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1999 - 2025
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Sailboat Charter Caribbean & Sailing Yacht Rental
60 listings are available. Clear Filters
- Pogo, 36
- 2023
- Martinique
- 6 berths
- 3 cabin
- 10.9 m
- 1 WC
- Jeanneau, Sun Odyssey 440
- 2023
- Martinique
- 8 berths
- 4 cabin
- 13.4 m
- 2 WC
- Hanse, 575
- 2014
- Martinique
- 9 berths
- 4 cabin
- 17.1 m
- 4 WC
- Dufour, 450 Grand Large
- 2010
- Admiralty Bay
- 8 berths
- 4 cabin
- 13.6 m
- 3 WC
- Jeanneau, Sun Odyssey 42i
- 2008
- Martinique
- 8 berths
- 3 cabin
- 12.8 m
- 2 WC
- Beneteau, Oceanis 40.1
- 2022
- Road Town
- 7 berths
- 3 cabin
- 12.9 m
- 2 WC
- Beneteau, Oceanis 40.1
- 2022
- Road Town
- 7 berths
- 3 cabin
- 12.9 m
- 2 WC
- Jeanneau, Sun Odyssey 410
- 2022
- Road Town
- 8 berths
- 3 cabin
- 12.3 m
- 2 WC
- Beneteau, Oceanis 46.1
- 2024
- St. George's
- 8 berths
- 3 cabin
- 14.5 m
- 3 WC
- Jeanneau, Sun Odyssey 440
- 2023
- Martinique
- 8 berths
- 4 cabin
- 13.4 m
- 2 WC
- Beneteau, Oceanis 43
- 2009
- St. George's
- 10 berths
- 4 cabin
- 13.1 m
- 2 WC
- Jeanneau, Sun Odyssey 440
- 2022
- Martinique
- 6 berths
- 3 cabin
- 13.4 m
- 2 WC
- Jeanneau, Sun Odyssey 34
- 1999
- St Vincent
- 4 berths
- 2 cabin
- 10.3 m
- 1 WC
- Jeanneau, Sun Odyssey 440
- 2020
- Martinique
- 8 berths
- 4 cabin
- 13.4 m
- 2 WC
- Beneteau, Oceanis 41.1
- 2019
- Martinique
- 6 berths
- 3 cabin
- 12.4 m
- 2 WC
- Pogo, 44
- 2024
- Martinique
- 8 berths
- 4 cabin
- 13.6 m
- 2 WC
- Jeanneau, Sun Odyssey 389
- 2020
- Martinique
- 6 berths
- 3 cabin
- 11.8 m
- 1 WC
- Beneteau, Oceanis 46.1
- 2019
- Road Town
- 8 berths
- 3 cabin
- 14.6 m
- 3 WC
- Dufour, 445 Grand Large
- 2006
- Martinique
- 8 berths
- 4 cabin
- 13.7 m
- 2 WC
- Beneteau, Oceanis 40.1
- 2024
- Martinique
- 8 berths
- 4 cabin
- 12.9 m
- 2 WC
- Beneteau, First 50
- 2007
- Admiralty Bay
- 6 berths
- 3 cabin
- 15 m
- 2 WC
Showing 21 listings of 60 results.
Chartering a Sailboat in the Caribbean
Breath-taking in its beauty, the Caribbean is a world-renowned travel destination. It is a symphony of sun-soaked beaches, vibrant cultures, and pristine waters. Stepping onboard a sailboat charter in the Caribbean is an invitation to a world of tropical splendor. The Caribbean is a sailing paradise, with its spectacular coastlines, diverse marine life, and welcoming marinas. Essential travel tips for your Caribbean sailing adventure include arming yourself with navigational maps, observing local customs, and sticking to safety guidelines. What makes Caribbean sailing special is the sense of discovering a new island paradise every day. Expect turquoise waters, balmy nights, and a kaleidoscope of fascinating cultures. Get set for an unforgettable journey into the heart of the Caribbean. Enjoy breath-taking sunsets, meet friendly locals, and catch sight of exotic wildlife from the comfort of your sailboat charter in the Caribbean.
