Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 446 Sailing Trips activities in USA. Sort by Popularity. - Page 9Private Catamaran Charter in Waikiki (1-6 Guests)
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More
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Private Catamaran Charter in Waikiki (1-6 Guests)
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USA
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Superb25 reviews5
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....
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
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Sunset Sail Cruise in Key West
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USA
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Superb295 reviews4.9
Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We ....
Private Tour
Private Sailing Charter: Up to 24 Passengers
Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting... More
Private Tour
Private Sailing Charter: Up to 24 Passengers
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USA
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Superb1 review5
Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a ....
Private Tour
Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure
Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most professionalis... More
Private Tour
Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventu....
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USA
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Superb970 reviews4.7
Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On....
Private Tour
Sailing Charters in Wilmington
After a successful first three seasons I am happy to be here for a fourth season!!! 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 ... More
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Sailing Charters in Wilmington
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USA
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Superb204 reviews5
After a successful first three seasons I am happy to be here for a fourth season!!! Sail in style on....
Private Tour
Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
Avoid the crowds and Sail on Key West’s beautiful shallow waters on this Adults Only Sunset & Moët cruise, to sip Moët & Chandon champagne and indulge your palate while being washed in the colors of the Key West sunset! Incl... More
Private Tour
Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
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USA
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Superb1,002 reviews4.9
Avoid the crowds and Sail on Key West’s beautiful shallow waters on this Adults Only Sunset & Moë....
Private Tour
Public Sunset Picnic Boat Cruise on Lake Champlain
Set sail on Lake Champlain aboard the charming Buttercup for a two-hour sunset picnic cruise. This unique experience invites you to bring your own food and drinks, all while enjoying stunning waterfront views and the company of up... More
Private Tour
Public Sunset Picnic Boat Cruise on Lake Champlain
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USA
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Superb4 reviews5
Set sail on Lake Champlain aboard the charming Buttercup for a two-hour sunset picnic cruise. This u....
Private Tour
Hawaiian Canoe Sailing Experience in Maui
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More
Private Tour
Hawaiian Canoe Sailing Experience in Maui
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USA
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Superb63 reviews4.6
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
Private Tour
Public Sunset Sailing Cruise on Lake Champlain
Witness the captivating Burlington sunset while sailing across Lake Champlain on a classic Friendship Sloop. This two-hour cruise offers an unparalleled view of the Adirondack Mountains as you relax and enjoy the charming atmosphe... More
Private Tour
Public Sunset Sailing Cruise on Lake Champlain
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USA
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Superb14 reviews5
Witness the captivating Burlington sunset while sailing across Lake Champlain on a classic Friendshi....
Private Tour
Polynesian Canoe Sunset Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and bec... More
Private Tour
Polynesian Canoe Sunset Sail
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USA
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Superb129 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) off....
Private Tour
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we... More
Private Tour
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
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USA
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Superb59 reviews4.9
Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....
Private Tour
Wrightsville Beach Sunset Cocktail Sail
Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while you cruise our local waterways and watch the sunset. Wind permitting, we'll turn off the engines and enjoy the beauty of sailing!... More
Private Tour
Wrightsville Beach Sunset Cocktail Sail
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USA
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Superb20 reviews5
Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while....
Private Tour
Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach
Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Dolphin, Island Swim & Sunset Cruises. Enjoy your Island Sandbar stop at One Tree Island, where you can enjoy the beautiful waters... More
Private Tour
Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach
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USA
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Exellent73 reviews4.5
Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Do....
Private Tour
1.5-Hour San Francisco Bay Sailing Tour
For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a semi-private 90-minute cruise of the bay, complete with beer and wine. This double-masted, teak-decked, bronze-fitted beauty hold... More
Private Tour
1.5-Hour San Francisco Bay Sailing Tour
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USA
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Superb404 reviews4.8
For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a....
Private Tour
Condor Sailing Fun, Relaxing Public Dolphin & Sightseeing Cruise
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic po... More
Private Tour
Condor Sailing Fun, Relaxing Public Dolphin & Sightseeing Cruise
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USA
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Superb77 reviews4.9
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chil....
Private Tour
Luxury Camden Sailing Experience
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USA
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Superb15 reviews4.9
Small groups of up to six. Two staff members to take care of you. Cushioned seating for all. Faste....
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
Experience Oceanside Sailing with Whales and dolphins!
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USA
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Superb18 reviews5
We set sail on a 45 foot, teak filled sailing yacht- Named, Song of David. One of the largest and mo....
Private Tour
Private Sunset Sail in San Diego Up to 6 guests
Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perfect for solo travelers, couples, or friends looking to experience the bay from the water. Relax while our licensed captain handles... More
Private Tour
Private Sunset Sail in San Diego Up to 6 guests
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USA
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Superb73 reviews5
Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perf....
Private Tour
2hr. INTERACTIVE Sailing Experience on San Francisco Bay
This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a private yacht with a USCG licensed captain and crew where you'll sail beneath the Golden Gate Bridge, across the San Francisco waterfr... More
Private Tour
Likely to Sell Out 2hr. INTERACTIVE Sailing Experience on San Francisco Bay
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USA
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Superb103 reviews5
This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a priv....
Private Tour
4-Hour Fort Lauderdale Sailing Charter
Enjoy some time on the water with this 4-Hour Half Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option(PRIVATE CRUISES) to use their time docked or sailing out to sea. ... More
Private Tour
Likely to Sell Out 4-Hour Fort Lauderdale Sailing Charter
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USA
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Superb323 reviews4.9
Enjoy some time on the water with this 4-Hour Half Day Sailing Charter located in Fort Lauderdale. Y....
Private Tour