Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 683 Sailing Trips activities in North America. Sort by Popularity. - Page 22
Private Sailing Tour of Bodega Bay
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North America
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Superb81 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
Private Chica SAILING Adventure Puerto Vallarta ALL INCLUSIVE
Explore the stunning Bay of Banderas aboard the 41-foot Chica Sailing Adventure. Customize your tour to suit your desires—whether you’re after a romantic sunset cruise, adrenaline-pumping sailing, or a tranquil journey to a se... More
Private Tour

Private Chica SAILING Adventure Puerto Vallarta ALL INCLUSIVE
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North America
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Superb41 reviews4.9
Explore the stunning Bay of Banderas aboard the 41-foot Chica Sailing Adventure. Customize your tour....
Private Tour
Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos
Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoamerican Barrier Reef System, the second-largest coral reef in the world! Departing daily at 9 AM and 2 PM, our adventure begins wit... More
Private Tour

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelo....
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North America
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Very Good10 reviews3.7
Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoam....
Private Tour
Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun
Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectacular day in the crystal-clear waters of the Mexican Caribbean, sailing from Cancun to Isla Mujeres on a boat full of fun, explorin... More
Private Tour

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun
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North America
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Very Good53 reviews4
Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectac....
Private Tour
2 hours - Private Day Sail along Historic St Augustine Bayfront
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More
Private Tour

2 hours - Private Day Sail along Historic St Augustine Bayfront
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North America
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Superb16 reviews5
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
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

Golden Gate Bridge Sailing Tour
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North America
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Superb50 reviews4.8
Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....
Private Tour
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More
Private Tour

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront
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North America
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Superb6 reviews4.7
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
Private Tour

Catamaran to Isla Mujeres
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North America
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Very Good6 reviews3.8
Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will s....
Private Tour
All Inclusive Cancun: Luxury Yacht 50´ Cranchi, 4hrs
An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day just for you and your family. You can visit different exclusive places... More
Private Tour

All Inclusive Cancun: Luxury Yacht 50´ Cranchi, 4hrs
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North America
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Superb28 reviews5
An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day ....
Private Tour
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More
Private Tour

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles
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North America
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Superb3 reviews5
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....
Private Tour
All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht
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
Private Tour

All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht
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North America
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Superb36 reviews5
Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled bea....
Private Tour
Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos
Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-seekers with our two exciting options: Option 1: All-Inclusive Adventure We'll take you from your Cancun hotel to two incredible sno... More
Private Tour

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos
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North America
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Very Good75 reviews3.7
Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-see....
Private Tour
Sunset in Private Sailboat 4 hrs up to 15 pax
Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see the sunset very close during this 4-hour tour... More
Private Tour

Sunset in Private Sailboat 4 hrs up to 15 pax
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North America
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Very Good15 reviews4
Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other importa....
Private Tour
Luxury Cruise with Dinner and Music in Los Cabos
Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of Cabo San Lucas and to enjoy a sunset cruise. There are many similar options that offers this tour, but a few are unique and offers ... More
Private Tour

Luxury Cruise with Dinner and Music in Los Cabos
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North America
Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of C....
Private Tour
Key West Sail and Snorkel Day Trip from Fort Lauderdale
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More
Private Tour

Key West Sail and Snorkel Day Trip from Fort Lauderdale
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North America
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....
Private Tour
Snorkel and Whale Platinum Tour (Dec 15- Apr 15)
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

Snorkel and Whale Platinum Tour (Dec 15- Apr 15)
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North America
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Superb18 reviews4.7
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful M....
Private Tour
Okanagan Lake Sailing Tour from Penticton & Naramata BC
Sailing is a life changing experience! In four hours, you will help sail a large sailing yacht into the sunny waters of Okanagan Lake. We provide hands on instruction and lots of opportunities to learn or just relax. And it is ... More
Private Tour

Okanagan Lake Sailing Tour from Penticton & Naramata BC
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North America
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Superb43 reviews5
Sailing is a life changing experience! In four hours, you will help sail a large sailing yacht int....
Private Tour
Private Eco-Tour on a Recreational Catamaran with Kayaks Included
Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard a recreational catamaran. During this tour, you will swim in crystal clear waters, learn about the local flora and fauna, and enjo... More
Private Tour

Private Eco-Tour on a Recreational Catamaran with Kayaks Included
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North America
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Superb71 reviews5
Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard ....
Private Tour

Sailing Snorkel Adventure
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North America
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Exellent5 reviews4.4
Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sa....
Private Tour
Monterey Private 3 - 4 Hour Whale Watching Cruise
Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a private guided tour and can accommodate up to 6 people. Whale sightings are NOT guaranteed. However, this tour is designed to give... More
Private Tour

Monterey Private 3 - 4 Hour Whale Watching Cruise
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North America
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Superb2 reviews5
Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a p....
Private Tour