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Top 10 Best USA Sailing Trips

Found 370 Sailing Trips activities in USA. Sort by Popularity. - Page 15
 

Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

(4.3 of 20 reviews)

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a 2hr. day sail on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a c... More

Free Cancellation
Start From $54.95
 
Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

  • USA
  • Exellent20 reviews4.3

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....

    Free Cancellation
    Start From $54.95
 
 

Private Sail Around New York City and The Statue of Liberty

(5 of 7 reviews)

Discover NYC from a completely different perspective on a private sailboat charter. You and your group will view New York City in ways that are breath taking. See the Statue of Liberty up close like you can almost touch it. Sit ba... More

Free Cancellation
Private Tour
Start From $650.00
 
Private Sail Around New York City and The Statue of Liberty

Private Sail Around New York City and The Statue of Liberty

  • USA
  • Superb7 reviews5

Discover NYC from a completely different perspective on a private sailboat charter. You and your gro....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Sunset Sail Aboard 50' SY Ohana

(4.7 of 6 reviews)

Your 1.5 hour sunset charter on our 50-foot sailboat Ohana will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. With ... More

Free Cancellation
Private Tour
Start From $99.00
 
Sunset Sail Aboard 50' SY Ohana Likely to Sell Out

Sunset Sail Aboard 50' SY Ohana

  • USA
  • Superb6 reviews4.7

Your 1.5 hour sunset charter on our 50-foot sailboat Ohana will include a scenic trip through Grand ....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Portland Tall Ship Private Charter on Casco Bay

(4.7 of 6 reviews)

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. ... More

Free Cancellation
Private Tour
Start From $1,002.18
 
Portland Tall Ship Private Charter on Casco Bay Likely to Sell Out

Portland Tall Ship Private Charter on Casco Bay

  • USA
  • Superb6 reviews4.7

What better way to see the delights than in the style of a private charter for you and five friends ....

    Free Cancellation
    Private Tour
    Start From $1,002.18
 
 

2-Hour Private Sailing Experience on San Francisco Bay

(4.7 of 6 reviews)

This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG licensed captain and crew where you'll sail past the Golden Gate Bridge, Alcatraz and Angel Islands and across the San Francisco w... More

Free Cancellation
Private Tour
Start From $795.00
 
2-Hour Private Sailing Experience on San Francisco Bay Likely to Sell Out

2-Hour Private Sailing Experience on San Francisco Bay

  • USA
  • Superb6 reviews4.7

This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG ....

    Free Cancellation
    Private Tour
    Start From $795.00
 
 

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

(4.9 of 9 reviews)

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expectations on the pristine waters of the Kona coast. Immerse yourself in a unique and unforgettable experience as we invite you to j... More

Free Cancellation
Private Tour
Start From $125.00
 
Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii Likely to Sell Out

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

  • USA
  • Superb9 reviews4.9

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expe....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private Whale Watching Sailing Adventure

(3.5 of 2 reviews)

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Whale Watching Sailing Adventure Likely to Sell Out

Private Whale Watching Sailing Adventure

  • USA
  • Good2 reviews3.5

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Boat & Yacht Tour Amazing Sandbar Adventure, Water Toys & Snorkel

(3.5 of 2 reviews)

Enjoy the day on the water with friends and family with Dolphin Water Sport. Our +650 reviews on Google with a score of 4.9 guarantee our quality. Come aboard our Boat and Yacht to enjoy an incredible Boat Trip in Miami. We'll cr... More

Free Cancellation
Private Tour
Start From $150.00
 
Boat & Yacht Tour Amazing Sandbar Adventure, Water Toys & Snorkel Likely to Sell Out

Boat & Yacht Tour Amazing Sandbar Adventure, Water Toys & Snorkel

  • USA
  • Good2 reviews3.5

Enjoy the day on the water with friends and family with Dolphin Water Sport. Our +650 reviews on Goo....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Private Sailing Charter and Guided Tour

(5 of 3 reviews)

Our most popular Galveston cruise lets you see the Galveston Channel and the surrounding area including the most popular sights on the northern part of Galveston. These include the Elissa, the Ocean Star museum, Pier 21, the Port ... More

Free Cancellation
Private Tour
Start From $550.00
 
Private Sailing Charter and Guided Tour Likely to Sell Out

Private Sailing Charter and Guided Tour

  • USA
  • Superb3 reviews5

Our most popular Galveston cruise lets you see the Galveston Channel and the surrounding area includ....

    Free Cancellation
    Private Tour
    Start From $550.00
 
 

1.5-Hour Koa Kai Adventure Whale Watch

(5 of 1 review)

Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful creatures return to Maui every year to birth their young. During this trip, you will get a chance to hear the whale’s unique songs a... More

Free Cancellation
Private Tour
Start From $109.00
 
1.5-Hour Koa Kai Adventure Whale Watch Likely to Sell Out

1.5-Hour Koa Kai Adventure Whale Watch

  • USA
  • Superb1 review5

Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful crea....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

Private Key West Sunset Sail

(4.7 of 46 reviews)

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More

Free Cancellation
Private Tour
Start From $595.00
 
Private Key West Sunset Sail Likely to Sell Out

Private Key West Sunset Sail

  • USA
  • Superb46 reviews4.7

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, ....

