Sailing St Maarten at a glance
- Our pick: St. Maarten: Full-Day Catamaran Snorkel & Lunch Cruise, US$ 149 per person (8h, 4.86★ · 586).
- Top rated: Snorkeling in Sint Maarten: Private Luxury Catamaran Charter, US$ 1,750 per group (6h, 4.99★ · 506).
- Best value: St Maarten: Caribbean Dinner Cruise & Open Bar Sunset, US$ 85 per person (3h, 4.69★ · 532).
Price per person across the 25 options priced per person: US$ 45–US$ 1,330 (median US$ 145). With 100+ reviews: 13 of 29.
Of the 29 options: 26 with live guides in English, 27 with free cancellation, 21 with instant confirmation, 21 kid-friendly, 10 private and 15 bookable last-minute.
How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Prices are per person, except options priced per group: that price is for the whole group, and the per-person figure assumes the group is full. “Top rated” = the highest score among options with at least 100 reviews.
Sailing St Maarten
Based on each operator's calendar. Confirmed when you book.
29 options
The 15 best
Ranked by quality, reviews, availability and booking conditions.
St. Maarten: Full-Day Catamaran Snorkel & Lunch Cruise Full-day catamaran around St. Maarten with snorkeling at Tintamarre Island and Creole Rock, barbecue lunch onboard, open bar, and equipment included. Max 28 guests. Mon, Wed, Thu and Sat · 09:00 · All ages ★ 4.86 (586 reviews) Duration: 8h Live guide: EN ✓ Free cancellation. from US$ 149 per person
St Maarten catamaran sail with snorkeling at Little Bay Sail The Phoenix catamaran for five hours with guided snorkel tour, lunch, drinks and water toys included. Watch planes at Maho Beach and swim in Simpson or Mullet Bay. Every day · 10:00 ★ 4.86 (1,099 reviews) Duration: 5h Live guide: EN ✓ Free cancellation. from US$ 139 per person
St Maarten: Caribbean Dinner Cruise & Open Bar Sunset Evening catamaran cruise from Simpson Bay with Creole buffet dinner, full open bar, and live music. Departs Wednesday–Friday, 4:45pm check-in. Small groups, shoes off policy. Wed–Fri · 17:30 · All ages ★ 4.69 (532 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 85 per person
Sint Maarten: Catamaran Snorkeling & Sailing with Buffet Lunch Feel the breeze on a Sint Maarten catamaran, snorkel hidden bays, float at Maho Beach, and enjoy a Caribbean buffet lunch. Includes open bar and snorkeling gear. Mon–Sat · 10:00 · Up to age 85 ★ 4.88 (472 reviews) Duration: 6h Live guide: EN ✓ Free cancellation. from US$ 129 per person
Snorkeling in Sint Maarten: Private Luxury Catamaran Charter Sail and snorkel two reefs in Sint Maarten aboard a luxury catamaran with a 25+ year captain, full lunch, drinks and equipment included. Every day · No fixed time ★ 4.99 (506 reviews) Duration: 6h Live guide: EN · DE · NL ✓ Free cancellation. from US$ 1,750 per group
St Maarten to Anguilla & Prickly Pear: Catamaran Snorkel, BBQ & Open Bar Sail from St Maarten to Anguilla and Prickly Pear Cays for snorkeling, swimming, and a relaxed BBQ lunch. Includes open bar, gear, and Champagne at sunset. Mon, Tue and Fri · 09:00 · All ages ★ 4.68 (541 reviews) Duration: 8h Live guide: EN ✓ Free cancellation. from US$ 149 per person
