Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 8San 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
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
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USA
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Superb85 reviews5
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....
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
Private Swim, Snorkel & Sail on the Daydreams Sailboat
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USA
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Superb33 reviews5
This is a luxury Sailboat Excursion for up to 12 guests. Our 46 ft Daydreams Sailboat has a great bo....
Private Tour
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Sparrow and set sail in search of treasure! But wait it's no... More
Private Tour
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
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USA
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Superb742 reviews4.9
The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos.....
Private Tour
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will br... More
Private Tour
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
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USA
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Superb266 reviews4.9
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your....
Private Tour
Southwest Florida Sunset Sail
SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft. Sailing Catamaran, "Copacetic". The sunset hours are a magical time to be out on the water. With the winds calm, the sun turns g... More
Private Tour
Southwest Florida Sunset Sail
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USA
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Superb515 reviews4.9
SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft....
Private Tour
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. ... More
Private Tour
Likely to Sell Out Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
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USA
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Superb73 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Private Tour
Suncoast Sailing's Sunset Sailing Experience!
Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just wind in the sails, salt in the air, and the kind of quiet glide ... More
Private Tour
Likely to Sell Out Suncoast Sailing's Sunset Sailing Experience!
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USA
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Superb285 reviews4.9
Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually suppos....
Private Tour
1-Hour Interactive Pirate Cruise (arrive 30 minutes early)
Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure Cruise (check in is a half hour before the sail time) along Florida’s Intracoastal Waterway that’s fun for the whole family! T... More
Private Tour
Likely to Sell Out 1-Hour Interactive Pirate Cruise (arrive 30 minutes early)
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USA
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Superb1,545 reviews4.9
Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure ....
Private Tour
Luxury Sunset Sail on Serendipity Catamaran in Charleston
Set sail for an unforgettable 2-hour sunset cruise on the Serendipity Catamaran, departing from Seabreeze Marina in downtown Charleston. Enjoy stunning waterfront views and local wildlife as the sun dips below the horizon. This up... More
Private Tour
Likely to Sell Out Luxury Sunset Sail on Serendipity Catamaran in Charleston
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USA
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Superb26 reviews5
Set sail for an unforgettable 2-hour sunset cruise on the Serendipity Catamaran, departing from Seab....
Private Tour
Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More
Private Tour
Likely to Sell Out Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor
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USA
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Superb179 reviews4.7
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....
Private Tour
Maui: Whalewatch Sail from Lahaina
Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and fun two-hour whalewatch is led by a team of... More
Private Tour
Likely to Sell Out Maui: Whalewatch Sail from Lahaina
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USA
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Superb86 reviews4.8
Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catam....
Private Tour
Likely to Sell Out
Waikiki Fireworks Cocktail Cruise
Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to remember.... More
Free Cancellation
Private Tour
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Likely to Sell Out Waikiki Fireworks Cocktail Cruise
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USA
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Superb9 reviews4.6
Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a b....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and op... More
Free Cancellation
Private Tour
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Likely to Sell Out Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
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USA
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Superb62 reviews5
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....
Free Cancellation
Private Tour
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Likely to Sell Out
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More
Free Cancellation
Private Tour
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Likely to Sell Out Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
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USA
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Superb68 reviews4.7
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....
Free Cancellation
Private Tour
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Likely to Sell Out
Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans
Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island for some swimming and shelling (weather permitting) while taking in the sun and spectacular views. Our beautifully, well appointed ... More
Free Cancellation
Private Tour
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Likely to Sell Out Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans
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USA
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Superb196 reviews4.9
Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island f....
Free Cancellation
Private Tour
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Likely to Sell Out
Deluxe Day Sail in San Diego
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and kno... More
Free Cancellation
Private Tour
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Likely to Sell Out Deluxe Day Sail in San Diego
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USA
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Superb80 reviews5
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....
Free Cancellation
Private Tour
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Likely to Sell Out
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
Free Cancellation
Private Tour
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Likely to Sell Out Wrightsville Beach Sunset Cocktail Sail
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USA
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Superb22 reviews5
Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while....
Free Cancellation
Private Tour
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Likely to Sell Out
LA: Yacht Private Trip -1 hour (1 ticket covers 1-6 ppl
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht to yourselves, just your group and the Captain. Enjoy a stunning 1 hr private romantic night cruise and sea life discovery aboard... More
Free Cancellation
Private Tour
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Likely to Sell Out LA: Yacht Private Trip -1 hour (1 ticket covers 1-6 ppl
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USA
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Superb7 reviews4.6
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht....
Free Cancellation
Private Tour
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Likely to Sell Out
Spectacular Afternoon Sail on San Diego Bay
A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch for playful dolphins, sea lions, and pelicans. Get hands-on or sit back and enjoy breathtaking views of the city's skyline and wa... More
Free Cancellation
Private Tour
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Likely to Sell Out Spectacular Afternoon Sail on San Diego Bay
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USA
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Superb22 reviews5
A unique two-hour sailing Experience aboard our 35-foot sailboat, Luna. Limited to six people. Watch....
Free Cancellation
Private Tour
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Likely to Sell Out
Best Private Luxury Sunset Boat Tour in New York City - 2 Hour
Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and reflects off of the city skyline on this magical 2-hour sunset cruise around lower Manhattan! Get an unobstructed view of the Man... More
Free Cancellation
Private Tour
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Likely to Sell Out Best Private Luxury Sunset Boat Tour in New York City - 2 Hour
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USA
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Superb30 reviews5
Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and....
Free Cancellation
Private Tour
(Saving inf% )