Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 450 Sailing Trips activities in USA. Sort by Popularity. - Page 4Luxury Maui to Lanai Snorkel Sail w/ Breakfast, Lunch & Open Bar
Experience the flexibility of a true ocean adventure aboard our premium Gold Coast catamaran, where our experienced crew selects the day’s best snorkel destination based on weather, tides, and ocean conditions. • Explore Lana... More
Luxury Maui to Lanai Snorkel Sail w/ Breakfast, Lunch & Open Bar
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USA
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Superb40 reviews5
Experience the flexibility of a true ocean adventure aboard our premium Gold Coast catamaran, where ....
Deluxe Sunset & Day Sail Small Group
Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as the sky transforms into a masterpiece of color. Keep an eye out for playfu... More
Likely to Sell Out Deluxe Sunset & Day Sail Small Group
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USA
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Superb296 reviews5
Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect....
Bimini or Grand Bahama Island Day Cruise
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
Likely to Sell Out Bimini or Grand Bahama Island Day Cruise
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USA
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Good19 reviews3.4
Escape to the Bahamas! Get ready for an unforgettable day in the Bahamas, just off the coast of Flor....
Seattle's Original Sunset Sail (Est. 1984) - 70ft Boat - BYOB
Our Sunset Sail is one of the most relaxing and affordable activities in Downtown Seattle. The Sunset Sail is powered by the wind, so it is extremally Eco-Friendly. We are one of the only cruises in the area that allow you to brin... More
Likely to Sell Out Seattle's Original Sunset Sail (Est. 1984) - 70ft Boat - BYOB
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USA
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Superb195 reviews4.9
Our Sunset Sail is one of the most relaxing and affordable activities in Downtown Seattle. The Sunse....
Small-Group San Diego Afternoon Sailing Excursion
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the com... More
Likely to Sell Out Small-Group San Diego Afternoon Sailing Excursion
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USA
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Superb549 reviews4.9
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand K... More
Likely to Sell Out Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
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USA
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Superb893 reviews4.9
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in....
Sunset Windjammer Cruise Along the Coast of Portland Maine
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrated tour, bu... More
Likely to Sell Out Sunset Windjammer Cruise Along the Coast of Portland Maine
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USA
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Superb146 reviews4.8
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to exper....
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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Superb26 reviews4.6
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....
Likely to Sell Out Key West Dolphin and Snorkel Experience
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USA
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Exellent356 reviews4.4
The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key....
Waikiki Sunset Cruise from Oahu
Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point to observe marine life such as dolphins, whales, sea... More
Likely to Sell Out Waikiki Sunset Cruise from Oahu
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USA
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Superb63 reviews4.7
Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks an....
Newport Sunset Sail on Classic Sailboat
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More
Likely to Sell Out Newport Sunset Sail on Classic Sailboat
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USA
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Superb44 reviews4.8
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....
Newport Afternoon Sightseeing Sail on Classic Sailboat
Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narragansett Bay. Pass by many iconic sights during the sail, including Newport's historic lighthouses and landmarks, bridges, mansions a... More
Likely to Sell Out Newport Afternoon Sightseeing Sail on Classic Sailboat
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USA
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Superb145 reviews4.8
Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narraga....
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and relax. Get a... More
Likely to Sell Out Sunset Sailing Cruise on a Tall Ship in Boston Harbor
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USA
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Superb419 reviews4.6
If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise....
Key West's Favorite Afternoon Dolphin Sail
Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! Enjoy sailing aboard a 60' catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atla... More
Likely to Sell Out Key West's Favorite Afternoon Dolphin Sail
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USA
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Superb199 reviews4.6
Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! E....
Snorkel Sail Adventure off Ka'anapali Beach, Maui
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky, an endangered Hawaiian Green Sea turtle called a ‘Honu’. A hot buff... More
Likely to Sell Out Snorkel Sail Adventure off Ka'anapali Beach, Maui
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USA
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Superb39 reviews4.9
While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You w....
Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time, then climb aboard a luxurious, 28-foot powerboat cruiser and enjoy a relaxing and comfortable journey around lower Manhattan. En... More
Private Tour
Likely to Sell Out Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
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USA
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Superb41 reviews5
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time....
Private Tour
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More
Private Tour
Likely to Sell Out Portland Tall Ship Cruise on Casco Bay
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USA
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Superb236 reviews4.6
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Private Tour
Deluxe Sail & Snorkel to the Captain Cook Monument
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 adventure will begin in the turquoise waters... More
Private Tour
Likely to Sell Out Deluxe Sail & Snorkel to the Captain Cook Monument
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USA
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Superb478 reviews4.9
Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient ....
Private Tour
Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)
Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step aboard, you're greeted by the friendly crew who welcome you with warm aloha spirit. The c... More
Private Tour
Likely to Sell Out Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)
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USA
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Superb54 reviews4.7
Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui su....
Private Tour
Newport Sightseeing Day Sailing Experience on Schooner Adirondack
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schooner Adirondack. You'll pass by many iconic sights, bridges, lighthouses and more during this 1.5-hour experience!... More
Private Tour
Likely to Sell Out Newport Sightseeing Day Sailing Experience on Schooner Adirondack
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USA
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Superb78 reviews4.9
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schoone....
Private Tour