Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 727 Sailing Trips activities in North America. Sort by Popularity. - Page 8Cabo Arch Sunset Cruise: Iconic Views, Group Joy, Food and Drinks
What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience travelers dream about. You’ll sail right up to the legendary Arch, capturing postcard‑perfect photos as the colors of the sky s... More
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Cabo Arch Sunset Cruise: Iconic Views, Group Joy, Food and Drinks
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North America
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Superb133 reviews5
What Makes This Tour Unique? This isn’t just another sunset cruise—it’s the Cabo experience t....
Free Cancellation
(Saving 10% )
Sunset Catamaran Sail in Cocoa Beach
Experience a Magical Sunset in Cocoa Beach! 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 beauty of Floridaâ... More
Sunset Catamaran Sail in Cocoa Beach
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North America
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Superb176 reviews4.9
Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....
Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch
Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the most bigger reef in the world, this is consider as the 2nd one worldwide. Imagi... More
Likely to Sell Out Reef Snorkel, underwater adventure in Puerto Morelos With Transpo....
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North America
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Exellent5 reviews4.2
Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a mu....
Cabo Snorkeling and Sailboat Tour with Lunch and Open Bar
Embark on a 3-hour sailing & snorkeling expedition to Land’s End and Pelican’s Rock. Take your picture at The Arch, one of Cabo’s main landmarks, and get a glimpse of Lover’s Beach and the Sea Lion Colony. Known as the a... More
Likely to Sell Out Cabo Snorkeling and Sailboat Tour with Lunch and Open Bar
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North America
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Very Good5 reviews4
Embark on a 3-hour sailing & snorkeling expedition to Land’s End and Pelican’s Rock. Take your ....
Waikiki Friday Night Fireworks Boat Cruise
Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring your favorite beverages and join us for Waikiki's weekly fireworks displ... More
Likely to Sell Out Waikiki Friday Night Fireworks Boat Cruise
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North America
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Exellent31 reviews4.5
Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....
Private sailing tour of Bacalar Lagoon
Enjoy a private Sailboat with the comforts and attention you deserve. Relax and let our team pamper you. During the tour, you can enjoy a delicious fruit cocktail, water and beer. Our certified guides will make this tour an unfo... More
Private Tour
Likely to Sell Out Private sailing tour of Bacalar Lagoon
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North America
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Superb393 reviews5
Enjoy a private Sailboat with the comforts and attention you deserve. Relax and let our team pamper ....
Private Tour
Romantic Sunset Dinner Cruise in Cancun with Open Bar
Cruise across the scenic Nichupte Lagoon on an elegant Spanish Galeon, treating your better half to an amazing romantic experience and an exquisite 3-course dinner. Following you check-in, get aboard the spectacular ship under t... More
Private Tour
Likely to Sell Out Romantic Sunset Dinner Cruise in Cancun with Open Bar
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North America
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Superb10 reviews4.6
Cruise across the scenic Nichupte Lagoon on an elegant Spanish Galeon, treating your better half to ....
Private Tour
Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboard
• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel and marvel at the wide array of tropical fish and rich marine life that inhabit the colorful reefs of the island. • Paddleboard a... More
Private Tour
Likely to Sell Out Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboa....
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North America
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Superb237 reviews4.7
• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel a....
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
Likely to Sell Out New York Sunset Schooner Cruise on the Hudson River
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North America
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Superb221 reviews4.9
Experience a New York City sunset from the water on this evening sightseeing sail past many famous w....
Private Tour
Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time, then climb aboard a luxurious, 28-foot powerboat cruiser and enjoy a relaxing and comfortable journey around lower Manhattan. En... More
Private Tour
Likely to Sell Out Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
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North America
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Superb39 reviews4.9
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time....
Private Tour
2 Hour Sailing Cruise on Lake Tahoe
Sail Tahoe Blue is the premier sailing charter in South Lake Tahoe. We offer a unique sailing adventure and include complementary local beer and wine, as well as non-alcoholic beverages on all of our daily cruises. Unlike other t... More
Private Tour
Likely to Sell Out 2 Hour Sailing Cruise on Lake Tahoe
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North America
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Superb886 reviews4.9
Sail Tahoe Blue is the premier sailing charter in South Lake Tahoe. We offer a unique sailing advent....
Private Tour
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More
Private Tour
Likely to Sell Out Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
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North America
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Superb68 reviews4.7
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....
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
Private Tour
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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Superb68 reviews4.7
Cruise the Caribbean in style on a luxury catamaran, with a maximum capacity of 25 passengers, you w....
Private Tour
Lowcountry Boil Dinner Cruise
Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Feast on a hearty Lowcountry Boil—piled high with fresh shrimp, sausage, corn, and potatoes—all while cruising the scenic waters ... More
Private Tour
Likely to Sell Out Lowcountry Boil Dinner Cruise
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North America
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Superb68 reviews4.7
Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Fea....
Private Tour
Friday Night Catamaran Fireworks Sail with Open Bar
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village display from the best seat on Oahu—the water. Every Friday night, you’ll glide along the coastline and experience an exclusive o... More
Private Tour
Likely to Sell Out Friday Night Catamaran Fireworks Sail with Open Bar
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North America
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Superb56 reviews4.8
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....
Private Tour
Snorkel Sail Adventure off Ka'anapali Beach, Maui
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky, an endangered Hawaiian Green Sea turtle called a ‘Honu’. A hot buff... More
Private Tour
Likely to Sell Out Snorkel Sail Adventure off Ka'anapali Beach, Maui
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North America
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Superb36 reviews4.9
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You w....
Private Tour
One Hour Cruise Around Marina del Rey
Explore Los Angeles' best-kept secret on a classic boat tour of Marina del Rey. See the city, admire the yachts of the rich and famous, enjoy the fresh air, and look for wildlife like sea lions.... More
Private Tour
Likely to Sell Out One Hour Cruise Around Marina del Rey
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North America
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Exellent31 reviews4.1
Explore Los Angeles' best-kept secret on a classic boat tour of Marina del Rey. See the city, admire....
Private Tour
San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included
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
Private Tour
Likely to Sell Out San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included
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North America
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Superb330 reviews4.9
Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica o....
Private Tour
Newport Sunset Sail on Classic Sailboat
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More
Private Tour
Likely to Sell Out Newport Sunset Sail on Classic Sailboat
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North America
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Superb42 reviews4.8
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....
Private Tour
Likely to Sell Out Laguna Grill - Private Boat with on-board BBQ and Drinks Included
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North America
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Superb133 reviews5
One of a kind in Bacalar! Cruise, swim, eat and drink in Bacalars most complete activity. Enjoy natu....
Private Tour