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Top 10 Best USA Sailing Trips

Found 391 Sailing Trips activities in USA. Sort by Popularity. - Page 5
 

Monterey Bay Whale Watching

(4.7 of 276 reviews)

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

Free Cancellation
Start From $69.95
 
Monterey Bay Whale Watching

Monterey Bay Whale Watching

  • USA
  • Superb276 reviews4.7

Sea Goddess Whale Watching promises a once-in-a-lifetime whale watching experience. Our whale watchi....

    Free Cancellation
    Start From $69.95
 
 

Sunset Sailing Cruise in Monterey Bay

(5 of 11 reviews)

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

Free Cancellation
Start From $95.00
 
Sunset Sailing Cruise in Monterey Bay

Sunset Sailing Cruise in Monterey Bay

  • USA
  • Superb11 reviews5

Our most popular and romantic cruise with appetizers! The sunset cruise departs 90 minutes prior to ....

    Free Cancellation
    Start From $95.00
 
 

San Francisco Bay Sailing Cruise

(4.9 of 588 reviews)

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

Free Cancellation
Start From $69.00
 
San Francisco Bay Sailing Cruise

San Francisco Bay Sailing Cruise

  • USA
  • Superb588 reviews4.9

Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sa....

    Free Cancellation
    Start From $69.00
 
 

Afternoon Sail & Snorkel to the Captain Cook Monument

(4.9 of 222 reviews)

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

Free Cancellation
Start From $136.19
 
Afternoon Sail & Snorkel to the Captain Cook Monument

Afternoon Sail & Snorkel to the Captain Cook Monument

  • USA
  • Superb222 reviews4.9

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtakin....

    Free Cancellation
    Start From $136.19
 
 

Sail Biscayne Bay: An Intimate Eco-Adventure

(4.9 of 409 reviews)

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

Free Cancellation
Start From $129.00
 
Sail Biscayne Bay: An Intimate Eco-Adventure Likely to Sell Out

Sail Biscayne Bay: An Intimate Eco-Adventure

  • USA
  • Superb409 reviews4.9

This tour is an intimate experience, our groups are 3-5 people per boat maximum. We have two boats. ....

    Free Cancellation
    Start From $129.00
 
 

4-Hour Fort Lauderdale Sailing Charter

(4.9 of 282 reviews)

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

Free Cancellation
Start From $165.00
 
4-Hour Fort Lauderdale Sailing Charter Likely to Sell Out

4-Hour Fort Lauderdale Sailing Charter

  • USA
  • Superb282 reviews4.9

Enjoy some time on the water with this 4-Hour Half Day Sailing Charter located in Fort Lauderdale. Y....

    Free Cancellation
    Start From $165.00
 
 

Sail and Turtle Snorkeling Tour in Waikiki

(4.9 of 232 reviews)

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

Free Cancellation
Start From $99.00
 
Sail and Turtle Snorkeling Tour in Waikiki Likely to Sell Out

Sail and Turtle Snorkeling Tour in Waikiki

  • USA
  • Superb232 reviews4.9

Experience the Best boat tour in Waikiki with our Turtle Canyon Snorkeling Tour Get ready for an ep....

    Free Cancellation
    Start From $99.00
 
 

Small-Group San Diego Sunset Sailing Excursion

(4.9 of 548 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

Free Cancellation
Start From $127.00
 
Small-Group San Diego Sunset Sailing Excursion Likely to Sell Out

Small-Group San Diego Sunset Sailing Excursion

  • USA
  • Superb548 reviews4.9

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

    Free Cancellation
    Start From $127.00
 
 

Luxury Catamaran Sailing Charters in Maine

(4.9 of 85 reviews)

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

Free Cancellation
Start From $135.00
 
Luxury Catamaran Sailing Charters in Maine Likely to Sell Out

Luxury Catamaran Sailing Charters in Maine

  • USA
  • Superb85 reviews4.9

Sail in luxury on a 44-ft catamaran yacht! We are one of the only sailing catamaran charters in Main....

