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Top 10 Best USA Sailing Trips

Found 431 Sailing Trips activities in USA. Sort by Popularity. - Page 20
 

Afternoon Kealakekua Snorkel and Sail

(5 of 12 reviews)

Join us for a sensational 3.5 hour coastal sail, which includes snorkeling in the marine sanctuary of Kealakekua Bay (home of the Captain Cook Monument). Explore the incredible world under the water with its abundance of marine li... More

Free Cancellation
Start From $189.00
 
Afternoon Kealakekua Snorkel and Sail Likely to Sell Out

Afternoon Kealakekua Snorkel and Sail

  • USA
  • Superb12 reviews5

Join us for a sensational 3.5 hour coastal sail, which includes snorkeling in the marine sanctuary o....

    Free Cancellation
    Start From $189.00
 
 

Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay

(5 of 1 review)

This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become part of the crew. Our goal is to perform as a unit and get the boat to sail as fast as possible. However, if you are looking for a mo... More

Free Cancellation
Private Tour
Start From $600.00
 
Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay Likely to Sell Out

Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay

  • USA
  • Superb1 review5

This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become par....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

Private Sailing Experience along the Southern Maine Coastline

(5 of 1 review)

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of the area, i... More

Free Cancellation
Private Tour
Start From $747.00
 
Private Sailing Experience along the Southern Maine Coastline Likely to Sell Out

Private Sailing Experience along the Southern Maine Coastline

  • USA
  • Superb1 review5

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of ....

    Free Cancellation
    Private Tour
    Start From $747.00
 
 

Daily Swim, Snorkel & Sail (Kewalo Harbor)

(5 of 1 review)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and b... More

Free Cancellation
Private Tour
Start From $70.00
 
Daily Swim, Snorkel & Sail (Kewalo Harbor) Likely to Sell Out

Daily Swim, Snorkel & Sail (Kewalo Harbor)

  • USA
  • Superb1 review5

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Afternoon Charleston Historic Harbor Sail - Lux Catamatan

(4.5 of 6 reviews)

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s historic harbor. This 50-foot catamaran offers the perfect vantage point to experience the city’s charm from the water, away from the ... More

Free Cancellation
Private Tour
Start From $50.00
 
Afternoon Charleston Historic Harbor Sail - Lux Catamatan Likely to Sell Out

Afternoon Charleston Historic Harbor Sail - Lux Catamatan

  • USA
  • Exellent6 reviews4.5

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s histor....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Chesapeake Bay Private Cruise

(4.4 of 7 reviews)

This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guys day out on the water, or just to have the cruise to yourself! Enjoy the peaceful sounds of the waves gently breaking off the hul... More

Free Cancellation
Private Tour
Start From $651.00
 
Chesapeake Bay Private Cruise Likely to Sell Out

Chesapeake Bay Private Cruise

  • USA
  • Exellent7 reviews4.4

This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guy....

    Free Cancellation
    Private Tour
    Start From $651.00
 
 

Private Morning Ceremony Sailing Charter

(4.4 of 7 reviews)

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to accommodate groups wanting to do private charters in the morning to celeb... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private Morning Ceremony Sailing Charter Likely to Sell Out

Private Morning Ceremony Sailing Charter

  • USA
  • Exellent7 reviews4.4

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, an....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

2 hour Catamaran Sailing Cruise on Lake Tahoe

(4.4 of 7 reviews)

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "Blue Zephyr". Perfect for couples, families, or groups, this adventure promises a memorable experience on the water. Relax and take... More

Free Cancellation
Private Tour
Start From $130.00
 
2 hour Catamaran Sailing Cruise on Lake Tahoe Likely to Sell Out

2 hour Catamaran Sailing Cruise on Lake Tahoe

  • USA
  • Exellent7 reviews4.4

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "B....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

Private Long Island Sound Sailing Experience

(4.4 of 7 reviews)

Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point. Oogle at the multi million dollar Mansions lining the coast un... More

Free Cancellation
Private Tour
Start From $650.00
 
Private Long Island Sound Sailing Experience Likely to Sell Out

Private Long Island Sound Sailing Experience

  • USA
  • Exellent7 reviews4.4

Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled ....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Exciting Public Afternoon Sail in Hilton Head

(4.4 of 7 reviews)

Looking for a more personal sailing experience without booking an entire private charter? The Afternoon Public Sail is the perfect balance. With a maximum of just six guests onboard, you’ll enjoy an intimate, relaxed atmosphere.... More

Free Cancellation
Private Tour
Start From $119.00
 
Exciting Public Afternoon Sail in Hilton Head Likely to Sell Out

Exciting Public Afternoon Sail in Hilton Head

  • USA
  • Exellent7 reviews4.4

Looking for a more personal sailing experience without booking an entire private charter? The Aftern....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Shell Island & Dolphin Watch Sailing Cruise

(4.9 of 52 reviews)

The entire family can enjoy a 2 hour relaxing and fun-filled daytime sightseeing sailing cruise on the beautiful emerald waters of Panama City Beach while looking for dolphins. Also keep your eyes peeled for baby dolphins, sea tur... More

Free Cancellation
Private Tour
Start From $39.00
 
Shell Island & Dolphin Watch Sailing Cruise Likely to Sell Out

Shell Island & Dolphin Watch Sailing Cruise

  • USA
  • Superb52 reviews4.9

The entire family can enjoy a 2 hour relaxing and fun-filled daytime sightseeing sailing cruise on t....

