Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 446 Sailing Trips activities in USA. Sort by Popularity. - Page 11Shallow Water Snorkeling and Dolphin Watching in Key West
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s weather refunds of course. Premium drinks & snacks included! Enjoy a premium sha... More
Shallow Water Snorkeling and Dolphin Watching in Key West
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USA
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Superb473 reviews4.6
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 wee....
Schooner Eastwind Sunset Sail to see the Maine Coastline
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More
Schooner Eastwind Sunset Sail to see the Maine Coastline
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USA
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Superb70 reviews4.7
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Sail aboard Heart's Desire, a 101 year old schooner, designed by famed yacht designe... More
Private Tour
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
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USA
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Superb2 reviews5
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - com....
Private Tour
3 Hours Ultimate Watersports Excursion in Miami
All-Inclusive Catamaran Adventure in Miami: 3 Hours of Adrenaline and Party! Board your comfortable and stable Catamaran for an unforgettable all-inclusive water experience. Highlights: - Extreme Watersports: Feel the thrill wi... More
Private Tour
3 Hours Ultimate Watersports Excursion in Miami
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USA
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Superb2 reviews5
All-Inclusive Catamaran Adventure in Miami: 3 Hours of Adrenaline and Party! Board your comfortable....
Private Tour
2 Hours Cocktail Sail Aboard Bella
Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the water. Spot dolphins, seabirds, and other wildlife as you pass by islands and marshlands. The boat is fully equipped with air con... More
Private Tour
2 Hours Cocktail Sail Aboard Bella
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USA
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Superb1 review5
Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the ....
Private Tour
Private Sunset Catamaran Sail in Cocoa Beach
Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the bea... More
Private Tour
Private Sunset Catamaran Sail in Cocoa Beach
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USA
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Superb1 review5
Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a....
Private Tour
Detroit Sunset Sail on the River
Our sunset sail is designed to feel effortless, intimate, and elevated from the moment you step aboard. This is not a crowded cruise. It’s a small group sailing experience where guests can truly relax, connect, and take in Detro... More
Private Tour
Detroit Sunset Sail on the River
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USA
Our sunset sail is designed to feel effortless, intimate, and elevated from the moment you step aboa....
Private Tour
San Diego Whale Watching Cruise
Each year approximately 20,000 gray whales migrate from the Bering Sea to the lagoons of Baja California and back again. Come witness this amazing journey off the coast of San Diego on this educational whale watching excursion.... More
Private Tour
San Diego Whale Watching Cruise
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USA
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Exellent719 reviews4.4
Each year approximately 20,000 gray whales migrate from the Bering Sea to the lagoons of Baja Califo....
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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Superb42 reviews4.8
Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides th....
Private Tour
Likely to Sell Out
Waikiki Fireworks Cocktail Cruise
Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to remember.... More
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out Waikiki Fireworks Cocktail Cruise
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USA
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Superb9 reviews4.6
Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a b....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
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
Free Cancellation
Private Tour
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Likely to Sell Out Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB
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USA
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Superb66 reviews4.9
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....
Free Cancellation
Private Tour
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Likely to Sell Out
Private Swim, Snorkel & Sail on the Daydreams Sailboat
This is a luxury Sailboat Excursion for up to 12 guests. Our 46 ft Daydreams Sailboat has a great bow for sunbathing, aft seating area for enjoyment and a luxury salon, galley, cabins and marine head for your use. Get ready for f... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Swim, Snorkel & Sail on the Daydreams Sailboat
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USA
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Superb33 reviews5
This is a luxury Sailboat Excursion for up to 12 guests. Our 46 ft Daydreams Sailboat has a great bo....
Free Cancellation
Private Tour
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Likely to Sell Out
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. ... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
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USA
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Superb73 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Schooner Applejack 2-Hour Day Sail from Boothbay Harbor
Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a 2hr. day sail on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a c... More
Free Cancellation
Private Tour
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Likely to Sell Out Schooner Applejack 2-Hour Day Sail from Boothbay Harbor
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USA
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Exellent38 reviews4.4
Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Private South Shore Sail Charter
Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More
Free Cancellation
Private Tour
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Likely to Sell Out Private South Shore Sail Charter
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USA
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Superb2 reviews5
Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More
Free Cancellation
Private Tour
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Likely to Sell Out 3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
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USA
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Superb1 review5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Catamaran Sailing Cruise in Monterey
Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage after your captain hoists the sails and catches the wind to make for a peaceful and exciting cruise on the bay. On the way out of t... More
Free Cancellation
Private Tour
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Likely to Sell Out Catamaran Sailing Cruise in Monterey
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USA
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Superb42 reviews4.8
Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage af....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Private Sunset and Eco Tour in Destin Up to 16 Guests
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a full restroom, as well as a... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Sunset and Eco Tour in Destin Up to 16 Guests
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USA
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Superb44 reviews5
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Waikiki Beach Whale Watching: Catamaran Sail & 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
Free Cancellation
Private Tour
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Likely to Sell Out Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
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USA
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Superb13 reviews5
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
Private Tour
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Likely to Sell Out Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
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USA
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Superb21 reviews5
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable v....
Free Cancellation
Private Tour
(Saving inf% )