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Top St Maarten Sailing Trips

33 Results
St. Martin Sunset Sail

Nothing compares to the exquisite colors of a Caribbean sunset. Enjoy the romantic mood that is automatically set as the sun disappears into the waters …More

Nothing compares to the exquisite colors of a Caribbean sunset. Enjoy the romantic mood that is automatically set as the sun disappears into the waters...

1 hour 30 minutes Free Cancellation
4.7 (230)
from
$45
Sunset Champagne Cruise in St. Maarten

Experience the romance of a Caribbean sunset on a Champagne cruise in St Maarten. While you sail along the coast on a luxury catamaran, enjoy …More

Experience the romance of a Caribbean sunset on a Champagne cruise in St Maarten. While you sail along the coast on a luxury catamaran, enjoy...

1 hour 30 minutes Free Cancellation
4.7 (83)
from
$55
No1Sxm Sunset Sail Experience in St Maarten

Are you ready to go Sailing? TRUE sailing on board of No1Sxm Trimaran: stable, smooth, comfortable. The 2 hour Sailing Experience is pure bliss, with …More

Are you ready to go Sailing? TRUE sailing on board of No1Sxm Trimaran: stable, smooth, comfortable. The 2 hour Sailing Experience is pure bliss, with...

2 hours Free Cancellation
4.9 (303)
from
$67
Tango Caribbean Dinner Cruise

Experience the true Caribbean way on this evening dinner cruise! Guests are treated to an open bar and snacks as the catamaran sails along the …More

Experience the true Caribbean way on this evening dinner cruise! Guests are treated to an open bar and snacks as the catamaran sails along the...

3 hours Free Cancellation
4.7 (515)
from
$85
Half-Day Sailing Boat Adventure

Sailing has sensation. Come live an unforgettable experience on a sailboat. A timeless adventure aboard our sailboat. Come hoist the sails on the Caribbean Sea …More

Sailing has sensation. Come live an unforgettable experience on a sailboat. A timeless adventure aboard our sailboat. Come hoist the sails on the Caribbean Sea...

4 hours Free Cancellation
5.0 (11)
from
$124
No1Sxm Private Intimate Day Sail in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west …More

Likely to Sell Out
Likely to Sell Out

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west...

5 hours 30 minutes Free Cancellation
4.8 (5)
from
$124
The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning / Sunset SXM

A timeless adventure aboard our sailboat. Come live an unforgettable experience on a sailboat. No engine, sail like pirates. Possibility to hold the helm with …More

A timeless adventure aboard our sailboat. Come live an unforgettable experience on a sailboat. No engine, sail like pirates. Possibility to hold the helm with...

4 hours Free Cancellation
5.0 (44)
from
$125
No1Sxm Half Day Sail Snorkeling and Sunset Experience

On this 4-hour sail we have combined the excitement of Sailing on a great trimaran, Swimming/Snorkeling in turquoise waters of a calm bay on the …More

On this 4-hour sail we have combined the excitement of Sailing on a great trimaran, Swimming/Snorkeling in turquoise waters of a calm bay on the...

4 hours Free Cancellation
5.0 (4)
from
$128
Tropical Catamaran Snorkeling & Sailing

Join us for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South …More

Join us for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South...

6 hours Free Cancellation
4.9 (454)
from
$129
Tropical Catamaran Snorkeling, Sailing And Beach Experience

Join us for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South …More

Join us for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South...

6 hours Free Cancellation
4.9 (320)
from
$132
Private Catamaran Excursion to Sint Maarten with Snorkeling

1. An exceptional natural setting: crystal clear waters and preserved beaches offer an idyllic setting. 2. Marine richness : snorkeling allows you to explore a …More

1. An exceptional natural setting: crystal clear waters and preserved beaches offer an idyllic setting. 2. Marine richness : snorkeling allows you to explore a...

8 hours
5.0 (17)
from
$132
Prickly Pear Catamaran Trip from St Maarten Including Lunch

Discover the paradise shores of Prickly Pear Islands on this full-day trip from St Maarten. Sail aboard Lambada catamaran and stop at Prickly Pear Island, …More

Discover the paradise shores of Prickly Pear Islands on this full-day trip from St Maarten. Sail aboard Lambada catamaran and stop at Prickly Pear Island,...

8 hours Free Cancellation
4.7 (422)
from
$135
Best Luxury Catamaran Day Sail St Maarten on The Phoenix (Public)

Step aboard The Phoenix, a spacious sailing catamaran, and spend five unforgettable hours exploring the beautiful coastline of Sint Maarten. Relax on the sundeck with …More

Step aboard The Phoenix, a spacious sailing catamaran, and spend five unforgettable hours exploring the beautiful coastline of Sint Maarten. Relax on the sundeck with...

5 hours Free Cancellation
4.9 (1,077)
from
$139
No1SXM Day Sailing Experience in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west …More

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west...

5 hours 30 minutes Free Cancellation
4.9 (153)
from
$145
The Original Eco Tour Full-Day Around the Island of Sint Maarten

Enjoy a full day sailing aboard Too Rhum Punch or Quality Time our friendly comfortable and Fun Catamaran around the island of Sint Maarten / …More

Enjoy a full day sailing aboard Too Rhum Punch or Quality Time our friendly comfortable and Fun Catamaran around the island of Sint Maarten /...

8 hours Free Cancellation
4.9 (553)
from
$149
Hakuna Matata - St Maarten Catamaran day cruise

Enjoy a relaxed day perfect for families (kids welcome!), couples, and groups. Captain Robert, with years of experience sailing the world’s oceans, shares captivating stories …More

Likely to Sell Out
Likely to Sell Out

Enjoy a relaxed day perfect for families (kids welcome!), couples, and groups. Captain Robert, with years of experience sailing the world’s oceans, shares captivating stories...

7 hours
5.0 (160)
from
$169
Mojito - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private …More

Likely to Sell Out
Likely to Sell Out

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private...

4 hours Free Cancellation
5.0 (1)
from
$190
The Soul Of Pirates Boat Trip Adventure Caribbean Charter Full Day SXM

Set off from Saint-Martin for a full day on a wind-powered boat, without an engine. With the captain's help, take the helm and help hoist …More

Set off from Saint-Martin for a full day on a wind-powered boat, without an engine. With the captain's help, take the helm and help hoist...

8 hours Free Cancellation
4.8 (24)
from
$193
Be Happy - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group, …More

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group,...

4 hours Free Cancellation
5.0 (10)
from
$195
Don't Worry - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Don't Worry, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a …More

Join us aboard Don't Worry, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a...

4 hours Free Cancellation
5.0 (5)
from
$210

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