bookings and payments.

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