Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 754 Sailing Trips activities in North America. Sort by Popularity. - Page 24Cozumel All Inclusive: Coast & Relax 4h on 51' Leopard
Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled beauty. Recognized as Mexico's largest island, it draws travelers with its captivating charm and natural wonders. Diving enthusiasts ... More
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Cozumel All Inclusive: Coast & Relax 4h on 51' Leopard
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North America
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Superb38 reviews5
Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled bea....
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Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. F... More
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Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
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North America
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Superb14 reviews5
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable v....
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Likely to Sell Out Private Sailing Tour of Bodega Bay
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North America
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Superb88 reviews4.8
This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be i....
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Full-Day Sailing Trip to Mujeres Island from Playa del Carmen
The best way to see Isla Mujeres from Riviera Maya! Set sail for tropical adventure with a luxurious catamaran cruise from Cancun to Isla Mujeres. Includes a guided snorkel tour of the reef and time in downtown Isla Mujeres, open ... More
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Likely to Sell Out Full-Day Sailing Trip to Mujeres Island from Playa del Carmen
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North America
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Good23 reviews3.2
The best way to see Isla Mujeres from Riviera Maya! Set sail for tropical adventure with a luxurious....
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Deluxe Catamaran Tour to Isla Mujeres, Drinks, Snorkeling, Buffet
Get ready to venture into a fantastic experience aboard our catamaran to Isla Mujeres. You will board the catamaran and we will begin our tour together with our guides and entertainers so that you have a pleasant time. You can as... More
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Likely to Sell Out Deluxe Catamaran Tour to Isla Mujeres, Drinks, Snorkeling, Buffet
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North America
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Good24 reviews3.5
Get ready to venture into a fantastic experience aboard our catamaran to Isla Mujeres. You will boa....
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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
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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....
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Luxury Private Yacht Charter in Cabo San Lucas Mexico
You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a capacity of up to 6 people maximum, remember that the trip is totally private, only your group and the crew (captain and first mat... More
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Likely to Sell Out Luxury Private Yacht Charter in Cabo San Lucas Mexico
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North America
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Superb8 reviews5
You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a ....
Private Tour
Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar
Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience where music, drinks and incredible views will never be lacking. ... More
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Likely to Sell Out Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar
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North America
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Very Good37 reviews3.7
Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a sp....
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Golden Gate Bridge Sailing Tour
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail off to the Golden Gate Bridge and enjoy panoramic views of the San Francisco skyline, Sausalito, Angel Island, Tiburon, and Marin... More
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Likely to Sell Out Golden Gate Bridge Sailing Tour
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North America
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Superb52 reviews4.8
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....
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Private Catamaran Tour
Our starting point is the iconic Casa China with incredible views of the lagoon from its 360° lookout tower. Our friendly bilingual staff enlivens the tour with stories of the place and important facts about the local ecosystem. ... More
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Likely to Sell Out Private Catamaran Tour
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North America
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Superb176 reviews5
Our starting point is the iconic Casa China with incredible views of the lagoon from its 360° looko....
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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
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Likely to Sell Out Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience
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North America
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Superb176 reviews5
Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan ....
Private Tour
Private Whale Watching Sailing Tour
Amaze yourself appreciating our most awaited visitors of the year, the Humpback Whales! Book this half-day tour on a beautiful and comfortable sailboat while you enjoy the breeze , the sun and the tide while you look for whales, d... More
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Likely to Sell Out Private Whale Watching Sailing Tour
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North America
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Superb6 reviews5
Amaze yourself appreciating our most awaited visitors of the year, the Humpback Whales! Book this ha....
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Waikiki Heritage and Diamond Head Wildlife Sail
Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This experience emphasizes relaxation, scenic views of Oʻahu’s south shore, and casual wildlife watching—keep an eye out for dolphin... More
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Likely to Sell Out Waikiki Heritage and Diamond Head Wildlife Sail
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North America
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Superb32 reviews4.7
Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This ex....
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Private Sailing Charter: Up to 24 Passengers
Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting... More
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Likely to Sell Out Private Sailing Charter: Up to 24 Passengers
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North America
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Superb1 review5
Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a ....
Private Tour
4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres
This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we take care of customer during the all the booking process, service and follow up after the tour is performed. Customer´s feedback is ... More
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Likely to Sell Out 4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres
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North America
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Superb3 reviews5
This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we tak....
Private Tour
Let's Go Sail the York River in Gloucester Point, Virginia
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More
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Likely to Sell Out Let's Go Sail the York River in Gloucester Point, Virginia
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North America
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Superb144 reviews5
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....
Private Tour
3hr Discover Sailing Adventure
Embark on a thrilling 3-hour introductory keelboat sailing experience designed for beginners eager to explore the basics of sailing. Guided by experienced instructors on our specially designed First 22 yacht, you’ll dive into es... More
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Likely to Sell Out 3hr Discover Sailing Adventure
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North America
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Superb10 reviews5
Embark on a thrilling 3-hour introductory keelboat sailing experience designed for beginners eager t....
Private Tour
Los Cabos Seasonal Whale Watch and Snorkel Tour
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful Marina in Cabo San Lucas the boat as sails towards the Santa Maria or Chileno Bay, will ride along the Sea of Cortes, and you will ... More
Private Tour
Likely to Sell Out Los Cabos Seasonal Whale Watch and Snorkel Tour
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North America
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Superb21 reviews4.7
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful M....
Private Tour
Private Sailing Charter in Brooklyn
Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn Bridge Park against the breathtaking backdrop of Lower Manhattan, Tantara sails s... More
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Likely to Sell Out Private Sailing Charter in Brooklyn
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North America
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Superb9 reviews5
Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adv....
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Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound
Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these waters back in 1792. From Seattle’s Shilshole Bay Marina we sail west across Puget Sound toward the magnificent Olympic Mountains. A... More
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Likely to Sell Out Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound
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North America
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Superb23 reviews5
Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these wate....
Private Tour