Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 404 Sailing Trips activities in USA. Sort by Popularity. - Page 194 Day Alaskan Excursion
This is a Tour that no other Company in the World offers. You will be sailing and enjoying the Alaskan wilderness. Each day is unknown because the climate here is so unpredictable. But we always make the best with what we have got... More

4 Day Alaskan Excursion
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USA
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Superb9 reviews4.9
This is a Tour that no other Company in the World offers. You will be sailing and enjoying the Alask....
Sailing Charter
Experiencing the Olympic Peninsula wouldn’t be complete without a little time on the water. Make an adventure out of it, and sail a living legend out of scenic Sequim Bay! Ingrid Princess is an ocean going, full keel ketch avail... More
Private Tour

Sailing Charter
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USA
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Superb9 reviews4.9
Experiencing the Olympic Peninsula wouldn’t be complete without a little time on the water. Make a....
Private Tour
Private Luxury Sailboat Charters of Honolulu
Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More
Private Tour

Private Luxury Sailboat Charters of Honolulu
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USA
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Superb9 reviews4.9
Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....
Private Tour
Private Long Island Sound Sailing Experience
Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point. Oogle at the multi million dollar Mansions lining the coast un... More
Private Tour

Private Long Island Sound Sailing Experience
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USA
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Superb9 reviews4.9
Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled ....
Private Tour
San Diego Private Morning Sail up to 12 guests
This private morning sail is a great way to start the day. Mornings are best to go see San Diego's wildlife because there is little wind and few waves, allowing us to easily cross over to Point Loma. The bay will most likely have ... More
Private Tour

San Diego Private Morning Sail up to 12 guests
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USA
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Superb30 reviews5
This private morning sail is a great way to start the day. Mornings are best to go see San Diego's w....
Private Tour
Sailing Trip to Dia Island - All Inclusive
Our qualified team brings years of experience and a deep passion for the art of sailing. We take immense joy in every moment spent on the open sea, and it is our pleasure to extend that feeling to our valued customers. Relaxation ... More
Private Tour

Sailing Trip to Dia Island - All Inclusive
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USA
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Superb30 reviews5
Our qualified team brings years of experience and a deep passion for the art of sailing. We take imm....
Private Tour
Private Sunset Sail of NYC Skyline and Statue of Liberty
Discover NYC from a completely different perspective on a private sailboat charter during sunset hours when the views are even more spectacular. You and your group will view New York City in ways that are breath taking. See the St... More
Private Tour

Private Sunset Sail of NYC Skyline and Statue of Liberty
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USA
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Superb30 reviews5
Discover NYC from a completely different perspective on a private sailboat charter during sunset hou....
Private Tour
San Diego Private Whale and Dolphin Watching Sailing Tour
This Whale Watching sailing trip will leave from our marina and we will head towards the end of the channel, out of the bay! We will stop next to the seals on our way out. It will take us 2 hours to get to the end of the channel a... More
Private Tour

San Diego Private Whale and Dolphin Watching Sailing Tour
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USA
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Superb30 reviews5
This Whale Watching sailing trip will leave from our marina and we will head towards the end of the ....
Private Tour
Half-Day Private Sailing in Sag Harbor and Shelter Island
What makes this experience stand out is the yacht itself and the crew's sailing experience and deep knowledge of local areas. The old world Finnish craftsmanship both above on the teak decks and below in the exquisite woodwork and... More
Private Tour

Half-Day Private Sailing in Sag Harbor and Shelter Island
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USA
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Superb30 reviews5
What makes this experience stand out is the yacht itself and the crew's sailing experience and deep ....
Private Tour
Private Sunset Sail for 3-6 People
Experience a private group charter with up to six passengers while sailing along the San Diego Bay. If you’re looking for a night of family fun, or to celebrate with your friends look no further. Leave your worries behind as yo... More
Private Tour

Private Sunset Sail for 3-6 People
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USA
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Superb12 reviews4.7
Experience a private group charter with up to six passengers while sailing along the San Diego Bay.....
Private Tour
Private 2 Hour Sailboat Sunset Charter
When you book a private charter on the Daydreams Sailboat, your captain and first mate will help you plan the perfect experience for you and your guests! You'll sail around Shell Island into the Gulf of Mexico, while you enjoy dol... More
Private Tour

Private 2 Hour Sailboat Sunset Charter
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USA
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Superb12 reviews4.7
When you book a private charter on the Daydreams Sailboat, your captain and first mate will help you....
Private Tour
NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers
- Exclusive €500 Empório Aragão online shopping credit included. - VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new collection launch. - Showcase of 7 other international designers' c... More
Private Tour

NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers
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USA
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Superb2 reviews5
- Exclusive €500 Empório Aragão online shopping credit included. - VIP access to "The Haute Cout....
Private Tour
Private Charter Snorkel Sail Adventure off Kaanapali Beach
PRIVATE CHARTER - 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 ‘H... More
Private Tour

Private Charter Snorkel Sail Adventure off Kaanapali Beach
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USA
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Superb2 reviews5
PRIVATE CHARTER - While snorkeling along West Maui’s coastline, experience warm waters abundant wi....
Private Tour
Private Morning Ceremony Sailing Charter
This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to accommodate groups wanting to do private charters in the morning to celeb... More
Private Tour

Private Morning Ceremony Sailing Charter
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USA
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Superb2 reviews5
This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, an....
Private Tour
Private 3 hour Bird Watching Tour in Monterey Bay
Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail is much quieter and therefore up close encounters with seabirds are common. This tour is great for birders who are looking for an ... More
Private Tour

Private 3 hour Bird Watching Tour in Monterey Bay
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USA
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Superb1 review5
Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail ....
Private Tour
2 Hours Small Group Fireworks Night in Waikiki
Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks in small intimate group . See this vibrant display from a whole new perspective as the colorful lights reflect off the sea. Kick b... More
Private Tour

2 Hours Small Group Fireworks Night in Waikiki
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USA
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Superb1 review5
Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks ....
Private Tour

Chicago Skyline Sail
This is a sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air!... More
Free Cancellation
Private Tour
(Saving 20% )

Chicago Skyline Sail
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USA
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Superb1 review5
This is a sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and th....
Free Cancellation
Private Tour
(Saving 20% )
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
Private Tour

Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay
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USA
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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
3-Night Private Charter in Lake Clark National Park
An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the only live aboard yacht on Lake Clark. Enjoy meals prepared by your onboard chef. Relax in our beanbags and hammocks while enjoyin... More
Private Tour

3-Night Private Charter in Lake Clark National Park
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USA
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Superb2 reviews5
An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the ....
Private Tour
Key West Wreckers Race Aboard Schooner America 2.0
Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern ... More
Private Tour

Key West Wreckers Race Aboard Schooner America 2.0
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USA
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Superb9 reviews4.9
Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse abo....
Private Tour