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Top 10 Best USA Sailing Trips

Found 393 Sailing Trips activities in USA. Sort by Popularity. - Page 5
 

Honolulu Sunset Sail from Kewalo Harbor Including Drinks

(4.8 of 106 reviews)

Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 21+ with valid ID to consume alcoholic beverages). Sail the south shore from Kaka'ako Waterfront to Waikiki, with beautiful views o... More

Free Cancellation
Start From $61.50
 
Honolulu Sunset Sail from Kewalo Harbor Including Drinks

Honolulu Sunset Sail from Kewalo Harbor Including Drinks

  • USA
  • Superb106 reviews4.8

Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 2....

    Free Cancellation
    Start From $61.50
 
 

2-Hour Windjammer Sailing Trip in Maine with Licensed Captain

(4 of 391 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
Start From $70.00
 
2-Hour Windjammer Sailing Trip in Maine with Licensed Captain

2-Hour Windjammer Sailing Trip in Maine with Licensed Captain

  • USA
  • Very Good391 reviews4

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

    Free Cancellation
    Start From $70.00
 
 

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

(4.9 of 57 reviews)

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pal... More

Free Cancellation
Start From $59.00
 
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise Likely to Sell Out

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

  • USA
  • Superb57 reviews4.9

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics,....

    Free Cancellation
    Start From $59.00
 
 

Sail & Splash Excursion in Ft. Lauderdale

(4.8 of 265 reviews)

Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion aboard our state of the art catamaran, the Spirit of Lauderdale. Enjoy one of the best cruise Ft Lauderdale has to offer . Sit back... More

Free Cancellation
Start From $89.00
 
Sail & Splash Excursion in Ft. Lauderdale Likely to Sell Out

Sail & Splash Excursion in Ft. Lauderdale

  • USA
  • Superb265 reviews4.8

Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion a....

    Free Cancellation
    Start From $89.00
 
 

Shallow Water Snorkeling and Dolphin Watching in Key West

(4.6 of 442 reviews)

All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropical waters of Key West on Catamaran Echo - making vacation memories since 1991. Enjoy a premium shallow snorkeling and dolphin-watc... More

Free Cancellation
Start From $108.91
 
Shallow Water Snorkeling and Dolphin Watching in Key West Likely to Sell Out

Shallow Water Snorkeling and Dolphin Watching in Key West

  • USA
  • Superb442 reviews4.6

All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropica....

    Free Cancellation
    Start From $108.91
 
 

Small-Group San Diego Afternoon Sailing Excursion

(5 of 499 reviews)

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the com... More

Free Cancellation
Start From $116.00
 
Small-Group San Diego Afternoon Sailing Excursion Likely to Sell Out

Small-Group San Diego Afternoon Sailing Excursion

  • USA
  • Superb499 reviews5

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....

    Free Cancellation
    Start From $116.00
 
 

Key West Sunset Snorkel with Unlimited Draft Beer & Wine

(4.7 of 118 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
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
  • Superb118 reviews4.7

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

    Free Cancellation
    Start From $56.95
 
 

Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests

(5 of 35 reviews)

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a full restroom, as well as a... More

Free Cancellation
Private Tour
Start From $399.99
 
Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests Likely to Sell Out

Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests

  • USA
  • Superb35 reviews5

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....

    Free Cancellation
    Private Tour
    Start From $399.99
 
 

Small-Group San Diego Sunset Sailing Excursion

(4.9 of 554 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
Private Tour
Start From $127.00
 
Small-Group San Diego Sunset Sailing Excursion Likely to Sell Out

Small-Group San Diego Sunset Sailing Excursion

  • USA
  • Superb554 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
    Private Tour
    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
Private Tour
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
    Private Tour
    Start From $135.00
 
 

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

(4.9 of 638 reviews)

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Dagger and set sail in search of treasure! But wait it's not... More

Free Cancellation
Private Tour
Start From $41.99
 
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger Likely to Sell Out

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

  • USA
  • Superb638 reviews4.9

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos.....

    Free Cancellation
    Private Tour
    Start From $41.99
 
 

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

(4.8 of 25 reviews)

Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vess... More

Free Cancellation
Private Tour
Start From $49.00
 
Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast Likely to Sell Out

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

  • USA
  • Superb25 reviews4.8

Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico ....

    Free Cancellation
    Private Tour
    Start From $49.00
 
 

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
 
 

4-Hour Fort Lauderdale Sailing Charter

(4.9 of 288 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
Private Tour
Start From $165.00
 
4-Hour Fort Lauderdale Sailing Charter Likely to Sell Out

4-Hour Fort Lauderdale Sailing Charter

  • USA
  • Superb288 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Sunset Catamaran Sail in Cocoa Beach

(5 of 140 reviews)

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the beauty of Floridaâ... More

Free Cancellation
Private Tour
Start From $55.37
 
Sunset Catamaran Sail in Cocoa Beach Likely to Sell Out

Sunset Catamaran Sail in Cocoa Beach

  • USA
  • Superb140 reviews5

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....

    Free Cancellation
    Private Tour
    Start From $55.37
 
 

2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

(5 of 61 reviews)

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be warm and inviting, featuring handcrafted yel... More

Free Cancellation
Private Tour
Start From $260.00
 
2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests Likely to Sell Out

2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

  • USA
  • Superb61 reviews5

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to help....

    Free Cancellation
    Private Tour
    Start From $260.00
 
 

Sunset Sail On A Charming Vintage Yacht - Beer &. Wine Included

(4.9 of 287 reviews)

Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica of a 1904 gaff rigged friendship sloop. She is an elegant sight under sail, featuring; highly finished woodwork, bronze fixtures, a... More

Free Cancellation
Private Tour
Start From $125.00
 
 Sunset Sail On A Charming Vintage Yacht - Beer &. Wine Included Likely to Sell Out

Sunset Sail On A Charming Vintage Yacht - Beer &. Wine Included

  • USA
  • Superb287 reviews4.9

Book an unforgettable tour with Captain Phil and sail in style aboard, Liberty, a stunning replica o....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

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 $100.99
 
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 $100.99
 
 

Suncoast Sailing's Sunset Sailing Experience!

(4.9 of 221 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
  • Superb221 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
 
 

2-Hour Seattle Sailing Harbor Tour

(4.7 of 374 reviews)

Seattle's Tall Ship welcomes you aboard for a day sail on our classic schooner! Our Harbor Sailing tour is family-friendly and is an excellent way to see the Seattle skyline, the beauty of the Puget Sound, even mountain views! We ... More

Free Cancellation
Private Tour
Start From $45.00
 
2-Hour Seattle Sailing Harbor Tour Likely to Sell Out

2-Hour Seattle Sailing Harbor Tour

  • USA
  • Superb374 reviews4.7

Seattle's Tall Ship welcomes you aboard for a day sail on our classic schooner! Our Harbor Sailing t....

    Free Cancellation
    Private Tour
    Start From $45.00
 
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