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: Best Sailing Catamaran, Beach and Snorkel - Cruise Ship Friendly Anguilla in Style Private Full-Day Catamaran Sailing Charter in St Maarten Waves & Wheels: 3 Hour ATV Tour + Jet Ski & Beach Experience Half-Day Jet Ski Tour of St Martin

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 Ultimate Anguilla Cays & Coves St. Martin Sunset Sail 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 →

Best Sailing Catamaran, Beach and Snorkel - Cruise Ship Friendly

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

4.9 (94)

Best Sailing Catamaran, Beach and Snorkel - Cruise Ship Friendly

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

6 hours Free Cancellation

4.9 (94)

from
$129

Escape to Paradise with Style and Speed! Hop aboard the 40-50 ft sleek speed boats and experience Anguilla like never before. We don’t just take …More

4.9 (470)

Anguilla in Style

Escape to Paradise with Style and Speed! Hop aboard the 40-50 ft sleek speed boats and experience Anguilla like never before. We don’t just take...

6 hours Free Cancellation

4.9 (470)

from
$149

Private Full-Day Catamaran Sailing Charter in St Maarten

Experience some of the finest sailing, swimming and snorkeling in the turquoise waters of St. Maarten. We can alter our trips to meet your needs, …More

5.0 (113)

Private Full-Day Catamaran Sailing Charter in St Maarten

Experience some of the finest sailing, swimming and snorkeling in the turquoise waters of St. Maarten. We can alter our trips to meet your needs,...

8 hours Free Cancellation

5.0 (113)

from
$2,800

Waves & Wheels: 3 Hour ATV Tour + Jet Ski & Beach Experience

Spend the day experiencing the best of Sint Maarten with this all-in-one adventure and beach package. Your day kicks off at 9:00 AM with a …More

4.7 (3)

Waves & Wheels: 3 Hour ATV Tour + Jet Ski & Beach Experience

Spend the day experiencing the best of Sint Maarten with this all-in-one adventure and beach package. Your day kicks off at 9:00 AM with a...

3 to 4 hours Free Cancellation

4.7 (3)

from
$205

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

5.0 (129)

Half-Day Jet Ski Tour of St Martin

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

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (129)

from
$236

Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is 2 or 40, you …More

5.0 (58)

Private Sailboat Charter in St Maarten

Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is 2 or 40, you...

5 to 7 hours Free Cancellation

5.0 (58)

from
$3,300

St Maarten Shore Excursion: Snorkeling and Speed Boat Tour

When you are in St Maarten, spend your time exploring its top snorkel sites. Your 7-hour shore excursion takes you by speedboat on a sightseeing …More

4.9 (99)

St Maarten Shore Excursion: Snorkeling and Speed Boat Tour

When you are in St Maarten, spend your time exploring its top snorkel sites. Your 7-hour shore excursion takes you by speedboat on a sightseeing...

6 hours Free Cancellation

4.9 (99)

from
$139

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

5.0 (160)

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...

7 hours

5.0 (160)

from
$169

St.Martin-St.Maarten: Small Group, Coastal Hike & Swim Tour

During this half day Nature Tour for all ages we will explore and enjoy St Maarten and St Martin’s coastal beauty. The tour consists of …More

4.9 (38)

St.Martin-St.Maarten: Small Group, Coastal Hike & Swim Tour

During this half day Nature Tour for all ages we will explore and enjoy St Maarten and St Martin’s coastal beauty. The tour consists of...

4 hours Free Cancellation

4.9 (38)

from
$89

Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

Our Captain has 25+ years of experience, 0 incidents and is super helpful. He loves to tell amazing stories and will keep you entertained with …More

5.0 (498)

Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

Our Captain has 25+ years of experience, 0 incidents and is super helpful. He loves to tell amazing stories and will keep you entertained with...

6 hours Free Cancellation

5.0 (498)

from
$1,750

St Maarten Luxury Catamaran Full-Day Group Charter

FABULOUS DAY ON OUR LUXURY 48 FEET CATAMARAN FLAGSHIP II BREAKFAST (Pastries, Fresh Fruits, Tea & Coffee, Welcome Mimosa or Bloody Mary), APPETIZERS, 3 COURSE …More

5.0 (261)

St Maarten Luxury Catamaran Full-Day Group Charter

FABULOUS DAY ON OUR LUXURY 48 FEET CATAMARAN FLAGSHIP II BREAKFAST (Pastries, Fresh Fruits, Tea & Coffee, Welcome Mimosa or Bloody Mary), APPETIZERS, 3 COURSE...

9 hours Free Cancellation

5.0 (261)

from
$255

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the …More

5.0 (52)

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the...

7 hours 30 minutes Free Cancellation

5.0 (52)

from
$330

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

4.7 (83)

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...

1 hour 30 minutes Free Cancellation

4.7 (83)

from
$55

St Maarten Motorboat Cruise: Long Bay, Creole Rock and Tintamarre Island

Explore St Maarten's coastline in a motorboat! Popular stops are at Long Bay, Creole Rock for snorkeling, Grand Case for lunch, Tintamarre Island and Pinel …More

5.0 (69)

St Maarten Motorboat Cruise: Long Bay, Creole Rock and Tintamarre Island

Explore St Maarten's coastline in a motorboat! Popular stops are at Long Bay, Creole Rock for snorkeling, Grand Case for lunch, Tintamarre Island and Pinel...

6 hours 30 minutes Free Cancellation

5.0 (69)

from
$125

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want. …More

4.9 (54)

Private Speed Boat Charter to Anguilla

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want....

7 hours Free Cancellation

4.9 (54)

from
$119

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers, …More

5.0 (83)

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers,...

7 to 9 hours Free Cancellation

5.0 (83)

from
$240

Cristal Half Day Friendly Island Snorkeling Tour

Under water museum fee is INCLUDED in the trip. Whether you're seeking adventure, or simply enjoying the island's relaxed ambiance, this half day tour offers …More

5.0 (33)

Cristal Half Day Friendly Island Snorkeling Tour

Under water museum fee is INCLUDED in the trip. Whether you're seeking adventure, or simply enjoying the island's relaxed ambiance, this half day tour offers...

3 hours 15 minutes Free Cancellation

5.0 (33)

from
$89

Mambo Sail Catamaran to Rendezvous Bay Anguilla

Board sail cat Mambo at Simpson Bay Resort Marina for a leisurely sail across the channel to Cove Bay, Anguilla and then onto Rendezvous Bay. …More

4.9 (41)

Mambo Sail Catamaran to Rendezvous Bay Anguilla

Board sail cat Mambo at Simpson Bay Resort Marina for a leisurely sail across the channel to Cove Bay, Anguilla and then onto Rendezvous Bay....

7 hours 30 minutes Free Cancellation

4.9 (41)

from
$135

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

5.0 (44)

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...

4 hours Free Cancellation

5.0 (44)

from
$124

The Original Underwater Sculpture Park Snorkel Tour

Discover St Maarten’s one-of-a-kind underwater sculpture park, Under SXM, with the people who know it best — the creators, builders, and owners of the park …More

4.8 (159)

The Original Underwater Sculpture Park Snorkel Tour

Discover St Maarten’s one-of-a-kind underwater sculpture park, Under SXM, with the people who know it best — the creators, builders, and owners of the park...

2 hours Free Cancellation

4.8 (159)

from
$49

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?