Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 112 Hour Sailing Adventure in Lake Michigan (up to 6 people)
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha You can lay back and relax to the sounds of the wave... More
2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
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USA
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Superb12 reviews5
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking ....
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More
Likely to Sell Out San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
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USA
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Superb84 reviews5
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....
Private Sunset and Eco Tour in Destin-Up to 16 Guests
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a full restroom, as well as a... More
Private Tour
Likely to Sell Out Private Sunset and Eco Tour in Destin-Up to 16 Guests
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USA
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Superb44 reviews5
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....
Private Tour
Maui Turtle Snorkel & Sail with Lunch & Open Bar
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More
Private Tour
Likely to Sell Out Maui Turtle Snorkel & Sail with Lunch & Open Bar
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USA
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Superb39 reviews4.8
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....
Private Tour
Private Sailing Charter on San Diego Bay
San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing yacht with a knowledgeable and friendly Captain? This private charterÂ... More
Private Tour
Likely to Sell Out Private Sailing Charter on San Diego Bay
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USA
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Superb48 reviews4.9
San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....
Private Tour
2 Hours Cocktail Sail Aboard Bella
Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the water. Spot dolphins, seabirds, and other wildlife as you pass by islands and marshlands. The boat is fully equipped with air con... More
Private Tour
Likely to Sell Out 2 Hours Cocktail Sail Aboard Bella
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USA
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Superb48 reviews4.9
Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the ....
Private Tour
Small Group Waikiki Sunset Sailing Tour
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More
Private Tour
Likely to Sell Out Small Group Waikiki Sunset Sailing Tour
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USA
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Superb115 reviews4.9
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....
Private Tour
Private Classic Sailboat Tour in New York City
This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a unique and immersive experience on the Hudson River. You'll enjoy stunning views of iconic landmarks like the Statue of Liberty, E... More
Private Tour
Likely to Sell Out Private Classic Sailboat Tour in New York City
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USA
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Superb2 reviews5
This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a ....
Private Tour
Waikiki small group turtle snorkeling & sailing
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More
Private Tour
Likely to Sell Out Waikiki small group turtle snorkeling & sailing
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USA
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Superb100 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
Private Tour
Daytime Charleston Harbor Sail - Lux Catamatan w/Bar
Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s historic harbor. This 55-foot catamaran offers the perfect vantage point to experience the city’s charm from the water, away from the ... More
Private Tour
Likely to Sell Out Daytime Charleston Harbor Sail - Lux Catamatan w/Bar
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USA
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Superb9 reviews4.7
Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s histor....
Private Tour
Guided Seattle Sailing Adventure from Bainbridge Island
Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning waterfront homes, and maybe even spot whales. Or we could see a nuclear submarine, inbound container ships, or century-old schooners... More
Private Tour
Likely to Sell Out Guided Seattle Sailing Adventure from Bainbridge Island
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USA
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Superb83 reviews5
Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning wa....
Private Tour
Tiki Pub Amazing Dolphin Eco Adventure
Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and a myriad of sea creatures and incredible Birds! The best part is that then y... More
Private Tour
Likely to Sell Out Tiki Pub Amazing Dolphin Eco Adventure
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USA
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Exellent8 reviews4.4
Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water i....
Private Tour
Private Swim, Snorkel & Sail on the Daydreams Sailboat
This is a luxury Sailboat Excursion for up to 12 guests. Our 46 ft Daydreams Sailboat has a great bow for sunbathing, aft seating area for enjoyment and a luxury salon, galley, cabins and marine head for your use. Get ready for f... More
Private Tour
Likely to Sell Out Private Swim, Snorkel & Sail on the Daydreams Sailboat
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USA
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Superb32 reviews5
This is a luxury Sailboat Excursion for up to 12 guests. Our 46 ft Daydreams Sailboat has a great bo....
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
Likely to Sell Out Public Sunset Sailing Cruise on Lake Champlain
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USA
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Superb4 reviews5
Witness the captivating Burlington sunset while sailing across Lake Champlain on a classic Friendshi....
Private Tour
Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise
Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on board sound system with Tiki-Oki, and the friendliest most fun captains around. You'll be sure to have... More
Private Tour
Likely to Sell Out Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise
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USA
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Superb2 reviews5
Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, b....
Private Tour
Spectacular Afternoon Sail on San Diego Bay
A unique small group two-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy spectacular views as your fun-loving, informative Captain shares his knowledge of sailing and San Diego. Get hands-on or sit back and enjoy ... More
Private Tour
Likely to Sell Out Spectacular Afternoon Sail on San Diego Bay
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USA
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Superb20 reviews5
A unique small group two-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy spectacula....
Private Tour
San Diego Sailing Sunset and Afternoon Classic Yacht
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More
Private Tour
Likely to Sell Out San Diego Sailing Sunset and Afternoon Classic Yacht
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USA
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Superb6 reviews5
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....
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
Likely to Sell Out 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
Friday Night Firework Cruise in Waikiki
After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice ... More
Private Tour
Likely to Sell Out Friday Night Firework Cruise in Waikiki
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USA
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Superb34 reviews4.8
After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....
Private Tour
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Sail aboard Heart's Desire, a 101 year old schooner, designed by famed yacht designe... More
Private Tour
Likely to Sell Out 2 Hours Sunset Private Charter on Heart's Desire in Casco Bay
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USA
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Superb2 reviews5
This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - com....
Private Tour