St Maarten Catamaran Snorkeling: 6 Hours Sailing & Beach Six hours sailing the leeward coast with two snorkel stops, beach time, barbecue lunch and open bar: snorkeling gear and instruction included. Mon–Sat · 10:00 ★ 4.79 (327 reviews) Duration: 6h Live guide: EN ✓ Free cancellation. from US$ 132 per person
St. Maarten Sunset Sail: Caribbean Colors from the Water Sail into the sunset off St. Maarten for 90 minutes aboard the Lambada with rum punch, beer, wine and snacks included. Thu · 17:15 · All ages ★ 4.62 (237 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 45 per person
St Maarten: Sunset Sail on Trimaran with Drinks & Maho Bay Feel the wind, sip cocktails, and watch planes land at Maho Bay on a St Maarten sunset sail. Small group, snacks, drinks, and pickup by dinghy included. Every day except Wednesday and Sunday · 16:30 · All ages ★ 4.89 (306 reviews) Duration: 2h Live guide: EN · DE · FR · NL ✓ Free cancellation. from US$ 67 per person
Snorkeling in Sint Maarten: Catamaran with lunch and open bar Snorkel the Dutch side of Sint Maarten aboard a catamaran with two reef stops, Caribbean barbecue lunch and open bar included. Mon–Sat · 10:00 · All ages ★ 4.86 (94 reviews) Duration: 6h ✓ Free cancellation. from US$ 129 per person
St Maarten: Luxury Catamaran Day with Turtle Snorkeling & Lunch Full-day catamaran charter around St Maarten with 4-course lunch, open bar, snorkeling at Tintamarre Island & sea turtle swimming. 8:30am–5:30pm, 48-foot boat, small groups. Every day · 09:00 · All ages ★ 4.92 (276 reviews) Duration: 9h Live guide: EN · FR ✓ Free cancellation. from US$ 255 per person
St Maarten: Private Catamaran Sailing & Snorkel Charter Sail around St Maarten on a private catamaran with snorkeling, beach stops, open bar, and BBQ lunch cooked onboard. Includes snorkeling gear and flexible itinerary. Every day · 09:00 ★ 4.98 (112 reviews) Duration: 8h Live guide: EN · FR · NL ✓ Free cancellation. from US$ 2,800 per group
Private Catamaran Charter St. Maarten: 42ft Lagoon with Captain Private catamaran charter from Port de Plaisance with captain and crew. Sail to Happy Bay Beach, Baie Longue and Maho with snorkeling and lunch while enjoying an open bar. Every day · 08:00 · All ages ★ 5.00 (52 reviews) Duration: 7h 30m Live guide: EN · DE ✓ Free cancellation. from US$ 896 per person
Sunset Champagne Cruise St Maarten: 90 Minutes on the Water Sail a luxury catamaran along St Maarten's coast at sunset with unlimited champagne and snacks included. Tue · 17:00 ★ 4.68 (84 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 55 per person
Snorkeling in St Maarten: Sail & Swim with Turtles Four hours sailing the Caribbean on a no-engine boat with snorkeling gear, swimming with turtles, and an open bar. The captain lets you take the helm. Every day · 09:00 and 13:30 · From age 5 ★ 4.93 (59 reviews) Duration: 4h Live guide: EN ✓ Free cancellation. from US$ 125 per person
Also popular with travelers
The ones most travelers have taken, by number of reviews.
