Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 765 Sailing Trips activities in North America. Sort by Popularity. - Page 9Southwest Florida Sunset Sail
SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft. Sailing Catamaran, "Copacetic". The sunset hours are a magical time to be out on the water. With the winds calm, the sun turns g... More
Southwest Florida Sunset Sail
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North America
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Superb507 reviews4.9
SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft....
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, Stars & Stripes once skippered by the famous Dennis Connor. All trips take place under full sail. We only use our motor to get in a... More
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
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North America
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Superb552 reviews4.6
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, S....
Boat Ride to the Arch with Snorkeling in Cabo
Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a smooth ride through the Sea of Cortez Our guide and captain who are biologists will share interesting and professional infor... More
Boat Ride to the Arch with Snorkeling in Cabo
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North America
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Superb166 reviews5
Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a s....
El Cielo Cozumel by Private Boat
Awarded Private Tour! Have fun aboard your Private boat and experience Cozumel water treasures in this incredible snorkeling adventure. This 4 hours family-friendly Private tour will take you out to the most renowned reefs and s... More
Private Tour
El Cielo Cozumel by Private Boat
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North America
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Superb141 reviews4.8
Awarded Private Tour! Have fun aboard your Private boat and experience Cozumel water treasures in t....
Private Tour
Escape from the Rock! Cruise around Alcatraz
Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and past Angel Island State Park before circling Alcatraz Island for an in-depth view of the prison. Take in the sights and sounds of ... More
Private Tour
Escape from the Rock! Cruise around Alcatraz
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North America
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Exellent160 reviews4.2
Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....
Private Tour
Sunset Cocktail Cruise on our Sailing Catamaran
Enjoy the warm tropical breezes and unparalleled views of the Big Island as you sail along the Kohala Coast aboard our legendary sailing catamaran Seasmoke. This cruise includes unlimited soft drinks, tropical juices, beers, wines... More
Private Tour
Sunset Cocktail Cruise on our Sailing Catamaran
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North America
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Superb64 reviews4.8
Enjoy the warm tropical breezes and unparalleled views of the Big Island as you sail along the Kohal....
Private Tour
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More
Private Tour
Portland Tall Ship Cruise on Casco Bay
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North America
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Superb239 reviews4.6
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Private Tour
Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!
Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in the Puget Sound. This personalized voyage is designed for up to six passengers, offering an intimate and unforgettable experience ... More
Private Tour
Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!
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North America
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Superb134 reviews5
Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in ....
Private Tour
Reef Snorkeling with ATV, Zipline, Cenote, lunch & 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
Likely to Sell Out Reef Snorkeling with ATV, Zipline, Cenote, lunch & transportation
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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
Wrightsville Beach Sunset Cocktail Sail
Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while you cruise our local waterways and watch the sunset. Wind permitting, we'll turn off the engines and enjoy the beauty of sailing!... More
Private Tour
Likely to Sell Out Wrightsville Beach Sunset Cocktail Sail
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North America
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Superb18 reviews4.9
Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while....
Private Tour
Cabo San Lucas Sunset Sailing Shared Cruise
Enjoy a 2-hour sunset cruise aboard a beautiful luxury sailing boat. Admire the sights illuminated at night, and see the wonderful sunset contrasting with Cabo San Lucas amazing waters. This is a family-friendly tour and includes... More
Private Tour
Likely to Sell Out Cabo San Lucas Sunset Sailing Shared Cruise
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North America
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Superb814 reviews4.9
Enjoy a 2-hour sunset cruise aboard a beautiful luxury sailing boat. Admire the sights illuminated ....
Private Tour
Exclusive Isla Mujeres and Cancun Private Yacht Tour
Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set the stage for a day of exhilaration and relaxation. Cruise along the mesmerizing Cancun coastlines, dive into vibrant coral reefs du... More
Private Tour
Likely to Sell Out Exclusive Isla Mujeres and Cancun Private Yacht Tour
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North America
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Superb40 reviews5
Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set th....
Private Tour
Likely to Sell Out
Isla Mujeres Day Tour with Catamaran, Snorkeling & Beach Club
Embark on a full-day adventure to Isla Mujeres, Cancun's most popular island getaway. Snorkel among vibrant tropical fish, then relax on Playa Norte, one of Mexico's finest beaches. Departing from the pier, begin with a 30-minut... More
Free Cancellation
Private Tour
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Likely to Sell Out Isla Mujeres Day Tour with Catamaran, Snorkeling & Beach Club
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North America
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Exellent168 reviews4.5
Embark on a full-day adventure to Isla Mujeres, Cancun's most popular island getaway. Snorkel among ....
Free Cancellation
Private Tour
(Saving 11% )
Likely to Sell Out
Dolphin Adventure Sail in Cocoa Beach
Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter pla... More
Free Cancellation
Private Tour
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Likely to Sell Out Dolphin Adventure Sail in Cocoa Beach
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North America
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Superb211 reviews4.9
Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for....
Free Cancellation
Private Tour
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Likely to Sell Out
Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village display from the best seat on Oahu—the water. Every Friday night, you’ll glide along the coastline and experience an exclusive o... More
Free Cancellation
Private Tour
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Likely to Sell Out Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu
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North America
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Superb59 reviews4.8
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....
Free Cancellation
Private Tour
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Likely to Sell Out
Puerto Vallarta Adults-Only Luxury Sunset Sail
Sail into one of Puerto Vallarta's stunning sunsets aboard our luxurious French sailboats or catamarans. Relax and unwind as you enjoy delicious appetizers, a premium open bar, and top-tier service from our attentive crew. This i... More
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Private Tour
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Likely to Sell Out Puerto Vallarta Adults-Only Luxury Sunset Sail
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North America
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Superb442 reviews4.6
Sail into one of Puerto Vallarta's stunning sunsets aboard our luxurious French sailboats or catamar....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Private Catamaran Charter in Waikiki (1-6 Guests)
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Catamaran Charter in Waikiki (1-6 Guests)
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North America
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Superb25 reviews5
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Waikoloa Catamaran Snorkel Sail Including Lunch
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy a smooth, comfortable ride to one of the region’s best sno... More
Free Cancellation
Private Tour
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Likely to Sell Out Waikoloa Catamaran Snorkel Sail Including Lunch
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North America
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Superb109 reviews4.6
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki coastline and snorkel at Turtle Canyon. Our eco-conscious cruise lets you see whales (December through March), fish, even green s... More
Free Cancellation
Private Tour
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Likely to Sell Out Hilton Hawaiian Village Turtle Snorkel with Optional Lunch
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North America
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Exellent45 reviews4.4
Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
Private Tour
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Likely to Sell Out Private Charleston Harbor Catamaran Sail
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North America
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Superb28 reviews5
Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....
Free Cancellation
Private Tour
(Saving inf% )