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With or without a skipper
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0 - 15+ m
0 - 400+ hp
2004 - 2024
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4 sailboats available
Charter Sailboat Jeanneau 53 Sint Maarten
Sint Maarten
4.8
 (1)

Sailboat - 16.00m — Jeanneau - 53 (2011)

10
6
Without a skipper

Charter Sailboat Lagoon Lagoon 38 Sint Maarten
Sint Maarten
4.5
 (1)

Sailboat - 11.55m — Lagoon - Lagoon 38 (2003)

12
8
With a skipper

From €829 per day

Charter Sailboat GIB SEA 42 Simpson Bay
Simpson Bay
5.0
 (1)

Sailboat - 13.00m — GIB SEA - 42 (2002)

10
5
With a skipper

From €150 per day

Charter Sailboat Catalina Yachts 36 Simpson Bay
Simpson Bay

Sailboat - 11.00m — Catalina Yachts - 36 (1990)

6
With a skipper

From €136 per day

Sailboat Rental in Saint Martin with Oceans Evasion

Saint Martin or Sint Maarten as its known in Dutch is a unique dual-nation island located in the Caribbean. The northern half of the island is part of France while the southern half is part of the Netherlands, making for an intriguing fusion of two contrasting cultures. The French side of the island offers a more luxurious and lavish holiday experience full of boutiques, gourmet cuisine and a variety of beaches, some of which are nude. If you’re more interested in an action packed holiday you can find it on the Dutch side, which is home to many casinos and nightclubs. Get a taste of everything that this stunning island has to offer with a sailboat rental in Saint Martin, and discover why it is one of the most popular destinations in the Caribbean.


How much does a sailboat charter in Saint Martin cost?

The price of a sailboat rental in Saint Martin will differ depending on multiple factors such as the time of year, the size and type of sailboat you choose and how many people are on board. The average cost for 10 people is €5,500/week.


What is the best time of year to charter a sailboat in Saint Martin?

The best time to go on a sailing trip to Saint Martin is in the dry season which starts in December and goes until April. You’ll experience perfect sailing conditions such as warm weather, clear skies and stable wind patterns. It is also possible to go on a sailboat charter in Saint Martin at other times of the year however, it’s best to avoid the time between September and November when it is at its rainiest.


Should I rent a sailboat in Saint Martin with or without a skipper?

At Oceans Evasion we have the option of renting a sailboat in Saint Martin with or without a skipper but unless you’re an experienced sailor we always recommend choosing a skippered option. Sailboats are notorious for being challenging to navigate due to their instability on the water, so it's best to have a skipper on board the vessel who can advise you or if you don’t have a licence, to handle the navigating, docking and anchoring so you don’t have to. But perhaps the best part about having a skipper on board is that they are typically locals with knowledge of the island so they can take you to see everything on your sailing itinerary, and more. If you want a sailing holiday with an all-inclusive and personalised touch, opt for a skippered charter!


What is there to do while on a sailboat charter in Saint Martin?

With two countries in one, it’s no surprise that Saint Martin is full of things to do and see. Here are some of our bucket list activities to add to your itinerary for your Saint Martin sailboat rental!

  • Sail to Tintamarre Island to snorkel with sea turtles before sunbathing on the white sand beach of White Bay. If you fancy wearing your birthday suit, you can swim ashore to the nude beach of Happy Bay.
  • Visit Loterie Farm and experience a beach atmosphere in the middle of a tropical jungle. You can relax and enjoy a drink or some food next to refreshing cascading swimming pools and if you’re lucky, you’ll even spot some of the iguanas lurking about.
  • Take a day excursion to Pinel Island, a tiny uninhabited island off the shores of Saint Martin. While there you’ll see some donkeys scrounging around and you can relax on the rustic sands lining the immaculate turquoise waters.
  • Go windsurfing and kite surfing at Orient Bay beach.
  • Scuba dive near the volcanic island of Saba and see the colourful coral as well as abundant marine life.
  • Go sea kayaking in Simpson Bay and see the lush mangroves and super yachts floating on the water.
  • Race an America’s Cup sailboat! That’s right, you can race one of these iconic vessels on the Dutch side of the island in Sint Maarten.


What should I consider before renting a sailboat in Saint Martin?

Before choosing a sailboat rental in Saint Martin, you should know that sailboats are unstable vessels that tend to sway on the water. Because of this, they aren’t recommended for novice sailors or people who are pregnant or prone to seasickness. On the other hand, if you’re an avid sailor and you want an authentic sailing experience, a sailboat is the best option to get in touch with the wind and the waves! If you’re an inexperienced sailor but still want an authentic sailing experience, we’ve got plenty of sailboats in our Saint Martin fleet which include a skipper on board, or allow you to add one at an extra cost. No matter what type of vessel you’re looking for, you’re sure to find it with Oceans Evasion!


Rent a sailboats near Sint Maarten

In Sint Maarten, privately owned yachts are available to rent. See other yachts in the area.

Rent other types of boats in Sint Maarten

Are you interested in chartering other yachts besides sailboats in Sint Maarten?
Find other yachts to charter on our website

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