Top St Maarten Cruises, Sailing & Water Tours

Q: What are the best options for St Maarten Cruises, Sailing & Water Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best St Maarten Cruises, Sailing & Water Tours are: Catamaran Day Sail Private Full-Day Cruise of St. Martin and Anguilla Kayak Lagoon Tour 2 Hours Private Jet Ski Tour in Saint Martin with free passenger The Soul Of Pirates Boat Trip Adventure Caribbean Charter Full Day SXM

Q: What are the best kid-friendly options for St Maarten Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly St Maarten Cruises, Sailing & Water Tours are: Tango Caribbean Dinner Cruise Captain Bob Speed Boat, Snorkeling, Beach Tour & Lunch St Maarten CAPTAIN ALAN'S 4hr -3 Islands-snorkeling-turtles-beach ADVENTURE Ultimate Anguilla Cays & Coves St. Martin Sunset Sail View all kid-friendly Tours →

Q: Which St Maarten Cruises, Sailing & Water Tours have Instant Confirmation?

St Maarten Cruises, Sailing & Water Tours with Instant Confirmation include: Tango Caribbean Dinner Cruise Captain Bob Speed Boat, Snorkeling, Beach Tour & Lunch St Maarten CAPTAIN ALAN'S 4hr -3 Islands-snorkeling-turtles-beach ADVENTURE Prickly Pear Catamaran Trip from St Maarten Including Lunch Ultimate Anguilla Cays & Coves View all Tours with Instant Confirmation →

Q: I need a ride! Which St Maarten Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These St Maarten Cruises, Sailing & Water Tours include Hotel Pickup: Half-Day Jet Ski Tour of St Martin Three Beach Hopping Family Motorboat day Two Beach Discovery by Catamaran View all Tours with Hotel Pickup →

Q: Got any more St Maarten trip ideas?

We sure do. Check out our curated lists of hand-picked St Maarten Tours. Top 10 St Maarten 2026 Senior-friendly tours St Maarten The best tours and activities for culture lovers in St Maarten Top Day Trips from St Maarten Things to do in St Maarten this summer View all St Maarten Trip Ideas →

Q: What are the most popular styles of Tours and Activities in St Maarten?

Based on our sales data over the past year, the most popular styles of tours and activities in St Maarten are: St Maarten Tours & Sightseeing St Maarten Luxury & Special Occasions St Maarten Luxury Tours St Maarten Port Transfers St Maarten Ports of Call Tours View all tour styles in St Maarten →

Mambo Day Sails take you along St Maarten's coastline for swimming, snorkeling and beaching. Popular stops are at Creole Rock for snorkeling, Grand Case for …More

5.0 (45)

Catamaran Day Sail

Mambo Day Sails take you along St Maarten's coastline for swimming, snorkeling and beaching. Popular stops are at Creole Rock for snorkeling, Grand Case for...

7 hours Free Cancellation

5.0 (45)

from
$125

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat …More

5.0 (49)

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat...

8 hours Free Cancellation

5.0 (49)

from
$1,750

Paddle across the largest saltwater lagoon in the Antilles on a guided kayak expedition. Your tour begins at Kim Sha Beach in Simpson Bay. Upon …More

4.9 (92)

Kayak Lagoon Tour

Paddle across the largest saltwater lagoon in the Antilles on a guided kayak expedition. Your tour begins at Kim Sha Beach in Simpson Bay. Upon...

2 hours 30 minutes Free Cancellation

4.9 (92)

from
$50

2 Hours Private Jet Ski Tour in Saint Martin with free passenger

With Island jet you will live an exceptional maritime experience in the idyllic setting of the island of Saint Martin. We will make you discover …More

4.9 (52)

2 Hours Private Jet Ski Tour in Saint Martin with free passenger

With Island jet you will live an exceptional maritime experience in the idyllic setting of the island of Saint Martin. We will make you discover...

2 hours Free Cancellation

4.9 (52)

from
$230

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

4.8 (24)

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...

8 hours Free Cancellation

4.8 (24)

from
$193

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla

Discover YES DARLING, a 20m open yacht with a unique Italian style, decorated with a legendary Porsche 917 theme, and experience an exceptional private experience …More

4.9 (34)

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla

Discover YES DARLING, a 20m open yacht with a unique Italian style, decorated with a legendary Porsche 917 theme, and experience an exceptional private experience...

