Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 714 Sailing Trips activities in North America. Sort by Popularity. - Page 23San Salvador Spanish Galleon Adventure Day Sail with General Admission
Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More
San Salvador Spanish Galleon Adventure Day Sail with General Admi....
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North America
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Exellent7 reviews4.1
Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step o....
Portland Tall Ship Private Charter on Casco Bay
What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. ... More
Private Tour
Portland Tall Ship Private Charter on Casco Bay
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North America
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Exellent7 reviews4.1
What better way to see the delights than in the style of a private charter for you and five friends ....
Private Tour
Baltimore Inner Harbor BYOB Sunset Sail on the Unforgettable
Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of the skyline. Our trips are BYOB so bring your favorite bottle of wine for a special e... More
Private Tour
Likely to Sell Out Baltimore Inner Harbor BYOB Sunset Sail on the Unforgettable
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North America
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Superb7 reviews4.7
Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun s....
Private Tour
Private Day Sail in San Diego up to 12 guests
This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might... More
Private Tour
Likely to Sell Out Private Day Sail in San Diego up to 12 guests
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North America
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Superb69 reviews5
This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is be....
Private Tour
Baltimore Evening Sail on the Summer Wind
Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-hour sail. As you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat ... More
Private Tour
Likely to Sell Out Baltimore Evening Sail on the Summer Wind
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North America
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Superb28 reviews5
Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-ho....
Private Tour
Romantic Dinner Touring the Nichupté Lagoon in Galeón
Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard the Columbus Romantic Dinner Cruise. This is a unique romance tour in Cancun, as it offers a very special evening, surrounded by ... More
Private Tour
Likely to Sell Out Romantic Dinner Touring the Nichupté Lagoon in Galeón
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North America
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Superb1 review5
Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard....
Private Tour
Snorkeling 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
Private Tour
Likely to Sell Out Snorkeling Adventure in Isla Mujeres
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North America
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Very Good13 reviews3.8
Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum....
Private Tour
Likely to Sell Out
Los Cabos Sunset Cruise: Iconic Views, Group Joy, Food and Drink
What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience travelers dream about. You’ll sail right up to the legendary Arch, capturing postcard‑perfect photos as the colors of the sky s... More
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Likely to Sell Out Los Cabos Sunset Cruise: Iconic Views, Group Joy, Food and Drink
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North America
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Superb1 review5
What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience t....
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Sunset Sail Experience by Catamaran in Waikiki
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More
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Likely to Sell Out Sunset Sail Experience by Catamaran in Waikiki
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North America
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Superb6 reviews4.8
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....
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2.5 hr Sailboat Tour aboard Orion's Child
TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple daily sails that include a quarter day and sunset sail aboard a ... More
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Likely to Sell Out 2.5 hr Sailboat Tour aboard Orion's Child
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North America
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Superb92 reviews5
TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer t....
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Sailboat tour across the seven colors lagoon in Bacalar
Discover the seven colors lagoon and the most iconics points inside (Chanel of the pirates, cenotes and bird sanctuary) . You will sail and swim in cristaline turquoise waters and listen stories and anecdotes uniques from Bacalar.... More
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Likely to Sell Out Sailboat tour across the seven colors lagoon in Bacalar
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North America
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Superb196 reviews5
Discover the seven colors lagoon and the most iconics points inside (Chanel of the pirates, cenotes ....
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Private Tour
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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
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Likely to Sell Out Isla Mujeres Sailing Adventure from Riviera Maya
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North America
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Very Good13 reviews3.6
Enjoy an amazing sailing journey to Isla Mujeres on a 40ft Fountaine Pajot luxury vessel. Surroun....
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Key West Sail and Snorkel Day Trip from Fort Lauderdale
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More
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Likely to Sell Out Key West Sail and Snorkel Day Trip from Fort Lauderdale
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North America
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Good16 reviews3.1
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....
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Sail away! Hobie Cat Tour Bacalar
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
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Likely to Sell Out Sail away! Hobie Cat Tour Bacalar
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North America
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Superb32 reviews5
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pi....
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Private Tour
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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
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Likely to Sell Out Tall Ship Adventure aboard the Schooner Californian with General ....
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North America
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Exellent6 reviews4.3
Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launch....
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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
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Likely to Sell Out Reef Snorkeling with ATV, Zipline, Cenote, lunch & transportation
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Very Good4 reviews4
Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming i....
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Private Sailing Tour -2 Hour (Up to 12 Passengers)
Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double ended ketch. Inspired by the original designs of famed naval architect Colin Archer (1832-1921), from Larvik, Norway, the Cloudia is... More
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Likely to Sell Out Private Sailing Tour -2 Hour (Up to 12 Passengers)
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North America
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Very Good4 reviews4
Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double en....
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Private Tour
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Private Luxury Catamaran in Tulum with Snacks and Open Bar
It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and delicious dishes and our host will serve you 'refreshing cocktails.... More
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Likely to Sell Out Private Luxury Catamaran in Tulum with Snacks and Open Bar
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North America
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Superb239 reviews5
It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and....
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2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and b... More
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Likely to Sell Out 2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
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North America
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Superb3 reviews5
A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....
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Private Tour
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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
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Likely to Sell Out Clear Boat to Cabo Lands End, The Arch and more
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North America
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Superb19 reviews4.6
Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most ....
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