Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 717 Sailing Trips activities in North America. Sort by Popularity. - Page 36Private Sunset Sailing Cruise in Charlotte Harbor
Witness stunning sunsets on a private sailing cruise in Charlotte Harbor. Departing from Port Charlotte, this personalized experience is perfect for couples, families, and groups looking to unwind and celebrate special occasions. ... More
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Private Sunset Sailing Cruise in Charlotte Harbor
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North America
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Good6 reviews3.3
Witness stunning sunsets on a private sailing cruise in Charlotte Harbor. Departing from Port Charlo....
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Private Monohull Sailboat
Take your sailing adventures to the next level with a guided private tour on a trusty Monohull boat. This tour features top of the line service from fresh fruits and a bottle of wine to breathtaking views and complete privacy. Ta... More
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Private Monohull Sailboat
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North America
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Good6 reviews3.3
Take your sailing adventures to the next level with a guided private tour on a trusty Monohull boat.....
Private Tour
Cancun to Isla Mujeres Full Day Tour with Snorkeling
Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Caribbean – Isla Mujeres, with its paradise beaches. We start the catamaran tour with national open bar included on board throughout ... More
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Likely to Sell Out Cancun to Isla Mujeres Full Day Tour with Snorkeling
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North America
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Good6 reviews3.3
Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Carib....
Private Tour
Likely to Sell Out
Isla Mujeres Catamaran Tour with Snorkeling Spinnaker and Lunch
Discover the beauty of Isla Mujeres on this 7-hour catamaran adventure from Cancun. Sail the vibrant Caribbean waters while snorkeling in a stunning reef, then take to the skies with a thrilling spinnaker ride. Once you reach Isla... More
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Likely to Sell Out Isla Mujeres Catamaran Tour with Snorkeling Spinnaker and Lunch
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North America
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Good6 reviews3.3
Discover the beauty of Isla Mujeres on this 7-hour catamaran adventure from Cancun. Sail the vibrant....
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Cabo San Lucas Luxury Yacht to El Arco with Snorkeling Stop
Set sail from the lively Marina Cabo San Lucas aboard your private 45ft luxury yacht, perfect for up to 8 guests. A friendly crew welcomes you with a safety briefing before you glide past the stunning El Arco and Lover’s Beach. ... More
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Likely to Sell Out Cabo San Lucas Luxury Yacht to El Arco with Snorkeling Stop
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North America
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Good6 reviews3.3
Set sail from the lively Marina Cabo San Lucas aboard your private 45ft luxury yacht, perfect for up....
Private Tour
Snorkeling and Catamaran Cruise to Isla Mujeres with Lunch
Set sail on an unforgettable day aboard the Star Blue Catamaran from Marina Flamingos in Cancún. Enjoy a premium national open bar while sailing to Isla Mujeres, where you can explore the stunning Playa Norte and spend free time ... More
Private Tour
Likely to Sell Out Snorkeling and Catamaran Cruise to Isla Mujeres with Lunch
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North America
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Good6 reviews3.3
Set sail on an unforgettable day aboard the Star Blue Catamaran from Marina Flamingos in Cancún. En....
Private Tour
Half-Day Private Sailing in Sag Harbor and Shelter Island
What makes this experience stand out is the yacht itself and the crew's sailing experience and deep knowledge of local areas. The old world Finnish craftsmanship both above on the teak decks and below in the exquisite woodwork and... More
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Likely to Sell Out Half-Day Private Sailing in Sag Harbor and Shelter Island
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North America
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Good6 reviews3.3
What makes this experience stand out is the yacht itself and the crew's sailing experience and deep ....
Private Tour
Platinum Private Catamaran Sailing Tour
If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the dates of December 15th thru April 15th, you can enjoy this amazing adventure for 2 hours departing at 09:00 am in the morning. If... More
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Likely to Sell Out Platinum Private Catamaran Sailing Tour
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North America
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Superb9 reviews4.9
If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the....
Private Tour
Likely to Sell Out
It doesn't get better than this all inclusive 95ft luxury yacht
This all inclusive Baller Package isn't for everyone. If you want THE luxury yacht in Cabo this 95ft is THE one. Hot tub, bedrooms, bathrooms, we are talking 95ft baller baby! Contact us directly to make sure we can get you the ex... More
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Likely to Sell Out It doesn't get better than this all inclusive 95ft luxury yacht
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North America
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Superb9 reviews4.9
This all inclusive Baller Package isn't for everyone. If you want THE luxury yacht in Cabo this 95ft....