    Free Cancellation
    Private Tour
    Start From $595.00
 
 

3 Hours Private Sailboat Ride with Captain

(5 of 1 review)

Private- Three Hour Sailing Excursion with Coast Guard Licensed Captain for up to 6 passengers. We leave from Rainbow Harbor Long Beach and out into the Pacific Ocean in search of sea life such as Sea Birds, California Sea Lions, ... More

Free Cancellation
Private Tour
Start From $475.00
 
3 Hours Private Sailboat Ride with Captain Likely to Sell Out

3 Hours Private Sailboat Ride with Captain

  • USA
  • Superb1 review5

Private- Three Hour Sailing Excursion with Coast Guard Licensed Captain for up to 6 passengers. We l....

    Free Cancellation
    Private Tour
    Start From $475.00
 
 

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

(5 of 5 reviews)

Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha You can lay back and relax to the sounds of the wave... More

Free Cancellation
Private Tour
Start From $126.00
 
2 Hour Sailing Adventure in Lake Michigan (up to 6 people) Likely to Sell Out

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

  • USA
  • Superb5 reviews5

Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking ....

    Free Cancellation
    Private Tour
    Start From $126.00
 
 

Private Sailboat Guided Tour of New York City

(5 of 4 reviews)

Distinctively combine luxury, relaxation, adventure and education aboard a professionally guided private sailboat tour of the Hudson River & New York Harbor. Instead of a walking tour, sit and relax, as we serve you anything you b... More

Free Cancellation
Private Tour
Start From $1,330.00
 
Private Sailboat Guided Tour of New York City Likely to Sell Out

Private Sailboat Guided Tour of New York City

  • USA
  • Superb4 reviews5

Distinctively combine luxury, relaxation, adventure and education aboard a professionally guided pri....

    Free Cancellation
    Private Tour
    Start From $1,330.00
 
 

The Hamptons Date Night Dining Hot Spots

(5 of 1 review)

This Hamptons hotspot dining boat tour allows guests to visit multiple dining hotspots in a single excursion hassle-free, maximizing their time and providing a convenient way to explore the Hamptons. Guests won't have to worry abo... More

Free Cancellation
Private Tour
Start From $1,790.00
 
The Hamptons Date Night Dining Hot Spots Likely to Sell Out

The Hamptons Date Night Dining Hot Spots

  • USA
  • Superb1 review5

This Hamptons hotspot dining boat tour allows guests to visit multiple dining hotspots in a single e....

    Free Cancellation
    Private Tour
    Start From $1,790.00
 
 

4 Hour Private Sail for up to 6 people

(5 of 11 reviews)

This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a customizable charter. Create your own adventure on a vintage sailing yacht for 4 hours with an experienced captain.... More

Free Cancellation
Private Tour
Start From $1,100.00
 
4 Hour Private Sail for up to 6 people Likely to Sell Out

4 Hour Private Sail for up to 6 people

  • USA
  • Superb11 reviews5

This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a c....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Private Afternoon Harbor Cruise on Kismet for parties up to 15

(5 of 11 reviews)

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise the harbor, BYOB, awesome stereo, bathroom, history tours, swim and float on rafts. Kismet does it all! Kismet is a custom-built ... More

Free Cancellation
Private Tour
Start From $1,549.00
 
Private Afternoon Harbor Cruise on Kismet for parties up to 15 Likely to Sell Out

Private Afternoon Harbor Cruise on Kismet for parties up to 15

  • USA
  • Superb11 reviews5

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise....

    Free Cancellation
    Private Tour
    Start From $1,549.00
 
 

San Francisco City Lights Sail

(5 of 5 reviews)

The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us for a city-front cruise to enjoy the majestic sites of San Francisco in the night sky. See the Bay Bridge lit in all its glory, alo... More

Free Cancellation
Private Tour
Start From $85.00
 
San Francisco City Lights Sail Likely to Sell Out

San Francisco City Lights Sail

  • USA
  • Superb5 reviews5

The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us f....

    Free Cancellation
    Private Tour
    Start From $85.00
 
 

Private Catamaran: Snorkel, Swim and Dolphin Watching

(5 of 5 reviews)

Show up in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take you to some of the best spots the area has to offer while you are visiting the Emerald Coast. ... More

Free Cancellation
Private Tour
Start From $455.00
 
Private Catamaran: Snorkel, Swim and Dolphin Watching Likely to Sell Out

Private Catamaran: Snorkel, Swim and Dolphin Watching

  • USA
  • Superb5 reviews5

Show up in style aboard a catamaran with a fun local avid sailor that wants to share his passion wit....

    Free Cancellation
    Private Tour
    Start From $455.00
 
 

Chesapeake Bay Private Cruise

(4.3 of 6 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 $614.00
 
Chesapeake Bay Private Cruise Likely to Sell Out

Chesapeake Bay Private Cruise

  • USA
  • Exellent6 reviews4.3

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 $614.00
 
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