Menu

Top 10 Best North America Sailing Trips

Found 640 Sailing Trips activities in North America. Sort by Popularity. - Page 6
 

Panama City Beach Sunset Catamaran Sail on The Privateer

(4.8 of 606 reviews)

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on the SV Privateer, our 78-passenger catamaran, with Paradise Adventures! This breathtaking sunset sail along the Gulf of Mex... More

Free Cancellation
Start From $45.00
 
Panama City Beach Sunset Catamaran Sail on The Privateer

Panama City Beach Sunset Catamaran Sail on The Privateer

  • North America
  • Superb606 reviews4.8

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset S....

    Free Cancellation
    Start From $45.00
 
 

Sailing Charters in Wilmington

(5 of 140 reviews)

After a successful first season I am happy to be here for back to back seasons. Sail in style on the historic Wilmington river walk. Enjoy a personalized Charter experience with up to six guests. Very few sailboats are up for publ... More

Free Cancellation
Start From $89.00
 
Sailing Charters in Wilmington

Sailing Charters in Wilmington

  • North America
  • Superb140 reviews5

After a successful first season I am happy to be here for back to back seasons. Sail in style on the....

    Free Cancellation
    Start From $89.00
 
 

Friday Night Catamaran Fireworks Sail with Open Bar

(4.9 of 50 reviews)

Who doesn't love fireworks, especially with all inclusive drinks? The famous weekly Hilton Hawaiian Village fireworks display seen from the water feels like you’re right under the action! There's no better way to kick off the we... More

Free Cancellation
Start From $85.00
 
Friday Night Catamaran Fireworks Sail with Open Bar

Friday Night Catamaran Fireworks Sail with Open Bar

  • North America
  • Superb50 reviews4.9

Who doesn't love fireworks, especially with all inclusive drinks? The famous weekly Hilton Hawaiian ....

    Free Cancellation
    Start From $85.00
 
 

BYOB Waikiki Sunset Swim and Diamond Head Sailing

(5 of 125 reviews)

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that s... More

Free Cancellation
Start From $79.00
 
BYOB Waikiki Sunset Swim and Diamond Head Sailing

BYOB Waikiki Sunset Swim and Diamond Head Sailing

  • North America
  • Superb125 reviews5

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....

    Free Cancellation
    Start From $79.00
 
 

Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open Bar

(4.4 of 36 reviews)

*Step into luxury when you board one of our fully-equipped sailboats. *Receive a friendly greeting from our crew who will provide you with unmatched service throughout the excursion. *Take a moment for a photo opportunity with y... More

Free Cancellation
Start From $99.00
 
Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open Bar Likely to Sell Out

Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open....

  • North America
  • Exellent36 reviews4.4

*Step into luxury when you board one of our fully-equipped sailboats. *Receive a friendly greeting ....

    Free Cancellation
    Start From $99.00
 
 

Private Sailing Tour through the Ten Thousands Islands

(4.9 of 131 reviews)

If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s and are known through out the sailing community as the fastest, driest, beachable catamaran on the ma... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Sailing Tour through the Ten Thousands Islands Likely to Sell Out

Private Sailing Tour through the Ten Thousands Islands

  • North America
  • Superb131 reviews4.9

If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos ....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Key West Morning Snorkel Sail with Mimosas and Picnic Lunch

(4.7 of 14 reviews)

Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vess... More

Free Cancellation
Private Tour
Start From $49.00
 
Key West Morning Snorkel Sail with Mimosas and Picnic Lunch Likely to Sell Out

Key West Morning Snorkel Sail with Mimosas and Picnic Lunch

  • North America
  • Superb14 reviews4.7

Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico ....

    Free Cancellation
    Private Tour
    Start From $49.00
 
 

Oahu 3pm Tradewind Sail from Honolulu

(4.8 of 213 reviews)

This is an excellent cruise for families and sailors wanting to relax and enjoy a beautiful afternoon in the sun. We'll be keeping a sharp eye out for dolphins, whales and other sea life while getting as close as possible so you c... More

Free Cancellation
Private Tour
Start From $57.06
 
Oahu 3pm Tradewind Sail from Honolulu Likely to Sell Out

Oahu 3pm Tradewind Sail from Honolulu

  • North America
  • Superb213 reviews4.8

This is an excellent cruise for families and sailors wanting to relax and enjoy a beautiful afternoo....

    Free Cancellation
    Private Tour
    Start From $57.06
 
 

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

(4.8 of 122 reviews)

Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamaran. Our Turtle Snorkeling Package offers a unique opportunity to snorkel with friendly turtles in the heart of Waikiki's picturesq... More

Free Cancellation
Private Tour
Start From $99.00
 
Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun Likely to Sell Out

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

  • North America
  • Superb122 reviews4.8

Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamar....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Fireworks Cruise in Waikiki: Music and BYOB

(4.4 of 23 reviews)

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring your favorite beverages and join us for Waikiki's weekly fireworks displ... More

Free Cancellation
Private Tour
Start From $62.80
 
Fireworks Cruise in Waikiki: Music and BYOB Likely to Sell Out

Fireworks Cruise in Waikiki: Music and BYOB

  • North America
  • Exellent23 reviews4.4

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....

