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Top 10 Best USA Sailing Trips

Found 446 Sailing Trips activities in USA. Sort by Popularity. - Page 8
 

Sunset Dolphin Sail Aboard the Footloose Catamaran

(4.8 of 482 reviews)

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on SV Footloose, our 38 passenger catamaran, with Paradise Adventures! This breathtaking sunset sail along the Gulf of Mexico ... More

Free Cancellation
Start From $45.00
 
Sunset Dolphin Sail Aboard the Footloose Catamaran

Sunset Dolphin Sail Aboard the Footloose Catamaran

  • USA
  • Superb482 reviews4.8

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset S....

    Free Cancellation
    Start From $45.00
 
 

San Diego Harbor Cruise on the Largest Catamaran in San Diego

(4.9 of 54 reviews)

Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our guests with a unique way to splash by all of the amazing San Diego harbor monuments while enjoying the smooth sailing of San Diego's... More

Free Cancellation
Start From $55.00
 
San Diego Harbor Cruise on the Largest Catamaran in San Diego Likely to Sell Out

San Diego Harbor Cruise on the Largest Catamaran in San Diego

  • USA
  • Superb54 reviews4.9

Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our gu....

    Free Cancellation
    Start From $55.00
 
 

Key West Reef Snorkel & Sail Adventure

(4.7 of 568 reviews)

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour ... More

Free Cancellation
Start From $79.00
 
Key West Reef Snorkel & Sail Adventure Likely to Sell Out

Key West Reef Snorkel & Sail Adventure

  • USA
  • Superb568 reviews4.7

Join us for a snorkel adventure to the only living coral reef in North America. We have several fant....

    Free Cancellation
    Start From $79.00
 
 

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

(5 of 60 reviews)

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
Start From $599.00
 
Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique Likely to Sell Out

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

  • USA
  • Superb60 reviews5

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Waikoloa Catamaran Snorkel Sail Including Lunch

(4.6 of 110 reviews)

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy a smooth, comfortable ride to one of the region’s best sno... More

Special Offer
Free Cancellation
Private Tour
Start From $170.10
(Saving 10% ) $189.00
 
-10% Waikoloa Catamaran Snorkel Sail Including Lunch Likely to Sell Out

Waikoloa Catamaran Snorkel Sail Including Lunch

  • USA
  • Superb110 reviews4.6

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $170.10
    (Saving 10% ) $189.00
 
 

Southwest Florida Sunset Sail

(4.9 of 512 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $70.00
(Saving inf% ) $0.00
 
-inf% Southwest Florida Sunset Sail Likely to Sell Out

Southwest Florida Sunset Sail

  • USA
  • Superb512 reviews4.9

SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $70.00
    (Saving inf% ) $0.00
 
 

2-Hour Oahu Sunset Catamaran Sail

(4.8 of 136 reviews)

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and listen for ... More

Special Offer
Free Cancellation
Private Tour
Start From $130.00
(Saving inf% ) $0.00
 
-inf% 2-Hour Oahu Sunset Catamaran Sail Likely to Sell Out

2-Hour Oahu Sunset Catamaran Sail

  • USA
  • Superb136 reviews4.8

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran fr....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $130.00
    (Saving inf% ) $0.00
 
 

2.5-hour Guided Sailboat Tour

(5 of 186 reviews)

2.5 hour sails for up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the Brooklyn Bridge, Statue of Liberty, World Trade Center, Ellis Island, Governor's Island and M... More

Special Offer
Free Cancellation
Private Tour
Start From $95.00
(Saving inf% ) $0.00
 
-inf% 2.5-hour Guided Sailboat Tour Likely to Sell Out

2.5-hour Guided Sailboat Tour

  • USA
  • Superb186 reviews5

2.5 hour sails for up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $95.00
    (Saving inf% ) $0.00
 
 

Miami Private Yacht Celebration Cruise with Captain

(4.6 of 65 reviews)

Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate like never before. This VIP experience is designed for fun, style, and unforgettable memories with your group. Adventure Highlig... More

Special Offer
Free Cancellation
Private Tour
Start From $799.00
(Saving inf% ) $0.00
 
-inf% Miami Private Yacht Celebration Cruise with Captain Likely to Sell Out

Miami Private Yacht Celebration Cruise with Captain

  • USA
  • Superb65 reviews4.6

Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $799.00
    (Saving inf% ) $0.00
 
 

Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach

(4.9 of 278 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $80.00
(Saving inf% ) $0.00
 
-inf% Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach Likely to Sell Out

Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach

  • USA
  • Superb278 reviews4.9

Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater wil....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $80.00
    (Saving inf% ) $0.00
 
