Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 411 Sailing Trips activities in USA. Sort by Popularity. - Page 7Deluxe Day Sail in San Diego
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and kno... More
Likely to Sell Out Deluxe Day Sail in San Diego
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USA
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Superb56 reviews5
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....
Key West Day Sail on Schooner America 2.0 with 2 Drinks
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean... More
Likely to Sell Out Key West Day Sail on Schooner America 2.0 with 2 Drinks
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USA
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Superb189 reviews4.9
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....
Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran
Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the Lahaina harbor wildfires, moored outside of the harbor breakwall. Now operating from Ma'alaea Harbor, we invite you to join our cap... More
Likely to Sell Out Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran
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USA
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Superb82 reviews4.8
Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the L....
Day Sailing Adventure in the Florida Marine Sanctuary
Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature ... More
Likely to Sell Out Day Sailing Adventure in the Florida Marine Sanctuary
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USA
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Superb27 reviews5
Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay....
2.5 hr Sailboat Tour aboard Orion's Child
TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple daily sails that include a quarter day and sunset sail aboard a ... More
Likely to Sell Out 2.5 hr Sailboat Tour aboard Orion's Child
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USA
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Superb64 reviews5
TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer t....
Sailing Charters in Wilmington
After a successful first season I am happy to be here for back to back seasons. Sail in style on the historic Wilmington river walk. Enjoy a personalized Charter experience with up to six guests. Very few sailboats are up for publ... More
Likely to Sell Out Sailing Charters in Wilmington
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USA
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Superb185 reviews5
After a successful first season I am happy to be here for back to back seasons. Sail in style on the....
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More
Likely to Sell Out Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
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USA
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Superb17 reviews4.7
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē....
Molokini Snorkel and Performance Sail: Mā’alaea Harbor
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve, and is home to over 250 species of t... More
Likely to Sell Out Molokini Snorkel and Performance Sail: Mā’alaea Harbor
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USA
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Superb211 reviews4.8
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredib....
Premium Miami Yacht Tour Experience: Captain, Champagne & 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 Premium Miami Yacht Tour Experience: Captain, Champagne & Party!
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USA
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Superb4 reviews5
Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never....
Private Tour
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
Private Tour
Likely to Sell Out Newport Afternoon Sightseeing Sail on Classic Sailboat
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USA
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Superb142 reviews4.8
Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narraga....
Private Tour
Experience Oceanside Sailing with Whales and dolphins!
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and most comfortable sailboats in the Oceanside harbor. We cater to guests from many of the five star hotels in the area. We serve an up... More
Private Tour
Likely to Sell Out Experience Oceanside Sailing with Whales and dolphins!
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USA
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Superb14 reviews5
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and mo....
Private Tour
Nights of Lights Sailboat Tour St Augustine Sailing
What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More
Private Tour
Likely to Sell Out Nights of Lights Sailboat Tour St Augustine Sailing
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USA
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Superb3 reviews5
What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....
Private Tour
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
Private Tour
Likely to Sell Out Windjammer Classic Day Sail from Camden, Maine
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USA
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Superb407 reviews4.8
See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore I....
Private Tour
Private Sailing Tour through the Ten Thousands Islands
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s and are known through out the sailing community as the fastest, driest, beachable catamaran on the ma... More
Private Tour
Likely to Sell Out Private Sailing Tour through the Ten Thousands Islands
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USA
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Superb145 reviews4.9
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos ....
Private Tour
San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included
Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is an elegant sight under sail, featuring; highly finished woodwork, bronze fixtures, a... More
Private Tour
Likely to Sell Out San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included
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USA
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Superb329 reviews4.9
Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica o....
Private Tour
Private Catamaran Sunset Sail in Waikiki
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large ... More
Private Tour
Likely to Sell Out Private Catamaran Sunset Sail in Waikiki
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USA
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Superb8 reviews5
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foo....
Private Tour
Sunset Sail Cruise in Key West
Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail scho... More
Private Tour
Likely to Sell Out Sunset Sail Cruise in Key West
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USA
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Superb247 reviews4.9
Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We ....
Private Tour
Your Private Miami Yacht Tour with Music and Champagne
Leave the city's hustle behind and discover Miami from a fresh perspective. On this unforgettable journey, our luxurious yacht becomes your private oasis on the water. As we navigate the breathtaking waters of Biscayne Bay, you'll... More
Private Tour
Likely to Sell Out Your Private Miami Yacht Tour with Music and Champagne
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USA
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Superb65 reviews4.6
Leave the city's hustle behind and discover Miami from a fresh perspective. On this unforgettable jo....
Private Tour
Likely to Sell Out
Private Boat Tour - Snorkeling, Star Island & Dolphin Spotting
DolphinWaterSport is renowned for providing exceptional experiences. With a 4.9 rate & +1200 reviews on Google. What you will get: Nature Immersion: Encounter dolphins, turtles, manatees, and more as you explore Miami's waters Ce... More
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out Private Boat Tour - Snorkeling, Star Island & Dolphin Spotting
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USA
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Superb56 reviews4.7
DolphinWaterSport is renowned for providing exceptional experiences. With a 4.9 rate & +1200 reviews....
Free Cancellation
Private Tour
(Saving 10% )
Half-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
Likely to Sell Out 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