Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 684 Sailing Trips activities in North America. Sort by Popularity. - Page 22Snorkeling 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

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....
All Inclusive Tulum: Luxury Yacht 50´ Cranchi, 4hrs
An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day just for you and your family. You can visit different exclusive places... More
Private Tour

All Inclusive Tulum: Luxury Yacht 50´ Cranchi, 4hrs
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North America
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Superb28 reviews5
An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day ....
Private Tour
All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht
Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled beauty. Recognized as Mexico's largest island, it draws travelers with its captivating charm and natural wonders. Diving enthusiasts ... More
Private Tour

All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht
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North America
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Superb28 reviews5
Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled bea....
Private Tour
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More
Private Tour

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles
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North America
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Superb3 reviews5
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....
Private Tour
Sunset in Private Sailboat 4 hrs up to 15 pax
Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see the sunset very close during this 4-hour tour... More
Private Tour

Sunset in Private Sailboat 4 hrs up to 15 pax
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North America
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Very Good15 reviews4
Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other importa....
Private Tour
Hear the whales! World class whale watching!
Your whale watching tour in Cabo San Lucas will become magical with the help of professional-grade hydrophones. If whales are communicating, you may be lucky to get the rare opportunity to hear the whale songs live! Our RABEN (Me... More
Private Tour

Hear the whales! World class whale watching!
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North America
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Superb5 reviews4.8
Your whale watching tour in Cabo San Lucas will become magical with the help of professional-grade h....
Private Tour
New York Harbor Wine and Jazz Sail aboard Clipper City
Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of New York City on this entertaining evening jazz sail. From the decks of the boat, you will enjoy breathtaking views of the Manha... More
Private Tour

New York Harbor Wine and Jazz Sail aboard Clipper City
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North America
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Exellent20 reviews4.4
Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views o....
Private Tour
Luxury Cruise with Dinner and Music in Los Cabos
Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of Cabo San Lucas and to enjoy a sunset cruise. There are many similar options that offers this tour, but a few are unique and offers ... More
Private Tour

Luxury Cruise with Dinner and Music in Los Cabos
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North America
Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of C....
Private Tour
Snorkel and Whale Platinum Tour (Dec 15- Apr 15)
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful Marina in Cabo San Lucas the boat as sails towards the Santa Maria or Chileno Bay, will ride along the Sea of Cortes, and you will ... More
Private Tour

Snorkel and Whale Platinum Tour (Dec 15- Apr 15)
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North America
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Superb18 reviews4.7
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful M....
Private Tour
1 Hour Private Charter in New York Harbor for up to 6 people
This is a private tour which means it is just you and your party on board. You will be sailing on our beautiful classic sailboat named Tara. Tara is a classic sailboat and one of a kind in NYC. You will sail past Elis Island and t... More
Private Tour

1 Hour Private Charter in New York Harbor for up to 6 people
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North America
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Superb49 reviews4.9
This is a private tour which means it is just you and your party on board. You will be sailing on ou....
Private Tour
Private Eco-Tour on a Recreational Catamaran with Kayaks Included
Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard a recreational catamaran. During this tour, you will swim in crystal clear waters, learn about the local flora and fauna, and enjo... More
Private Tour

Private Eco-Tour on a Recreational Catamaran with Kayaks Included
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North America
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Superb69 reviews5
Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard ....
Private Tour

Sailing Snorkel Adventure
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North America
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Exellent5 reviews4.4
Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sa....
Private Tour
Captain Steve's Sailing Experience on Long Island
Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best enjoyed from the water. With Captain Steve's Sailing Experience, you can experience the beauty of the area from a unique perspecti... More
Private Tour

Captain Steve's Sailing Experience on Long Island
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North America
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Superb6 reviews5
Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best ....
Private Tour
3hr Shared Sailing Adventure
Availablie Daily May-Sep Your sailing experience is a great choice to introduce yourself to the sailing world in a casual, relaxed setting. This trip requires no prior sailing knowledge or experience. You have the option of parti... More
Private Tour

3hr Shared Sailing Adventure
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North America
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Superb8 reviews5
Availablie Daily May-Sep Your sailing experience is a great choice to introduce yourself to the sai....
Private Tour
Private New Orleans 2-Hour Sail Aboard a Luxury Yacht
Escape the ordinary, just 8 miles from the French Quarter! Relax and leave your cares behind while you explore the lake side of New Orleans on a private 2 hour sail. Hop aboard a 47' luxury Beneteau sailboat called "Roux Stir", na... More
Private Tour

Private New Orleans 2-Hour Sail Aboard a Luxury Yacht
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North America
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Superb41 reviews5
Escape the ordinary, just 8 miles from the French Quarter! Relax and leave your cares behind while y....
Private Tour
2-Hour Morning Sail in San Diego
Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) gues... More
Private Tour

2-Hour Morning Sail in San Diego
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North America
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Superb19 reviews5
Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma,....
Private Tour
Enjoying A Beautiful Day With Mother Nature Cruises
Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay. Powered only by Mother Nature's wind! This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday a... More
Private Tour

Enjoying A Beautiful Day With Mother Nature Cruises
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North America
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Superb31 reviews4.8
Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides th....
Private Tour

Private Sunset Sail for Two
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North America
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Superb6 reviews5
A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Sky....
Private Tour
Sunset Luxury Sail on Tampa Bay
Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. Cruise along Downtown St. Petersburg’s scenic waterfront and watch the city glisten in the setting sun. This is a luxury, two-ho... More
Private Tour

Sunset Luxury Sail on Tampa Bay
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North America
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Superb8 reviews5
Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. C....
Private Tour
Private Whale Watching Sailing Tour
Amaze yourself appreciating our most awaited visitors of the year, the Humpback Whales! Book this half-day tour on a beautiful and comfortable sailboat while you enjoy the breeze , the sun and the tide while you look for whales, d... More
Private Tour

Private Whale Watching Sailing Tour
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North America
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Superb6 reviews5
Amaze yourself appreciating our most awaited visitors of the year, the Humpback Whales! Book this ha....
Private Tour