    Free Cancellation
    Private Tour
    Start From $62.80
 
 

Statue of Liberty Sunset Cruise and New York City Sky Line

(3.2 of 36 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

Free Cancellation
Private Tour
Start From $35.00
 
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

  • North America
  • Good36 reviews3.2

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

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Private Luxury Sunset Cruise on the Sailing Yacht Fate

(4.9 of 38 reviews)

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $660.00
 
Private Luxury Sunset Cruise on the Sailing Yacht Fate Likely to Sell Out

Private Luxury Sunset Cruise on the Sailing Yacht Fate

  • North America
  • Superb38 reviews4.9

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $660.00
 
 

Half-Day Deluxe Molokini Snorkel Excursion in Maui

(4.8 of 57 reviews)

Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snorkeling trips, romantic sunset cruises, and everything in between. We’re honored to play a part in introducing our visitors to th... More

Free Cancellation
Private Tour
Start From $289.00
 
Half-Day Deluxe Molokini Snorkel Excursion in Maui Likely to Sell Out

Half-Day Deluxe Molokini Snorkel Excursion in Maui

  • North America
  • Superb57 reviews4.8

Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snor....

    Free Cancellation
    Private Tour
    Start From $289.00
 
 

Private Sailing Tour -2 Hour (Up to 12 Passengers)

(4.8 of 57 reviews)

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double ended ketch. Inspired by the original designs of famed naval architect Colin Archer (1832-1921), from Larvik, Norway, the Cloudia is... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Sailing Tour -2 Hour (Up to 12 Passengers) Likely to Sell Out

Private Sailing Tour -2 Hour (Up to 12 Passengers)

  • North America
  • Superb57 reviews4.8

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double en....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Sailing Tour through the Laguna de los Siete Colores

(5 of 1,159 reviews)

Wild Wave Bacalar is a company committed to caring for the environment. Our trips are by sailboat, being your best option to know this magical place without damaging the ecosystem. Guided by a team of professionals, with whom you ... More

Free Cancellation
Private Tour
Start From $38.00
 
Sailing Tour through the Laguna de los Siete Colores Likely to Sell Out

Sailing Tour through the Laguna de los Siete Colores

  • North America
  • Superb1,159 reviews5

Wild Wave Bacalar is a company committed to caring for the environment. Our trips are by sailboat, b....

    Free Cancellation
    Private Tour
    Start From $38.00
 
 

Turtles & Tacos Luxury Catamaran Snorkel Sail

(5 of 1,159 reviews)

As you step aboard the spacious catamaran, you're immediately greeted by the friendly crew, who are eager to guide you on an unforgettable journey. The vessel is equipped with all the amenities you need for a comfortable and enjoy... More

Free Cancellation
Private Tour
Start From $169.00
 
Turtles & Tacos Luxury Catamaran Snorkel Sail Likely to Sell Out

Turtles & Tacos Luxury Catamaran Snorkel Sail

  • North America
  • Superb1,159 reviews5

As you step aboard the spacious catamaran, you're immediately greeted by the friendly crew, who are ....

    Free Cancellation
    Private Tour
    Start From $169.00
 
 

1-Hour Interactive Pirate Cruise in Ft. Lauderdale (arrive 30 minutes early)

(4.9 of 1,356 reviews)

Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure Cruise (check in is a half hour before the sail time) along Fort Lauderdale’s Intracoastal Waterway that’s fun for the whole f... More

Free Cancellation
Private Tour
Start From $29.00
 
1-Hour Interactive Pirate Cruise in Ft. Lauderdale (arrive 30 minutes early) Likely to Sell Out

1-Hour Interactive Pirate Cruise in Ft. Lauderdale (arrive 30 min....

  • North America
  • Superb1,356 reviews4.9

Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure ....

    Free Cancellation
    Private Tour
    Start From $29.00
 
 

Cancun Adults Only Party Cruise to Isla Mujeres with Open Bar

(3.7 of 197 reviews)

Take a Party Cruise Adult Only from Cancun to Isla Mujeres. Make a stop to snorkel at one of the best reefs and see beautiful tropical fish. Enjoy a delicious buffet lunch on our private beach club, and then tour Isla Mujeres to s... More

Free Cancellation
Private Tour
Start From $79.99
 
Cancun Adults Only Party Cruise to Isla Mujeres with Open Bar Likely to Sell Out

Cancun Adults Only Party Cruise to Isla Mujeres with Open Bar

  • North America
  • Very Good197 reviews3.7

Take a Party Cruise Adult Only from Cancun to Isla Mujeres. Make a stop to snorkel at one of the bes....

    Free Cancellation
    Private Tour
    Start From $79.99
 
 

Shallow Water Snorkeling and Dolphin Watching in Key West

(4.6 of 422 reviews)

All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropical waters of Key West on Catamaran Echo - making vacation memories since 1991. Enjoy a premium shallow snorkeling and dolphin-watc... More

Free Cancellation
Private Tour
Start From $108.91
 
Shallow Water Snorkeling and Dolphin Watching in Key West Likely to Sell Out

Shallow Water Snorkeling and Dolphin Watching in Key West

  • North America
  • Superb422 reviews4.6

All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropica....

    Free Cancellation
    Private Tour
    Start From $108.91
 
 

Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster & Beef menu.

(4.2 of 5 reviews)

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out of ideas to celebrate love with your partner? Imagine to reconquer your true love. In Cancun you have an incredible opportunity to ... More

Free Cancellation
Private Tour
Start From $95.00
 
Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster & Beef menu. Likely to Sell Out

Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster....

  • North America
  • Exellent5 reviews4.2

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out o....

    Free Cancellation
    Private Tour
    Start From $95.00
 
4 5 6 7 8
Booking.com
Booking.com
Booking.com