Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 676 Sailing Trips activities in North America. Sort by Popularity. - Page 8Waikiki small group turtle snorkeling & sailing
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More

Waikiki small group turtle snorkeling & sailing
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North America
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Superb60 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
Mexico City: Xochimilco at sunrise + Breakfast and transportation
Navigating through the channels of Xochimilco while the sun rises behind living volcanoes is an activity that can only be experienced in Xochimilco Mexico, and doing it by experts committed to sustainability and history makes it a... More
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Mexico City: Xochimilco at sunrise + Breakfast and transportation
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North America
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Superb55 reviews5
Navigating through the channels of Xochimilco while the sun rises behind living volcanoes is an acti....
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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

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....
An Unforgettable Sunset Aboard A Classic Sailing Yacht
Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is an elegant sight under sail, featuring; highly finished woodwork, bronze fixtures, a... More

An Unforgettable Sunset Aboard A Classic Sailing Yacht
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North America
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Superb279 reviews4.9
Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica o....
Mangrove Kayak + Snorkel & Sunset Sail hosted by Honest Eco
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and bein... More

Mangrove Kayak + Snorkel & Sunset Sail hosted by Honest Eco
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North America
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Superb149 reviews5
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....
2-Hour Sunset Sailing With Wine In Stock Island
Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indulge in a variety of IPA, Import or domestic beers. Taste an assortment of appetizers. Enjoy a beautiful sunset while on the water.... More

2-Hour Sunset Sailing With Wine In Stock Island
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North America
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Superb71 reviews5
Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indu....
Private Catamaran Charter in Waikiki (1-6 Guests)
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More
Private Tour

Private Catamaran Charter in Waikiki (1-6 Guests)
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North America
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Superb13 reviews5
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....
Private Tour
All Inclusive Beach Club, Water Sports HorseBack Ride Food Drinks
Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatable experience with unlimited drinks, mouth-watering lunch, and your choice of two exciting activities. Whether you want to ride ho... More
Private Tour

All Inclusive Beach Club, Water Sports HorseBack Ride Food Drinks
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North America
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Superb2 reviews5
Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatab....
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
Panama City Beach Sunset Catamaran Sail on The Privateer
If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on the SV Privateer, our 78-passenger catamaran, with Paradise Adventures! This breathtaking sunset sail along the Gulf of Mex... More
Private Tour

Panama City Beach Sunset Catamaran Sail on The Privateer
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North America
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Superb609 reviews4.8
If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset S....
Private Tour
Molokini Snorkel and Performance Sail from Ma'alaea Harbor
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve, and is home to over 250 species of t... More
Private Tour

Molokini Snorkel and Performance Sail from Ma'alaea Harbor
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North America
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Superb195 reviews4.9
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredib....
Private Tour
Private Yacht Rental Miami, Customizable Tours, Dolphin Watching
Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect for those who crave excitement and a deep connection with nature. Explore Miami's marine wonders aboard with all the comforts you... More
Private Tour

Private Yacht Rental Miami, Customizable Tours, Dolphin Watching
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North America
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Superb65 reviews4.6
Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect....
Private Tour
Private Sunset Sailing Cruise in Puerto Vallarta
On this sunset sailing experience you will be able to apreciate a relaxing sunset while you take on stunning views of the Sierra Madre mountains and the prettiest areas of Down Town Puerto Vallarta. While on tour we provide 2 cour... More
Private Tour

Private Sunset Sailing Cruise in Puerto Vallarta
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North America
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Superb21 reviews5
On this sunset sailing experience you will be able to apreciate a relaxing sunset while you take on ....
Private Tour
All inclusive fun! Music, boat tour, snorkel, open bar & lunch
This is the stuff bucket list memories are made of. Grab your loved ones and dance, eat, drink, swim, relax and laugh! Nothing could be better so get booked now! ... More
Private Tour

All inclusive fun! Music, boat tour, snorkel, open bar & lunch
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North America
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Superb3 reviews5
This is the stuff bucket list memories are made of. Grab your loved ones and dance, eat, drink, swim....
Private Tour
Luxury Snorkel Adventure in Cabo
Los Cabos enjoys 360 days of sunshine, endless stretches of unsealed sand and a Marine Park located at Santa Maria Bay or Chileno Bay, at either one of this beach areas is where boat captain will make a stop for snorkeling at one ... More
Private Tour

Luxury Snorkel Adventure in Cabo
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North America
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Superb35 reviews4.7
Los Cabos enjoys 360 days of sunshine, endless stretches of unsealed sand and a Marine Park located ....
Private Tour
2-Hour Seattle Sailing Harbor Tour
Seattle's Tall Ship welcomes you aboard for a day sail on our classic schooner! Our Harbor Sailing tour is family-friendly and is an excellent way to see the Seattle skyline, the beauty of the Puget Sound, even mountain views! We ... More
Private Tour

2-Hour Seattle Sailing Harbor Tour
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North America
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Superb374 reviews4.7
Seattle's Tall Ship welcomes you aboard for a day sail on our classic schooner! Our Harbor Sailing t....
Private Tour
Classic Key West Schooner Sunset Sail with Full Open Bar
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Ke... More
Private Tour

Classic Key West Schooner Sunset Sail with Full Open Bar
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North America
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Superb50 reviews5
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, compl....
Private Tour
Key West Sailing & Snorkeling: A Reef Adventure
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour ... More
Private Tour

Key West Sailing & Snorkeling: A Reef Adventure
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North America
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Superb126 reviews4.7
Join us for a snorkel adventure to the only living coral reef in North America. We have several fant....
Private Tour

Laguna Grill - Private Boat with on-board BBQ and Drinks Included
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North America
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Superb119 reviews5
One of a kind in Bacalar! Cruise, swim, eat and drink in Bacalars most complete activity. Enjoy natu....
Private Tour
Toronto Tall Ship Boat Cruise
This is your chance to experience Toronto's only tall ship boat cruise! Sail aboard the 'Tall Ship Kajama,' a traditional 165-foot, 3-masted schooner boat, and sit back and relax with a cold drink from the bar or order from the re... More
Private Tour

Toronto Tall Ship Boat Cruise
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North America
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Exellent564 reviews4.2
This is your chance to experience Toronto's only tall ship boat cruise! Sail aboard the 'Tall Ship K....
Private Tour