Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 448 Sailing Trips activities in USA. Sort by Popularity. - Page 21San Diego Private Yacht Charter on a Classic Sailboat
Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Phil on San Diego Bay. Liberty is a classic 41-ft Friendship sloop skippered by a USCG-licensed captain with 55 years of sailing exp... More
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Likely to Sell Out San Diego Private Yacht Charter on a Classic Sailboat
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USA
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Superb4 reviews5
Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Ph....
Private Tour
Waikiki private Day Tour and Sunset sail for couples
Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More
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Likely to Sell Out Waikiki private Day Tour and Sunset sail for couples
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Superb17 reviews5
Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....
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Sound of the Ocean Whale Watch Sail
Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them too. With a partnership with the award-winning immersive experience “Sounds ... More
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Likely to Sell Out Sound of the Ocean Whale Watch Sail
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Superb1 review5
Step aboard a boat and experience whale watching like never before. On this special cruise, see hump....
Private Tour
San Diego's first ever Family Sailing Tours
We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monke... More
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Likely to Sell Out San Diego's first ever Family Sailing Tours
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USA
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Superb6 reviews5
We are based in San Diego and we are designed for families. Our whole mission is to bring families c....
Private Tour
Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay
This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become part of the crew. Our goal is to perform as a unit and get the boat to sail as fast as possible. However, if you are looking for a mo... More
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Likely to Sell Out Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay
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Superb1 review5
This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become par....
Private Tour
Midmorning Whale Watch from Lahaina Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
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Likely to Sell Out Midmorning Whale Watch from Lahaina Harbor
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Good3 reviews3.3
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Private Sailing Charters: Island Adventures and Sunset Cruises
Set sail on a private charter with Water Music Charters, offering an unforgettable experience along Folly Beach and Charleston's vibrant waters. With over 25 years of service, enjoy the tranquility of sunset sails, spot dolphins a... More
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Likely to Sell Out Private Sailing Charters: Island Adventures and Sunset Cruises
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USA
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Good3 reviews3.3
Set sail on a private charter with Water Music Charters, offering an unforgettable experience along ....
Private Tour
Likely to Sell Out
Private Catamaran Charter for Exclusive Celebrations
Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Perfect for exclusive celebrations or a fun day with family and friends, this rental offers total freedom to create memorable experie... More
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Likely to Sell Out Private Catamaran Charter for Exclusive Celebrations
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USA
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Good3 reviews3.3
Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Per....
Free Cancellation
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(Saving 10% )
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Exciting Public Afternoon Sail on our Newest Sailboat
Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon Public Sail is the perfect balance. With a maximum of just 6 guests onboard, you’ll enjoy an intimate, relaxed atmosphere. Aboar... More
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Likely to Sell Out Exciting Public Afternoon Sail on our Newest Sailboat
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USA
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Good3 reviews3.3
Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon ....
Free Cancellation
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Themed and Special Event Cruise in Chesapeake Bay
This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and a guest or you and 5 of your best friends will all help you celebrate that birthday, anniversa... More
Free Cancellation
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Likely to Sell Out Themed and Special Event Cruise in Chesapeake Bay
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Superb1 review5
This cruise is a unique way to celebrate that special event in your life while cruising on your very....
Free Cancellation
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Science Under Sail Coastal Ecology Adventure in Maine
Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology of Maine with a science educator from Herring Gut Coastal Science Center. The adventure begins in Rockland Harbor and takes you p... More
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Likely to Sell Out Science Under Sail Coastal Ecology Adventure in Maine
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USA
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Superb1 review5
Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology....
Free Cancellation
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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
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Likely to Sell Out Detroit Sunset Sail on the River
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Superb1 review5
Our sunset sail is designed to feel effortless, intimate, and elevated from the moment you step aboa....
Free Cancellation
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Oyster Bay Three Hour Sailing Experience
Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard WINDSWEPT, a Jeanneau 36i. This charter offers flexible departure times, allowing you to choose a start time that suits your sche... More
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Likely to Sell Out Oyster Bay Three Hour Sailing Experience
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USA
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Superb1 review5
Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard....
Free Cancellation
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Private Dolphin Catamaran Sail In Cocoa Beach
Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter playful dolph... More
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Likely to Sell Out Private Dolphin Catamaran Sail In Cocoa Beach
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Superb1 review5
Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforg....
Free Cancellation
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Private Dolphin Sightseeing Sail on the Lazy Daze Catamaran
Join us for a Private Charter aboard the 41-foot catamaran Lazy Daze and experience fun dolphin sightseeing as we sail in the shimmering waters of the Gulf of Mexico. This private charter can accommodate a maximum of 32 guests. Th... More
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Likely to Sell Out Private Dolphin Sightseeing Sail on the Lazy Daze Catamaran
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Superb1 review5
Join us for a Private Charter aboard the 41-foot catamaran Lazy Daze and experience fun dolphin sigh....
Free Cancellation
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Likely to Sell Out
Maui Snorkel and Sunset Sail Lahaina
Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together for the perfect day on the water! Whether you’re snorkeling or simply soaking in the views, there’s something for everyone to ... More
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Likely to Sell Out Maui Snorkel and Sunset Sail Lahaina
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Superb1 review5
Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together ....
Free Cancellation
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Private Sailing Charters in Panama City
Set sail on a private charter in Panama City, FL, where relaxation meets adventure. Captain Jon and his co-host Carrie create an intimate atmosphere perfect for couples, families, or friends seeking a memorable outing. Whether it'... More
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Likely to Sell Out Private Sailing Charters in Panama City
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USA
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Superb1 review5
Set sail on a private charter in Panama City, FL, where relaxation meets adventure. Captain Jon and ....
Free Cancellation
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Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise
There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Your Captain/Entertainer will make sure you have everything you need, and bring the party with custom curated playlists, Tiki-Oki, a... More
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Likely to Sell Out Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise
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USA
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Superb2 reviews5
There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Yo....
Free Cancellation
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Intimate 2 Hour Sunset Public Sail on the newest sailboat
Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-Hour Sunset Public Sail offers the perfect balance. With a maximum of just six guests onboard, you’ll enjoy a peaceful, uncrowde... More
Free Cancellation
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Likely to Sell Out Intimate 2 Hour Sunset Public Sail on the newest sailboat
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USA
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Superb2 reviews5
Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-....
Free Cancellation
Private Tour
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Likely to Sell Out
Chesapeake Bay Private Cruise
This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guys day out on the water, or just to have the cruise to yourself! Enjoy the peaceful sounds of the waves gently breaking off the hul... More
Free Cancellation
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Likely to Sell Out Chesapeake Bay Private Cruise
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USA
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Exellent7 reviews4.4
This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guy....
Free Cancellation
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