Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 22Wing Suping Wing Foiling without the Foil
Learn WingSUPing on Lake Hartwell in Fair Play, South Carolina — the easiest and safest way to experience wind sports. This beginner‑friendly session uses a stable stand‑up paddleboard and a lightweight inflatable wing, maki... More
Private Tour
Wing Suping Wing Foiling without the Foil
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USA
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Superb2 reviews5
Learn WingSUPing on Lake Hartwell in Fair Play, South Carolina — the easiest and safest way to exp....
Private Tour
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
Private Tour
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-....
Private Tour
Private Afternoon Snorkel with Sunset Sail in Key West
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's a... More
Private Tour
Likely to Sell Out Private Afternoon Snorkel with Sunset Sail in Key West
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USA
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Superb4 reviews5
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that sp....
Private Tour
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
Private Tour
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....
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 6 Guests
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea l... More
Private Tour
Likely to Sell Out Bachelorette Sailing Party on San Diego Bay up to 6 Guests
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USA
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Exellent7 reviews4.4
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking....
Private Tour
Private Sunset Sail in San Diego
We are a small charter company we offer a personal experience that is flexible to our guests needs. Sailing Is our speciality and we will try to sail our best to shut down the engine and sail by wind power.... More
Private Tour
Likely to Sell Out Private Sunset Sail in San Diego
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USA
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Exellent7 reviews4.4
We are a small charter company we offer a personal experience that is flexible to our guests needs. ....
Private Tour
Sunset Sail on the Tall Ship Matthew Turner in San Francisco Bay
Set sail on the tall ship Matthew Turner and soak in the stunning sunset views of San Francisco Bay, including iconic sights like the Golden Gate Bridge, Alcatraz, and Angel Island. This unique experience combines adventure with t... More
Private Tour
Likely to Sell Out Sunset Sail on the Tall Ship Matthew Turner in San Francisco Bay
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USA
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Exellent7 reviews4.4
Set sail on the tall ship Matthew Turner and soak in the stunning sunset views of San Francisco Bay,....
Private Tour
Private Sightseeing Charter in Frenchman Bay
Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore the Porcupine Islands and Egg Rock. See beautiful views of Acadia National Park from the sea. Learn some history of coastal Maine a... More
Private Tour
Likely to Sell Out Private Sightseeing Charter in Frenchman Bay
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USA
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Exellent5 reviews4.2
Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore t....
Private Tour
Tuesday Night Lights: McCovey Cove Sail
The ballpark season has arrived! Tuesday Night Lights trips are the perfect way to welcome summer on the San Francisco Bay and root for the home team! Depart from Pier39, take a relaxing sail along the city-front, and settle into ... More
Private Tour
Likely to Sell Out Tuesday Night Lights: McCovey Cove Sail
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USA
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Exellent5 reviews4.2
The ballpark season has arrived! Tuesday Night Lights trips are the perfect way to welcome summer on....
Private Tour
Private Couples Sunset Sailing Tour in San Diego
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Your sunset saili... More
Private Tour
Likely to Sell Out Private Couples Sunset Sailing Tour in San Diego
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USA
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Exellent5 reviews4.2
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....
Private Tour
Likely to Sell Out
Private Charter Day Tripper Boat for 14 People
4-Hour Private Cruise Exclusively Reserved for Your Party! Includes a Fun and Experienced Captain, Clean Restroom, Large Cooler, and A Premium Bluetooth Sound System For You To Play What You’d Like! You Can Also Add A Photograph... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Charter Day Tripper Boat for 14 People
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USA
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Exellent5 reviews4.2
4-Hour Private Cruise Exclusively Reserved for Your Party! Includes a Fun and Experienced Captain, C....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
Private Half Day Sailing Charter in Penobscot Bay
There are a lot of ways to get out on the water in Maine, but at Sailing Sasa, we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Half Day Sailing Charter in Penobscot Bay
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USA
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Exellent5 reviews4.2
There are a lot of ways to get out on the water in Maine, but at Sailing Sasa, we make every charter....
Free Cancellation
Private Tour
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Likely to Sell Out
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
Free Cancellation
Private Tour
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Likely to Sell Out Oyster Bay Three Hour Sailing Experience
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USA
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Exellent5 reviews4.2
Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard....
Free Cancellation
Private Tour
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Likely to Sell Out
All Inclusive Half Day Sunset Catamaran Adventure
Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks,... More
Free Cancellation
Private Tour
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Likely to Sell Out All Inclusive Half Day Sunset Catamaran Adventure
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USA
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Exellent5 reviews4.2
Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Epic 34 Catamaran Sailing and Snorkeling Adventure
Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back and enjoy the amazing views.... More
Free Cancellation
Private Tour
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Likely to Sell Out Epic 34 Catamaran Sailing and Snorkeling Adventure
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USA
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Exellent5 reviews4.2
Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
Private Tour
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Likely to Sell Out Private Dolphin Catamaran Sail In Cocoa Beach
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USA
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Exellent5 reviews4.2
Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforg....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Private Sailing Charters on La Vie Dansante
Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your favorite people and set sail on our spacious 48' private yacht "La Vie Dansante" through Florida’s stunning Intracoastal Waterway.... More
Free Cancellation
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Likely to Sell Out Private Sailing Charters on La Vie Dansante
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USA
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Exellent5 reviews4.2
Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your fa....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Sausalito Shared Sailing Tour 4 Day Voyage
Set sail on a transformative multi-day adventure aboard the tall ship Matthew Turner, navigating the stunning coastal waters of Northern California. Under the guidance of a skilled crew, learn essential sailing techniques from lin... More
Free Cancellation
Private Tour
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Likely to Sell Out Sausalito Shared Sailing Tour 4 Day Voyage
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USA
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Exellent5 reviews4.2
Set sail on a transformative multi-day adventure aboard the tall ship Matthew Turner, navigating the....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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
Free Cancellation
Private Tour
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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
Private Tour
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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
Free Cancellation
Private Tour
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Likely to Sell Out Private Catamaran Charter for Exclusive Celebrations
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USA
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Superb2 reviews5
Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Per....
Free Cancellation
Private Tour
(Saving inf% )