Menu

Top 10 Best North America Sailing Trips

Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 26
 

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
 
 

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)

(5 of 1 review)

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
 
2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests) Likely to Sell Out

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)

  • North America
  • Superb1 review5

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 10 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
  • Superb10 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
 
 

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 $854.20
 
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 $854.20
 
 

Cancun Half Day Sailing Cataman Cruise to Isla Mujeres

(5 of 1 review)

Original Half Day Sailing since 2012, No need to invest your whole day to visit Isla Mujeres! Lite Tour to Isla Mujeres provides full sailing, snorkeling & enough time to visit Isla Mujeres for shopping or just enjoy this wonderf... More

Free Cancellation
Private Tour
Start From $79.00
 
Cancun Half Day Sailing Cataman Cruise to Isla Mujeres Likely to Sell Out

Cancun Half Day Sailing Cataman Cruise to Isla Mujeres

  • North America
  • Superb1 review5

Original Half Day Sailing since 2012, No need to invest your whole day to visit Isla Mujeres! Lite ....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

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
 
 

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
 
 

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

  • North America
  • 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
 
 

Private Day Sailing Experience in San Diego up to 12 guests

(5 of 49 reviews)

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might... More

Free Cancellation
Private Tour
Start From $212.50
 
Private Day Sailing Experience in San Diego up to 12 guests Likely to Sell Out

Private Day Sailing Experience in San Diego up to 12 guests

  • North America
  • Superb49 reviews5

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is be....

    Free Cancellation
    Private Tour
    Start From $212.50
 
 

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

(4 of 3 reviews)

Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is for you. We will take you to know the second largest coral reef in the world, the first one... More

Free Cancellation
Private Tour
Start From $55.00
 
Guided Tour of Puerto Morelos Reefs with Snorkeling Experience Likely to Sell Out

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

  • North America
  • Very Good3 reviews4

Welcome to an incredible adventure, if what you like is getting to know new places and being in cont....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Private - Bacalar sailing across the mesmerizing waters

(4.9 of 8 reviews)

Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence of colonial history & pirates. We embark upon a sailing boat to navigate our way across the mesmerizing waters of 7 different shad... More

Free Cancellation
Private Tour
Start From $500.00
 
Private - Bacalar sailing across the mesmerizing waters Likely to Sell Out

Private - Bacalar sailing across the mesmerizing waters

  • North America
  • Superb8 reviews4.9

Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence o....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Private Key West Sunset Sail

(4.7 of 47 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 $695.00
 
Private Key West Sunset Sail Likely to Sell Out

Private Key West Sunset Sail

  • North America
  • Superb47 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 $695.00
 
 

Golden Hour Escape: Private Sunset Sail in Coastal Maine

(5 of 9 reviews)

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboar... More

Free Cancellation
Private Tour
Start From $1,020.00
 
Golden Hour Escape: Private Sunset Sail in Coastal Maine Likely to Sell Out

Golden Hour Escape: Private Sunset Sail in Coastal Maine

  • North America
  • Superb9 reviews5

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the settin....

    Free Cancellation
    Private Tour
    Start From $1,020.00
 
 

Whale Watching Amazing Adventure

(5 of 9 reviews)

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 $97.00
 
Whale Watching Amazing Adventure Likely to Sell Out

Whale Watching Amazing Adventure

  • North America
  • Superb9 reviews5

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 $97.00
 
 

Sailing Tour around the Bacalar Lagoon

(4.8 of 12 reviews)

Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the wind in the Mayan language), we are at your disposal to offer you a unique experience. Visiting the lagoon of the 7 colors by sai... More

Free Cancellation
Private Tour
Start From $47.05
 
Sailing Tour around the Bacalar Lagoon Likely to Sell Out

Sailing Tour around the Bacalar Lagoon

  • North America
  • Superb12 reviews4.8

Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the....

    Free Cancellation
    Private Tour
    Start From $47.05
 
 

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

  • North America
  • 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
 
 

6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach

(5 of 1 review)

Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer to ... More

Free Cancellation
Private Tour
Start From $1,411.44
 
6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach Likely to Sell Out

6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach

  • North America
  • Superb1 review5

Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We a....

    Free Cancellation
    Private Tour
    Start From $1,411.44
 
 

Sailing Charter around Vancouver Harbour Private Tour

(5 of 1 review)

Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and its surrounding inlets. Contagious is an Oceanis 46.1 and has all the features of a large cruising Yacht with a rare balance betw... More

Free Cancellation
Private Tour
Start From $2,368.68
 
Sailing Charter around Vancouver Harbour Private Tour Likely to Sell Out

Sailing Charter around Vancouver Harbour Private Tour

  • North America
  • Superb1 review5

Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and....

    Free Cancellation
    Private Tour
    Start From $2,368.68
 
 

Bimini Charters - Private 6 Hour catamaran sail & snorkel

(5 of 1 review)

We are owner-operated and ensure every detail of your trip is perfect! We work with you ahead of time to determine your goals for the day and make them happen. Our guests almost always say that their trip with us was the highlight... More

Free Cancellation
Private Tour
Start From $1,400.00
 
Bimini Charters - Private 6 Hour catamaran sail & snorkel Likely to Sell Out

Bimini Charters - Private 6 Hour catamaran sail & snorkel

  • North America
  • Superb1 review5

We are owner-operated and ensure every detail of your trip is perfect! We work with you ahead of tim....

    Free Cancellation
    Private Tour
    Start From $1,400.00
 
 

Wrightsville Beach Day Sail Private Catamaran Charter

(5 of 1 review)

On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islands and local spots. Upon anchoring, the crew will dinghy you around wherever you'd like to go! The boat is fully equipped with ai... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Wrightsville Beach Day Sail Private Catamaran Charter Likely to Sell Out

Wrightsville Beach Day Sail Private Catamaran Charter

  • North America
  • Superb1 review5

On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islan....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
Booking.com
Booking.com
Booking.com