Why choose the Caribbean as the ultimate destination for a sailboat charter?
The Caribbean offers an unparalleled sailing experience. A yacht charter in the Caribbean is an open invite to explore an archipelago of over 700 islands, each unique in culture, cuisine, and natural beauty. In the Caribbean, every journey is an adventure.
How to get to the Caribbean?
Getting to the Caribbean is easy. Major airlines like American Airlines, Delta, and British Airways have daily flights to different islands in the Caribbean. There are also numerous cruise lines servicing the region if you prefer seafaring travel.
What are the popular destinations and routes for a sailboat charter in the Caribbean?
From the BVI's azure waters to Grenada's stunning beaches, there's no end to unforgettable experiences in the Caribbean. Popular sailing routes include the Leeward Islands and Windward Islands, known for their awe-inspiring vistas and abundant marine life.
What is the best time to charter a sailboat in the Caribbean?
The Caribbean sailing season runs from November to July, with the best weather for sailing from mid-December to mid-April. Calm sea conditions and steady winds make this period ideal for a sailboat charter in the Caribbean.
How is the weather and sailing conditions in the Caribbean?
The Caribbean boasts warm tropical climates year-round. Expect pleasant temperatures, manageable winds, and minimal rainfall during the sailing season. With north-easterly trade winds providing consistent sailing conditions, the Caribbean is a sailor's paradise.
How to explore the history and culture of the Caribbean?
Immerse yourself in the Caribbean's rich history through its historical landmarks and museums. Sample local dishes like jerk chicken, enjoy rum tasting tours, or join in the infectious rhythms of calypso music to get a true taste of the Caribbean culture.
What are the top attractions and outdoor activities in the Caribbean?
Beyond sailing, the Caribbean offers a plethora of outdoor activities. Explore the region's dynamic cuisines, enjoy its vibrant nightlife, discover stunning natural landscapes, indulging in watersports, or even just lazing on its sun-kissed beaches. There's always something magical to experience in the Caribbean.
What are the best marinas and anchorages in the Caribbean?
Whether you're seeking an untouched anchorage or a fully serviced marina, the Caribbean has it all. Popular choices include the Rodney Bay Marina, Yacht Haven Grande in St. Thomas, and St. Kitts' Christophe Harbour.
Should I rent a sailboat in the Caribbean with or without a skipper?
The choice to charter a boat with or without a captain in the Caribbean depends on your sailing experience and comfort level. A knowledgeable skipper can enhance your sailing holiday, showing you lesser-known gems. For experienced sailors, a bareboat charter can offer the freedom to explore at your own pace.
Should I rent a sailboat in the Caribbean with or without a crew?
If you're looking for a truly indulgent Caribbean sailing experience, charter a crewed yacht. A professional crew can take care of everything, from navigation to meal preparation, allowing you to relax and marvel at the Caribbean's beauty.
What license do I need to charter a sailboat in the Caribbean?
Many Caribbean islands require a valid International Certificate of Competence (ICC) or an equivalent national boating license if you wish to go for a bareboat sailboat charter in the Caribbean.
What to pack for a sailboat charter in the Caribbean?
Packing for a Caribbean sailboat charter requires some thought. Essentials include lightweight clothing, sun protection gear, water-resistant shoes, and possibly a light jacket for evenings. Entertainment options like books, music, and games are always a great addition.
Our Nearest Destinations to Caribbean
Explore stunning locales for your dream Sailboat Charter adventure in Caribbean.
Yacht Types in Caribbean
Explore choices designed for your upcoming maritime escapade in Caribbean.
Alternative Choices for Sailboat Charter in Caribbean
Find unique alternatives for a personalized maritime experience in Caribbean.
