Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 10New York Fall Foliage Sail up the Hudson River
Enjoy a 3.5-hour scenic sail up the Hudson River to the Palisades aboard Schooner Adirondack or Schooner America 2.0, both 1800s-style sailboats. Bordering the Hudson River north of Fort Lee, New Jersey, the Palisade Cliffs are am... More
New York Fall Foliage Sail up the Hudson River
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USA
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Exellent11 reviews4.5
Enjoy a 3.5-hour scenic sail up the Hudson River to the Palisades aboard Schooner Adirondack or Scho....
2hr. SUNSET Sailing Experience on San Francisco Bay
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to tak... More
Likely to Sell Out 2hr. SUNSET Sailing Experience on San Francisco Bay
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USA
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Superb35 reviews4.9
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....
Sunset and Manta Ray Snorkel Adventure
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail the Kona coast, followed by the adventure of a lifetime - snorkeling with the majestic manta rays! Upon arriving, receive an in... More
Likely to Sell Out Sunset and Manta Ray Snorkel Adventure
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USA
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Superb872 reviews4.9
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail....
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
Likely to Sell Out Key West Wreckers Race Aboard Schooner America 2.0
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USA
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Superb15 reviews4.9
Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse abo....
Waikiki Sunset Cruise from Oahu
Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point to observe marine life such as dolphins, whales, sea... More
Likely to Sell Out Waikiki Sunset Cruise from Oahu
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USA
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Superb76 reviews4.7
Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks an....
Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit!!! ;) *Children under age 5-not permitted to sail. *Not Suitable for Guests with mobility issues. *Partic... More
Likely to Sell Out Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
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USA
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Superb279 reviews4.9
Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater wil....
Likely to Sell Out Luxury Camden Sailing Experience
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USA
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Superb19 reviews4.9
Small groups of up to six. Two staff members to take care of you. Cushioned seating for all. Faste....
Waikiki Turtle Snorkeling Adventure(8am)
Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our spacious and comfortable catamaran to Turtle Canyon, where you’ll have the opportunity to snorkel with Hawaiian green sea turtles ... More
Likely to Sell Out Waikiki Turtle Snorkeling Adventure(8am)
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USA
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Superb135 reviews5
Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our sp....
Sunset Dolphin Sail Aboard the Daydreams Sailboat
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. Wit... More
Likely to Sell Out Sunset Dolphin Sail Aboard the Daydreams Sailboat
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USA
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Superb45 reviews5
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....
Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More
Likely to Sell Out Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
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USA
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Superb15 reviews5
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....
Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise
Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to dance, sing Tiki-Oki, slip down the on board water slide, or just relax and enjoy the sunset, this cruise will ... More
Private Tour
Likely to Sell Out Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise
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USA
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Superb4 reviews5
Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. W....
Private Tour
Kona Tradewind Catamaran Day Sail
Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing catamaran. Feel the trade winds fill the sails as you glide across the water, taking in panoramic views of volcanic cliffs, sparklin... More
Private Tour
Likely to Sell Out Kona Tradewind Catamaran Day Sail
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USA
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Superb51 reviews4.8
Experience the beauty of the Kona Coast from a new perspective aboard the Spirit of Aloha sailing ca....
Private Tour
2 Hours Private Sailboat Charter in the San Francisco Bay
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More
Private Tour
Likely to Sell Out 2 Hours Private Sailboat Charter in the San Francisco Bay
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USA
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Superb22 reviews4.8
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....
Private Tour
Wednesday Happy Hour Sunset Sail - Drinks Included
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with st... More
Private Tour
Likely to Sell Out Wednesday Happy Hour Sunset Sail - Drinks Included
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USA
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Superb8 reviews5
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit....
Private Tour
Waikiki Friday Night Fireworks Cruise
Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring your favorite beverages and join us for Waikiki's weekly fireworks displ... More
Private Tour
Likely to Sell Out Waikiki Friday Night Fireworks Cruise
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USA
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Superb32 reviews4.6
Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....
Private Tour
Sunset Sailboat Cruise on Winyah Bay
As the sun lowers over the bay, the water softens and the sky comes alive. This is a favorite for couples, relaxed evenings, and anyone who wants to end the day on the water. Step aboard for an unforgettable evening on the water ... More
Private Tour
Likely to Sell Out Sunset Sailboat Cruise on Winyah Bay
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USA
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Superb1 review5
As the sun lowers over the bay, the water softens and the sky comes alive. This is a favorite for co....
Private Tour
Windjammer Classic Sunset Sail from Camden, Maine
Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship is limited to 49 passengers for an intimate sailing experience. She is a modern windjammer with luxurious accommodations and plent... More
Private Tour
Likely to Sell Out Windjammer Classic Sunset Sail from Camden, Maine
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USA
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Superb524 reviews4.9
Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship ....
Private Tour
Maui Sunset Sail
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing catamaran, Ocean Spirit. It’s the perfect way to expe... More
Private Tour
Likely to Sell Out Maui Sunset Sail
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USA
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Superb224 reviews4.6
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunse....
Private Tour
Maui Midday Whale Watch in the Humpback Sanctuary out of Maalaea
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Private Tour
Likely to Sell Out Maui Midday Whale Watch in the Humpback Sanctuary out of Maalaea
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USA
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Superb104 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Hilton Hawaiian Village Adventure Sail on the Spirit of Aloha
This cruise is exceptionally family-friendly, with no snorkeling or in-water activities, making it ideal for guests who want to experience the ocean without getting wet. Unlike many Waikiki beach catamarans, the Spirit of Aloha o... More
Private Tour
Likely to Sell Out Hilton Hawaiian Village Adventure Sail on the Spirit of Aloha
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USA
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Superb2 reviews5
This cruise is exceptionally family-friendly, with no snorkeling or in-water activities, making it i....
Private Tour