-
0 - 15+ m
0 - 400+ hp
2004 - 2024
Add dates to find your ideal boat for the best price
No results, try changing your filters.
Global customer ratings
4.9 / 5
Score calculated based on 18590 reviews
View the customer testimonials

Explore the Caribbean with a Sailboat rental

The Caribbean Islands are a sea lover’s paradise; sparkling cerulean waters, powderlike sands and warm breezy weather make for the perfect holiday. With more than 700 islands sprinkled throughout the sea, there’s no better place to go sailing. Go island hopping and discover quaint coves, hidden bays and colourful reefs rife with marine life all while on a sailboat rental in the Caribbean. Experience the rich culture of thirteen island nations all while feeling the sea breeze on your face and the wind in your sails. What are you waiting for? Charter a sailboat in the Caribbean for the holiday of a lifetime!



How much does a sailboat charter typically cost?

The price of a sailboat rental in the Caribbean will depend on a number of factors. Firstly, the price will differ depending on where exactly you’re looking to charter within the Caribbean region, as some islands are more expensive than others. Other factors that will affect the price are the size and type of sailboat, the amenities included on board, the time of year and the number of passengers. On average, the price of a sailboat is €4,000/week for 12 people on board.


What is the best time of year for a sailboat rental in the Caribbean?

For optimal sailing weather, you should embark on a sailing excursion in the Caribbean between December and April. During this time the weather will be dry and sunny, with clear skies. It’s the perfect destination to escape the cold winter, with average high temperatures of 28°C! The water will also be calm, which makes for smooth sailing. However, you should know that this is the high tourist season in this region, which means that the prices of sailboat rentals will be higher, and it will be more crowded. For slightly lower prices and fewer crowds, we recommend visiting in November or May. It will be a bit rainier, but drier than the islands’ wet season!


Should you charter a sailboat with or without a skipper?

If you’re wondering whether you should rent a sailboat with or without a skipper, you must consider that sailboats are unstable vessels and they tend to sway on the water. Because of this, they can be difficult to navigate. Even if you have a sailing licence, we recommend having a skipper on board for maximum safety and easy sailing. Skippers are expert sailors who know everything about the nautical world, and they will handle all of the sailing logistics so you don’t have to worry about a thing. Skippers will help you see everything on your sailing itinerary in the Caribbean, and give you some recommendations about where to go and what to do. For the best holiday possible, sail in the safe hands of a skipper!


What can you see and do on a sailboat rental in the Caribbean?

There are so many islands to explore while sailing in the Caribbean. Here is a list of some of our favourite destinations!

  • Barbados: A beautiful coral island perfect for snorkelling and diving, as it is home to numerous underwater caves and underground lakes. Fans of surfing will also find something to love about this island while riding the waves in the tidal pools.
  • Saint Lucia: An island full of culture and natural wonder. See the drive-in volcano at Sulphur Springs, and hike the majestic Pitons. When you’re done, relax at gorgeous beaches like Anse Cochon or Choc Bay.
  • Jamaica: One of the most colourful and vibrant islands in the Caribbean with a lush, tropical landscape. See dense rainforests and gushing waterfalls, and embark on epic snorkelling adventures.
  • The Bahamas: A haven for lovers of marine life. Here you can swim with Nurse Sharks, stingrays, dolphins and even pigs! That’s right, visit the world’s only Pig Island, and discover one of the most popular things to do in the Caribbean!


Rent other types of boats in Caribbean

Are you interested in chartering other yachts besides sailboat in Caribbean?
Find other yachts to charter on our website