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Top 10 Best USA Sailing Trips

Found 430 Sailing Trips activities in USA. Sort by Popularity. - Page 7
 

Portland Tall Ship Cruise on Casco Bay

(4.5 of 235 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
Start From $100.98
 
Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

  • USA
  • Exellent235 reviews4.5

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

    Free Cancellation
    Start From $100.98
 
 

Sightseeing Day Sail around Boston Harbor

(4.8 of 541 reviews)

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle... More

Free Cancellation
Start From $66.54
 
Sightseeing Day Sail around Boston Harbor Likely to Sell Out

Sightseeing Day Sail around Boston Harbor

  • USA
  • Superb541 reviews4.8

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner....

    Free Cancellation
    Start From $66.54
 
 

Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine

(4.7 of 146 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 $69.95
 
Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine Likely to Sell Out

Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine

  • USA
  • Superb146 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 $69.95
 
 

1.5-Hour San Francisco Bay Sailing Tour

(4.8 of 393 reviews)

For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a semi-private 90-minute cruise of the bay, complete with beer and wine. This double-masted, teak-decked, bronze-fitted beauty hold... More

Free Cancellation
Start From $99.00
 
1.5-Hour San Francisco Bay Sailing Tour Likely to Sell Out

1.5-Hour San Francisco Bay Sailing Tour

  • USA
  • Superb393 reviews4.8

For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a....

    Free Cancellation
    Start From $99.00
 
 

Sunset Cruise with the Whales on our Sailing Catamaran

(4.8 of 49 reviews)

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the biggest guests of all -- the Humpback Whales -- and you have perfect way to begin your evening in paradise! Cruise along the Kohala... More

Free Cancellation
Start From $165.00
 
Sunset Cruise with the Whales on our Sailing Catamaran Likely to Sell Out

Sunset Cruise with the Whales on our Sailing Catamaran

  • USA
  • Superb49 reviews4.8

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the b....

    Free Cancellation
    Start From $165.00
 
 

Dolphin Adventure Sail in Cocoa Beach

(4.9 of 171 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

Free Cancellation
Start From $50.85
 
Dolphin Adventure Sail in Cocoa Beach Likely to Sell Out

Dolphin Adventure Sail in Cocoa Beach

  • USA
  • Superb171 reviews4.9

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

    Free Cancellation
    Start From $50.85
 
 

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

(4.7 of 939 reviews)

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most professionalis... More

Special Offer
Free Cancellation
Start From $76.49
(Saving 10% ) $84.99
 
-10% Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure Likely to Sell Out

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventu....

  • USA
  • Superb939 reviews4.7

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On....

    Special Offer
    Free Cancellation
    Start From $76.49
    (Saving 10% ) $84.99
 
 

Key West Dolphin Watch and Sunset Sail on Catamaran

(4.7 of 36 reviews)

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of wind. This tour is perfect for all ages and offers a wide-open, unob... More

Free Cancellation
Start From $117.17
 
Key West Dolphin Watch and Sunset Sail on Catamaran Likely to Sell Out

Key West Dolphin Watch and Sunset Sail on Catamaran

  • USA
  • Superb36 reviews4.7

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lig....

    Free Cancellation
    Start From $117.17
 
 

Snorkel & Millionaire Row - Private Miami Boat Rental w/ Drinks

(4.8 of 268 reviews)

Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k reviews. Connect your phone & be your own DJ—bring your own food, drinks & alcohol. Our boat is fully equipped with a Bluetooth sound... More

Free Cancellation
Private Tour
Start From $150.00
 
Snorkel & Millionaire Row - Private Miami Boat Rental w/ Drinks Likely to Sell Out

Snorkel & Millionaire Row - Private Miami Boat Rental w/ Drinks

  • USA
  • Superb268 reviews4.8

Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k revie....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

9am Turtle Canyon Snorkel Adventure

(4.9 of 277 reviews)

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
Private Tour
Start From $84.77
 
9am Turtle Canyon Snorkel Adventure Likely to Sell Out

9am Turtle Canyon Snorkel Adventure

  • USA
  • Superb277 reviews4.9

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....

    Free Cancellation
    Private Tour
    Start From $84.77
 
 

Private Charleston Harbor Catamaran Sail

(5 of 28 reviews)

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More

Free Cancellation
Private Tour
Start From $950.00
 
Private Charleston Harbor Catamaran Sail Likely to Sell Out

Private Charleston Harbor Catamaran Sail

  • USA
  • Superb28 reviews5

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

One Hour Cruise Around Marina del Rey

(4 of 32 reviews)

Explore Los Angeles' best-kept secret on a classic boat tour of Marina del Rey. See the city, admire the yachts of the rich and famous, enjoy the fresh air, and look for wildlife like sea lions.... More

Free Cancellation
Private Tour
Start From $90.00
 
One Hour Cruise Around Marina del Rey Likely to Sell Out

One Hour Cruise Around Marina del Rey

  • USA
  • Very Good32 reviews4

Explore Los Angeles' best-kept secret on a classic boat tour of Marina del Rey. See the city, admire....

