Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 391 Sailing Trips activities in USA. Sort by Popularity. - Page 5Monterey Bay Whale Watching
Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watching tours depart from Moss Landing, right at the mouth of the Monterey Bay Canyon, one of the largest underwater canyons in the wor... More

Monterey Bay Whale Watching
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USA
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Superb276 reviews4.7
Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watchi....
Sunset Sailing Cruise in Monterey Bay
Our most popular and romantic cruise with appetizers! The sunset cruise departs 90 minutes prior to the sunset every day year around. During your hour and a half trip you will enjoy complimentary wine along with a delicious appeti... More

Sunset Sailing Cruise in Monterey Bay
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USA
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Superb11 reviews5
Our most popular and romantic cruise with appetizers! The sunset cruise departs 90 minutes prior to ....
San Francisco Bay Sailing Cruise
Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sail away from bustling city and enjoy photo ops from the vantage point of the water. You’ll coast past the city skyline, the Gold... More

San Francisco Bay Sailing Cruise
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USA
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Superb588 reviews4.9
Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sa....
Afternoon Sail & Snorkel to the Captain Cook Monument
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adve... More

Afternoon Sail & Snorkel to the Captain Cook Monument
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USA
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Superb222 reviews4.9
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtakin....
Sail Biscayne Bay: An Intimate Eco-Adventure
This tour is an intimate experience, our groups are 3-5 people per boat maximum. We have two boats. We have been sailing the Biscayne Bay for over 15 years, just for the fun of it. We started this eco-tour in 2018 to share the ama... More

Sail Biscayne Bay: An Intimate Eco-Adventure
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USA
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Superb409 reviews4.9
This tour is an intimate experience, our groups are 3-5 people per boat maximum. We have two boats. ....
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

4-Hour Fort Lauderdale Sailing Charter
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USA
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Superb282 reviews4.9
Enjoy some time on the water with this 4-Hour Half Day Sailing Charter located in Fort Lauderdale. Y....
Sail and Turtle Snorkeling Tour in Waikiki
Experience the Best boat tour in Waikiki with our Turtle Canyon Snorkeling Tour Get ready for an epic 2-hour boat adventure that combines the thrill of sailing past Diamond Head with the magic of snorkeling with turtles in their ... More

Sail and Turtle Snorkeling Tour in Waikiki
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USA
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Superb232 reviews4.9
Experience the Best boat tour in Waikiki with our Turtle Canyon Snorkeling Tour Get ready for an ep....
Small-Group San Diego Sunset Sailing Excursion
Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, pu... More

Small-Group San Diego Sunset Sailing Excursion
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USA
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Superb548 reviews4.9
Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This th....
Luxury Catamaran Sailing Charters in Maine
Sail in luxury on a 44-ft catamaran yacht! We are one of the only sailing catamaran charters in Maine, and our luxurious yacht makes for a relaxing and fun experience. Our catamaran is stable and does not bounce in waves, providin... More

Luxury Catamaran Sailing Charters in Maine
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USA
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Superb85 reviews4.9
Sail in luxury on a 44-ft catamaran yacht! We are one of the only sailing catamaran charters in Main....
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Miami Beach experience. Connect with nature, discover new landscapes, & create lasting memories as you explore the stunning coastline... More
Private Tour

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
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USA
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Superb21 reviews4.9
Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Mia....
Private Tour
Limited Time Weekday Super Promo, 48ft Private Yacht Rental,
Discover the vibrant allure of Miami from the luxurious vantage point of our yacht tours. Embark on a journey where turquoise waters meet golden shores, with panoramic views of iconic landmarks like South Beach and the Miami skyli... More
Private Tour

Limited Time Weekday Super Promo, 48ft Private Yacht Rental,
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USA
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Very Good6 reviews4
Discover the vibrant allure of Miami from the luxurious vantage point of our yacht tours. Embark on ....
Private Tour
Polynesian Canoe Sunset Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
Private Tour

Polynesian Canoe Sunset Sail
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USA
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Superb118 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Private Tour
Private Yacht Rental Miami, Customizable Tours, Dolphin Watching
Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect for those who crave excitement and a deep connection with nature. Explore Miami's marine wonders aboard with all the comforts you... More
Private Tour

Private Yacht Rental Miami, Customizable Tours, Dolphin Watching
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USA
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Superb65 reviews4.6
Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect....
Private Tour
2-Hour Windjammer Sailing Trip in Maine with Licensed Captain
Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises.... More
Private Tour

2-Hour Windjammer Sailing Trip in Maine with Licensed Captain
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USA
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Very Good390 reviews4
Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical po....
Private Tour
Suncoast Sailing's Sunset Sailing Experience!
Set sail aboard the iconic schooner Suncoast Horizon as we set sail in the picturesque waters of Treasure Island, Florida! You’ll set sail about an hour before sunset to give you plenty of time to catch the full range of hues p... More
Private Tour

Suncoast Sailing's Sunset Sailing Experience!
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USA
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Superb218 reviews4.9
Set sail aboard the iconic schooner Suncoast Horizon as we set sail in the picturesque waters of Tre....
Private Tour
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More
Private Tour

Portland Tall Ship Cruise on Casco Bay
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USA
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Exellent222 reviews4.5
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Private Tour
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
Private Tour

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
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USA
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Superb24 reviews5
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....
Private Tour
Key West Sunset Snorkel with Unlimited Draft Beer & Wine
Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and enjoy an evening snorkel. If you do not feel like getting in the water, no worries, the bar is open! ... More
Private Tour

Key West Sunset Snorkel with Unlimited Draft Beer & Wine
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USA
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Superb116 reviews4.7
Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where yo....
Private Tour
Mangrove Kayak + Snorkel & Sunset Sail hosted by Honest Eco
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and bein... More
Private Tour

Mangrove Kayak + Snorkel & Sunset Sail hosted by Honest Eco
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USA
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Superb149 reviews5
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....
Private Tour
Small-Group Yacht Sailing Experience on San Diego Bay
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often s... More
Private Tour

Small-Group Yacht Sailing Experience on San Diego Bay
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USA
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Superb134 reviews4.9
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....
Private Tour