Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 766 Sailing Trips activities in North America. Sort by Popularity. - Page 37Bacalar Seven Colors Lagoon Adventure with Boat Ride and Lunch
What truly sets this experience apart is the perfect blend of nature, history, and comfort in one seamless adventure. You won’t just visit Bacalar — you’ll fully experience it. Sail across the breathtaking Seven Colors Lago... More
Bacalar Seven Colors Lagoon Adventure with Boat Ride and Lunch
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North America
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Superb1 review5
What truly sets this experience apart is the perfect blend of nature, history, and comfort in one se....
Magic Night Boat Dinner with Show & Speedboat Experience at Cancun (1 day tour)
Discover the magic of the Caribbean Sea with two of the most popular tours in Cancun. If you are looking for an exciting activity, experience an intrepid adventure in our guided speed boat and snorkeling tour. Our speed boats ar... More
Magic Night Boat Dinner with Show & Speedboat Experience at Cancu....
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North America
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Superb1 review5
Discover the magic of the Caribbean Sea with two of the most popular tours in Cancun. If you are l....
Beyond Bacalar: Pirate Route Exploration + River Float + Lunch
The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently in peaceful currents, spot wildlife, and enjoy fresh snacks and authentic ceviche on a private 5-hour boat tour away from the crow... More
Private Tour
Beyond Bacalar: Pirate Route Exploration + River Float + Lunch
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North America
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Superb7 reviews4.9
The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently ....
Private Tour
Epic 34 Catamaran Sailing and Snorkeling Adventure
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North America
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Superb7 reviews4.9
Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back....
Private Tour
Private Dolphin Catamaran Sail In Cocoa Beach
Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter playful dolph... More
Private Tour
Likely to Sell Out Private Dolphin Catamaran Sail In Cocoa Beach
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North America
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Superb7 reviews4.9
Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforg....
Private Tour
Private Sailing Charters on La Vie Dansante
Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your favorite people and set sail on our spacious 48' private yacht "La Vie Dansante" through Florida’s stunning Intracoastal Waterway.... More
Private Tour
Likely to Sell Out Private Sailing Charters on La Vie Dansante
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North America
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Superb7 reviews4.9
Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your fa....
Private Tour
Likely to Sell Out
3.5 hour Sailing Adventure in Nanoose Bay
Immerse yourself in the beauty of the Salish Sea. Listen to seabirds as you take in breathtaking mountain vistas and island shorelines. Sea Lions are often seen, and sightings of Humpback Whales and Orcas are common in Georgia Str... More
Free Cancellation
Private Tour
(Saving 20% )
Likely to Sell Out 3.5 hour Sailing Adventure in Nanoose Bay
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North America
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Superb3 reviews5
Immerse yourself in the beauty of the Salish Sea. Listen to seabirds as you take in breathtaking mou....
Free Cancellation
Private Tour
(Saving 20% )
Likely to Sell Out
Bertram Yacht 58 Feet Up to 25 People 4 hrs
This is a beautiful and comfortable Yacht, ideal for planning an excellent vacation and having a fun and spectacular party. The magnificent 58-foot-long boat has the capacity to simultaneously accommodate up to 25 people. Renting ... More
Free Cancellation
Private Tour
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Likely to Sell Out Bertram Yacht 58 Feet Up to 25 People 4 hrs
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North America
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Superb3 reviews5
This is a beautiful and comfortable Yacht, ideal for planning an excellent vacation and having a fun....
Free Cancellation
Private Tour
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Likely to Sell Out
Sausalito Shared Sailing Tour 4 Day Voyage
Set sail on a transformative multi-day adventure aboard the tall ship Matthew Turner, navigating the stunning coastal waters of Northern California. Under the guidance of a skilled crew, learn essential sailing techniques from lin... More
Free Cancellation
Private Tour
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Likely to Sell Out Sausalito Shared Sailing Tour 4 Day Voyage
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North America
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Superb3 reviews5
Set sail on a transformative multi-day adventure aboard the tall ship Matthew Turner, navigating the....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise
There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Your Captain/Entertainer will make sure you have everything you need, and bring the party with custom curated playlists, Tiki-Oki, a... More
Free Cancellation
Private Tour
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Likely to Sell Out Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise
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North America
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Superb2 reviews5
There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Yo....