    Free Cancellation
    Private Tour
    Start From $39.00
 
 

Relaxing Saco River Public Sunset Sail

(4.9 of 52 reviews)

Set sail on a memorable 2-hour sunset cruise through the stunning landscapes of Kennebunkport, ME. Glide along the Saco River and take in the picturesque views of Biddeford Pool, Camp Ellis, and the iconic Wood Island Lighthouse. ... More

Free Cancellation
Private Tour
Start From $149.00
 
Relaxing Saco River Public Sunset Sail Likely to Sell Out

Relaxing Saco River Public Sunset Sail

  • USA
  • Superb52 reviews4.9

Set sail on a memorable 2-hour sunset cruise through the stunning landscapes of Kennebunkport, ME. G....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Private 3 hour Bird Watching Tour in Monterey Bay

(5 of 1 review)

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail is much quieter and therefore up close encounters with seabirds are common. This tour is great for birders who are looking for an ... More

Free Cancellation
Private Tour
Start From $950.00
 
Private 3 hour Bird Watching Tour in Monterey Bay Likely to Sell Out

Private 3 hour Bird Watching Tour in Monterey Bay

  • USA
  • Superb1 review5

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail ....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Themed and Special Event Cruise in Chesapeake Bay

(5 of 1 review)

This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and a guest or you and 5 of your best friends will all help you celebrate that birthday, anniversa... More

Free Cancellation
Private Tour
Start From $699.00
 
Themed and Special Event Cruise in Chesapeake Bay Likely to Sell Out

Themed and Special Event Cruise in Chesapeake Bay

  • USA
  • Superb1 review5

This cruise is a unique way to celebrate that special event in your life while cruising on your very....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Full Day and Sunset 8 Hour Private Catamaran in St. Pete

(5 of 1 review)

The ultimate 9-hour day: island-hopping to Egmont Key, Fort De Soto & Pass-a-Grille with time to swim, snorkel, paddle and lounge—then finish with a private golden-hour sail. Your group (up to 6) enjoys a 42’ Bali 4.2 with cap... More

Free Cancellation
Private Tour
Start From $1,400.00
 
Full Day and Sunset 8 Hour Private Catamaran in St. Pete Likely to Sell Out

Full Day and Sunset 8 Hour Private Catamaran in St. Pete

  • USA
  • Superb1 review5

The ultimate 9-hour day: island-hopping to Egmont Key, Fort De Soto & Pass-a-Grille with time to swi....

    Free Cancellation
    Private Tour
    Start From $1,400.00
 
 

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

(5 of 1 review)

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on board sound system with Tiki-Oki, and the friendliest most fun captains around. You'll be sure to have... More

Free Cancellation
Private Tour
Start From $349.00
 
Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise Likely to Sell Out

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

  • USA
  • Superb1 review5

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, b....

    Free Cancellation
    Private Tour
    Start From $349.00
 
 

Private Luxury Sailboat Charters of Honolulu

(5 of 1 review)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Free Cancellation
Private Tour
Start From $699.00
 
Private Luxury Sailboat Charters of Honolulu Likely to Sell Out

Private Luxury Sailboat Charters of Honolulu

  • USA
  • Superb1 review5

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Private Afternoon Snorkel with Sunset Sail in Key West

(5 of 4 reviews)

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's a... More

Free Cancellation
Private Tour
Start From $995.00
 
Private Afternoon Snorkel with Sunset Sail in Key West Likely to Sell Out

Private Afternoon Snorkel with Sunset Sail in Key West

  • USA
  • Superb4 reviews5

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that sp....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

Private Dolphin Catamaran Sail In Cocoa Beach

(5 of 4 reviews)

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

Free Cancellation
Private Tour
Start From $337.87
 
Private Dolphin Catamaran Sail In Cocoa Beach Likely to Sell Out

Private Dolphin Catamaran Sail In Cocoa Beach

  • USA
  • Superb4 reviews5

Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforg....

    Free Cancellation
    Private Tour
    Start From $337.87
 
 

Midmorning Whale Watch from Lahaina Harbor

(3.3 of 3 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
 
Midmorning Whale Watch from Lahaina Harbor Likely to Sell Out

Midmorning Whale Watch from Lahaina Harbor

  • USA
  • Good3 reviews3.3

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
 
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