Boat Charters in St Maarten: 4 Worth the Crossing

1.Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

★★★★★★★★★★5.0 · 402 reviews Our pick

Sail privately around St Maarten with Captain Mike and Elmira aboard a catamaran for up to eight people. Expect a safety briefing, coffee and croissants, snorkeling at Long Bay and Little Bay, paddleboarding, beach time, a charcoal BBQ lunch, and an open bar with rum punch, mimosas, beer, and mixed drinks. Stops can change with the weather.

“We had a wonderful experience! Michael was very helpful! There was a issue with the catamaran needing work done, but Michael went the extra mile and got us set up with another catamaran. We had the best experience, delicious lunch, beautiful beaches and an authentic Painkiller!”

Check availability →Read our full review

2.St Maarten Luxury Catamaran Full-Day Group Charter

★★★★★★★★★★5.0 · 237 reviews · from $245Best value

Join captains and crew such as Benjamin, Alois, Georgia, or Paula for a full day aboard Flagship II, a 48-foot catamaran limited to 15 people. From Bobby’s Marina, you may sail toward Happy Bay, Long Bay La Samana, Tintamarre, and Maho Beach, with breakfast, a four-course lunch, open bar, snorkeling gear, fishing equipment, and paddleboards included.

“We truly enjoyed our day out in the catamaran. We had a small group, the food and hospitality were top notch, and the snorkeling was amazing!!”

Check availability →Read our full review

3.Billy Bones Exclusive Private Charter Around St.Maarten

★★★★★★★★★★5.0 · 108 reviews

You’ll cruise St. Maarten’s coast with a private crew for up to 10 people, stopping at Pinel Island, Tintamare, Creole Rock, and La Samanna. Snorkel, watch for iguanas, swim in clear Caribbean water, and enjoy snacks, water, and an open bar. Guides may include Sammy, Natalie, Miguel, Damian, or Nicholas.

“Our captain Damian was fantastic with kids and did a great job taking us to 3 snorkeling stops will be coming back billy bones next time in Saint Maarten.”

Check availability →Read our full review

4.Private Full-Day Catamaran Sailing Charter in St Maarten

★★★★★★★★★★5.0 · 97 reviews

Spend about eight hours on a private catamaran from Simpson Bay, sailing around St Maarten and St Martin with your own group. Your crew takes you to La Samanna, Creole Rock, and Tintamarre Island for snorkeling, turtle swimming, paddleboarding, fishing, and a hot BBQ lunch. Louise and Tonya have been praised for their welcoming, flexible service.

“Great experience. Louise and Tonya did an amazing job. They were very accommodating and we had a great trip.”

Check availability →Read our full review