Popular Destinations for Sailing Yacht Rental in the Caribbean
| Destination | Description |
|---|---|
| British Virgin Islands | An archipelago known for its crystal-clear waters and myriad of pristine beaches; a haven for sailors. |
| St. Vincent & The Grenadines | The quintessential Caribbean paradise filled with colorful coral reefs and secluded coves. |
| Bahamas | The ultimate tropical paradise with more than 700 islands full of beautiful beaches, vibrant marine life, and stunning turquoise waters. |
| St. Lucia | The island's towering pitons, lush rainforests and sandy beaches provide a captivating sailing experience. |
| Puerto Rico | Famous for its diverse landscapes, stunning beaches, and historic heritage. A perfect mix of culture and nature. |
| Barbados | The vibrant island offers white sand beaches, turquoise waters, and a mix of British and Caribbean heritage. |
| St. Martin | A blend of French and Dutch cultures, famous for its beautiful beaches, and clear waters perfect for snorkeling. |
Tips for Sailing Yacht Rental in the Caribbean
Best Season:
The Caribbean has a tropical climate, the dry season (Dec-Apr) is best for sailing.Local Currency:
Keep some local Caribbean dollars for small vendors and bazaars.Typical Greeting:
A common phrase of greeting in the Caribbean is "Hey Mon".Hurricane Season:
Avoid sailing during the hurricane season, running from June to November.Time Zone:
The Caribbean runs on Eastern Caribbean Time (ECT), which is UTC -4:00.Local Cuisine:
Taste the region's fresh seafood, especially the famous conch salads and jerk chicken.Highlights for Sailing Yacht Rental in the Caribbean
Caribbean Music:
From reggae to salsa, the Caribbean is a hub of unique and pulsating music styles.Natural Splendor:
From underwater caves in the Bahamas to tropical rainforests in Puerto Rico, the Caribbean is a treasure trove of natural beauty.Rich History:
A history marked by ancient civilisations, piracy, and colonial competition has left a wealth of historical sites to explore.Wildlife Experiences:
The region's rich biodiversity offers numerous opportunities for unique wildlife encounters, both on land and underwater.Island Hopping:
One of the best experiences in the Caribbean is the ability to explore multiple islands, each with its unique aspect.
Good to Know about Sailboat Charters in Caribbean & Near Me
| Number of sailboats | 60 sailboats available |
| Number of catamarans | 291 catamarans available |
| Number of motor yachts | 3 motor yachts available |
| Number of motorboats | 5 motorboats available |
| Minimum Price | 307 $ per day |
| Maximum Price | 11,510 $ per day |
| Average Price | 877 $ per day |
| Manufacturers | Beneteau, Jeanneau, Pogo, Dufour, Custom Made, Hanse |
| Average length | 13.54 m (44.41 ft) |
| Average sleeping capacity | 7.57 |
| Average cruise capacity | 7.6 |
Frequently Asked Questions about Sailing Yacht Rentals in Caribbean & Near Me
How many sailboat are available for charter in Caribbean?
How much does it cost to charter a sailboat in Caribbean?
Private charter with overnight accommodation
How much does it cost to rent a sailing yacht for a week in Caribbean?
What are the popular sailboat brands in Caribbean?
What are the popular sailboat models in Caribbean?
What are the dining options on board a sailboat in Caribbean?
What is the average number of cabins on a sailboat in Caribbean?
What is the average sleeping capacity on a sailboat in Caribbean?
What is the average cruising capacity on a sailboat in Caribbean?
Can I charter a sailboat as bareboat or skippered in Caribbean?
How many sailing yacht are available for bareboat charter in Caribbean?
How many sailing yacht are available for skippered charter in Caribbean?
How much does a skipper cost per day in Caribbean?
What are the popular sailboat charter locations in Caribbean or nearby?
Summary of Cost of Sailboat Charters in Caribbean & Near Me
| With overnight accomodation | Min. price per day | Avg. price per day | Max. price per day |
|---|---|---|---|
| Sailboat | 307 $ | 877 $ | 11,510 $ |