    Free Cancellation
    Private Tour
    Start From $90.00
 
 

Classic Tall Ship Cruise in Boston Harbor

(4.7 of 615 reviews)

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeata... More

Free Cancellation
Private Tour
Start From $39.55
 
Classic Tall Ship Cruise in Boston Harbor Likely to Sell Out

Classic Tall Ship Cruise in Boston Harbor

  • USA
  • Superb615 reviews4.7

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liber....

    Free Cancellation
    Private Tour
    Start From $39.55
 
 

Morning Whale Watch: Lahaina Harbor

(4.9 of 23 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $100.22
 
Morning Whale Watch: Lahaina Harbor Likely to Sell Out

Morning Whale Watch: Lahaina Harbor

  • USA
  • Superb23 reviews4.9

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $100.22
 
 

Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventure

(3.7 of 3 reviews)

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Splash & Snorkeling Adventure takes you beyond Waikiki to the serene waters of Kāneʻohe Bay, framed by the dramatic Ko‘olau mount... More

Free Cancellation
Private Tour
Start From $155.93
 
Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventure Likely to Sell Out

Oahu: 3 Hours - Kane‘ohe Sandbar Splash and Snorkeling Adventur....

  • USA
  • Very Good3 reviews3.7

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Spl....

    Free Cancellation
    Private Tour
    Start From $155.93
 
 

2-Hour Private Sailing Experience in San Diego Bay

(5 of 168 reviews)

Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide a peacefu... More

Free Cancellation
Private Tour
Start From $625.00
 
2-Hour Private Sailing Experience in San Diego Bay Likely to Sell Out

2-Hour Private Sailing Experience in San Diego Bay

  • USA
  • Superb168 reviews5

Our unique sail displays a peace sign because that is exactly what we share with our customers, peac....

    Free Cancellation
    Private Tour
    Start From $625.00
 
 

Suncoast Sailing's Day Sailing Experience!

(4.9 of 106 reviews)

Join us aboard the iconic schooner, Suncoast Horizon and step aboard our 2 hour sailing excursion. Feel the wind as it glides us through the picturesque waters of Treasure Island and Gulf of Mexico. Come face to face with nature a... More

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

Suncoast Sailing's Day Sailing Experience!

  • USA
  • Superb106 reviews4.9

Join us aboard the iconic schooner, Suncoast Horizon and step aboard our 2 hour sailing excursion. F....

    Free Cancellation
    Private Tour
    Start From $64.99
 
 

Statue of Liberty Sunset Cruise and New York City Sky Line

(3.2 of 45 reviews)

New York City Sightseeing Scenic cruise. Enjoy the Statue of Liberty and Ellis Island up close. View of the Manhattan skyline, One World Trade Center and the Empire State Building.Enjoy a panoramic view of lower Manhattan as you p... More

Special Offer
Free Cancellation
Private Tour
Start From $29.87
(Saving 17% ) $35.99
 
-17% Statue of Liberty Sunset Cruise and New York City Sky Line Likely to Sell Out

Statue of Liberty Sunset Cruise and New York City Sky Line

  • USA
  • Good45 reviews3.2

New York City Sightseeing Scenic cruise. Enjoy the Statue of Liberty and Ellis Island up close. View....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $29.87
    (Saving 17% ) $35.99
 
 

Best Private Luxury Daytime Boat Tour in New York City - 1 Hour

(4.9 of 39 reviews)

Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time, then climb aboard a luxurious, 28-foot powerboat cruiser and enjoy a relaxing and comfortable journey around lower Manhattan. En... More

Free Cancellation
Private Tour
Start From $350.00
 
Best Private Luxury Daytime Boat Tour in New York City - 1 Hour Likely to Sell Out

Best Private Luxury Daytime Boat Tour in New York City - 1 Hour

  • USA
  • Superb39 reviews4.9

Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

Small-Group San Diego Afternoon Sailing Excursion

(5 of 532 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
Private Tour
Start From $116.00
 
Small-Group San Diego Afternoon Sailing Excursion Likely to Sell Out

Small-Group San Diego Afternoon Sailing Excursion

  • USA
  • Superb532 reviews5

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

    Free Cancellation
    Private Tour
    Start From $116.00
 
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