4 to 8 hours Free Cancellation

4.9 (34)

from
$6,163

Nude Naturist Catamaran Boat Luxury Charter in St Maarten

Fabulous day sailing on our luxury 48 feet catamaran. SXM ISLAND TOUR We will sail around St Maarten/Saint-Martin. Stops at Long bay La Samana, Happy …More

4.9 (55)

Nude Naturist Catamaran Boat Luxury Charter in St Maarten

Fabulous day sailing on our luxury 48 feet catamaran. SXM ISLAND TOUR We will sail around St Maarten/Saint-Martin. Stops at Long bay La Samana, Happy...

9 hours Free Cancellation

4.9 (55)

from
$255

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable …More

4.7 (21)

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable...

1 hour Free Cancellation

4.7 (21)

from
$149

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it …More

5.0 (17)

Full-Day Private Luxury Yacht Tour in Anguilla

Anguilla is a different island with a different culture. This is a must-do when you come to St Maarten. The good news is that it...

7 hours 30 minutes Free Cancellation

5.0 (17)

from
$1,900

Go for a full-day tour discovering and enjoying the most beautiful beaches and bays of the island including the Belmond La Samanna, a 5-star hotel …More

4.9 (11)

Full-Day Jet Ski Tour in St Martin

Go for a full-day tour discovering and enjoying the most beautiful beaches and bays of the island including the Belmond La Samanna, a 5-star hotel...

6 hours Free Cancellation

4.9 (11)

from
$325

Be Happy - Full Day Private Catamaran Cruise - St Maarten

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can …More

5.0 (9)

Be Happy - Full Day Private Catamaran Cruise - St Maarten

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can...

8 hours Free Cancellation

5.0 (9)

from
$235

Mojito - Full Day Private Catamaran Cruise - St Maarten

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy …More

4.8 (24)

Mojito - Full Day Private Catamaran Cruise - St Maarten

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy...

8 hours Free Cancellation

4.8 (24)

from
$230

Join us for our newest trip while we sail down St Maarten's Golden Coast on one of our 65 foot sail catamarans. Relax on the …More

4.9 (64)

Bubbly Sunset Cruise

Join us for our newest trip while we sail down St Maarten's Golden Coast on one of our 65 foot sail catamarans. Relax on the...

2 hours Free Cancellation

4.9 (64)

from
$65

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

5.0 (10)

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,...

4 hours Free Cancellation

5.0 (10)

from
$195

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides …More

4.9 (29)

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides...

3 hours Free Cancellation

4.9 (29)

from
$800

St Martin Gd-Case: Private day in all inclusive catamaran

Imagine a perfect day, lulled by the waves and rays of the sun, aboard our exceptional catamaran that transforms every moment into an unforgettable adventure. …More

5.0 (14)

St Martin Gd-Case: Private day in all inclusive catamaran

Imagine a perfect day, lulled by the waves and rays of the sun, aboard our exceptional catamaran that transforms every moment into an unforgettable adventure....

8 hours

5.0 (14)

from
$2,700

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a …More

5.0 (11)

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a...

9 hours 30 minutes Free Cancellation

5.0 (11)

from
$397

Small-Group St Maarten Snorkel Cruise (3H)

Step aboard our spacious catamaran, and begin your 3-hour sightseeing and snorkel cruise! Relax as we cruise along the coast with party music playing, and …More

4.9 (13)

Small-Group St Maarten Snorkel Cruise (3H)

Step aboard our spacious catamaran, and begin your 3-hour sightseeing and snorkel cruise! Relax as we cruise along the coast with party music playing, and...

3 hours Free Cancellation

4.9 (13)

from
$109

Don't Worry - Full Day Private Catamaran Cruise - St Maarten

Join us on Don't Worry, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can …More

5.0 (16)

Don't Worry - Full Day Private Catamaran Cruise - St Maarten

Join us on Don't Worry, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can...

8 hours Free Cancellation

5.0 (16)

from
$235

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

4.8 (5)

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...

5 hours 30 minutes Free Cancellation

4.8 (5)

from
$124

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for St Maarten Cruises, Sailing & Water Tours?

What are the best kid-friendly options for St Maarten Cruises, Sailing & Water Tours Tours?

Which St Maarten Cruises, Sailing & Water Tours have Instant Confirmation?

Which St Maarten Cruises, Sailing & Water Tours have Free Cancellation?

St Maarten Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which St Maarten Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more St Maarten trip ideas?

What are the most popular styles of Tours and Activities in St Maarten?