Snorkeling in St Maarten: Catamaran with lunch and drinks Seven hours sailing from Phillipsburg with four stops for snorkeling and swimming, homemade lunch, grilled dinner, and unlimited drinks included. Every day · 09:00 · From age 3 ★ 4.87 (168 reviews) Duration: 7h Live guide: EN from US$ 169 per person
St. Maarten: Trimaran Day Sail & Snorkeling with Lunch 5-hour trimaran sailing on St. Maarten's southwest coast with snorkeling stop, lunch, drinks and max 14 passengers. Captain Pieter, 40 years experience. Mon–Sat · 09:30 · All ages ★ 4.89 (158 reviews) Duration: 5h 30m Live guide: EN · DE · NL ✓ Free cancellation. from US$ 145 per person
St. Maarten: Private Catamaran Cruise & Homemade Lunch Step onto a private catamaran in St. Maarten for a relaxed day: swim, snorkel, enjoy homemade meals, and hear Captain Robert’s sea stories. Includes lunch & drinks. Every day · 09:00 ★ 4.92 (75 reviews) Duration: 7h Live guide: EN · DE · PL · ES from US$ 1,830 per group
Snorkeling in St Maarten: Catamaran with Lunch & Open Bar Sail a 48-foot catamaran around St Maarten with snorkeling at Happy Bay and Tintamarre Island, gourmet lunch and full bar included. Depart 8:30am for a full day on the water. Every day · 09:00 · From age 12 ★ 4.88 (57 reviews) Duration: 9h ✓ Free cancellation. from US$ 255 per person
Mambo Sail Catamaran to Rendezvous Bay: Beach Cruise Board the Mambo catamaran at Simpson Bay Resort Marina at 9am and sail to Rendezvous Bay, Anguilla for swimming. Tue · 09:00 · Up to age 80 ★ 4.74 (43 reviews) Duration: 7h 30m ✓ Free cancellation. from US$ 135 per person
Snorkeling in Saint-Martin: Full-day sailing with helm and sails Eight hours sailing a wind-powered boat from Saint-Martin: take the helm, hoist the sails with the captain's help. Every day · 09:00 · From age 5 ★ 4.89 (37 reviews) Duration: 8h Live guide: EN · FR ✓ Free cancellation. from US$ 194 per person
Compare 8 more options for Sailing St Maarten
From US$ 124 per person · 4 h to 10 h
Sailing boat adventure in Saint Martin: Hoist the sails Sail the Caribbean from Marigot Marina in Saint Martin, steering your own monohull with captain's guidance while enjoying an open bar throughout. Every day · 09:00 and 13:30 · From age 5 ★ 5.00 (12 reviews) Duration: 4h Live guide: EN · FR ✓ Free cancellation. from US$ 124 per person
St Maarten Catamaran Cruise: Pinel Island & Caribbean Bays Eight hours on Mojito, a luxury catamaran, with snorkeling gear, paddleboard and floating mat included. Every day · 09:00 · All ages ★ 5.00 (23 reviews) Duration: 8h Live guide: EN ✓ Free cancellation. from US$ 1,100 per person
Don't Worry Catamaran: Private St Maarten cruise with snorkeling Private catamaran charter on Don't Worry in St Maarten with snorkeling gear, paddleboard, floating mat and drinks included. Every day · No fixed time ★ 5.00 (16 reviews) Duration: 8h Live guide: EN ✓ Free cancellation. from US$ 1,330 per person
Snorkeling in St. Maarten: Private Trimaran Sail Five-hour private sail along St. Maarten's southwest coast with snorkeling stop at Baie Rouge, lunch and drinks included. Captain Pieter brings 42 years of sailing expertise. Every day · 10:00 and 11:00 · All ages ★ 4.80 (5 reviews) Duration: 5h 30m Live guide: EN · DE · NL ✓ Free cancellation. from US$ 650 per person
Snorkeling in St Maarten: Private Catamaran with Gear Snorkel reefs and underwater statues off St Maarten on a private catamaran with gear and refreshments provided during half-day morning or afternoon charters. Every day · 09:00 and 14:00 ★ 5.00 (5 reviews) Duration: 4h Live guide: EN ✓ Free cancellation. from US$ 1,030 per person
