Caribbean Sailing Trips

Caribbean Sailing Trips

Cruises, Sailing & Water Tours See all

Only Show: Airboat Tours | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Gondola Cruises | Lunch Cruises | Multi-day Cruises | Night Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

Sort by:
Viewing 1 of 2

Page: 1 | 2 | Next

Catamaran Sailing and Snorkeling Tour With Lunch

5 star rating: Highly Recommended 7 Reviews

Join in on this 4-hour tour and travel on a luxurious catamaran across the turquoise waters of St Kitts & Nevis. Explore the finest snorkeling spot in ...  Read more

Location: Basseterre, St Kitts
Duration: 4 hours (approx.)

From USD $65.00

St. Maarten 12 Metre Challenge

5 star rating: Highly Recommended 14 Reviews

Ever dreamed of sailing a real racing yacht? Well don't miss out on this fantastic opportunity to race in the warm blue waters and brisk trade winds of ...  Read more

Location: Philipsburg, St Maarten
Duration: 2.5 - 3 hours

From USD $104.99

Day Trip to the Island of Prickly Pear from St Maarten

5 star rating: Highly Recommended 56 Reviews

Any trip to St Maarten would not be complete without a day trip to the gorgeous and unspoiled island of sun and sand - 'Prickly Pear Cay', and a swim stop ...  Read more

Location: Simpson Bay, St Maarten
Duration: 8 hours (approx.)

From USD $109.99

Nassau Sail and Snorkel Tour

Enjoy an afternoon of snorkeling, sailing, and sunning aboard a state of the art catamaran! You'll sail out to one of the Islands most beautiful reefs ...  Read more

Location: Nassau, Bahamas
Duration: 3 hours (approx.)

From USD $54.00

St Thomas Snorkel and Sail Adventure to St John

5 star rating: Highly Recommended 10 Reviews

Set sail for the snorkel-perfect waters of St John on this fun 6-hour snorkel and sail adventure from St Thomas. Enjoy the warm breezes as you sail into ...  Read more

Location: St. Thomas, US Virgin Islands
Duration: 6 hours (approx.)

From USD $94.99

Catamaran Day Trip to Nevis Including Pinney's Beach

Board your Catamaran for the sailing, snorkeling and beach experience you will never forget! Snorkel in a secluded cove, with all equipment supplied, and ...  Read more

Location: Basseterre, St Kitts
Duration: 7 hours (approx.)

From USD $99.00

Small-Group Day Sail in St Maarten

5 star rating: Highly Recommended 8 Reviews

Sail in the Caribbean paradise of St Maarten on a 5-hour cruise including homemade lunch and unlimited drinks from a top shelf open bar. Relax on a cushioned ...  Read more

Location: Simpson Bay, St Maarten
Duration: 5 hours (approx.)

From USD $108.99

Barbados Catamaran Snorkeling Cruise

5 star rating: Highly Recommended 17 Reviews

Take a fun and relaxing catamaran cruise along the west coast of Barbados! On board a spacious schooner, sail to two or three different snorkeling spots, ...  Read more

Location: Barbados
Duration: 3-5 hours

From USD $69.99

Aruba Palm Pleasure Snorkel Adventure

4.5 star rating: Recommended 22 Reviews

Take in all the pleasures of the sea by enjoying a half-day sail and snorkel experience on a spacious 70-foot long catamaran. Lulled by the rhythm of the ...  Read more

Location: Aruba
Duration: 4 hours (approx.)

From USD $88.99

Private Sailing Charter in St Kitts

5 star rating: Highly Recommended 2 Reviews

Your journey starts with a glass of champagne as you step aboard “Minerva” a 50-foot sailing yacht for your private charter. Lets the staff pamper ...  Read more

Location: Basseterre, St Kitts
Duration: Flexible

From USD $650.00

Catalina Bay and Antilla Shipwreck Snorkel Cruise

4.5 star rating: Recommended 26 Reviews

Sun, sailing and snorkeling — the perfect way to spend an afternoon in Aruba. On this 3-hour tour, cruise the Caribbean waters aboard a catamaran and kick your ...  Read more

Location: Aruba
Duration: 3 hours (approx.)

From USD $60.99

Anguilla Day Trip from St Maarten

5 star rating: Highly Recommended 52 Reviews

Discover the paradise beaches of Anguilla on this full-day trip from St Maarten. Sail aboard a catamaran and stop at Prickly Pear Island, one of Anguilla’s ...  Read more

Location: Simpson Bay, St Maarten
Duration: 8 hours (approx.)

