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0 - 15+ m
0 - 400+ hp
2005 - 2025
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4 sailboats available
How we rank results
Our client reviews
4.9 / 5
Score calculated based on 663047 reviews
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Destination Reviews

Reviews are displayed in chronological order
Chris
Date of the review 4/6/25 · Date of the rental 3/29/25
Visited Road Bay and Crocus Bay in Anguilla, then Grand Case and Marigot on St. Martin. Big wind! Great week.

Boats Reviews

Reviews are displayed in chronological order
Jesse
Date of the review 10/6/25 · Date of the rental 10/5/25
Highly recommend renting from Thomas. The boat is in fantastic condition, clean and well maintained. Everything was explained clearly and communication was easy. Five stars
Chris
Date of the review 4/6/25 · Date of the rental 3/29/25
Base manager George and maintenance wizard Fabrizio provided friendly and unparalleled service. This was my third Click and Boat charter—all have been good, but this one was excellent. Couldn’t have been better.
Javier
Date of the review 1/5/25 · Date of the rental 1/4/25
Thomas boat was amazing. Much better than the pictures. Thomas gave us great recommendations. 100% recommended
Willi
Date of the review 12/27/24 · Date of the rental 12/21/24
Dino and his family are very respectful, friendly and happy customers. Glad to have such a great family on board.

Chartering a sailboat in Saint Martin has never been so easy

Saint Martin is one of the most popular of the Caribbean islands, which is often on the Bucket list of many travelers. Chartering a sailboat in Saint Martin will allow you to discover breathtaking blue horizon far away from the crowd. Click & Boat is the best place for you to find the ideal sailboat for your dream vacation. The great thing about Click & Boat is that you have the possibility to contact the individuals who own sailboats in St. Martin. Renting a sailboat from the private owner is always a more economic solution and also gives you the flexibility to adapt the offer to your needs. For example, you can ask the owner to let you sleep on the boat so you save money you would spend on the hotel. In order to do this, all you have to do is select sailing and harbor charter filter on the search.

An island that is half-French and half-Dutch

St. Martin is divided between France and Netherlands but this is exactly what makes the area so charming. The French side is more easygoing and sophisticated, while the Dutch side of the island is ideal for people who appreciate urban areas. In this side of the island, you will see a lot of casinos, historical places, shopping venues and places to experience the incredible nightlife. Charter your sailboat in Saint Martin with Click & Boat and visit every bay or village you like. In case you do not have a valid sailing licence, you can always ask the owner to join you on your sailing adventure and take you to the best places.

Frequently Asked Questions about Sint Maarten

What is the price of renting a sailboat for a day in Sint Maarten?

The average price of renting a sailboat for the day in Sint Maarten is $738. A few factors can determine the cost of the rental, such as the time of year, how old the boat is, and the boat equipment. Depending on these factors, the price of renting a sailboat can range from $36 and $1,149.

What is the typical daily cost of hiring a skipper in Sint Maarten?

The cost of hiring a skipper can differ based on the boat's destination and owner. In Sint Maarten, the typical rate of a skipper is $125 per day.

How many sailboats are available for rental in Sint Maarten?

Currently, there are approximately 4 sailboats available for rental in Sint Maarten. The number may change depending on the season.

How much does a sailboat charter cost in Sint Maarten in the high season versus the low season?

The average price of chartering a sailboat in Sint Maarten in the high season is approximately $1,108 per day, while they are around $206 per day in the low season.

What are the most sought-after sailboat brands in Sint Maarten?

In Sint Maarten you will find a wide variety of sailboats from Beneteau or Jeanneau.

Rent a sailboat near Sint Maarten

In Sint Maarten, privately owned boats are available for rental. See other boats in the area.

Rent another type of boat in Sint Maarten

If you want to rent something different from the sailboat in Sint Maarten?
Check out other boats on our website