Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 674 Sailing Trips activities in North America. Sort by Popularity. - Page 18JFarwell Best of Halifax Harbour Tour
This 45' sailing yacht is the perfect venue to learn about the history of Halifax. You are alongside our Captain and Deckhand throughout the sailing experience, and encouraged to ask questions about landmarks and things you see i... More

JFarwell Best of Halifax Harbour Tour
-
North America
-
Superb48 reviews5
This 45' sailing yacht is the perfect venue to learn about the history of Halifax. You are alongsid....
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narraganset... More

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
-
North America
-
Superb12 reviews4.6
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....
90 Minute Sailing Tour of Portland
Our tour begins with a cruise across the river to the most expensive floating homes on the Willamette. We then usually head down the historic Holgate channel on Portland's own "Jungle Cruise" to the spectacular city riverfront wh... More

90 Minute Sailing Tour of Portland
-
North America
-
Good4 reviews3.5
Our tour begins with a cruise across the river to the most expensive floating homes on the Willamet....
Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion
Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick way to know Cancun and all its beauty. Here you will know the Nichupte Lagoon that is a marvelous lagoon in Mexico, here you will... More

Jungle Tour In Cancun, drive a speedboat through the lagoon with ....
-
North America
-
Exellent3 reviews4.3
Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick....
Catamaran with Open Bar through the Lagoon of the 7 Colors
Bacalar is the perfect place to live this experience. This wonderful region has the calmest waters in the Caribbean and has the most fascinating tropical landscapes. You will visit the most beautiful places in the lagoon where yo... More

Catamaran with Open Bar through the Lagoon of the 7 Colors
-
North America
-
Superb63 reviews5
Bacalar is the perfect place to live this experience. This wonderful region has the calmest waters i....
Banderas Bay Sailing Adventures
Join an unforgettable sailing experience led by a captain who has single handily crossed the Pacific 4 times! You’ll explore the breathtaking beauty of Banderas Bay in comfort and style aboard a 40 foot sloop. Private charter lu... More
Private Tour

Banderas Bay Sailing Adventures
-
North America
-
Superb31 reviews5
Join an unforgettable sailing experience led by a captain who has single handily crossed the Pacific....
Private Tour
Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet
Discover the Magic of Isla Mujeres on a Catamaran Adventure! Sail across the turquoise Caribbean waters from Cancun to Isla Mujeres on this unforgettable catamaran tour. Perfect for adventure seekers and families alike, this expe... More
Private Tour

Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet
-
North America
Discover the Magic of Isla Mujeres on a Catamaran Adventure! Sail across the turquoise Caribbean wa....
Private Tour
Sunrise in Paddle with Picnic in front of the Bird Sanctuary
Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More
Private Tour

Sunrise in Paddle with Picnic in front of the Bird Sanctuary
-
North America
-
Superb245 reviews5
Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....
Private Tour
2.5 hr Sailboat Tour aboard Orion's Child
TripAdvisor SPECIAL MONDAY ONLY 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 sa... More
Private Tour

2.5 hr Sailboat Tour aboard Orion's Child
-
North America
-
Superb47 reviews5
TripAdvisor SPECIAL MONDAY ONLY Sail. SEE OUR WEBSITE for other options and availability. Since 2009....
Private Tour
Schooner Appledore Day Sail with Full Bar in Key West
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More
Private Tour

Schooner Appledore Day Sail with Full Bar in Key West
-
North America
-
Superb43 reviews5
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th cen....
Private Tour
Sailing Experience on a 50’ sailboat
I have been living aboard full time for the past 12 years, sailing the Vancouver waterways for over 45 years. I have raced competitively for 20 of those, have extensive sailing and local knowledge, 12 years experience volunteering... More
Private Tour

Sailing Experience on a 50’ sailboat
-
North America
-
Superb67 reviews5
I have been living aboard full time for the past 12 years, sailing the Vancouver waterways for over ....
Private Tour
Halifax Sunset Cruise
Experience golden hour, that magical time of night when the sun makes its way below the horizon, on the Halifax Sunset Cruise aboard our signature ship, the Tall Ship Silva. Purchase wine, beer, cocktails, and other beverages from... More
Private Tour

Halifax Sunset Cruise
-
North America
-
Superb2 reviews5
Experience golden hour, that magical time of night when the sun makes its way below the horizon, on ....
Private Tour
New York Sunset Schooner Cruise on the Hudson River
Experience a New York City sunset from the water on this evening sightseeing sail past many famous waterside landmarks. Step aboard the 80-foot, 2-masted sailboat known as Schooner Adirondack - inspired by the pilot schooners of... More
Private Tour

New York Sunset Schooner Cruise on the Hudson River
-
North America
-
Superb198 reviews4.9
Experience a New York City sunset from the water on this evening sightseeing sail past many famous w....
Private Tour
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
Private Tour

Sunset Sail Experience by Catamaran in Waikiki
-
North America
-
Superb4 reviews5
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....
Private Tour
Newport Sightseeing Day Sailing Experience on Schooner Adirondack
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schooner Adirondack. You'll pass by many iconic sights, bridges, lighthouses and more during this 1.5-hour experience!... More
Private Tour

Newport Sightseeing Day Sailing Experience on Schooner Adirondack
-
North America
-
Superb23 reviews4.9
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schoone....
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
-
North America
-
Superb23 reviews4.9
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....
Private Tour
Waikiki Friday Firework Catamaran Tour
The Blue Ocean Waikiki luxury catamaran is the perfect place for guests to enjoy following a breathtaking fireworks just outside the Hilton Hawaiian Village. Every Friday at 6:45pm, you have the opportunity to watch a spectacular ... More
Private Tour

Waikiki Friday Firework Catamaran Tour
-
North America
-
Superb27 reviews4.7
The Blue Ocean Waikiki luxury catamaran is the perfect place for guests to enjoy following a breatht....
Private Tour
Speedboat tour and snorkel from Plaza La Isla (shared speedboat)
Enjoy a once-in-a-lifetime adventure on our guided speedboat and snorkel tour, which departs from Plaza la Isla shopping center in Cancun's hotel zone! Best of all, no prior sailing experience is required! Our 13-foot speedboats a... More
Free Cancellation
Private Tour
(Saving 5% )

Speedboat tour and snorkel from Plaza La Isla (shared speedboat)
-
North America
-
Superb4 reviews5
Enjoy a once-in-a-lifetime adventure on our guided speedboat and snorkel tour, which departs from Pl....
Free Cancellation
Private Tour
(Saving 5% )
Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is for you. We will take you to know the second largest coral reef in the world, the first one... More
Private Tour

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
-
North America
-
Good2 reviews3.5
Welcome to an incredible adventure, if what you like is getting to know new places and being in cont....
Private Tour
Romantic Sunset Sailing in Cabo
Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can enjoy the gentle breeze of Los Cabos while savoring a glass of wine and a gourmet picnic basket. Unlike other tours, this experie... More
Private Tour

Romantic Sunset Sailing in Cabo
-
North America
-
Good2 reviews3.5
Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can....
Private Tour