Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 755 Sailing Trips activities in North America. Sort by Popularity. - Page 19Snorkeling Adventure in Isla Mujeres
Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum is a unique activity in the world since there is no such thing anywhere. This activity is cataloged as mandatory for all traveler... More
Likely to Sell Out Snorkeling Adventure in Isla Mujeres
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North America
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Very Good12 reviews3.8
Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum....
Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip.
You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the world. You will discover the 2nd biggest reef wall in the world, you will see a huge variety of fish of... More
Likely to Sell Out Snorkeling Adventure in Puerto Morelos Includes snack, Water and ....
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North America
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Very Good95 reviews3.9
You must live this experience once in your life, This activity is only for travelers that love to be....
Likely to Sell Out
Dinner and show pirate night Hook in Cancun
Captain Hook’s Cancun tour offers an immersive experience unlike any in the area. More than just a cruise, it’s a dinner-show aboard an authentic 18th century pirate galleon, where travelers become part of an exciting adventur... More
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Likely to Sell Out Dinner and show pirate night Hook in Cancun
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North America
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Superb2 reviews5
Captain Hook’s Cancun tour offers an immersive experience unlike any in the area. More than just a....
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All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks
Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore Isla Mujeres impressive sites are waiting for you. You will visit one of ... More
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Likely to Sell Out All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks
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North America
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Very Good34 reviews3.7
Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sail....
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Slow Sailing Bacalar Experience with snack and drinks
Step aboard our sailboat and experience Bacalar in most authentic and sustainable way - powered mainly by the wind. By choosing to sail, you help protect the lagoon's fragile ecosystem while enjoying a peaceful and unforgettable j... More
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Likely to Sell Out Slow Sailing Bacalar Experience with snack and drinks
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North America
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Superb23 reviews4.9
Step aboard our sailboat and experience Bacalar in most authentic and sustainable way - powered main....
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Likely to Sell Out
Isla Mujeres Full Day Catamaran Adventure from Cancun
Set sail on a delightful catamaran cruise to Isla Mujeres, where the Caribbean Sea meets tropical charm. This full-day adventure begins with a scenic journey along Cancun's coastline, allowing you to soak in the stunning turquoise... More
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Likely to Sell Out Isla Mujeres Full Day Catamaran Adventure from Cancun
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North America
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Superb23 reviews4.9
Set sail on a delightful catamaran cruise to Isla Mujeres, where the Caribbean Sea meets tropical ch....
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Wednesday Happy Hour Sunset Sail - Drinks Included
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with st... More
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Likely to Sell Out Wednesday Happy Hour Sunset Sail - Drinks Included
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North America
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Superb5 reviews5
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit....
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Open Bar Boat Tour to Arcos, Animas, and Quimixto
This tour combines three of the bay’s most iconic locations in one all-inclusive adventure. Travelers love the balance of snorkeling, beach time, and jungle exploration—plus the comfort of a large double-deck boat with open ba... More
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Likely to Sell Out Open Bar Boat Tour to Arcos, Animas, and Quimixto
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North America
This tour combines three of the bay’s most iconic locations in one all-inclusive adventure. Travel....
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Catamaran Sailing to Isla Mujeres From Cancun
Discover the Mexican Caribbean aboard a luxury catamaran, with premium service, personalized attention and spectacular scenery. At Oceanix Nauticos, we take you to explore the turquoise waters of Cancun and Isla Mujeres with unfor... More
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Likely to Sell Out Catamaran Sailing to Isla Mujeres From Cancun
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North America
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Superb7 reviews4.6
Discover the Mexican Caribbean aboard a luxury catamaran, with premium service, personalized attenti....
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Likely to Sell Out
Half Day Luxury Sailing Experience in Riviera Maya with Open Bar
This is a luxury sailing catamaran and it's just 30 minutes away from Tulum. When you sail you can see different colors of blue so that makes the experience better. The snorkeling is amazing, as you will see much colorful fish, st... More
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Likely to Sell Out Half Day Luxury Sailing Experience in Riviera Maya with Open Bar
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North America
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Exellent74 reviews4.4
This is a luxury sailing catamaran and it's just 30 minutes away from Tulum. When you sail you can s....
