Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 396 Sailing Trips activities in USA. Sort by Popularity. - Page 9Private 3 Hour Swim, Snorkel & Sail on 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 3 Hour Swim, Snorkel & Sail on Daydreams Sailboat
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USA
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Superb28 reviews5
This is a luxury Sailboat Excursion for up to 12 guests. Our 46 ft Daydreams Sailboat has a great bo....
Private Tour
Windjammer Classic Day Sail from Camden, Maine
See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore II! Feel like an adventurer from the 19th century while enjoying state-of-the-art accommodations on a modern windjammer. With wide ... More
Private Tour

Windjammer Classic Day Sail from Camden, Maine
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USA
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Superb335 reviews4.7
See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore I....
Private Tour
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle Canyons reveal a kaleidoscope of colors, from dazzling schools of fish to vi... More
Private Tour

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
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USA
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Very Good4 reviews4
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with ....
Private Tour
Private Charter
The captain works with the guest to design a custom outing based on his 30 years of cruising experience in the local area. With knowledge of the local sea conditions and coastal ecology. you build a custom experience. Typically, G... More
Private Tour

Private Charter
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USA
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Superb12 reviews4.8
The captain works with the guest to design a custom outing based on his 30 years of cruising experie....
Private Tour
Fort Lauderdale Sailing Charter
Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 years of local sailing experience. For PRIVATE charters, call directly to make arrangements. One to Three passengers bookings are s... More
Private Tour

Fort Lauderdale Sailing Charter
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USA
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Superb359 reviews5
Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 y....
Private Tour
The Boat People Cruise Private Harbor Cruises
Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We strive to create an unforgettable evening with contagious laughter and panoramic views of the Newport Bay. Bring your plus one or ... More
Private Tour

The Boat People Cruise Private Harbor Cruises
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USA
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Superb27 reviews5
Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We ....
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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Superb153 reviews5
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....
Private Tour
Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms
Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. This spacious 50-foot catamaran offers a perfect setting to watch the sky transform into a palette of golden hues as the sun dips be... More
Private Tour

Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms
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USA
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Superb4 reviews4.8
Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. Th....
Private Tour
San Salvador Spanish Galleon Adventure Day Sail with General Admission
Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More
Private Tour

San Salvador Spanish Galleon Adventure Day Sail with General Admi....
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USA
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Exellent2 reviews4.5
Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step o....
Private Tour
Newport Sunset Sail on Schooner Adirondack
Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailbo... More
Private Tour

Newport Sunset Sail on Schooner Adirondack
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USA
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Superb36 reviews4.9
Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of th....
Private Tour
Molokini Snorkel and Performance Sail from Ma'alaea Harbor
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve, and is home to over 250 species of t... More
Private Tour

Molokini Snorkel and Performance Sail from Ma'alaea Harbor
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USA
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Superb198 reviews4.9
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredib....
Private Tour
Sunset Sail from Traverse City with Food, Wine & Cocktails
Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stories about the history of the lands, people, and waters of the Grand Traverse Bay area. Enjoy complimentary locally sourced food, w... More
Private Tour

Sunset Sail from Traverse City with Food, Wine & Cocktails
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USA
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Superb177 reviews4.8
Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stor....
Private Tour
Newport Sunset Sail on Classic Sailboat
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More
Private Tour

Newport Sunset Sail on Classic Sailboat
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USA
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Superb17 reviews4.8
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....
Private Tour
Monterey Private 3 - 4 Hour Whale Watching Cruise
Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a private guided tour and can accommodate up to 6 people. Whale sightings are NOT guaranteed. However, this tour is designed to give... More
Private Tour

Monterey Private 3 - 4 Hour Whale Watching Cruise
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USA
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Superb2 reviews5
Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a p....
Private Tour

12pm Turtle Canyon Snorkel Adventure
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confid... More
Free Cancellation
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12pm Turtle Canyon Snorkel Adventure
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USA
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Superb274 reviews4.8
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....
Free Cancellation
Private Tour
(Saving 20% )
4 hours Sailboat Tour for 2 people along the Los Angeles Coastline
The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venice Beach, Airport, Malibu beach, go into the open ocean, anchor (if desired) and return back to Marina Del Rey.... More
Private Tour

4 hours Sailboat Tour for 2 people along the Los Angeles Coastlin....
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USA
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Very Good3 reviews3.7
The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venic....
Private Tour
Awesome San Francisco Bay Private Sailing Adventure via Sausalito
Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF skyline. This is a Private Trip on a sailing yacht! Get a taste for what an experience living, working and voyaging on a sailboat c... More
Private Tour

Awesome San Francisco Bay Private Sailing Adventure via Sausalito
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USA
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Superb8 reviews5
Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF sky....
Private Tour
Schooner Fame Sailing Tour
FAME is annually the #1-rated boat in Salem and the #1 outdoor activity in the entire town, per TripAdvisor. Don't miss the very best of what Salem has to offer! There's more to our town than witches! FAME is a full-scale replica... More
Private Tour

Schooner Fame Sailing Tour
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USA
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Superb524 reviews4.9
FAME is annually the #1-rated boat in Salem and the #1 outdoor activity in the entire town, per Trip....
Private Tour
2 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
Private Tour

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
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USA
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Superb5 reviews5
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking ....
Private Tour
Discover Maine's Coastal Charms: Half-Day Scenic Sail
Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their hidden sec... More
Private Tour

Discover Maine's Coastal Charms: Half-Day Scenic Sail
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USA
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Superb3 reviews5
Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day ex....
Private Tour