    Free Cancellation
    Start From $135.00
 
 

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline

(4.9 of 21 reviews)

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

Free Cancellation
Private Tour
Start From $600.00
 
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline Likely to Sell Out

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline

  • USA
  • Superb21 reviews4.9

Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Mia....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

Limited Time Weekday Super Promo, 48ft Private Yacht Rental,

(4 of 6 reviews)

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

Free Cancellation
Private Tour
Start From $590.00
 
Limited Time Weekday Super Promo, 48ft Private Yacht Rental, Likely to Sell Out

Limited Time Weekday Super Promo, 48ft Private Yacht Rental,

  • USA
  • Very Good6 reviews4

Discover the vibrant allure of Miami from the luxurious vantage point of our yacht tours. Embark on ....

    Free Cancellation
    Private Tour
    Start From $590.00
 
 

Polynesian Canoe Sunset Sail

(4.9 of 118 reviews)

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

Free Cancellation
Private Tour
Start From $250.00
 
Polynesian Canoe Sunset Sail Likely to Sell Out

Polynesian Canoe Sunset Sail

  • USA
  • Superb118 reviews4.9

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Free Cancellation
    Private Tour
    Start From $250.00
 
 

Private Yacht Rental Miami, Customizable Tours, Dolphin Watching

(4.6 of 65 reviews)

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

Free Cancellation
Private Tour
Start From $599.99
 
Private Yacht Rental Miami, Customizable Tours, Dolphin Watching Likely to Sell Out

Private Yacht Rental Miami, Customizable Tours, Dolphin Watching

  • USA
  • Superb65 reviews4.6

Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect....

    Free Cancellation
    Private Tour
    Start From $599.99
 
 

2-Hour Windjammer Sailing Trip in Maine with Licensed Captain

(4 of 390 reviews)

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

Free Cancellation
Private Tour
Start From $70.00
 
2-Hour Windjammer Sailing Trip in Maine with Licensed Captain Likely to Sell Out

2-Hour Windjammer Sailing Trip in Maine with Licensed Captain

  • USA
  • Very Good390 reviews4

Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical po....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Suncoast Sailing's Sunset Sailing Experience!

(4.9 of 218 reviews)

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

Free Cancellation
Private Tour
Start From $64.99
 
Suncoast Sailing's Sunset Sailing Experience! Likely to Sell Out

Suncoast Sailing's Sunset Sailing Experience!

  • USA
  • Superb218 reviews4.9

Set sail aboard the iconic schooner Suncoast Horizon as we set sail in the picturesque waters of Tre....

    Free Cancellation
    Private Tour
    Start From $64.99
 
 

Portland Tall Ship Cruise on Casco Bay

(4.5 of 222 reviews)

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

Free Cancellation
Private Tour
Start From $97.53
 
Portland Tall Ship Cruise on Casco Bay Likely to Sell Out

Portland Tall Ship Cruise on Casco Bay

  • USA
  • Exellent222 reviews4.5

What better way to see the delights of Portland than from the sea in one of the famous schooner tall....

    Free Cancellation
    Private Tour
    Start From $97.53
 
 

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

(5 of 24 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
  • Superb24 reviews5

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

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Key West Sunset Snorkel with Unlimited Draft Beer & Wine

(4.7 of 116 reviews)

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

Free Cancellation
Private Tour
Start From $56.95
 
Key West Sunset Snorkel with Unlimited Draft Beer & Wine Likely to Sell Out

Key West Sunset Snorkel with Unlimited Draft Beer & Wine

  • USA
  • Superb116 reviews4.7

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where yo....

    Free Cancellation
    Private Tour
    Start From $56.95
 
 

Mangrove Kayak + Snorkel & Sunset Sail hosted by Honest Eco

(5 of 149 reviews)

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

Free Cancellation
Private Tour
Start From $156.00
 
Mangrove Kayak + Snorkel & Sunset Sail hosted by Honest Eco Likely to Sell Out

Mangrove Kayak + Snorkel & Sunset Sail hosted by Honest Eco

  • USA
  • Superb149 reviews5

I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....

    Free Cancellation
    Private Tour
    Start From $156.00
 
 

Small-Group Yacht Sailing Experience on San Diego Bay

(4.9 of 134 reviews)

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

Free Cancellation
Private Tour
Start From $99.00
 
Small-Group Yacht Sailing Experience on San Diego Bay Likely to Sell Out

Small-Group Yacht Sailing Experience on San Diego Bay

  • USA
  • Superb134 reviews4.9

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....

    Free Cancellation
    Private Tour
    Start From $99.00
 
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