Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 202 Hour Chesapeake Day Sail on Catamaran Epiphany
Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel offers cushioned seating and panoramic views of the Chesapeake Bay. Glide... More
2 Hour Chesapeake Day Sail on Catamaran Epiphany
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USA
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Superb21 reviews5
Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. ....
San Diego Private Yacht Charter on a Classic Sailboat
Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Phil on San Diego Bay. Liberty is a classic 41-ft Friendship sloop skippered by a USCG-licensed captain with 55 years of sailing exp... More
Private Tour
San Diego Private Yacht Charter on a Classic Sailboat
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USA
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Superb4 reviews5
Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Ph....
Private Tour
Morning Charleston Harbor Sail Lux Catamaran Shade and Seating
Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the Charleston's premier 50-foot catamaran. Designed for stunning views in the South's picturesque setting, this 2-hour sail gives yo... More
Private Tour
Morning Charleston Harbor Sail Lux Catamaran Shade and Seating
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USA
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Very Good3 reviews3.7
Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the....
Private Tour
Private Long Island Sound Sailing Experience
Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point. Oogle at the multi million dollar Mansions lining the coast un... More
Private Tour
Private Long Island Sound Sailing Experience
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USA
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Very Good3 reviews3.7
Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled ....
Private Tour
Kona Coast Luxury Private Yacht Charter
Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. This private charter offers an unforgettable journey along the stunning Kona Coast, where you can snorkel vibrant reefs or simply r... More
Private Tour
Kona Coast Luxury Private Yacht Charter
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USA
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Very Good3 reviews3.7
Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. T....
Private Tour
3-Night Private Charter in Lake Clark National Park
Spend three nights and four days exploring Lake Clark National Park aboard Odyssey, our 50-foot sailing catamaran, with the yacht reserved for your private group of up to six guests. Settle into three queen guest cabins, each with... More
Private Tour
3-Night Private Charter in Lake Clark National Park
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USA
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Superb1 review5
Spend three nights and four days exploring Lake Clark National Park aboard Odyssey, our 50-foot sail....
Private Tour
6-Night Private Charter in Lake Clark National Park
Spend six nights and seven days exploring Lake Clark National Park aboard Odyssey, our 50-foot sailing catamaran, with the yacht reserved for your private group of up to six guests. Settle into three queen guest cabins, each with ... More
Private Tour
6-Night Private Charter in Lake Clark National Park
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USA
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Superb1 review5
Spend six nights and seven days exploring Lake Clark National Park aboard Odyssey, our 50-foot saili....
Private Tour
Private Charter Day Sail For up to 6 People
Set sail in Beautiful Salem sound on your very own private sailing charter! When purchasing, you will get a private sailing trip for up to 6 people on the beautiful classic sailboat Wenonah. An hour and a half harbor day sail is t... More
Private Tour
Private Charter Day Sail For up to 6 People
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USA
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Superb7 reviews5
Set sail in Beautiful Salem sound on your very own private sailing charter! When purchasing, you wil....
Private Tour
Intimate 2 Hour Sunset Public Sail on the newest sailboat
Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-Hour Sunset Public Sail offers the perfect balance. With a maximum of just six guests onboard, you’ll enjoy a peaceful, uncrowde... More
Private Tour
Intimate 2 Hour Sunset Public Sail on the newest sailboat
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USA
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Superb1 review5
Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-....
Private Tour
Oyster Bay Three Hour Sailing Experience
Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard WINDSWEPT, a Jeanneau 36i. This charter offers flexible departure times, allowing you to choose a start time that suits your sche... More
Private Tour
Oyster Bay Three Hour Sailing Experience
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USA
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Superb1 review5
Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard....
Private Tour
Private Afternoon Snorkel with Sunset Sail in Key West
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's a... More
Private Tour
Private Afternoon Snorkel with Sunset Sail in Key West
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USA
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Superb4 reviews5
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that sp....
Private Tour
Afternoon Sailboat Cruise on Winyah Bay
Set sail on a serene afternoon cruise across the stunning Winyah Bay. This 3.5 hour experience is perfect for families, friends, or small celebrations, allowing you to soak in the coastal breezes and picturesque views of the Lowco... More
Private Tour
Afternoon Sailboat Cruise on Winyah Bay
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USA
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Superb4 reviews5
Set sail on a serene afternoon cruise across the stunning Winyah Bay. This 3.5 hour experience is pe....
Private Tour
All Inclusive Half Day Sunset Catamaran Adventure
Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks,... More
Private Tour
All Inclusive Half Day Sunset Catamaran Adventure
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USA
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Superb1 review5
Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....
Private Tour
Private Dolphin Sightseeing Sail on the Lazy Daze Catamaran
Join us for a Private Charter aboard the 41-foot catamaran Lazy Daze and experience fun dolphin sightseeing as we sail in the shimmering waters of the Gulf of Mexico. This private charter can accommodate a maximum of 32 guests. Th... More
Private Tour
Private Dolphin Sightseeing Sail on the Lazy Daze Catamaran
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USA
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Superb1 review5
Join us for a Private Charter aboard the 41-foot catamaran Lazy Daze and experience fun dolphin sigh....
Private Tour
Private Sailing Charters on La Vie Dansante
Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your favorite people and set sail on our spacious 48' private yacht "La Vie Dansante" through Florida’s stunning Intracoastal Waterway.... More
Private Tour
Private Sailing Charters on La Vie Dansante
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USA
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Superb2 reviews5
Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your fa....
Private Tour
Private Couples Sunset Sailing Tour in San Diego
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Your sunset saili... More
Private Tour
Private Couples Sunset Sailing Tour in San Diego
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USA
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Superb2 reviews5
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....
Private Tour
Private Dolphin Catamaran Sail In Cocoa Beach
Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter playful dolph... More
Private Tour
Private Dolphin Catamaran Sail In Cocoa Beach
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USA
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Superb2 reviews5
Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforg....
Private Tour
Glass Bottom Boat Fireworks and After Dark Reef Walker Cruise
Waikiki transforms into a vibrant spectacle on Friday nights, and the Friday Fireworks Cruise offers a unique vantage point to experience this magic. Departing from Kewalo Basin, enjoy a 90-minute cruise with stunning views of the... More
Private Tour
Glass Bottom Boat Fireworks and After Dark Reef Walker Cruise
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USA
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Superb2 reviews5
Waikiki transforms into a vibrant spectacle on Friday nights, and the Friday Fireworks Cruise offers....
Private Tour
Private Charter: Shell Island Snorkeling & Dolphin Adventure
What makes this experience truly special is that it is a private charter designed entirely around your group. Unlike crowded tours with fixed schedules, this trip offers a relaxed and flexible experience where the day can be tailo... More
Private Tour
Private Charter: Shell Island Snorkeling & Dolphin Adventure
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USA
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Superb32 reviews4.8
What makes this experience truly special is that it is a private charter designed entirely around yo....
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 6 Guests
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea l... More
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 6 Guests
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USA
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Superb1 review5
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking....
Private Tour