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Luxury Puerto Vallarta Shared Sailing Tour: Sail, Swim & Dine
You don’t need to know each other to feel connected—just share the ocean, gourmet flavors, and a golden horizon. Designed for travelers who want the comfort and intimacy of a premium sailing experience without booking a priva... More
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Likely to Sell Out Luxury Puerto Vallarta Shared Sailing Tour: Sail, Swim & Dine
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North America
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Superb16 reviews5
You don’t need to know each other to feel connected—just share the ocean, gourmet flavors, and a....
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
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Likely to Sell Out Kanoa Yacht Charter: 2-Hour Sail off Waikiki
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North America
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Superb16 reviews5
Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 22....
Private Tour
Los Cabos Sunset Sailing Adventure
Experience a breathtaking sunset sail on the Cabo San Lucas Bay aboard a luxury catamaran, complete with delicious appetizers and an international open bar. After being picked up from your hotel, embark from the Cabo San Lucas Mar... More
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Likely to Sell Out Los Cabos Sunset Sailing Adventure
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North America
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Superb16 reviews5
Experience a breathtaking sunset sail on the Cabo San Lucas Bay aboard a luxury catamaran, complete ....
Private Tour
Pirate Ship Breakfast and Snorkel Cruise in Los Cabos
Ahoy! Wake up bright and early and get a head start on the day’s adventures with our morning snorkel cruise. Avoid the rush and the midday sun. Get on board and enjoy a real pirate’s feast with our full breakfast buffet aboard... More
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Likely to Sell Out Pirate Ship Breakfast and Snorkel Cruise in Los Cabos
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North America
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Good6 reviews3.3
Ahoy! Wake up bright and early and get a head start on the day’s adventures with our morning snork....
Private Tour
Unlimited Catamaran to Isla Mujeres from Cancun
Your journey begins at the breathtaking Punta Sam Reef, where you'll dive into your first snorkeling experience and discover the vibrant underwater world of the Caribbean. Then, set sail along the stunning coastline toward Punta... More
Private Tour
Likely to Sell Out Unlimited Catamaran to Isla Mujeres from Cancun
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North America
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Good6 reviews3.3
Your journey begins at the breathtaking Punta Sam Reef, where you'll dive into your first snorkeling....
Private Tour
Likely to Sell Out
Dinner and Show on the Pirate Ship Jolly Roger
Set sail for an adventure on the Pirate Ship Jolly Roger, where family fun and excitement combine into an unforgettable experience. Enjoy gourmet dining and unlimited drinks as a cast of pirates surprise you with sword fights, stu... More
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Likely to Sell Out Dinner and Show on the Pirate Ship Jolly Roger
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North America
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Good6 reviews3.3
Set sail for an adventure on the Pirate Ship Jolly Roger, where family fun and excitement combine in....
Free Cancellation
Private Tour
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Likely to Sell Out
Sail The Beautiful Waters of South Florida
Set sail from the scenic Manatee Pocket in Port Salerno, Florida, and enjoy a peaceful day on the water. Depending on your preference and weather conditions, we’ll navigate through the beautiful Intracoastal Waterway or head out... More
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Likely to Sell Out Sail The Beautiful Waters of South Florida
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North America
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Good6 reviews3.3
Set sail from the scenic Manatee Pocket in Port Salerno, Florida, and enjoy a peaceful day on the wa....
Free Cancellation
Private Tour
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Los Cabos Private Catamaran Sunset Cruise with Snacks & Open Bar
Experience Cabo San Lucas like never before on your private catamaran at sunset. Unlike crowded group tours, this 2-hour cruise is exclusive to your party, giving you space to relax, celebrate, and enjoy the views in privacy. Sai... More
Private Tour
Likely to Sell Out Los Cabos Private Catamaran Sunset Cruise with Snacks & Open Bar
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North America
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Good6 reviews3.3
Experience Cabo San Lucas like never before on your private catamaran at sunset. Unlike crowded grou....
Private Tour