Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 6America'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
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
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USA
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Superb553 reviews4.6
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, S....
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
2-Hour Oahu Sunset Catamaran Sail
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USA
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Superb134 reviews4.8
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran fr....
Windjammer Classic Day Sail from Camden, Maine
See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore II! Feel like an adventurer from the 19th century while enjoying state-of-the-art accommodations on a modern windjammer. With wide ... More
Windjammer Classic Day Sail from Camden, Maine
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USA
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Superb428 reviews4.8
See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore I....
Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise
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
Likely to Sell Out Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise
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USA
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Superb113 reviews4.9
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics,....
Classic Key West Schooner Sunset Sail with Full Open Bar
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Ke... More
Likely to Sell Out Classic Key West Schooner Sunset Sail with Full Open Bar
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USA
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Superb250 reviews4.9
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, compl....
Luxury Sunset Sail on Serendipity Catamaran in Charleston
Set sail for an unforgettable 2-hour sunset cruise on the Serendipity Catamaran, departing from Seabreeze Marina in downtown Charleston. Enjoy stunning waterfront views and local wildlife as the sun dips below the horizon. This up... More
Likely to Sell Out Luxury Sunset Sail on Serendipity Catamaran in Charleston
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USA
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Superb12 reviews5
Set sail for an unforgettable 2-hour sunset cruise on the Serendipity Catamaran, departing from Seab....
Key West Reef Snorkel & Sail Adventure
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour ... More
Likely to Sell Out Key West Reef Snorkel & Sail Adventure
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USA
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Superb562 reviews4.7
Join us for a snorkel adventure to the only living coral reef in North America. We have several fant....
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
Likely to Sell Out Casco Bay Morning Windjammer Sail
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USA
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Superb30 reviews4.9
Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the per....
New York City Sailboat Day Cruise to the Statue of Liberty
Experience New York by water aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by the pilot schooners of the 1890s. Sit back and relax as the crew raises sail and the boat effortlessly glides along the Hudson Rive... More
Likely to Sell Out New York City Sailboat Day Cruise to the Statue of Liberty
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USA
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Superb163 reviews4.9
Experience New York by water aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by t....
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only pier in W... More
Likely to Sell Out Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
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USA
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Exellent35 reviews4.4
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....
San Diego Harbor Cruise on the Largest Catamaran in San Diego
Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our guests with a unique way to splash by all of the amazing San Diego harbor monuments while enjoying the smooth sailing of San Diego's... More
Likely to Sell Out San Diego Harbor Cruise on the Largest Catamaran in San Diego
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USA
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Superb47 reviews4.9
Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our gu....
Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor
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
Likely to Sell Out Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor
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USA
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Superb141 reviews4.6
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....
Akialoa Mā’alaea Sunset Sail
Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque inter-island channel, showcasing the beauty of Maui, Lāna‘i, and Kah... More
Likely to Sell Out Akialoa Mā’alaea Sunset Sail
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USA
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Superb15 reviews4.7
Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sun....
Key West: Sunset Sail + Reef Snorkel & Sandbar
Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows yo... More
Likely to Sell Out Key West: Sunset Sail + Reef Snorkel & Sandbar
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USA
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Superb41 reviews5
Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. Wh....
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
Likely to Sell Out Sunset Sailing Cruise in Monterey Bay
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USA
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Superb53 reviews4.8
Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is....
Top Rated San Diego Sunset Sail Classic Yacht 6 Guests
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More
Likely to Sell Out Top Rated San Diego Sunset Sail Classic Yacht 6 Guests
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USA
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Superb351 reviews4.9
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....
Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit!!! ;) *Children under age 5-not permitted to sail. *Not Suitable for Guests with mobility issues. *Partic... More
Likely to Sell Out Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
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USA
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Superb268 reviews4.9
Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater wil....
America's Cup Evening Sailing Adventure Newport, RI
Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around Narragansett Bay passed many iconic sights including New York Yacht Club, Ida Lewis Light, Fort Adams, Eisenhower House, Hammersm... More
Likely to Sell Out America's Cup Evening Sailing Adventure Newport, RI
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USA
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Superb42 reviews4.9
Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around....
Sunset and Manta Ray Snorkel Adventure
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail the Kona coast, followed by the adventure of a lifetime - snorkeling with the majestic manta rays! Upon arriving, receive an in... More
Likely to Sell Out Sunset and Manta Ray Snorkel Adventure
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USA
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Superb866 reviews4.9
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail....
Waikoloa Catamaran Snorkel Sail Including Lunch
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy a smooth, comfortable ride to one of the region’s best sno... More
Likely to Sell Out Waikoloa Catamaran Snorkel Sail Including Lunch
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USA
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Superb109 reviews4.6
Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....