Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 714 Sailing Trips activities in North America. Sort by Popularity. - Page 22Lahaina Maui Whale Watch Motors Off Sailing in Humpback Sanctuary
Experience Maui’s magnificent humpback whales on a 2-hour whale watch aboard a sailing catamaran in the ʻAuʻau Channel, home to one of Hawaii’s greatest concentrations of humpbacks. Morning conditions often bring smooth sea... More
Lahaina Maui Whale Watch Motors Off Sailing in Humpback Sanctuary
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North America
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Superb38 reviews4.9
Experience Maui’s magnificent humpback whales on a 2-hour whale watch aboard a sailing catamaran i....
Sunset sail Aboard Manakai Catamaran
Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, lai... More
Sunset sail Aboard Manakai Catamaran
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North America
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Superb26 reviews5
Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Wood....
Private Catamaran Tour
Our starting point is Carmelita Lagoon Club, a privileged space on the shores of Bacalar Lagoon, with incredible views and an ideal atmosphere to begin the adventure. Our friendly bilingual team enriches the tour with fascinating ... More
Private Tour
Private Catamaran Tour
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North America
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Superb201 reviews5
Our starting point is Carmelita Lagoon Club, a privileged space on the shores of Bacalar Lagoon, wit....
Private Tour
Halifax Summer Breeze Sail
This two-hour sail allows you to soak in the sights along the coastline so close to our urban center! Pass by landmarks such as George's Island, Pier 21, Point Pleasant Park, and more. This laid-back sail is designed for you to en... More
Private Tour
Likely to Sell Out Halifax Summer Breeze Sail
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North America
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Superb30 reviews5
This two-hour sail allows you to soak in the sights along the coastline so close to our urban center....
Private Tour
Likely to Sell Out Private Sailing Tour of Bodega Bay
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North America
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Superb90 reviews4.8
This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be i....
Private Tour
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
Private Tour
Likely to Sell Out Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience
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North America
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Superb1 review5
Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan ....
Private Tour
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
Private Tour
Likely to Sell Out Golden Gate Bridge Sailing Tour
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North America
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Superb54 reviews4.8
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....
Private Tour
Likely to Sell Out
Polynesian Canoe Morning Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
Free Cancellation
Private Tour
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Likely to Sell Out Polynesian Canoe Morning Sail
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North America
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Superb18 reviews5
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
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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Private Tour
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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....
Free Cancellation
Private Tour
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Likely to Sell Out
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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Private Tour
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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....
Free Cancellation
Private Tour
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Likely to Sell Out
Enjoy The Spanish Galeon with a Romantic Night Dinner in Cancun
If you are visiting Cancun or Riviera Maya is time to live the most romantic experience sailing on our Columbus cruise, and live an unforgettable evening with that special someone with a dinner to choose between vegetarian, meat o... More
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Private Tour
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Likely to Sell Out Enjoy The Spanish Galeon with a Romantic Night Dinner in Cancun
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North America
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Very Good4 reviews3.8
If you are visiting Cancun or Riviera Maya is time to live the most romantic experience sailing on o....
Free Cancellation
Private Tour
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Likely to Sell Out
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
Free Cancellation
Private Tour
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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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Superb6 reviews5
This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we tak....
Free Cancellation
Private Tour
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Likely to Sell Out
2 Hour Sailing Lesson in Wrightsville Beach
Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take you around the waterways of Wrightsville Beach and out into the Atlantic Ocean. You have the freedom to make this a learning experie... More
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Private Tour
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Likely to Sell Out 2 Hour Sailing Lesson in Wrightsville Beach
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North America
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Superb8 reviews5
Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take yo....
Free Cancellation
Private Tour
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Likely to Sell Out
San Diego Sailing Sunset and Afternoon Classic Yacht
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More
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Private Tour
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Likely to Sell Out San Diego Sailing Sunset and Afternoon Classic Yacht
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North America
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Superb9 reviews5
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....
Free Cancellation
Private Tour
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Likely to Sell Out
Private Sailing Experience along the Southern Maine Coastline
Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of the area, i... More
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Private Tour
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Likely to Sell Out Private Sailing Experience along the Southern Maine Coastline
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North America
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Superb3 reviews5
Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of ....
Free Cancellation
Private Tour
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Likely to Sell Out
Private Boat Snorkeling & Beach: 5 Hours + 1 Free in Vallarta
Sail on a private trip aboard our 26-foot boat. Ideal for up to 8 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 you to make this rese... More
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Private Tour
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Likely to Sell Out Private Boat Snorkeling & Beach: 5 Hours + 1 Free in Vallarta
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North America
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Superb2 reviews5
Sail on a private trip aboard our 26-foot boat. Ideal for up to 8 passengers. We are sure that with ....
Free Cancellation
Private Tour
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Likely to Sell Out
Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure
Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you choose the elegance of a sailboat or the comfort of a pontoon boat, I’ll guide you through this mesmerizing natural wonder in a... More
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Private Tour
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Likely to Sell Out Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure
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North America
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Superb4 reviews5
Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you....
Free Cancellation
Private Tour
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Likely to Sell Out
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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Private Tour
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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....
Free Cancellation
Private Tour
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Likely to Sell Out
Sailing Snorkel Adventure
Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sailing Boat Adventure is unbeatable Value.... More
Free Cancellation
Private Tour
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Likely to Sell Out Sailing Snorkel Adventure
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North America
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Exellent6 reviews4.5
Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sa....
Free Cancellation
Private Tour
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Likely to Sell Out
6hrs of Sailing in Bacalar Lagoon: discover Cenotes, Islands and Stromatolites.
Ideal for adventurers and sailing lovers! Explore the most emblematic points of the lagoon, or modify the route to discover areas far from tourism. 6 hours of deep exploration and adventure where you can get to know: The Pirate Ch... More
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Private Tour
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Likely to Sell Out 6hrs of Sailing in Bacalar Lagoon: discover Cenotes, Islands and ....
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North America
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Superb22 reviews5
Ideal for adventurers and sailing lovers! Explore the most emblematic points of the lagoon, or modif....
Free Cancellation
Private Tour
(Saving inf% )