Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 672 Sailing Trips activities in North America. Sort by Popularity. - Page 34Waikiki Boat Party Cruise with live DJ
Get ready for the ultimate Day Club experience on the water! Departing from Kewalo Basin Harbor, this exclusive 4-hour catamaran party cruise features an open bar with Vodka, Rum, Whiskey, Gin, Tequila, Champagne, Beer, plus Juice... More

Waikiki Boat Party Cruise with live DJ
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North America
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Exellent20 reviews4.4
Get ready for the ultimate Day Club experience on the water! Departing from Kewalo Basin Harbor, thi....
Private Luxury Sailboat Charters of Honolulu
Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More
Private Tour

Private Luxury Sailboat Charters of Honolulu
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North America
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Exellent20 reviews4.4
Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....
Private Tour
SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Must Do Activity
Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other face of the Caribbean with the Jungle Tour. On this activity we will drive our speedboat through the calm waters of the Nichupteâ... More
Private Tour

SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Mu....
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North America
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Exellent20 reviews4.4
Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other f....
Private Tour
Private all inclusive party on the water!
First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew will make sure that you have a drink in your hand within minutes. You will get to see the world famous Arch, Lover's Beach, Divorce... More
Private Tour

Private all inclusive party on the water!
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North America
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Superb1 review5
First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew w....
Private Tour
Early Sail with the Whales from Ma'alaea Harbor
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

Early Sail with the Whales from Ma'alaea Harbor
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North America
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Good3 reviews3.3
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Private Luxury Catamaran Cancun to Isla Mujeres | For up to 30 pp
Experience the ultimate luxury tour to Isla Mujeres from Cancun with our exclusive catamaran tour. Explore the stunning turquoise waters of the Caribbean, take in the breathtaking views of Isla Mujeres, and bask in the warm suns... More
Private Tour

Private Luxury Catamaran Cancun to Isla Mujeres | For up to 30 pp
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North America
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Exellent20 reviews4.4
Experience the ultimate luxury tour to Isla Mujeres from Cancun with our exclusive catamaran tour. ....
Private Tour
6-Night Private Charter in Lake Clark National Park
An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the only live aboard yacht on Lake Clark. Enjoy meals prepared by your onboard chef. Relax in our beanbags and hammocks while enjoyin... More
Private Tour

6-Night Private Charter in Lake Clark National Park
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North America
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Exellent20 reviews4.4
An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the ....
Private Tour
Kanoa Yacht Charter: 2-Hour Sail off Waikiki
Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 223. With prime parking on-site, your journey begins the moment you arrive. For those without wheels, don't fret! The dock is a quic... More
Private Tour

Kanoa Yacht Charter: 2-Hour Sail off Waikiki
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North America
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Exellent20 reviews4.4
Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 22....
Private Tour
Nighttime Sailing Trip from San Diego
Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the Maritime Museum and the majestic city lights of San Diego. Whether you’... More
Private Tour

Nighttime Sailing Trip from San Diego
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North America
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Exellent20 reviews4.4
Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Yo....
Private Tour
Tall Ship Sailing Tour in Chicago with Fireworks Display
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in town! Grab a cool drink from our bar, relax, and enjoy a leisurely... More
Private Tour

Tall Ship Sailing Tour in Chicago with Fireworks Display
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North America
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Exellent20 reviews4.4
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Na....
Private Tour
Private Sailing Adventure in Bacalar
Join us on an exciting sailing adventure. Learn about the Lagoon and the art of moving with wind. We explore mangroves, shoreline and Cenotes. Our guides are knowledgeable about the area, each point we visit comes with a detail ex... More
Private Tour

Private Sailing Adventure in Bacalar
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North America
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Exellent20 reviews4.4
Join us on an exciting sailing adventure. Learn about the Lagoon and the art of moving with wind. We....
Private Tour
Basic Catamaran to Isla Mujeres from Cancun
Oceanix Isla Mujeres Essential Tour, a 6-hour trip full of fun, relaxation and unforgettable moments in the stunning Mexican Caribbean. Designed for those looking for the perfect combination of sailing excitement, unlimited drinks... More
Private Tour

Basic Catamaran to Isla Mujeres from Cancun
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North America
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Exellent20 reviews4.4
Oceanix Isla Mujeres Essential Tour, a 6-hour trip full of fun, relaxation and unforgettable moments....
Private Tour