From USD $113.99

Catamaran Cruise with Snorkeling, Paddleboarding and Kayaking

5 star rating: Highly Recommended 15 Reviews

Spend an afternoon on the water during this Bermuda catamaran and snorkeling cruise. Feel the sea breeze on your face as you sail through Bermuda’s ...  Read more

Location: Bermuda
Duration: 3 hours (approx.)

From USD $68.99

Palm Pleasure Sunset Sail

4.5 star rating: Recommended 16 Reviews

As you sail along Aruba's scenic coastline, enjoy a storybook sunset that sets the scene for romance and fun.

Location: Aruba
Duration: 2 hours (approx.)

From USD $63.99

St Maarten Sunset Schooner Cruise

Enjoy a Caribbean sunset from the water on this St Maarten cruise by historical schooner. On board a sailboat that’s more than 100 years old, you’ll cruise ...  Read more

Location: Simpson Bay, St Maarten
Duration: 2 hours (approx.)

From USD $38.99

Happy Hour Sail and Snorkel in Aruba with Optional Snuba

4.5 star rating: Recommended 15 Reviews

Experience Aruba's magical marine life as you set sail aboard a spacious catamaran and snorkel at two spectacular locations. A friendly crew will take ...  Read more

Location: Aruba
Duration: 3 hours (approx.)

From USD $65.99

Bermuda Catamaran Sail and Snorkel Tour

5 star rating: Highly Recommended 6 Reviews

Get the most out of your time in Bermuda with a 3.5-hour sail on a pink catamaran. Your captain makes for a fun guide as he regales you with intriguing ...  Read more

Location: Bermuda
Duration: 3 hours 30 minutes (approx.)

From USD $64.99

Sunset Cocktail Cruise of Basseterre

Sailing on a luxury catamaran cruise during cocktail hour is the perfect way to relax before dinner in paradise. Enjoy unlimited open bar, fresh breezes, and ...  Read more

Location: Basseterre, St Kitts
Duration: 3 hours (approx.)

From USD $49.00

Cades Reef Snorkel Cruise

Enjoy a day out on the crystal clear waters on Antigua on this Cades Reef Snorkel Cruise. You'll head out to the island's finest snorkeling site, Cades Reef. ...  Read more

Location: St Johns, Antigua
Duration: 6 hours (approx.)

From USD $142.99

San Juan Bay Day Sail

Discover San Juan, Puerto Rico aboard a sailboat. Take in the panoramic views on this pleasure sightseeing tour of San Juan Bay and adjacent waters. ...  Read more

Location: San Juan, Puerto Rico
Duration: 1 hour 30 minutes (approx.)

From USD $65.00

St Maarten Catamaran Snorkel Sail

5 star rating: Highly Recommended 14 Reviews

Set sail for a full day at sea in St Maarten You'll spend a leisurely day in true Caribbean style, relaxing on a deserted island, going for a snorkel ...  Read more

Location: Philipsburg or Simpson Bay, St Maarten
Duration: 8 hours (approx.)

From USD $118.99

Antigua Shore Excursion: Yacht Racing

5 star rating: Highly Recommended 7 Reviews

If you’re looking for something a little more adrenaline-pumping than snorkeling tours and fishing trips during your Caribbean cruise, don’t miss this ...  Read more

Location: St Johns, Antigua
Duration: 4 hours (approx.)

From USD $99.99

Champagne Sunset 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 Champagne and ...  Read more

Location: Philipsburg, St Maarten
Duration: 2 hours (approx.)

From USD $44.99

Grand Cayman Sunset Catamaran Sail

4.5 star rating: Recommended 13 Reviews

Enjoy breathtaking views and spectacular scenery as you are exposed to a beautiful Cayman sunset. Set sail on your Grand Cayman sunset cruise and ...  Read more

Location: George Town, Grand Cayman
Duration: 2 hours (approx.)

From USD $44.99

Aruba Afternoon Snorkeling Tour

5 star rating: Highly Recommended 3 Reviews

Enjoy your Caribbean adventure to the fullest on this 3-hour snorkel cruise from Aruba's De Palm Pier. Snorkel in the clear, calm waters of Boca Catalina to ...  Read more

Location: Aruba
Duration: 3 hours (approx.)

From USD $44.99
Viewing 1 of 2

Page: 1 | 2 | Next

Only Show: Airboat Tours | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Gondola Cruises | Lunch Cruises | Multi-day Cruises | Night Cruises | Sailing Trips | Submarine Tours | Sunset Cruises

Viator uses cookies to improve your experience on our website. Learn more about how we use cookies and how to change your cookie settings | Close message