Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 712 Sailing Trips activities in North America. Sort by Popularity. - Page 13Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and bein... More
Likely to Sell Out Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
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North America
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Superb169 reviews5
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....
Maui: Kaanapali Beach 5-hour Snorkel w/ BBQ Lunch & Open Bar
5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest luxury custom built catamarans and includes breakfast, lunch, dessert and an open bar. This is our award-winning snorkel tour that... More
Likely to Sell Out Maui: Kaanapali Beach 5-hour Snorkel w/ BBQ Lunch & Open Bar
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North America
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Superb1 review5
5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest ....
4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres
Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catamaran, with room for up to 60 guests, and enjoy a premium experience from start to finish. Our team is dedicated to providing except... More
Private Tour
Likely to Sell Out 4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres
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North America
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Superb1 review5
Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catama....
Private Tour
Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun
Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamaran. Our Turtle Snorkeling Package offers a unique opportunity to snorkel with friendly turtles in the heart of Waikiki's picturesq... More
Private Tour
Likely to Sell Out Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun
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North America
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Superb155 reviews4.8
Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamar....
Private Tour
2-Hour Private Sailboat Charter in the San Francisco Bay
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More
Private Tour
Likely to Sell Out 2-Hour Private Sailboat Charter in the San Francisco Bay
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North America
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Superb20 reviews4.9
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....
Private Tour
Sunset Sail in Miami: Complimentary Champagne Toast
Sunset Cruise, Cast away the day with the perfect way to end the day. This evening cruise calls for sun dresses, sandals and chilled wine. Take advantage of one of Florida's finest highlights upon our comfortable 80 ft catamaran a... More
Private Tour
Likely to Sell Out Sunset Sail in Miami: Complimentary Champagne Toast
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North America
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Superb229 reviews4.8
Sunset Cruise, Cast away the day with the perfect way to end the day. This evening cruise calls for ....
Private Tour
Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster & Beef menu.
Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out of ideas to celebrate love with your partner? Imagine to reconquer your true love. In Cancun you have an incredible opportunity to ... More
Private Tour
Likely to Sell Out Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster....
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North America
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Exellent7 reviews4.4
Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out o....
Private Tour
Small Group Waikiki Sunset Sailing Tour
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More
Private Tour
Likely to Sell Out Small Group Waikiki Sunset Sailing Tour
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North America
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Superb110 reviews4.9
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....
Private Tour
Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling
Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical waters alongside colorful sea life. The bilingual crew is happy to accommodate any special occasion or request. This unforgettable ex... More
Private Tour
Likely to Sell Out Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling
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North America
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Superb180 reviews5
Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical water....
Private Tour
Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that s... More
Private Tour
Likely to Sell Out Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming
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North America
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Superb183 reviews4.9
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....
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
Likely to Sell Out 6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beac....
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North America
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Superb13 reviews5
Sail on a private trip aboard our 50-foot private yacht, ideal for up to 18 passengers. We are sure ....
Private Tour
Cerulean Sea Charters 3-Hour Private Cruise
Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests. This 3-hour private sailing adventure offers the ideal blend of relaxation and exploration, with opportunities to see whales and... More
Private Tour
Likely to Sell Out Cerulean Sea Charters 3-Hour Private Cruise
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North America
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Superb1 review5
Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests....
Private Tour
Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks
Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel at the beauty that makes Los Cabos a unique destination and enjoy this adventure aboard our luxurious French-made sailboats and cat... More
Private Tour
Likely to Sell Out Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Dr....
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North America
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Superb14 reviews5
Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel a....
Private Tour
San Diego Half-Day Marine Wildlife Tour with Lunch
Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the Pacific Ocean and catch a chance to see local marine wildlife in its natural habitat, including sea lions, pelicans, and migrator... More
Private Tour
Likely to Sell Out San Diego Half-Day Marine Wildlife Tour with Lunch
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North America
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Superb27 reviews4.8
Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....
Private Tour
Lāna'i Coast Snorkel and Sail
Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as we explore and snorkel the incredible coastline of Maui. Departing daily from 9:30 am - 2:30 pm. We'll check the conditions for t... More
Private Tour
Likely to Sell Out Lāna'i Coast Snorkel and Sail
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North America
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Superb2 reviews5
Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....
Private Tour
Visit Private Beaches around Puerto Vallarta in a Private Yacht
Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours don’t go. Also enjoy the explanation from our captain on the art of sailing. This is not a boat trip, this is an experience to enj... More
Private Tour
Likely to Sell Out Visit Private Beaches around Puerto Vallarta in a Private Yacht
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North America
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Superb82 reviews5
Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours do....
Private Tour
Catamaran Sailing Adventure Premium 2.5hr Small group w/ drinks
With over 38 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
Likely to Sell Out Catamaran Sailing Adventure Premium 2.5hr Small group w/ drinks
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North America
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Superb77 reviews5
With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepare....
Private Tour
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will br... More
Private Tour
Likely to Sell Out Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
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North America
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Superb234 reviews4.9
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your....
Private Tour
Likely to Sell Out
Crystal Boat Tour with Snorkeling and Drinks in Cozumel
Dare to live this incredible experience aboard our Transparent Boat! Sail the Caribbean Sea and discover the emblematic sites of Cozumel such as the first port gate, the diver's monument, sunken ships and natural landscapes. Marv... More
Free Cancellation
Private Tour
(Saving 20% )
Likely to Sell Out Crystal Boat Tour with Snorkeling and Drinks in Cozumel
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North America
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Superb5 reviews4.6
Dare to live this incredible experience aboard our Transparent Boat! Sail the Caribbean Sea and dis....
Free Cancellation
Private Tour
(Saving 20% )
Ultimate Party in Miami : Boat Party, Party Bus & Nightclub
This is not just another night out, it’s Miami’s nightlife on the water. Step aboard a spacious double-decker boat transformed into a moving nightclub with a live DJ, dazzling lights, and a vibrant atmosphere. As the sun sets,... More
Private Tour
Likely to Sell Out Ultimate Party in Miami : Boat Party, Party Bus & Nightclub
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North America
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Good16 reviews3.1
This is not just another night out, it’s Miami’s nightlife on the water. Step aboard a spacious ....
Private Tour