Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 734 Sailing Trips activities in North America. Sort by Popularity. - Page 13Private Sunset Catamaran Sail in Cocoa Beach
Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the bea... More
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Private Sunset Catamaran Sail in Cocoa Beach
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North America
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Superb2 reviews5
Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a....
Private Tour
2-Hour Private Sailboat Charter in the San Francisco Bay
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More
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2-Hour Private Sailboat Charter in the San Francisco Bay
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North America
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Superb21 reviews4.9
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....
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All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks
Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore Isla Mujeres impressive sites are waiting for you. You will visit one of ... More
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Likely to Sell Out All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks
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North America
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Very Good33 reviews3.7
Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sail....
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Private Tour
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some goo... More
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Likely to Sell Out Private Hilton Head Sunset Sailing Tour with Dolphin Watching
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North America
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Superb118 reviews5
This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound ....
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Private Tour
Cabo Catamaran Tour: Snorkeling & Unlimited Drinks Included
Discover Cabo San Lucas on an exciting catamaran cruise across the Pacific Ocean and Sea of Cortez. Snorkel in crystal-clear waters, enjoy stunning views of the Arch, Lover’s Beach, and Neptune’s Finger, and watch for dolphins... More
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Likely to Sell Out Cabo Catamaran Tour: Snorkeling & Unlimited Drinks Included
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North America
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Superb118 reviews5
Discover Cabo San Lucas on an exciting catamaran cruise across the Pacific Ocean and Sea of Cortez. ....
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Private Tour
Amazing Snorkeling Experience + Real Mexican Tacos
This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinerary. When you do this experience you feel a connection with nature, it is like taking a little bit of Cancun with you back home. Se... More
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Likely to Sell Out Amazing Snorkeling Experience + Real Mexican Tacos
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North America
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Exellent15 reviews4.2
This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinera....
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All Inclusive Beach Club, Water Sports, Horse 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
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Likely to Sell Out All Inclusive Beach Club, Water Sports, Horse Ride, Food & Drinks
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North America
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Very Good11 reviews3.9
Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatab....
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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
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Likely to Sell Out Snorkeling Adventure in Puerto Morelos Includes snack, Water and ....
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North America
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Very Good95 reviews3.9
You must live this experience once in your life, This activity is only for travelers that love to be....
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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
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Likely to Sell Out Private Catamaran Charter in Waikiki (1-6 Guests)
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North America
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Superb21 reviews5
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....
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Private Tour
JFarwell Adventure Yacht Sailing in the Halifax Harbour
Halifax's only wind powered sailing experience! This 45' Oceanis Beneteau handles beautifully on the water, and offers a great introduction to sailing. Guests are encouraged to be as hands on with the sailing process as they would... More
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Likely to Sell Out JFarwell Adventure Yacht Sailing in the Halifax Harbour
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North America
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Superb147 reviews5
Halifax's only wind powered sailing experience! This 45' Oceanis Beneteau handles beautifully on the....
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Private Tour
ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink
Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty of the beach. We are the ultimate vacation destination, providing the guests with an adrenaline-fueled experience like no other. Ge... More
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Likely to Sell Out ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink
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North America
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Superb1 review5
Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty o....
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Private Tour
Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar
Cruise the Caribbean in style on a luxury catamaran, with a maximum capacity of 25 passengers, you will avoid crowds. Upon arrival at the marina, you will enjoy express check-in, the crew will receive you with a welcome drink and... More
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Likely to Sell Out Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar
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North America
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Superb1 review5
Cruise the Caribbean in style on a luxury catamaran, with a maximum capacity of 25 passengers, you w....
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Brunch Cruise with Buffet in Washington
Come sailing on Seattle’s Tall Ship, a historic 19th-century style gaff-rigged schooner. We offer three public sailing tours daily from Seattle’s downtown waterfront. Our beautiful sailing ship, the Bay Lady, evokes the romanc... More
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Likely to Sell Out Brunch Cruise with Buffet in Washington
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North America
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Very Good10 reviews4
Come sailing on Seattle’s Tall Ship, a historic 19th-century style gaff-rigged schooner. We offer ....
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Private Tour
Private Guided Sunset and Eco Tour up to 6 Passengers
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a cooler with bottled water a... More
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Likely to Sell Out Private Guided Sunset and Eco Tour up to 6 Passengers
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North America
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Superb74 reviews5
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....
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Private Tour
Boat Fishing Tour, Puerto Morelos CIPREA, 25'
We are a team with 20 years of experience in sport fishing tour only. Newbies and experts are welcome. Come and enjoy the beauties of the Caribbean Sea, the setting where we fish We have the best boats in Puerto Morelos. Come an... More
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Likely to Sell Out Boat Fishing Tour, Puerto Morelos CIPREA, 25'
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North America
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Superb74 reviews5
We are a team with 20 years of experience in sport fishing tour only. Newbies and experts are welco....
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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
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Likely to Sell Out Newport Sightseeing Day Sailing Experience on Schooner Adirondack
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North America
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Superb68 reviews4.9
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schoone....
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Afternoon Half-Day Catmaran Sailing and Snorkel Adventure
Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This is the tour for you! Enjoy sailing in one of our Catamarans and we will ensure that you enjoy your afternoon to the maximum. The t... More
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Likely to Sell Out Afternoon Half-Day Catmaran Sailing and Snorkel Adventure
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North America
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Exellent71 reviews4.5
Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This ....
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Private Tour
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and relax. Get a... More
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Likely to Sell Out Sunset Sailing Cruise on a Tall Ship in Boston Harbor
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North America
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Superb414 reviews4.6
If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise....
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Private Tour
JFarwell Moonlight Yacht Cruise from Halifax Waterfront
Experience elevated, laid back nightlife in Halifax. Whether you're gathered at the stern with the Captain and passengers for a social sail - or laying on the bow relaxing under the stars, this moonlight sail is ultimate freedom! ... More
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Likely to Sell Out JFarwell Moonlight Yacht Cruise from Halifax Waterfront
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North America
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Superb48 reviews4.8
Experience elevated, laid back nightlife in Halifax. Whether you're gathered at the stern with the C....
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Private Tour
Vancouver Sailing Tour - Learn the Ropes
Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s scenic vistas. This 2.5-3 hour sailing experience takes you through the picturesque False Creek and English Bay, where you’ll be ... More
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Private Tour
Likely to Sell Out Vancouver Sailing Tour - Learn the Ropes
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North America
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Superb2 reviews5
Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s s....
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Private Tour