Free Cancellation
Private Tour
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Likely to Sell Out
Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran
Step aboard the elegant Tropicat and escape into a world of tranquility and beauty. As we gently sail through the stunning waters of Los Cabos, immerse yourself in breathtaking views at every turn — from the iconic Lover’s Bea... More
Free Cancellation
Private Tour
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Likely to Sell Out Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran
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North America
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Superb2 reviews5
Step aboard the elegant Tropicat and escape into a world of tranquility and beauty. As we gently sai....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Private Catamaran Charter for Exclusive Celebrations
Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Perfect for exclusive celebrations or a fun day with family and friends, this rental offers total freedom to create memorable experie... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Catamaran Charter for Exclusive Celebrations
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North America
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Superb2 reviews5
Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Per....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Hobie Cat rental or sailing lessons
Rent a Hobie Cat and experience the Bacalar lagoon in a fun, fast and adventure-filled way. This lightweight and agile sailboat is perfect for both experienced boaters and beginners who want to learn about the water. In rental mo... More
Free Cancellation
Private Tour
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Likely to Sell Out Hobie Cat rental or sailing lessons
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North America
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Superb2 reviews5
Rent a Hobie Cat and experience the Bacalar lagoon in a fun, fast and adventure-filled way. This lig....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Private Sailing for up to 10 people 4 hrs
Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to have fun with your friends in private. It is a charming classic-style sailboat, where you can enjoy the pleasure of sailing thro... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Sailing for up to 10 people 4 hrs
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North America
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Superb2 reviews5
Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to....
Free Cancellation
Private Tour
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Likely to Sell Out
Private Luxury Yacht Charter aboard Tu Enamorado
Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San Lucas Bay aboard the beautifully crafted Tu Enamorado. Live the yachting lifestyle, walk barefoot on the deck, feel the sun and bre... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Luxury Yacht Charter aboard Tu Enamorado
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North America
Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San L....
Free Cancellation
Private Tour
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Likely to Sell Out
Cancun Premium Shared Yacht and Catamaran Experience
This is not a typical catamaran tour in Cancun. It’s a premium shared yacht experience designed to combine luxury, gastronomy, and a social atmosphere in the heart of the Caribbean. Unlike standard boat tours, this experience o... More
Free Cancellation
Private Tour
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Likely to Sell Out Cancun Premium Shared Yacht and Catamaran Experience
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North America
This is not a typical catamaran tour in Cancun. It’s a premium shared yacht experience designed to....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Exciting Public Afternoon Sail on our Newest Sailboat
Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon Public Sail is the perfect balance. With a maximum of just 6 guests onboard, you’ll enjoy an intimate, relaxed atmosphere. Aboar... More
Free Cancellation
Private Tour
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Likely to Sell Out Exciting Public Afternoon Sail on our Newest Sailboat
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North America
Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon ....
Free Cancellation
Private Tour
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Likely to Sell Out
Romantic Luxury Sunset Sail with Premium Drinks & Appetizers
Set sail from the vibrant, world-class Marina of Cabo San Lucas for an evening of pure elegance and relaxation. Escape the crowds on this intimate, small-group excursion aboard a premium French-made sailing boat, designed for trav... More
Free Cancellation
Private Tour
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Likely to Sell Out Romantic Luxury Sunset Sail with Premium Drinks & Appetizers
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North America
Set sail from the vibrant, world-class Marina of Cabo San Lucas for an evening of pure elegance and ....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Catamaran Cruise to Isla Mujeres with Snorkeling and Lunch
Set sail across the turquoise waters of the Mexican Caribbean aboard a spacious catamaran designed for both comfort and fun. Feel the ocean breeze as music, refreshing drinks, and a lively onboard atmosphere transform your journey... More
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Private Tour
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Likely to Sell Out Catamaran Cruise to Isla Mujeres with Snorkeling and Lunch
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North America
Set sail across the turquoise waters of the Mexican Caribbean aboard a spacious catamaran designed f....
Free Cancellation
Private Tour
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Likely to Sell Out
Sailboat on the Mayan Riviera at sunset
Ready to set sail on a catamaran at sunset? The Riviera Maya is the ideal place to do it. This incredible coastal region is home to some of the calmest waters in the world and the most picturesque landscapes. Board one of our full... More
Free Cancellation
Private Tour
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Likely to Sell Out Sailboat on the Mayan Riviera at sunset
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North America
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Superb1 review5
Ready to set sail on a catamaran at sunset? The Riviera Maya is the ideal place to do it. This incre....
Free Cancellation
Private Tour
(Saving inf% )