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Top 10 Best North America Sailing Trips

Found 642 Sailing Trips activities in North America. Sort by Popularity. - Page 23
 

Private Cabo San Lucas Sunset Cruise

(4.9 of 47 reviews)

You will enjoy watching the sun set on the horizon from your very own private boat with our accommodating and knowledgeable crew. Every tour includes sightseeing along the spectacular Finisterra Rocky point where you will see the ... More

Free Cancellation
Private Tour
Start From $600.00
 
Private Cabo San Lucas Sunset Cruise

Private Cabo San Lucas Sunset Cruise

  • North America
  • Superb47 reviews4.9

You will enjoy watching the sun set on the horizon from your very own private boat with our accommod....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

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
Private Tour
Start From $54.95
 
Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

  • North America
  • Exellent20 reviews4.3

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

    Free Cancellation
    Private Tour
    Start From $54.95
 
 

The Best Catamaran Tour to Isla Mujeres from Cancún

(4.8 of 5 reviews)

Discover Isla Mujeres and visit one of the beutiful beaches in the world, from incredible catamaran equipped with all the comforts! Enjoy with your family and your friends a quiet ride catamaran sailing on the crystal clear waters... More

Free Cancellation
Private Tour
Start From $68.00
 
The Best Catamaran Tour to Isla Mujeres from Cancún

The Best Catamaran Tour to Isla Mujeres from Cancún

  • North America
  • Superb5 reviews4.8

Discover Isla Mujeres and visit one of the beutiful beaches in the world, from incredible catamaran ....

    Free Cancellation
    Private Tour
    Start From $68.00
 
 

Private Sunset Sailing

(5 of 1 review)

A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premium Open Bar and a Cheese and Cold Cuts table as snacks. Go in style and go Private. Since Covid-19 additional measures and precauti... More

Free Cancellation
Private Tour
Start From $999.00
 
Private Sunset Sailing Likely to Sell Out

Private Sunset Sailing

  • North America
  • Superb1 review5

A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premiu....

    Free Cancellation
    Private Tour
    Start From $999.00
 
 

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 Likely to Sell Out

Private Sail Around New York City and The Statue of Liberty

  • North America
  • 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

  • North America
  • 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 $995.53
 
Portland Tall Ship Private Charter on Casco Bay Likely to Sell Out

Portland Tall Ship Private Charter on Casco Bay

  • North America
  • 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 $995.53
 
 

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

  • North America
  • 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

  • North America
  • 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 Sunrise Tour with Breakfast on Board

(5 of 27 reviews)

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at dawn, guided by a team of professionals who will make this adventure a magical memory.... More

Free Cancellation
Private Tour
Start From $179.00
 
Private Sunrise Tour with Breakfast on Board Likely to Sell Out

Private Sunrise Tour with Breakfast on Board

  • North America
  • Superb27 reviews5

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at ....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

JFarwell Sip & Sail aboard the Reverie

(5 of 18 reviews)

This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding in luxury with friends, family or colleagues. Step aboard our 50’ Catamaran and be greeted with a perfect locally crafted bevera... More

Free Cancellation
Private Tour
Start From $844.08
 
JFarwell Sip & Sail aboard the Reverie Likely to Sell Out

JFarwell Sip & Sail aboard the Reverie

  • North America
  • Superb18 reviews5

This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding ....

    Free Cancellation
    Private Tour
    Start From $844.08
 
 

Sunrise in Paddle with Picnic in front of the Bird Sanctuary

(5 of 220 reviews)

Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More

Free Cancellation
Private Tour
Start From $25.06
 
Sunrise in Paddle with Picnic in front of the Bird Sanctuary Likely to Sell Out

Sunrise in Paddle with Picnic in front of the Bird Sanctuary

  • North America
  • Superb220 reviews5

Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....

    Free Cancellation
    Private Tour
    Start From $25.06
 
 

Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch

(3.5 of 2 reviews)

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the most bigger reef in the world, this is consider as the 2nd one worldwide. Imagi... More

Free Cancellation
Private Tour
Start From $55.00
 
Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch Likely to Sell Out

Reef Snorkel, underwater adventure in Puerto Morelos With Transpo....

  • North America
  • Good2 reviews3.5

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a mu....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

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

  • North America
  • 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
 
 

Snorkeling Tour in Los Cabos

(4 of 1 review)

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Maria Bay, on the Pez Gato, part of Cabo’s premier snorkeling tour. You will swim in the azure waters with colorful tropical fish. O... More

Free Cancellation
Private Tour
Start From $115.00
 
Snorkeling Tour in Los Cabos Likely to Sell Out

Snorkeling Tour in Los Cabos

  • North America
  • Very Good1 review4

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Mari....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

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

(4 of 1 review)

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

  • North America
  • Very Good1 review4

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
 
 

Whale Watching Amazing Adventure

(4 of 1 review)

Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cabos in search of the Cabo’s Whales.” Enjoy listening to the beautiful song of the whales, with the help of our new hydrophones... More

Free Cancellation
Private Tour
Start From $93.00
 
Whale Watching Amazing Adventure Likely to Sell Out

Whale Watching Amazing Adventure

  • North America
  • Very Good1 review4

Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....

    Free Cancellation
    Private Tour
    Start From $93.00
 
 

Live this unique snorkeling experience. El Cielo in Cozumel a magical tour.

(3 of 1 review)

If we tell you that you can be near the sky while you are at the paradisiacal Caribbean Sea, could believe us? On this tour that is completely possible! Adventure with us through the coast of the Cozumel Island, visit three of th... More

Free Cancellation
Private Tour
Start From $165.00
 
Live this unique snorkeling experience. El Cielo in Cozumel a magical tour. Likely to Sell Out

Live this unique snorkeling experience. El Cielo in Cozumel a mag....

  • North America

If we tell you that you can be near the sky while you are at the paradisiacal Caribbean Sea, could b....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Top Tour Sail To Isla Mujeres By Catamaran Buffet And Drinks Included

(3 of 1 review)

Stop looking for the perfect tour to Isla mujeres, we are the best option. Why? With us you´ll have: 1.No long lines, direct access 2.Quality food 3.Quality drinks 4.Best Service 5.We will take you to special reefs where on... More

Free Cancellation
Private Tour
Start From $55.00
 
Top Tour Sail To Isla Mujeres By Catamaran Buffet And Drinks Included Likely to Sell Out

Top Tour Sail To Isla Mujeres By Catamaran Buffet And Drinks Incl....

  • North America

Stop looking for the perfect tour to Isla mujeres, we are the best option. Why? With us you´ll hav....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Sunset Cruise Tequila Tasting

(5 of 3 reviews)

Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the history of one of Mexico's most iconic drinks, brought to you by Tequila Cabo Único and Sunrider. You'll get to know the iconic Cabo S... More

Free Cancellation
Private Tour
Start From $110.00
 
Sunset Cruise Tequila Tasting Likely to Sell Out

Sunset Cruise Tequila Tasting

  • North America
  • Superb3 reviews5

Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the histo....

    Free Cancellation
    Private Tour
    Start From $110.00
 
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