Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 703 Sailing Trips activities in North America. Sort by Popularity. - Page 18#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More
Private Tour

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson
-
North America
-
Superb4 reviews5
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....
Private Tour
Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites
Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard our a spacious and stylish 50-foot catamaran, and set sail for a relaxing and refreshing 2-hour cruise through Charleston’s histor... More
Private Tour

Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites
-
North America
-
Superb1 review5
Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard ou....
Private Tour
Whale Shark Snorkel Tour in Cancun (Snack Lunch included)
Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whale shark adventure is the most enigmatic activity in Mexico. It is a very docile animal that is just as impressive as any other a... More
Private Tour

Whale Shark Snorkel Tour in Cancun (Snack Lunch included)
-
North America
-
Superb1 review5
Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whal....
Private Tour
Cabo Yacht Tour to Lovers or Pelícano Beach + Beach Time
Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers you the chance to unwind on the beautiful sands of Pelícano Beach, where you can enjoy a minimum of 2 hours of free time to soak up... More
Private Tour

Cabo Yacht Tour to Lovers or Pelícano Beach + Beach Time
-
North America
-
Superb5 reviews5
Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers yo....
Private Tour
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More
Private Tour

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
-
North America
-
Superb17 reviews4.7
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē....
Private Tour
Private 90-Minute Harbor Sailing Charter in Key West
Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More
Private Tour

Private 90-Minute Harbor Sailing Charter in Key West
-
North America
-
Superb17 reviews4.9
Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-mi....
Private Tour
Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip.
You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the world. You will discover the 2nd biggest reef wall in the world, you will see a huge variety of fish of... More
Private Tour

Snorkeling Adventure in Puerto Morelos Includes snack, Water and ....
-
North America
-
Very Good90 reviews4
You must live this experience once in your life, This activity is only for travelers that love to be....
Private Tour
Isla Mujeres Plus by Albatros Catamarans
Delight all your senses aboard a boat that will take you to one of the best islands in the world, swim in the impressive turquoise of the Mexican Caribbean, enjoy the delicacies of Mexican food, dance to Latin rhythms and forget a... More
Private Tour

Isla Mujeres Plus by Albatros Catamarans
-
North America
-
Exellent317 reviews4.2
Delight all your senses aboard a boat that will take you to one of the best islands in the world, sw....
Private Tour
Snorkeling Tour in Los Cabos
Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Maria Bay, on the Pez Gato, part of Cabo’s premier snorkeling tour. You will swim in the azure waters with colorful tropical fish. O... More
Private Tour

Snorkeling Tour in Los Cabos
-
North America
Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Mari....
Private Tour

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun
This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give you a real caribbean experience. Discover Isla Mujeres and it's beautiful beach with us, our team is certified and you will spend... More
Free Cancellation
Private Tour
(Saving 10% )

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun
-
North America
-
Very Good3 reviews3.7
This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give ....
Free Cancellation
Private Tour
(Saving 10% )
Public Schooner Sail in Greenport
You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. U... More
Private Tour

Public Schooner Sail in Greenport
-
North America
-
Superb2 reviews5
You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands d....
Private Tour
Chacahua Afternoon Journey
As a team we try to create journeys that are worth investing your time and confidence. We try to do our best to get out of the same schedules that our fellow colleagues offer this tour is whole afternoon experience that show us al... More
Private Tour

Chacahua Afternoon Journey
-
North America
-
Superb18 reviews4.9
As a team we try to create journeys that are worth investing your time and confidence. We try to do ....
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

Halifax Summer Breeze Sail
-
North America
-
Superb18 reviews5
This two-hour sail allows you to soak in the sights along the coastline so close to our urban center....
Private Tour
Whale Shark Experience Lifetime Memory in Cancun (snack included)
Welcome to the Whale Shark experience, this is an unique activity in the world and is the most enigmatic activity in Mexico. Imagine swimming next to an immense fish like the whale shark. This animal is completely harmless since... More
Private Tour

Whale Shark Experience Lifetime Memory in Cancun (snack included)
-
North America
-
Very Good17 reviews3.9
Welcome to the Whale Shark experience, this is an unique activity in the world and is the most enigm....
Private Tour
Spectacular Fireworks Sail - Private Charter - Navy Pier, Chicago
Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyli... More
Private Tour

Spectacular Fireworks Sail - Private Charter - Navy Pier, Chicago
-
North America
-
Superb7 reviews5
Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Na....
Private Tour
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
Private Tour

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound
-
North America
-
Superb20 reviews5
Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these wate....
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
Private Tour

Private Sailing Charter in Brooklyn
-
North America
-
Superb5 reviews5
Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adv....
Private Tour
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
Private Tour

Tall Ship Adventure aboard the Schooner Californian with General ....
-
North America
-
Exellent5 reviews4.2
Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launch....
Private Tour
Day Sailing Adventure in the Florida Marine Sanctuary
Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature ... More
Private Tour

Day Sailing Adventure in the Florida Marine Sanctuary
-
North America
-
Superb20 reviews5
Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay....
Private Tour
Fun Boat Rental with Captain in Miami Beach - up to 6 people
Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straightforward bareboat charter. Now, let's talk logistics. The captain's compensation is a separate matter, settled directly at the ... More
Private Tour

Fun Boat Rental with Captain in Miami Beach - up to 6 people
-
North America
-
Superb49 reviews4.9
Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straig....
Private Tour