Private Catamaran Day Sail St. Maarten to Anguilla Sail a 42-foot catamaran from St. Maarten to Anguilla with captain and crew, stopping at award-winning beaches and coral reefs for snorkeling and swimming. Every day · 08:00 · All ages ★ 5.00 (11 reviews) Duration: 9h 30m Live guide: EN · DE · FR ✓ Free cancellation. from US$ 896 per person
Anguilla Yacht Charter Snorkel Rendezvous Bay Prickly Pear Eight hours on a private boat in Anguilla: swim Rendezvous Bay, snorkel Crocus Bay's cliffs, lunch on Prickly Pear Cays. Pierre captains. You choose the stops. Every day · 09:00 ★ 5.00 (2 reviews) Duration: 8h Live guide: EN · FR ✓ Free cancellation. from US$ 3,707 per group
Snorkeling in St.Maarten: Sail, Swim & Caribbean Sunset Sail a trimaran along St. Maarten's west coast with guide and snorkel gear, anchor in a calm bay to explore underwater life, and return as the sun sets over the Caribbean. Wed and Sun · 14:30 and 15:00 · All ages ★ 5.00 (5 reviews) Duration: 4h Live guide: EN · DE · FR · NL ✓ Free cancellation. from US$ 128 per person
The top 12 of 29 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| St. Maarten: Full-Day Catamaran Snorkel & Lunch CruiseOur pick | US$ 149 per person | 8h | 4.86★ · 586 | Mon, Wed, Thu and Sat · 09:00 | English |
| Snorkeling in Sint Maarten: Private Luxury Catamaran CharterTop ratedPrivate | US$ 1,750 per group up to 8 people · ≈ US$ 219 per person if 8 go | 6h | 4.99★ · 506 | Every day · No fixed time | English, German, Dutch |
| St Maarten: Caribbean Dinner Cruise & Open Bar SunsetBest value | US$ 85 per person | 3h | 4.69★ · 532 | Wed–Fri · 17:30 | English |
| St Maarten catamaran sail with snorkeling at Little Bay | US$ 139 per person | 5h | 4.86★ · 1,099 | Every day · 10:00 | English |
| Sint Maarten: Catamaran Snorkeling & Sailing with Buffet Lunch | US$ 129 per person | 6h | 4.88★ · 472 | Mon–Sat · 10:00 | English |
| St Maarten to Anguilla & Prickly Pear: Catamaran Snorkel, BBQ & Open Bar | US$ 149 per person | 8h | 4.68★ · 541 | Mon, Tue and Fri · 09:00 | English |
| St Maarten Catamaran Snorkeling: 6 Hours Sailing & Beach | US$ 132 per person | 6h | 4.79★ · 327 | Mon–Sat · 10:00 | English |
| St. Maarten Sunset Sail: Caribbean Colors from the Water | US$ 45 per person | 1h 30m | 4.62★ · 237 | Thu · 17:15 | English |
| St Maarten: Sunset Sail on Trimaran with Drinks & Maho Bay | US$ 67 per person | 2h | 4.89★ · 306 | Every day except Wednesday and Sunday · 16:30 | English, German, French +1 |
| Snorkeling in Sint Maarten: Catamaran with lunch and open bar | US$ 129 per person | 6h | 4.86★ · 94 | Mon–Sat · 10:00 | — |
| St Maarten: Luxury Catamaran Day with Turtle Snorkeling & LunchGroup of up to 15 | US$ 255 per person | 9h | 4.92★ · 276 | Every day · 09:00 | English, French |
| St Maarten: Private Catamaran Sailing & Snorkel CharterPrivate | US$ 2,800 per group up to 15 people · ≈ US$ 187 per person if 15 go | 8h | 4.98★ · 112 | Every day · 09:00 | English, French, Dutch |
By what you need
- Private (10): Snorkeling in Sint Maarten: Private Luxury Catamaran Charter (US$ 1,750 per group) · St Maarten: Private Catamaran Sailing & Snorkel Charter (US$ 2,800 per group) · Private Catamaran Charter St. Maarten: 42ft Lagoon with Captain (US$ 896 per person)
- Small groups (up to 15) (6): St Maarten: Luxury Catamaran Day with Turtle Snorkeling & Lunch (US$ 255 per person) · Snorkeling in St Maarten: Sail & Swim with Turtles (US$ 125 per person) · St. Maarten: Trimaran Day Sail & Snorkeling with Lunch (US$ 145 per person)