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Skippered yacht charter Caribbean
1011 boats available
Lagoon 42 | Lili
9 Excellent | 2 reviews- Year
- 2020
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Bali 5.4 | Sea Breeze
- Year
- 2023
- Cabins
- 8
- People
- 14
- Air conditioning
- FREE dinghy engine
- FREE WiFi
- FREE stand up paddleboard
Electric toilets
Lagoon 46 | Chips All In
- Year
- 2021
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets![Navigare Yachting]()
![Lagoon 46 | Hoppetossa]()
Lagoon 46 | Hoppetossa
- Year
- 2020
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Lagoon 46 | Taisia
- Year
- 2024
- Cabins
- 6
- People
- 10
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
New yachtElectric toilets
Bali 4.5 | Schiele
- Year
- 2019
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Lagoon 450 F | King Lewis
- Year
- 2015
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Lagoon 42 | Hulk
8 Very good | 2 reviews- Year
- 2019
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Lagoon 46 | Kallisti
8 Very good | 1 review- Year
- 2022
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Bali 4.2 | Amaranthus
8 Very good | 1 review- Year
- 2023
- Cabins
- 6
- People
- 10
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
![Lagoon 450 F | Moet]()
Lagoon 450 F | Moet
- Year
- 2018
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Lagoon 450 S | Bagheera
10 Excellent | 1 review- Year
- 2020
- Cabins
- 5
- People
- 10
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Lagoon 450 F | Libertas DS
6 OK | 2 reviews- Year
- 2019
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
Electric toilets
Lagoon 42 | Best Elli
- Year
- 2024
- Cabins
- 6
- People
- 10
- Air conditioning
- FREE dinghy engine
- Outside GPS plotter
- Generator
New yachtElectric toilets
Fountaine Pajot Astrea 42 | Ibiza
- Year
- 2025
- Cabins
- 6
- People
- 10
- FREE dinghy engine
- Bathing platform
- Outside GPS plotter
- Solar panels
New yachtElectric toilets
Lagoon 46 | Knot Working
9 Excellent | 2 reviews- Year
- 2024
- Cabins
- 6
- People
- 12
- Air conditioning
- FREE dinghy engine
- Generator
- Outside GPS plotter
New yachtElectric toilets
Lagoon 46 | Dare
10 Excellent | 1 review- Year
- 2022
- Cabins
- 6
- People
- 10
- Air conditioning
- FREE stand up paddleboard
- FREE dinghy engine
- Outside GPS plotter
Electric toiletsFREE stand up paddleboardSpecial gift for Boataround customers
Leopard 42 | Moorings 22
- Year
- 2022
- Cabins
- 3
- People
- 8
- Air conditioning
- FREE Early boat pick-up
- Transit log included
- FREE dinghy engine
Electric toiletsFREE Early boat pick-upSpecial gift for Boataround customers
Skippered yacht charter Caribbean
A skippered yacht charter in Caribbean is ideal for those with no sailing experience. Your trip will be guided by licensed skippers the whole time.
The most popular locations for sailing with a skipper in Caribbean are Caribbean Islands, BVI and British Virgin Islands.
The price for a licensed skipper in Caribbean starts at 174 €/day.
Do you hold a skipper’s licence? Consider chartering a bareboat yacht in Caribbean.
Popular regions are Caribbean Islands, BVI, British Virgin Islands, Martinique, Saint Martin, St Thomas, US Virgin Islands and USVI.
Most searched
Caribbean Highlights
Caribbean has 4 main sailing regions, with 1044 boats available for you to choose from for your sailing holiday. The favourite sailing destinations can be found around the British Virgin Islands, Martinique and Saint Martin.
The British Virgin Islands is the ideal place from which to discover Virgin Islands National Park and Hawksnest Beach.
For exploring the sights of Martinique, sailors most often start their journey from Le Marin or Fort-de-France and head towards Virgin Islands National Park and Hawksnest Beach.
If you are planning to charter a boat in Saint Martin, the best charter holiday usually start from Anse Marcel or Marigot. In the surrounding area, don't leave Virgin Islands National Park and Hawksnest Beach off your itinerary.
You can rent a boat and start your journey from 27 marinas, the most popular being Nanny Cay Resort & Marina, Marina du Marin and Wickhams Cay 2.
When you search for a boat, you have a choice from the fleets of 86 charter companies in Caribbean. Autremer Concept - Martinique Yacht Charter and Waypoints Yacht Charters 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$294 per day. For instance, the most popular 5-berth sailboat costs AU$394 per day. The most popular sailboat destinations in Caribbean are:
- Sailing yacht rental British Virgin Islands
- Sailing yacht rental Martinique
- Sailing yacht rental US Virgin Islands
Here are a couple of reasons why to choose a sailboat for your holiday in Caribbean:
Serenity: Sailing yachts provide a tranquil experience, allowing you to glide over the water with only the sound of the wind and waves. This creates a peaceful atmosphere where you can relax and disconnect from the hustle of everyday life.
Authentic Sailing: For sailing enthusiasts, there is nothing quite like the feel of a yacht being powered by the wind. It's an authentic experience that brings you closer to the art of sailing.
Eco-Friendly: With the wind as your primary source of propulsion, sailing yachts are more environmentally friendly than motorized vessels, reducing your carbon footprint while on holiday.
Skill Development: A sailing holiday can be a chance to learn or hone your sailing skills. Participate in managing the sails and steering, and return from your trip with new capabilities.
Onboard Comforts: Modern sailing yachts are equipped with comfortable amenities and living spaces that allow for a luxurious stay without compromising the sailing experience.
Versatile Experiences: Whether you're looking for a romantic getaway, a family adventure, or an exciting trip with friends, a sailing yacht can cater to various types of holidays with the potential for tailored itineraries and activities.
Catamaran charter in Caribbean
A catamaran charter in Caribbean usually costs AU$375 per day. For instance, the most popular 10-berth catamaran Lagoon 46, costs AU$1,008 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$477 per day. For instance, the rental price for a 10-berth power catamaran, such as the Aquila 54 costs AU$4,611 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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