Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 427 Sailing Trips activities in USA. Sort by Popularity. - Page 5Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay
We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment to sustainability and having a minimal impact on the environment ! It is a wholesome adventure that will le... More
Private Tour
Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay
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USA
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Superb12 reviews4.9
We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We ....
Private Tour
Fort Lauderdale Sailing Charter
You Embark on an unforgettable journey starting in Fort Lauderdale on our New River also known as the “Venice of America." The New River offers a blend of natural beauty, luxurious homes, and fascinating history. Your adventure ... More
Private Tour
Fort Lauderdale Sailing Charter
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USA
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Superb384 reviews5
You Embark on an unforgettable journey starting in Fort Lauderdale on our New River also known as th....
Private Tour
Bimini or Grand Bahama Island by Ferry
Escape to the Bahamas! Get ready for an unforgettable day in the Bahamas, just off the coast of Florida! Picture this: pristine white beaches, crystal-clear turquoise waters, and tons of fun activities waiting for you. We'll pick... More
Private Tour
Bimini or Grand Bahama Island by Ferry
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USA
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Very Good15 reviews3.7
Escape to the Bahamas! Get ready for an unforgettable day in the Bahamas, just off the coast of Flor....
Private Tour
San Diego Sunset or Afternoon Sail on Classic Yacht
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Our boat features highly-finished woodwork, bronze fixtures, and gaff rigging that showcase ... More
Private Tour
Likely to Sell Out San Diego Sunset or Afternoon Sail on Classic Yacht
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USA
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Superb80 reviews5
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of....
Private Tour
Key West Dolphin Watch and Sunset Sail on Catamaran
Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of wind. This tour is perfect for all ages and offers a wide-open, unob... More
Private Tour
Likely to Sell Out Key West Dolphin Watch and Sunset Sail on Catamaran
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USA
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Superb32 reviews4.7
Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lig....
Private Tour
1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain
Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises.... More
Private Tour
Likely to Sell Out 1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain
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USA
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Exellent601 reviews4.1
Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical po....
Private Tour
Sightseeing Day Sail around Boston Harbor
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle... More
Private Tour
Likely to Sell Out Sightseeing Day Sail around Boston Harbor
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USA
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Superb541 reviews4.8
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner....
Private Tour
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, Stars & Stripes once skippered by the famous Dennis Connor. All trips take place under full sail. We only use our motor to get in a... More
Private Tour
Likely to Sell Out America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
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USA
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Superb504 reviews4.6
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, S....
Private Tour
Sunset Sailing Cruise in Monterey Bay
Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is the most popular (and most romantic!) way to experience Monterey Bay. Departing daily, 90 minutes before sunset, this dreamy 1.5-... More
Private Tour
Likely to Sell Out Sunset Sailing Cruise in Monterey Bay
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USA
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Superb35 reviews4.8
Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is....
Private Tour
2.5-Hour Small-Group Catamaran Sunset Sail with Drinks
Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by. The swift and stable ocean design ensures a comfortable, and exhilarating ride wit... More
Private Tour
Likely to Sell Out 2.5-Hour Small-Group Catamaran Sunset Sail with Drinks
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USA
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Superb222 reviews4.9
Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and loungi....
Private Tour
2-Hour Private Sailing Experience in San Diego Bay
Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide a peacefu... More
Private Tour
Likely to Sell Out 2-Hour Private Sailing Experience in San Diego Bay
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USA
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Superb168 reviews5
Our unique sail displays a peace sign because that is exactly what we share with our customers, peac....
Private Tour
Polynesian Canoe Day Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
Private Tour
Likely to Sell Out Polynesian Canoe Day Sail
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USA
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Superb29 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Private Tour
50ft Luxury Yacht Tour in Miami Beach Captain, Fun & Party!
Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never before! Perfect for any special occasion, this VIP experience promises unforgettable memories Adventure Highlights Biscayne Bay ... More
Private Tour
Likely to Sell Out 50ft Luxury Yacht Tour in Miami Beach Captain, Fun & Party!
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USA
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Exellent45 reviews4.3
Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never....
Private Tour
Private Boat Tour - Snorkeling, Star Island & Dolphin Spotting
Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k reviews. Connect your phone & be your own DJ—bring your own food, drinks & alcohol. Our boat is fully equipped with a Bluetooth sound... More
Private Tour
Likely to Sell Out Private Boat Tour - Snorkeling, Star Island & Dolphin Spotting
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USA
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Superb59 reviews4.6
Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k revie....
Private Tour
Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion
Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco River and Sa... More
Private Tour
Likely to Sell Out Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion
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USA
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Superb42 reviews4.9
Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sa....
Private Tour
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Dagger and set sail in search of treasure! But wait it's not... More
Private Tour
Likely to Sell Out Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
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USA
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Superb668 reviews4.9
The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos.....
Private Tour
Sunset & Dolphin Catamaran Cruise with Island Time
The Dolphin Watching & Sunset Sail is a 2 hour cruise aboard the Island Time Sailing Catamaran which departs from the Lagoon Pontoons Marina in Panama City Beach, FL. Enjoy a rum punch while cruising along the beautiful Gulf Coa... More
Private Tour
Likely to Sell Out Sunset & Dolphin Catamaran Cruise with Island Time
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USA
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Superb1,867 reviews4.9
The Dolphin Watching & Sunset Sail is a 2 hour cruise aboard the Island Time Sailing Catamaran which....
Private Tour
1.5-Hour San Francisco Bay Sailing Tour
For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a semi-private 90-minute cruise of the bay, complete with beer and wine. This double-masted, teak-decked, bronze-fitted beauty hold... More
Private Tour
Likely to Sell Out 1.5-Hour San Francisco Bay Sailing Tour
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USA
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Superb392 reviews4.8
For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a....
Private Tour
Boston Harbor Sunset Sail Tour
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adir... More
Private Tour
Likely to Sell Out Boston Harbor Sunset Sail Tour
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USA
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Superb132 reviews4.8
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront ....
Private Tour
Whale Watching Sail in Honolulu with Open Bar
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More
Private Tour
Likely to Sell Out Whale Watching Sail in Honolulu with Open Bar
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USA
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Superb6 reviews5
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....
Private Tour