Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 450 Sailing Trips activities in USA. Sort by Popularity. - Page 91.5-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
1.5-Hour San Francisco Bay Sailing Tour
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USA
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Superb400 reviews4.8
For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a....
2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks
With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More
Likely to Sell Out 2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks
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USA
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Superb100 reviews5
With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepare....
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
Likely to Sell Out 2-Hour Oahu Sunset Catamaran Sail
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USA
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Superb129 reviews4.8
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran fr....
Afternoon Sail & Snorkel to the Captain Cook Monument
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adve... More
Likely to Sell Out Afternoon Sail & Snorkel to the Captain Cook Monument
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USA
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Superb250 reviews4.9
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtakin....
Likely to Sell Out Luxury Camden Sailing Experience
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USA
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Superb9 reviews5
Small groups of up to six. Two staff members to take care of you. Cushioned seating for all. Faste....
Private Sailing Charters in Oceanside CA
Explore the stunning Pacific waters with a private sailing charter in Oceanside, California. Enjoy a customizable sailing adventure tailored to your pace and interests, guided by a friendly, USCG licensed captain. Ideal for famili... More
Private Tour
Likely to Sell Out Private Sailing Charters in Oceanside CA
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USA
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Superb1 review5
Explore the stunning Pacific waters with a private sailing charter in Oceanside, California. Enjoy a....
Private Tour
Chicago's Fireworks Show aboard Tall Ship Windy!
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seats in town! Grab a cool drink from our full bar, relax, and enjoy a lei... More
Private Tour
Likely to Sell Out Chicago's Fireworks Show aboard Tall Ship Windy!
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USA
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Superb16 reviews4.6
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Na....
Private Tour
Sailboat Cruise on Chesapeake Bay
Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay, powered only by wind! This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday and on Mondays fo... More
Private Tour
Likely to Sell Out Sailboat Cruise on Chesapeake Bay
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USA
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Superb38 reviews4.8
Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides th....
Private Tour
All Inclusive Full Day and Sunset Private Catamaran in St. Pete
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
Likely to Sell Out All Inclusive Full Day and Sunset Private Catamaran in St. Pete
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USA
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Superb38 reviews4.8
Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....
Private Tour
All Inclusive Full Day Luxury Catamaran Charter
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
Likely to Sell Out All Inclusive Full Day Luxury Catamaran Charter
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USA
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Superb38 reviews4.8
Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....
Private Tour
Casco Bay Morning Windjammer Sail
Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a ... More
Private Tour
Likely to Sell Out Casco Bay Morning Windjammer Sail
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USA
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Superb21 reviews5
Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the per....
Private Tour
2 hour Tiki Pub Sensational Dolphin Sunset Cruise (Adults only)
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), 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 pal... More
Private Tour
Likely to Sell Out 2 hour Tiki Pub Sensational Dolphin Sunset Cruise (Adults only)
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USA
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Superb133 reviews4.9
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics,....
Private Tour
Suncoast Sailing's Sunset Sailing Experience!
Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just wind in the sails, salt in the air, and the kind of quiet glide ... More
Private Tour
Likely to Sell Out Suncoast Sailing's Sunset Sailing Experience!
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USA
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Superb277 reviews4.9
Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually suppos....
Private Tour
Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. F... More
Private Tour
Likely to Sell Out Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
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USA
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Superb15 reviews5
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable v....
Private Tour
Southwest Florida Sunset Sail
SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft. Sailing Catamaran, "Copacetic". The sunset hours are a magical time to be out on the water. With the winds calm, the sun turns g... More
Private Tour
Likely to Sell Out Southwest Florida Sunset Sail
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USA
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Superb500 reviews4.9
SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft....
Private Tour
Likely to Sell Out
Escape from the Rock! Cruise around Alcatraz
Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and past Angel Island State Park before circling Alcatraz Island for an in-depth view of the prison. Take in the sights and sounds of ... More
Free Cancellation
Private Tour
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Likely to Sell Out Escape from the Rock! Cruise around Alcatraz
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USA
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Exellent157 reviews4.2
Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
Wednesday Happy Hour Sunset Sail - Drinks Included
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with st... More
Free Cancellation
Private Tour
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Likely to Sell Out Wednesday Happy Hour Sunset Sail - Drinks Included
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USA
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Superb6 reviews5
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit....
Free Cancellation
Private Tour
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Likely to Sell Out
2-Hour Private Sailboat Charter in the San Francisco Bay
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More
Free Cancellation
Private Tour
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Likely to Sell Out 2-Hour Private Sailboat Charter in the San Francisco Bay
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USA
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Superb21 reviews4.9
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Key West Ultimate Beach Pass with Parasailing
Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass.... More
Free Cancellation
Private Tour
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Likely to Sell Out Key West Ultimate Beach Pass with Parasailing
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USA
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Very Good25 reviews4
Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are....
Free Cancellation
Private Tour
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Likely to Sell Out
The Boat People Cruise Private Harbor Cruises
Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We strive to create an unforgettable evening with contagious laughter and panoramic views of the Newport Bay. Bring your plus one or ... More
Free Cancellation
Private Tour
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Likely to Sell Out The Boat People Cruise Private Harbor Cruises
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USA
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Superb47 reviews5
Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We ....
Free Cancellation
Private Tour
(Saving inf% )