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San Diego Sunset Sail on a Classic Yacht Small Group
Skip the crowded boats. Sail with just six guests—quiet, calm, and intentionally small. This is not a typical San Diego sailing tour. Join Captain Phil, a seasoned and personable captain, for a refined sail on San Diego Bay aboa... More
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Likely to Sell Out San Diego Sunset Sail on a Classic Yacht Small Group
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North America
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Superb339 reviews4.9
Skip the crowded boats. Sail with just six guests—quiet, calm, and intentionally small. This is no....
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2-Hour Sailing Trip Along Maine's Coast
A classic coastal Maine sailing adventure awaits on a two-hour journey from Rockland Harbor. Sail close to the iconic Rockland Breakwater Lighthouse, while keeping an eye out for seals, porpoises, and majestic bald eagles. Dependi... More
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Likely to Sell Out 2-Hour Sailing Trip Along Maine's Coast
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North America
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Superb339 reviews4.9
A classic coastal Maine sailing adventure awaits on a two-hour journey from Rockland Harbor. Sail cl....
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Key West Night Cruise aboard Schooner America 2.0
Join us aboard Schooner America 2.0 in Key West for a fun night time experience. During this night cruise in Key West, guests can enjoy unobstructed views of the sweeping night sky and a fun adventure in Key West at night. Please ... More
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Likely to Sell Out Key West Night Cruise aboard Schooner America 2.0
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North America
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Superb5 reviews5
Join us aboard Schooner America 2.0 in Key West for a fun night time experience. During this night c....
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Sailing Tour around the Bacalar Lagoon
Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the wind in the Mayan language), we are at your disposal to offer you a unique experience. Visiting the lagoon of the 7 colors by sai... More
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Likely to Sell Out Sailing Tour around the Bacalar Lagoon
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North America
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Superb14 reviews4.9
Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the....
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Likely to Sell Out
Speedboat and Snorkeling Adventure in Cancun
Pack your day with exciting water adventures in the vibrant Cancun jungle. Begin with a thrilling speedboat ride across the stunning Nichupte Lagoon. After the rush, ease into tranquility as you snorkel among the mesmerizing under... More
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Likely to Sell Out Speedboat and Snorkeling Adventure in Cancun
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North America
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Superb14 reviews4.9
Pack your day with exciting water adventures in the vibrant Cancun jungle. Begin with a thrilling sp....
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Sail away! Hobie Cat Tour Bacalar
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pirates of the Caribbean. Learn more about cenotes and stomalites and immerse yourself in the mystical world of the Maya.... More
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Likely to Sell Out Sail away! Hobie Cat Tour Bacalar
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North America
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Superb32 reviews5
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pi....
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Cabo Blast Sunset Cruise: Iconic Views, Group Joy, Food and Drink
What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience travelers dream about. You’ll sail right up to the legendary Arch, capturing postcard‑perfect photos as the colors of the sky s... More
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Likely to Sell Out Cabo Blast Sunset Cruise: Iconic Views, Group Joy, Food and Drink
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North America
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Superb32 reviews5
What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience t....
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2 hours - Private Day Sail along Historic St Augustine Bayfront
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More
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Private Tour
Likely to Sell Out 2 hours - Private Day Sail along Historic St Augustine Bayfront
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North America
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Superb19 reviews5
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
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Private Tour
Full Day Luxury Catamaran Charter
Spend a full day exploring Tampa Bay aboard a private luxury catamaran! Swim, snorkel, and paddle at hidden islands like Egmont Key and Fort De Soto. Enjoy onboard charcuterie, a champagne or wine toast, and full crew service for ... More
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Likely to Sell Out Full Day Luxury Catamaran Charter
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North America
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Superb19 reviews5
Spend a full day exploring Tampa Bay aboard a private luxury catamaran! Swim, snorkel, and paddle at....
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Private Tour
Hawaiian Canoe Sailing Experience in Maui
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More
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Private Tour
Likely to Sell Out Hawaiian Canoe Sailing Experience in Maui
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North America
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Superb60 reviews4.7
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
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Private Tour