Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 23Cabo Snorkeling and Sailboat Tour with Lunch and Open Bar
Embark on a 3-hour sailing & snorkeling expedition to Land’s End and Pelican’s Rock. Take your picture at The Arch, one of Cabo’s main landmarks, and get a glimpse of Lover’s Beach and the Sea Lion Colony. Known as the a... More

Cabo Snorkeling and Sailboat Tour with Lunch and Open Bar
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North America
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Superb3 reviews4.7
Embark on a 3-hour sailing & snorkeling expedition to Land’s End and Pelican’s Rock. Take your ....
Family Friendly Private Sailing Experience up to 8 Guests
Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can accommodate up to 6 of your friends and family while we enjoy a peaceful daytime sailing experience. Set sail on San Diego Bay whi... More
Private Tour

Family Friendly Private Sailing Experience up to 8 Guests
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North America
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Superb7 reviews5
Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can ....
Private Tour
Private Sail New York with Brooklyn Sail (Reserve the entire boat)
2.5 hour sails for private groups up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the Brooklyn Bridge, Statue of Liberty, World Trade Center, Ellis Island, Governor... More
Private Tour

Private Sail New York with Brooklyn Sail (Reserve the entire boat....
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North America
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Superb116 reviews5
2.5 hour sails for private groups up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Br....
Private Tour
Premium Miami Yacht Tour Experience: Captain, Champagne & Party!
Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never before! Perfect for any special occasion, this VIP experience promises unforgettable memories Adventure Highlights Biscayne Bay ... More
Private Tour

Premium Miami Yacht Tour Experience: Captain, Champagne & Party!
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North America
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Superb4 reviews5
Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never....
Private Tour
Reef Snorkeling with ATV, Zipline, Cenote that includes lunch and transportation
Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming in a unique underwater world, you will discover the second largest coral reef in the world. Imagine swimming with impressive corals... More
Private Tour

Reef Snorkeling with ATV, Zipline, Cenote that includes lunch an....
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North America
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Exellent3 reviews4.3
Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming i....
Private Tour
6hrs of Sailing in Bacalar Lagoon: discover Cenotes, Islands and Stromatolites.
Ideal for adventurers and sailing lovers! Explore the most emblematic points of the lagoon, or modify the route to discover areas far from tourism. 6 hours of deep exploration and adventure where you can get to know: The Pirate Ch... More
Private Tour

6hrs of Sailing in Bacalar Lagoon: discover Cenotes, Islands and ....
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North America
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Superb13 reviews5
Ideal for adventurers and sailing lovers! Explore the most emblematic points of the lagoon, or modif....
Private Tour
South Shore Open Sail from Kewalo Harbor Including Drinks
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! We are a 49-passenger beautiful yellow and red retired Waikiki Beach catamaran now operating from Kewalo... More
Private Tour

South Shore Open Sail from Kewalo Harbor Including Drinks
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North America
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Superb14 reviews5
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....
Private Tour
Waikiki Private Sunset Sail Romantic and Private
Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a spectacular Hawaiian sunset on your private yacht. Get a chance to see whales, dolphins and sea turtles. Immerse yourself in a bucke... More
Private Tour

Waikiki Private Sunset Sail Romantic and Private
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North America
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Superb14 reviews5
Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a sp....
Private Tour
Snorkel Adventure through the Sea of Cortez
Sail through the Sea of Cortez, a blue and shimmering spectacle around Cabo San Lucas. You will ride a luxurious and comfortable catamaran along the Cabo bays to admire the greatest landscapes of Baja. As you get immerse into Sant... More
Private Tour

Snorkel Adventure through the Sea of Cortez
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North America
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Exellent7 reviews4.4
Sail through the Sea of Cortez, a blue and shimmering spectacle around Cabo San Lucas. You will ride....
Private Tour
Nights of Lights Sailboat Tour at St Augustine Sailing
What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More
Private Tour

Nights of Lights Sailboat Tour at St Augustine Sailing
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North America
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Superb9 reviews5
What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....
Private Tour
San Salvador Spanish Galleon Adventure Day Sail with General Admission
Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More
Private Tour

San Salvador Spanish Galleon Adventure Day Sail with General Admi....
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North America
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Exellent2 reviews4.5
Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step o....
Private Tour
Private Charleston Harbor Catamaran Sail
Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More
Private Tour

Private Charleston Harbor Catamaran Sail
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North America
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Superb26 reviews5
Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....
Private Tour
Deluxe private Sunset & Day Sail
Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your... More
Private Tour

Deluxe private Sunset & Day Sail
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North America
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Superb1 review5
Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....
Private Tour
Laska Sailing Tours on the Lagoon Bacalar
The best way to know the lagoon Bacalar is from sailing boat. Let us take you to the most beautiful place you dream of. We will start from the marina, where the captain will give you safety instructions and give each member a lif... More
Private Tour

Laska Sailing Tours on the Lagoon Bacalar
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North America
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Superb18 reviews4.8
The best way to know the lagoon Bacalar is from sailing boat. Let us take you to the most beautiful ....
Private Tour

Romantic Dinner Touring the Nichupté Lagoon in Galeón
Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard the Columbus Romantic Dinner Cruise. This is a unique romance tour in Cancun, as it offers a very special evening, surrounded by ... More
Free Cancellation
Private Tour
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Romantic Dinner Touring the Nichupté Lagoon in Galeón
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North America
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Superb18 reviews4.8
Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard....
Free Cancellation
Private Tour
(Saving 10% )
Luxury Private Yacht Charter in Cabo San Lucas Mexico
You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a capacity of up to 6 people maximum, remember that the trip is totally private, only your group and the crew (captain and first mat... More
Private Tour

Luxury Private Yacht Charter in Cabo San Lucas Mexico
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North America
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Superb4 reviews5
You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a ....
Private Tour
Clear Boat to Cabo Lands End, The Arch and more
Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most uniquely, in a clear boat. You will take a tour just where the Pacific Ocean meets the Sea of Cortez, the famous Lands End. In our... More
Private Tour

Clear Boat to Cabo Lands End, The Arch and more
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North America
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Exellent11 reviews4.5
Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most ....
Private Tour
Private Sailing Charter: Up to 24 Passengers
Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting... More
Private Tour

Private Sailing Charter: Up to 24 Passengers
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North America
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Superb1 review5
Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a ....
Private Tour
All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts
Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our luxury vessels. Cozy up with that special someone in one of the most romantic settings in the Mexican Caribbean. With time to relax ... More
Private Tour

All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts
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North America
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Exellent2 reviews4.5
Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our lu....
Private Tour
5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl
Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the amount of people and your experience. Also inclusive in the beautiful waters of Cozumel snorkel over the reef a visit to the starf... More
Private Tour

5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl
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North America
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Superb7 reviews4.7
Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the ....
Private Tour