Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 415 Sailing Trips activities in USA. Sort by Popularity. - Page 11New Historic Palm Beach Sightseeing on Motunui Catamaran Cruise
Relax on a comfortable, shaded 2-hour Intracoastal Waterway Sightseeing Cruise aboard Motunui, a 50-ft open breeze catamaran with cushioned seating, tables, and deck-level restrooms. Enjoy a fully narrated tour showcasing Palm Bea... More

New Historic Palm Beach Sightseeing on Motunui Catamaran Cruise
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USA
Relax on a comfortable, shaded 2-hour Intracoastal Waterway Sightseeing Cruise aboard Motunui, a 50-....
Unforgettable Private Yacht Tour, Music, Drinks & Celebration Fun
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

Unforgettable Private Yacht Tour, Music, Drinks & Celebration Fun
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USA
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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
Sunset Sail Aboard the 47 ft Daydreams Sailboat
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. Wit... More
Private Tour

Sunset Sail Aboard the 47 ft Daydreams Sailboat
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USA
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Superb17 reviews4.9
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....
Private Tour
2-Hour Sunset Sailing on San Diego Bay
Join Captain Doyle for an unforgettable 2-hour sunset sailing experience aboard our 35-foot sailboat, Luna. Enjoy wide-open views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and milit... More
Private Tour

2-Hour Sunset Sailing on San Diego Bay
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USA
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Superb1 review5
Join Captain Doyle for an unforgettable 2-hour sunset sailing experience aboard our 35-foot sailboat....
Private Tour
'Alihilani Sunset Sail from Ma'alaea Harbor
We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for a luxurious experience, allowing for incredible views of Maui and the inter islands while wa... More
Private Tour

'Alihilani Sunset Sail from Ma'alaea Harbor
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USA
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Superb74 reviews5
We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sa....
Private Tour
Sunset sail Aboard Manakai Catamaran
Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, lai... More
Private Tour

Sunset sail Aboard Manakai Catamaran
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USA
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Superb74 reviews5
Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Wood....
Private Tour
Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak
Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands... More
Private Tour

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak
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USA
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Superb71 reviews4.9
Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authent....
Private Tour
Private Classic Sailboat Tour in New York City
This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a unique and immersive experience on the Hudson River. You'll enjoy stunning views of iconic landmarks like the Statue of Liberty, E... More
Private Tour

Private Classic Sailboat Tour in New York City
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USA
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Superb1 review5
This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a ....
Private Tour
Fort Lauderdale Sailing Charter
Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 years of local sailing experience. For PRIVATE charters, call directly to make arrangements. One to Three passengers bookings are s... More
Private Tour

Fort Lauderdale Sailing Charter
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USA
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Superb367 reviews5
Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 y....
Private Tour
2-Hour Oahu Sunset Catamaran Sail
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and listen for... More
Private Tour

2-Hour Oahu Sunset Catamaran Sail
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USA
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Superb105 reviews4.9
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran f....
Private Tour
Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering
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 Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering
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USA
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Superb39 reviews5
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....
Private Tour
Private Statue of Liberty Sailing Tour
Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with table seating for six, Bluetooth sound system, luxury wraps, lavatory, and curated amenities. Fully staffed by USCG licensed captain a... More
Private Tour

Private Statue of Liberty Sailing Tour
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USA
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Superb14 reviews5
Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with tabl....
Private Tour
4 hours Sailboat Tour for 2 people along the Los Angeles Coastline
The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venice Beach, Airport, Malibu beach, go into the open ocean, anchor (if desired) and return back to Marina Del Rey.... More
Private Tour

4 hours Sailboat Tour for 2 people along the Los Angeles Coastlin....
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USA
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Very Good3 reviews3.7
The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venic....
Private Tour
1 Hour Private Charter in New York Harbor for up to 6 people
This is a private tour which means it is just you and your party on board. You will be sailing on our beautiful classic sailboat named Tara. Tara is a classic sailboat and one of a kind in NYC. You will sail past Elis Island and t... More
Private Tour

1 Hour Private Charter in New York Harbor for up to 6 people
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USA
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Superb50 reviews4.9
This is a private tour which means it is just you and your party on board. You will be sailing on ou....
Private Tour
Private Luxury Yacht in Miami
️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s top destinations—Haulover Sandbar, Oleta River State Park, Biscayne Bay & Sands Key, and Raccoon Island—in style! This sleek 3... More
Private Tour

Private Luxury Yacht in Miami
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USA
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Superb50 reviews4.9
️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s ....
Private Tour
#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More
Private Tour

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson
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USA
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Superb4 reviews5
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....
Private Tour
Rosé Golden Hour Sunset Sail
Set sail into the sunset aboard Rosé, our 36-foot luxury sailing catamaran. This 2-hour sunset cruise offers panoramic views of the Hilton Head coastline with complimentary light bites and drinks on board. Whether you're going wi... More
Private Tour

Rosé Golden Hour Sunset Sail
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USA
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Superb5 reviews5
Set sail into the sunset aboard Rosé, our 36-foot luxury sailing catamaran. This 2-hour sunset crui....
Private Tour
Key West Sail and Snorkel Day Trip from Fort Lauderdale
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More
Private Tour

Key West Sail and Snorkel Day Trip from Fort Lauderdale
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USA
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....
Private Tour
Afternoon or Sunset Sail On A Vintage Yacht Beer & 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. Her best features include highly-finished woodwork, bronze fixtures, and gaff rigging that s... More
Private Tour

Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included
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USA
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Superb70 reviews5
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of....
Private Tour
2hr. SUNSET Sailing Experience on San Francisco Bay
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to tak... More
Private Tour

2hr. SUNSET Sailing Experience on San Francisco Bay
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USA
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Superb17 reviews5
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....
Private Tour