 

Key West: Sunset Sail + Reef Snorkel & Sandbar

(5 of 55 reviews)

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows yo... More

Special Offer
Free Cancellation
Private Tour
Start From $143.05
(Saving inf% ) $0.00
 
-inf% Key West: Sunset Sail + Reef Snorkel & Sandbar Likely to Sell Out

Key West: Sunset Sail + Reef Snorkel & Sandbar

  • USA
  • Superb55 reviews5

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. Wh....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $143.05
    (Saving inf% ) $0.00
 
 

Dolphin Adventure Sail in Cocoa Beach

(4.9 of 228 reviews)

Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter pla... More

Special Offer
Free Cancellation
Private Tour
Start From $50.85
(Saving inf% ) $0.00
 
-inf% Dolphin Adventure Sail in Cocoa Beach Likely to Sell Out

Dolphin Adventure Sail in Cocoa Beach

  • USA
  • Superb228 reviews4.9

Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $50.85
    (Saving inf% ) $0.00
 
 

Windjammer Classic Day Sail from Camden, Maine

(4.8 of 453 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $59.95
(Saving inf% ) $0.00
 
-inf% Windjammer Classic Day Sail from Camden, Maine Likely to Sell Out

Windjammer Classic Day Sail from Camden, Maine

  • USA
  • Superb453 reviews4.8

See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore I....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $59.95
    (Saving inf% ) $0.00
 
 

Seattle’s Original Sailing Cruise (Est. 1984) – 70ft Boat - BYOB

(4.9 of 213 reviews)

This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to race around the world, and now are perfectly at home on Puget Sound. Sit back and relax as our trained crew hoist the sails and turn... More

Special Offer
Free Cancellation
Private Tour
Start From $60.00
(Saving inf% ) $0.00
 
-inf% Seattle’s Original Sailing Cruise (Est. 1984) – 70ft Boat - BYOB Likely to Sell Out

Seattle’s Original Sailing Cruise (Est. 1984) – 70ft Boat - B....

  • USA
  • Superb213 reviews4.9

This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to ra....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $60.00
    (Saving inf% ) $0.00
 
 

Newport Sunset Sail on Classic Sailboat

(4.7 of 56 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $67.84
(Saving inf% ) $0.00
 
-inf% Newport Sunset Sail on Classic Sailboat Likely to Sell Out

Newport Sunset Sail on Classic Sailboat

  • USA
  • Superb56 reviews4.7

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $67.84
    (Saving inf% ) $0.00
 
 

Small-Group San Diego Sunset Sailing Excursion

(4.9 of 637 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $127.00
(Saving inf% ) $0.00
 
-inf% Small-Group San Diego Sunset Sailing Excursion Likely to Sell Out

Small-Group San Diego Sunset Sailing Excursion

  • USA
  • Superb637 reviews4.9

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This th....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $127.00
    (Saving inf% ) $0.00
 
 

2 Hour Sailing Lesson in Wrightsville Beach

(5 of 8 reviews)

Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take you around the waterways of Wrightsville Beach and out into the Atlantic Ocean. You have the freedom to make this a learning experie... More

Special Offer
Free Cancellation
Private Tour
Start From $360.00
(Saving inf% ) $0.00
 
-inf% 2 Hour Sailing Lesson in Wrightsville Beach Likely to Sell Out

2 Hour Sailing Lesson in Wrightsville Beach

  • USA
  • Superb8 reviews5

Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take yo....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $360.00
    (Saving inf% ) $0.00
 
 

Waikiki Turtle Snorkeling Adventure(8am)

(4.9 of 103 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $100.00
(Saving inf% ) $0.00
 
-inf% Waikiki Turtle Snorkeling Adventure(8am) Likely to Sell Out

Waikiki Turtle Snorkeling Adventure(8am)

  • USA
  • Superb103 reviews4.9

Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our sp....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $100.00
    (Saving inf% ) $0.00
 
 

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

(4.7 of 68 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $196.63
(Saving inf% ) $0.00
 
-inf% Half Day Oahu Combo Adventure: Bike, Sail and Snorkel Likely to Sell Out

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

  • USA
  • Superb68 reviews4.7

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $196.63
    (Saving inf% ) $0.00
 
 

2hr. SUNSET Sailing Experience on San Francisco Bay

(5 of 30 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $149.00
(Saving inf% ) $0.00
 
-inf% 2hr. SUNSET Sailing Experience on San Francisco Bay Likely to Sell Out

2hr. SUNSET Sailing Experience on San Francisco Bay

  • USA
  • Superb30 reviews5

This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $149.00
    (Saving inf% ) $0.00
 
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