Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 676 Sailing Trips activities in North America. Sort by Popularity. - Page 92-hour Private Luxury New York City Sunset Boat Tour
Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and reflects off of the city skyline on this magical 2-hour sunset cruise around lower Manhattan! Get an unobstructed view of the Man... More
Private Tour

2-hour Private Luxury New York City Sunset Boat Tour
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North America
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Superb24 reviews5
Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and....
Private Tour
San Francisco Bay Sailing Cruise
Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sail away from bustling city and enjoy photo ops from the vantage point of the water. You’ll coast past the city skyline, the Gold... More
Private Tour

San Francisco Bay Sailing Cruise
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North America
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Superb586 reviews4.9
Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sa....
Private Tour
Cozumel Private Snorkeling and Charter Experience
We're known for operating the best all-inclusive snorkel experiences on the island of Cozumel. On this tour, you'll have your own completely private charter visiting the famous 'El Cielo' and other amazing destinations to give you... More
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Cozumel Private Snorkeling and Charter Experience
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North America
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Superb25 reviews5
We're known for operating the best all-inclusive snorkel experiences on the island of Cozumel. On th....
Private Tour
Private Key West Sandbar and Paddle by Boat
Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats and wildlife refuges as well as spot an abundance of marine birds and sea life. Padd... More
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Private Key West Sandbar and Paddle by Boat
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North America
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Superb31 reviews4.9
Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may....
Private Tour
HipHop Catamaran Party from Cancun to Isla Mujeres
Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snorkeling in one of the Caribbean's top reefs, surrounded by vibrant marine life. Then, head to a secluded sandbank—a hidden gem pe... More
Private Tour

HipHop Catamaran Party from Cancun to Isla Mujeres
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North America
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Superb2 reviews5
Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snor....
Private Tour
Newport Sunset Sail on Classic Sailboat
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More
Private Tour

Newport Sunset Sail on Classic Sailboat
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North America
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Superb17 reviews4.8
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....
Private Tour
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure yo... More
Private Tour

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
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North America
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Superb186 reviews4.9
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....
Private Tour
Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboard
• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel and marvel at the wide array of tropical fish and rich marine life that inhabit the colorful reefs of the island. • Paddleboard a... More
Private Tour

Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboa....
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North America
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Superb213 reviews4.8
• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel a....
Private Tour
Sunset Sail Aboard the 47 ft Daydreams Sailboat
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. Wit... More
Private Tour

Sunset Sail Aboard the 47 ft Daydreams Sailboat
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North America
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Superb9 reviews4.8
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....
Private Tour
Half-Day Deluxe Molokini Snorkel Excursion in Maui
Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snorkeling trips, romantic sunset cruises, and everything in between. We’re honored to play a part in introducing our visitors to th... More
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Half-Day Deluxe Molokini Snorkel Excursion in Maui
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North America
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Superb73 reviews4.9
Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snor....
Private Tour
Private Luxury Daytime Boat Tour in New York City - 1 Hour
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time, then climb aboard a luxurious, 28-foot powerboat cruiser and enjoy a relaxing and comfortable journey around lower Manhattan. En... More
Private Tour

Private Luxury Daytime Boat Tour in New York City - 1 Hour
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North America
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Superb31 reviews4.9
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time....
Private Tour
2.5 Hour Catamaran Sail Adventure
With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More
Private Tour

2.5 Hour Catamaran Sail Adventure
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North America
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Superb43 reviews5
With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepare....
Private Tour
52' Yacht Rental in Miami Beach with Experienced Captain
Enjoy the day on the water with friends & family in Miami Beach with Dolphin Water Sport. Our +950 reviews on Google with a 4.9 score guarantee our quality. Our Yacht & Captains are certified & licensed by the USCG, giving you a... More
Private Tour

52' Yacht Rental in Miami Beach with Experienced Captain
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North America
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Superb5 reviews4.6
Enjoy the day on the water with friends & family in Miami Beach with Dolphin Water Sport. Our +950 ....
Private Tour
Snorkeling Tour in Los Cabos
Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Maria Bay, on the Pez Gato, part of Cabo’s premier snorkeling tour. You will swim in the azure waters with colorful tropical fish. O... More
Private Tour

Snorkeling Tour in Los Cabos
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North America
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Very Good1 review4
Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Mari....
Private Tour
6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beaches
Sail on a private trip aboard our 50-foot private yacht, ideal for up to 18 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer you to make... More
Private Tour

6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beac....
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North America
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Superb11 reviews5
Sail on a private trip aboard our 50-foot private yacht, ideal for up to 18 passengers. We are sure ....
Private Tour
4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen
We are a Yacht private rental company with more than 15 years of experience in the hospitality industry in Playa del Carmen, Puerto Aventuras and Tulum. Our services are provided with high quality standards to ensure maximum satis... More
Private Tour

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del....
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North America
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Superb301 reviews5
We are a Yacht private rental company with more than 15 years of experience in the hospitality indus....
Private Tour
Morning Sail With the Whales Ma'alaea
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Private Tour

Morning Sail With the Whales Ma'alaea
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North America
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Superb10 reviews5
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Guided Snorkel + Morning Sail - Small Groups with Honest Eco
Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the be... More
Private Tour

Guided Snorkel + Morning Sail - Small Groups with Honest Eco
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North America
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Superb8 reviews5
Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes....
Private Tour
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More
Private Tour

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People
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North America
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Superb12 reviews4.8
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch
Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the most bigger reef in the world, this is consider as the 2nd one worldwide. Imagi... More
Private Tour

Reef Snorkel, underwater adventure in Puerto Morelos With Transpo....
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North America
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Good2 reviews3.5
Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a mu....
Private Tour