Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 684 Sailing Trips activities in North America. Sort by Popularity. - Page 26Private Sailing Charter and Guided Tour
Our most popular Galveston cruise lets you see the Galveston Channel and the surrounding area including the most popular sights on the northern part of Galveston. These include the Elissa, the Ocean Star museum, Pier 21, the Port ... More
Private Tour

Private Sailing Charter and Guided Tour
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North America
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Superb3 reviews5
Our most popular Galveston cruise lets you see the Galveston Channel and the surrounding area includ....
Private Tour
San Francisco City Lights Sail
The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us for a city-front cruise to enjoy the majestic sites of San Francisco in the night sky. See the Bay Bridge lit in all its glory, alo... More
Private Tour

San Francisco City Lights Sail
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North America
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Superb5 reviews5
The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us f....
Private Tour
Private - Bacalar sailing across the mesmerizing waters
Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence of colonial history & pirates. We embark upon a sailing boat to navigate our way across the mesmerizing waters of 7 different shad... More
Private Tour

Private - Bacalar sailing across the mesmerizing waters
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North America
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Superb8 reviews4.9
Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence o....
Private Tour
Private Key West Sunset Sail
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More
Private Tour

Private Key West Sunset Sail
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North America
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Superb47 reviews4.7
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, ....
Private Tour
Golden Hour Escape: Private Sunset Sail in Coastal Maine
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboar... More
Private Tour

Golden Hour Escape: Private Sunset Sail in Coastal Maine
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North America
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Superb9 reviews5
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the settin....
Private Tour
Whale Watching Amazing Adventure
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cabos in search of the Cabo’s Whales.” Enjoy listening to the beautiful song of the whales, with the help of our new hydrophones... More
Private Tour

Whale Watching Amazing Adventure
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North America
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Superb9 reviews5
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....
Private Tour
2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha You can lay back and relax to the sounds of the wave... More
Private Tour

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
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North America
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Superb5 reviews5
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking ....
Private Tour
Sailing Tour around the Bacalar Lagoon
Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the wind in the Mayan language), we are at your disposal to offer you a unique experience. Visiting the lagoon of the 7 colors by sai... More
Private Tour

Sailing Tour around the Bacalar Lagoon
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North America
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Superb12 reviews4.8
Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the....
Private Tour
Private Afternoon Harbor Cruise on Kismet for parties up to 15
Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise the harbor, BYOB, awesome stereo, bathroom, history tours, swim and float on rafts. Kismet does it all! Kismet is a custom-built ... More
Private Tour

Private Afternoon Harbor Cruise on Kismet for parties up to 15
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North America
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Superb15 reviews5
Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise....
Private Tour
Sailing Charter around Vancouver Harbour Private Tour
Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and its surrounding inlets. Contagious is an Oceanis 46.1 and has all the features of a large cruising Yacht with a rare balance betw... More
Private Tour

Sailing Charter around Vancouver Harbour Private Tour
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North America
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Superb1 review5
Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and....
Private Tour
4 Hour Private Sail for up to 6 people
This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a customizable charter. Create your own adventure on a vintage sailing yacht for 4 hours with an experienced captain.... More
Private Tour

4 Hour Private Sail for up to 6 people
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North America
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Superb11 reviews5
This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a c....
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 12 Guests
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 12 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea... More
Private Tour

Bachelorette Sailing Party on San Diego Bay up to 12 Guests
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North America
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Superb11 reviews5
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 12 guests. Enjoy breathtaki....
Private Tour
Luxury Private Sunset Experience in San Jose
Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour. The Luxury Private Sailing boat have capacity from 1 to 16 people, the rate offered here is for 8 people, if like to add more pl... More
Private Tour

Luxury Private Sunset Experience in San Jose
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North America
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Superb11 reviews5
Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour....
Private Tour
6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach
Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer to ... More
Private Tour

6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach
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North America
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Superb11 reviews5
Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We a....
Private Tour
The Hamptons Date Night Dining Hot Spots
This Hamptons hotspot dining boat tour allows guests to visit multiple dining hotspots in a single excursion hassle-free, maximizing their time and providing a convenient way to explore the Hamptons. Guests won't have to worry abo... More
Private Tour

The Hamptons Date Night Dining Hot Spots
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North America
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Superb1 review5
This Hamptons hotspot dining boat tour allows guests to visit multiple dining hotspots in a single e....
Private Tour
Exclusive Private Sailing Luxury Tour in Los Cabos
Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one of the best beach areas to discover the underwater world of the Los Cabos area. During the months of December thru March, you can w... More
Private Tour

Exclusive Private Sailing Luxury Tour in Los Cabos
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North America
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Superb1 review5
Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one o....
Private Tour
Cabo's Premier Catamaran Snorkeling: Explore the Waters!
Our snorkeling tour sails towards the beautiful Santa María Bay, where you will swim in tropical waters with abundant marine life, sailing very slowly at each point approximately 20 minutes just to observe the landscape in this w... More
Private Tour

Cabo's Premier Catamaran Snorkeling: Explore the Waters!
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North America
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Superb1 review5
Our snorkeling tour sails towards the beautiful Santa María Bay, where you will swim in tropical wa....
Private Tour
Wrightsville Beach Day Sail Private Catamaran Charter
On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islands and local spots. Upon anchoring, the crew will dinghy you around wherever you'd like to go! The boat is fully equipped with ai... More
Private Tour

Wrightsville Beach Day Sail Private Catamaran Charter
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North America
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Superb1 review5
On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islan....
Private Tour
Snorkel in the beautiful reef of Puerto Morelos with transport
The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reefs in Puerto Morelos. Sail through the turquoise clear water of the Caribbean Sea and arrive to the Mesoamerican reef. Our captain... More
Private Tour

Snorkel in the beautiful reef of Puerto Morelos with transport
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North America
The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reef....
Private Tour
2 Hours Private Guided Sailing Adventure in Pensacola Beach
This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, Deer Point, Fair Point and Deadman's Island. We may also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring areas of ... More
Private Tour

2 Hours Private Guided Sailing Adventure in Pensacola Beach
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North America
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Superb2 reviews5
This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, De....
Private Tour