Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 399 Sailing Trips activities in USA. Sort by Popularity. - Page 10Suncoast Sailing's Day Sailing Experience!
Join us aboard the iconic schooner, Suncoast Horizon and step aboard our 2 hour sailing excursion. Feel the wind as it glides us through the picturesque waters of Treasure Island and Gulf of Mexico. Come face to face with nature a... More

Suncoast Sailing's Day Sailing Experience!
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USA
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Superb102 reviews4.9
Join us aboard the iconic schooner, Suncoast Horizon and step aboard our 2 hour sailing excursion. F....
Shared Day Sail along Historic St Augustine Bayfront
Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed... More

Shared Day Sail along Historic St Augustine Bayfront
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USA
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Superb4 reviews5
Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories o....
Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor since 2012, our sailing yachts are the highest quality and operated ... More
Private Tour

Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique
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USA
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Superb25 reviews5
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....
Private Tour
Deluxe Day Sail in San Diego
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and kno... More
Private Tour

Deluxe Day Sail in San Diego
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USA
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Superb48 reviews5
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....
Private Tour
Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms
Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. This spacious 50-foot catamaran offers a perfect setting to watch the sky transform into a palette of golden hues as the sun dips be... More
Private Tour

Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms
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USA
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Superb7 reviews4.7
Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. Th....
Private Tour
2.5-hour Guided Sailboat Tour
2.5 hour sails for up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the Brooklyn Bridge, Statue of Liberty, World Trade Center, Ellis Island, Governor's Island and M... More
Private Tour

2.5-hour Guided Sailboat Tour
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USA
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Superb172 reviews4.9
2.5 hour sails for up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, ....
Private Tour
Sailing Charter
Experiencing the Olympic Peninsula wouldn’t be complete without a little time on the water. Make an adventure out of it, and sail a living legend out of scenic Sequim Bay! Ingrid Princess is an ocean going, full keel ketch avail... More
Private Tour

Sailing Charter
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USA
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Superb172 reviews4.9
Experiencing the Olympic Peninsula wouldn’t be complete without a little time on the water. Make a....
Private Tour
Luxury Catamaran Whale Watch
Come join us to observe the playful habits of Maui's most consistent return visitor - the humpback whale. The waters off West Maui have long been the favored vacation spot of these massive marine mammals. The Alii Class Yachts pro... More
Private Tour

Luxury Catamaran Whale Watch
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USA
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Superb40 reviews5
Come join us to observe the playful habits of Maui's most consistent return visitor - the humpback w....
Private Tour
Statue of Liberty Sunset Cruise and New York City Sky Line
New York City Sightseeing Scenic cruise. Enjoy the Statue of Liberty and Ellis Island up close. View of the Manhattan skyline, One World Trade Center and the Empire State Building.Enjoy a panoramic view of lower Manhattan as you p... More
Private Tour

Statue of Liberty Sunset Cruise and New York City Sky Line
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USA
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Good39 reviews3.1
New York City Sightseeing Scenic cruise. Enjoy the Statue of Liberty and Ellis Island up close. View....
Private Tour
2 Hour Rosé Luxury Day Sail
This 2-hour daytime sail offers a smooth, spacious ride through the scenic Calibogue Sound with expert captains leading the way. Keep an eye out for dolphins, seabirds, and Lowcountry landmarks as you relax, unwind, and enjoy the ... More
Private Tour

2 Hour Rosé Luxury Day Sail
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USA
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Good39 reviews3.1
This 2-hour daytime sail offers a smooth, spacious ride through the scenic Calibogue Sound with expe....
Private Tour
Condor Sailing Public Dolphin and Sightseeing Cruise
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic po... More
Private Tour

Condor Sailing Public Dolphin and Sightseeing Cruise
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USA
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Exellent7 reviews4.4
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chil....
Private Tour
Schooner Fame Sailing Tour
FAME is annually the #1-rated boat in Salem and the #1 outdoor activity in the entire town, per TripAdvisor. Don't miss the very best of what Salem has to offer! There's more to our town than witches! FAME is a full-scale replica... More
Private Tour

Schooner Fame Sailing Tour
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USA
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Superb524 reviews4.9
FAME is annually the #1-rated boat in Salem and the #1 outdoor activity in the entire town, per Trip....
Private Tour
Sail Bainbridge Island & Seattle Waters - Luxury Classic Sailboat
Sailing Puget Sound is an unforgettable experience! We’ll set sail & soak up the panorama of these beautiful & inspiring waters. Departing daily from Bainbridge Island, a 30 min ferry ride from Seattle. This 2hr private sailing... More
Private Tour

Sail Bainbridge Island & Seattle Waters - Luxury Classic Sailboat
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USA
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Superb26 reviews5
Sailing Puget Sound is an unforgettable experience! We’ll set sail & soak up the panorama of these....
Private Tour
Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More
Private Tour

Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB
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USA
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Superb41 reviews4.9
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....
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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USA
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Superb131 reviews4.7
Join us for a snorkel adventure to the only living coral reef in North America. We have several fant....
Private Tour
Private Catamaran Charter in Waikiki (7-12 Guests)
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot ca... More
Private Tour

Private Catamaran Charter in Waikiki (7-12 Guests)
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USA
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Superb131 reviews4.7
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....
Private Tour
Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on ou... More
Private Tour

Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise
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USA
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Superb14 reviews5
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get so....
Private Tour
Private Local Day Sail by a Certified Captain
Nominated Best of Baltimore Tourist Attraction 2023 & 2024 Baltimore’s authentic and top-rated private sailing experience awaits aboard Saeda, a 45-foot yacht offering a 2-hour daytime cruise through South Baltimore’s scenic ... More
Private Tour

Private Local Day Sail by a Certified Captain
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USA
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Superb14 reviews5
Nominated Best of Baltimore Tourist Attraction 2023 & 2024 Baltimore’s authentic and top-rated pr....
Private Tour
SUNSET CRUISE in Key Largo,FL.
KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More
Private Tour

SUNSET CRUISE in Key Largo,FL.
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USA
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Superb3 reviews5
KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need t....
Private Tour
Private Sailing Tour through the Ten Thousands Islands
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s and are known through out the sailing community as the fastest, driest, beachable catamaran on the ma... More
Private Tour

Private Sailing Tour through the Ten Thousands Islands
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USA
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Superb140 reviews4.9
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos ....
Private Tour