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Sailing yacht rental Caribbean
280 boats available
Beneteau Oceanis 43 | Silly Shark
Valued partner
This boat offers excellent value for money. It combines high customer ratings with great price and benefits such as low prepayment and complimentary amenities.
- Year
- People
- Cabins
- 2009
- 10
- 4
- Yacht type
- Length
- Headsail
- Sailing yacht
- 13.13 m
- Rolling headsail
- FREE dinghy engine
- Outside GPS plotter
from 137 € /dayBeneteau Oceanis 51 | Polygala
- Year
- People
- Cabins
- 2020
- 12
- 6
- Yacht type
- Length
- Headsail
- Sailing yacht
- 15.94 m
- Classic headsail
- Air conditioning
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
from 348 € /dayDufour 390 | Cassiopeia
- Year
- People
- Cabins
- 2019
- 8
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 11.93 m
- Classic headsail
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
- Outside GPS plotter
from 195 € /dayDufour 390 | Matmax
10 Excellent | 1 Review- Year
- People
- Cabins
- 2023
- 8
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 11.93 m
- Classic headsail
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
- Outside GPS plotter
New yacht
from 257 € /dayDufour 450 | Koala
- Year
- People
- Cabins
- 2015
- 10
- 4
- Yacht type
- Length
- Headsail
- Sailing yacht
- 13.5 m
- Classic headsail
- FREE dinghy engine
- Deposit insurance included
- Outside GPS plotter
from 181 € /dayDufour 460 GL | Culebra
- Year
- People
- Cabins
- 2018
- 10
- 4
- Yacht type
- Length
- Headsail
- Sailing yacht
- 14.15 m
- Classic headsail
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
- Outside GPS plotter
from 167 € /dayDufour 460 GL | Exuma
- Year
- People
- Cabins
- 2018
- 10
- 4
- Yacht type
- Length
- Headsail
- Sailing yacht
- 14.15 m
- Classic headsail
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
- Outside GPS plotter
from 205 € /dayDufour 470 | Gloxinia
- Year
- People
- Cabins
- 2023
- 11
- 6
- Yacht type
- Length
- Headsail
- Sailing yacht
- 14.58 m
- Classic headsail
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
- Outside GPS plotter
New yacht
from 261 € /dayDufour 520 GL | Moby Sick
6 OK | 1 Review- Year
- People
- Cabins
- 2020
- 12
- 5
- Yacht type
- Length
- Headsail
- Sailing yacht
- 15.2 m
- Classic headsail
- Air conditioning
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
from 281 € /dayJeanneau Sun Loft 47 | Gereth
- Year
- People
- Cabins
- 2020
- 13
- 7
- Yacht type
- Length
- Headsail
- Sailing yacht
- 14 m
- Rolling headsail
- FREE dinghy engine
- Deposit insurance included
- Bathing platform
- Outside GPS plotter
from 226 € /dayBeneteau Oceanis 35.1 | 3 Pommes
- Year
- People
- Cabins
- 2019
- 6
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 9.97 m
- Classic headsail
- FREE dinghy engine
- Bathing platform
- Outside GPS plotter
- Solar panels
from 225 € /dayBeneteau Oceanis 40.1 | Boskoop
- Year
- People
- Cabins
- 2021
- 10
- 4
- Yacht type
- Length
- Headsail
- Sailing yacht
- 12.87 m
- Classic headsail
- FREE dinghy engine
- Bathing platform
- Outside GPS plotter
- Solar panels
from 304 € /dayBeneteau Oceanis 40.1 | Five B
- Year
- People
- Cabins
- 2020
- 10
- 4
- Yacht type
- Length
- Headsail
- Sailing yacht
- 12.87 m
- Classic headsail
- FREE dinghy engine
- Bathing platform
- Outside GPS plotter
- Solar panels
from 304 € /dayBeneteau Oceanis 46 | Skippyx
- Year
- People
- Cabins
- 2022
- 8
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 14.6 m
- Rolling headsail
- FREE dinghy engine
- Bathing platform
- Bow thruster
- Outside GPS plotter
from 378 € /dayBeneteau Oceanis 46.1 | Moorings 19
- Year
- People
- Cabins
- 2019
- 8
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 14.6 m
- Classic headsail
- Air conditioning
- Transit log included
- FREE dinghy engine
- Bathing platform
from 372 € /dayJeanneau Sun Odyssey 389 | Algol
- Year
- People
- Cabins
- 2019
- 6
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 11.75 m
- Classic headsail
- FREE dinghy engine
- Bathing platform
- Outside GPS plotter
- Solar panels
from 318 € /dayJeanneau Sun Odyssey 42 i | No Mad
- Year
- People
- Cabins
- 2008
- 6
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 12.59 m
- Classic headsail
- FREE dinghy engine
- Outside GPS plotter
- Solar panels
from 263 € /dayJeanneau Sun Odyssey 440 | Kerseli
- Year
- People
- Cabins
- 2022
- 6
- 3
- Yacht type
- Length
- Headsail
- Sailing yacht
- 13.39 m
- Classic headsail
- FREE dinghy engine
- Bathing platform
- Outside GPS plotter
- Solar panels
from 429 € /day
Your Ultimate Guide to Caribbean Yacht Charters: Set Sail in Paradise
When it comes to the ultimate luxury yacht charter holiday, few destinations can rival the Caribbean Sea. With its crystal-clear waters, spectacular white powder beaches, lush rainforests, and rich history, the Caribbean is a paradise for yacht enthusiasts.
