Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 687 Sailing Trips activities in North America. Sort by Popularity. - Page 25Whale Shark Snorkel Experience in Cancun (Snack Lunch included)
Live this unique experience swimming beside a Whale shark an immense animal in the underwater world of the Caribbean Sea. The whale shark is an amazing animal whose main food is the placton, the largest fish in the world, and it i... More

Whale Shark Snorkel Experience in Cancun (Snack Lunch included)
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North America
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Superb1 review5
Live this unique experience swimming beside a Whale shark an immense animal in the underwater world ....
Beach Day Tour with Horseback Ride Water Sports and City Tour
Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transported in a luxurious, air-conditioned vehicle, complete with complimentary beverages. Our tour includes visits to the stunning cathe... More

Beach Day Tour with Horseback Ride Water Sports and City Tour
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North America
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Good3 reviews3.3
Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transpor....
Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and Lunch
You will discover an underwater world. Admire the colorful variety of fish and the different forms that the coral reef has. El Cielo reef is amazing for itself, the starfish is the main attraction of this place. Observe how the ... More

Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and....
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North America
You will discover an underwater world. Admire the colorful variety of fish and the different forms t....
Sea Daddy Private Yacht - 50 ft
Enjoy a day cruising with friends and family on the open water, explore local scenery, and experience the beautiful Cancun weather! Charter this amazing luxury Sea Ray Flybridge combining comfort & style for up to 16 people. Cab... More
Private Tour

Sea Daddy Private Yacht - 50 ft
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North America
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Superb1 review5
Enjoy a day cruising with friends and family on the open water, explore local scenery, and experienc....
Private Tour
Private sailing trips around Fishers island from New London, CT
Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up to 10 people, please contact us. Longer trips and larger groups are available on request. Discovering and sailing from New London... More
Private Tour

Private sailing trips around Fishers island from New London, CT
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North America
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Superb8 reviews5
Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up t....
Private Tour
#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More
Private Tour

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson
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North America
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Superb4 reviews5
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....
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
Luxury Sunset Dinner Cruise in Cabo
This sunset tour in Los Cabos is unique and different because it combines the breathtaking beauty of the Sea of Cortez with the opportunity to explore one of Mexico's most iconic landmarks, the Arch of Cabo San Lucas. Unlike other... More
Private Tour

Luxury Sunset Dinner Cruise in Cabo
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North America
This sunset tour in Los Cabos is unique and different because it combines the breathtaking beauty of....
Private Tour
Private 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-hou... More
Private Tour

Private Sunset Luxury Sail on Tampa Bay
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North America
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Superb3 reviews5
Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. C....
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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Exellent12 reviews4.4
Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most ....
Private Tour
Sail away! Hobie Cat Tour in the lagoon
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pirates of the Caribbean. Learn more about cenotes and stomalites and immerse yourself in the mystical world of the Maya.... More
Private Tour

Sail away! Hobie Cat Tour in the lagoon
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North America
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Superb26 reviews5
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pi....
Private Tour
Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience
Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan that can accommodate up to 25 passengers. It's decked out with a kitchen, bedroom, bathroom, and even water sports gear like kayak... More
Private Tour

Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience
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North America
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Superb26 reviews5
Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan ....
Private Tour
Private Sunrise Tour with Breakfast on Board
A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at dawn, guided by a team of professionals who will make this adventure a magical memory.... More
Private Tour

Private Sunrise Tour with Breakfast on Board
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North America
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Superb45 reviews5
A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at ....
Private Tour

Private Sailing between Mangroves
Within the activities of this tour, it will be bird watching, sailing in an ecological way without motor. We will swim in the places with the most crystalline water. we will eat exotic local seasonal fruit. With only your group,... More
Free Cancellation
Private Tour
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Private Sailing between Mangroves
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North America
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Superb135 reviews5
Within the activities of this tour, it will be bird watching, sailing in an ecological way without m....
Free Cancellation
Private Tour
(Saving 20% )
America's Cup Evening Sailing Adventure Newport, RI
Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around Narragansett Bay passed many iconic sights including New York Yacht Club, Ida Lewis Light, Fort Adams, Eisenhower House, Hammersm... More
Private Tour

America's Cup Evening Sailing Adventure Newport, RI
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North America
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Superb12 reviews4.9
Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around....
Private Tour
Tall Ship Adventure aboard the Schooner Californian with General Admission
Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launched with great fanfare for the 1984 Summer Olympic Games in Los Angeles. In July 2003, the Governor signed a bill into law designat... More
Private Tour

Tall Ship Adventure aboard the Schooner Californian with General ....
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North America
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Exellent5 reviews4.2
Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launch....
Private Tour
Sunrise by Paddle or Kayak with Floating Picnic
Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More
Private Tour

Sunrise by Paddle or Kayak with Floating Picnic
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North America
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Superb278 reviews5
Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....
Private Tour
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only pier in W... More
Private Tour

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
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North America
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....
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

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Dr....
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North America
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Superb12 reviews5
Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel a....
Private Tour
Isla Mujeres Sailing Adventure from Riviera Maya
Enjoy an amazing sailing journey to Isla Mujeres on a 40ft Fountaine Pajot luxury vessel. Surrounded by all the scale of blue colors, you'll relax and chill, laying in the shade of the big cockpit or in a comfortable living r... More
Private Tour

Isla Mujeres Sailing Adventure from Riviera Maya
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North America
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Very Good12 reviews3.7
Enjoy an amazing sailing journey to Isla Mujeres on a 40ft Fountaine Pajot luxury vessel. Surroun....
Private Tour