Explore the Windward and Leeward Islands
The Caribbean islands are divided into two main groups: the Windward Islands, including St. Lucia, Grenada, and the lush leeward island chain, and the Leeward Islands, such as the British Virgin Islands and St. Martin.
The Leeward Islands, with their calmer seas, are ideal for more relaxed sailing. Sporty sailors will love the challenging winds around the Windward Islands. Both groups offer something unique with spectacular diving spots, abundant natural beauty, and crystal clear waters.
Explore the Caribbean’s Gems
Windward Islands
Including islands like St. Lucia and St. Vincent, this chain is known for its dramatic scenery, lush rainforests, and volcanic islands.
Leeward Islands
From chic resorts in St. Kitts to the palm trees of St. Martin, the Leeward Islands offer a blend of luxury and natural wonder.
British Virgin Islands
Known for sandy beaches and world-class scuba diving, these islands are a haven for those looking to explore coral reefs and enjoy a luxury yacht holiday.
US Virgin Islands
Comprising St. Thomas, St. John, and St. Croix, these islands offer vibrant culture, rich history, and beautiful resorts.
Yacht Types and Rentals in the Caribbean
When chartering a yacht in the Caribbean, options are aplenty. From the spirited glide of sailing yachts to the thrilling power of motor yachts, each vessel offers a unique experience tailored to the adventurer’s taste.
Catamarans: The most suitable type of vessel in Caribbean waters is undoubtedly a catamaran due to its low draft and greater comfort in the tropical heat. The Caribbean Sea is considered one of the warmest in the world.
Sailing Yachts: For purists who desire the authentic feel of the sea, sailing yachts provide a relaxed and harmonious way to explore the Caribbean. Feel the breeze in your hair and the gentle rock of the waves as you glide across the waters, making for a leisurely cruise that reconnects you with nature.
Motor Yachts: Motor yachts are the ideal choice for those who crave excitement and speed. These powerful vessels provide an adrenaline-pumping ride, allowing you to jump from one stunning island to another in record time. Perfect for thrill-seekers, motor yachts turn the Caribbean seascape into an adventurous playground.
Sailing yacht rental Caribbean
Charter a sailing yacht and explore Caribbean! Prices start from 8 € per day. Experience the authentic charm of Caribbean by renting one of our 9098 available sailing yachts. Let the wind lead you and live the true sailing experience during your yacht charter. Sailboat rentals in Caribbean are most popular with groups of friends and offer the best price-comfort ratio.
Sailboats in Caribbean range from 2 to 91 m (6.6 to 298.6 feet) in length. Compared to other types of boats, sailboats are notably fuel-efficient and equipped with a single diesel engine.
Our fleet of monohulls in Caribbean includes popular brands such as Bavaria, Lagoon and Jeanneau.
These are some of the best places to rent a sailboat in Caribbean:
- Sailing yacht rental Caribbean Islands
- Sailing yacht rental BVI
- Sailing yacht rental British Virgin Islands
Whether you’re an experienced sailor seeking a bareboat sailing yacht charter in Caribbean or a novice desiring a skippered sailing yacht in Caribbean, we ensure a seamless and memorable sailing experience.
Caribbean Highlights
The British Virgin Islands is the ideal place from which to discover Smuggler's Cove.
For exploring the sights of Martinique, sailors most often start their journey from Le Marin and head towards Smuggler's Cove.
If you are planning to charter a boat in USVI, the best charter holiday usually start from Saint Thomas. In the surrounding area, don't leave Smuggler's Cove off your itinerary.
You can rent a boat and start your journey from 40 marinas, the most popular being Marina Tortola, Marina du Marin and Nanny Cay Resort & Marina.
When you search for a boat, you have a choice from the fleets of 91 charter companies in Caribbean. Horizon Yacht Charters and RM Croisieres have the highest ratings from our customers.What is the cost of chartering a yacht in Caribbean?
Sailing yacht charter in Caribbean
A sailing yacht charter in Caribbean usually costs AU$229 per day. For instance, the most popular 10-berth sailboat costs AU$229 per day. The most popular sailboat destinations in Caribbean are:
Catamaran charter in Caribbean
A catamaran charter in Caribbean usually costs AU$166 per day. For instance, the most popular 10-berth catamaran Fountaine Pajot Lucia 40, costs AU$608 per day. Choose a catamaran for a more comfortable and spacious holiday experience. Catamarans feature a shallow draft, enabling you to explore shallow waters and uncover hidden coves. For your next catamaran rental in Caribbean, choose from our most popular destinations:
Power catamaran charter in Caribbean
Chartering a power catamaran in Caribbean starts at around AU$368 per day. For instance, the rental price for a 6-berth power catamaran, such as the Leopard 40 costs AU$1,512 per day. Power Catamaran is the perfect choice for those looking to cover short distances quickly and without the hassle of a sailboat. Power catamarans are much faster than sailing catamarans and don’t rely on wind conditions, giving you more freedom in your travels. The most popular destinations to charter a power catamaran in Caribbean are:
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