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Top 10 Best North America Sailing Trips

Found 727 Sailing Trips activities in North America. Sort by Popularity. - Page 17
 

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
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
    Start From $68.00
 
 

Squamish Afternoon Sailing Experience

(4.8 of 5 reviews)

Set sail for a tranquil evening on Howe Sound with our enchanting afternoon sailing experience! Our certified instructors are dedicated to providing a safe, comfortable, and unforgettable outing. Guests are welcome to be as hands... More

Free Cancellation
Start From $110.24
 
Squamish Afternoon Sailing Experience

Squamish Afternoon Sailing Experience

  • North America
  • Superb5 reviews4.8

Set sail for a tranquil evening on Howe Sound with our enchanting afternoon sailing experience! Our....

    Free Cancellation
    Start From $110.24
 
 

Sunset Sail Experience by Catamaran in Waikiki

(4.8 of 6 reviews)

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More

Free Cancellation
Start From $92.31
 
Sunset Sail Experience by Catamaran in Waikiki

Sunset Sail Experience by Catamaran in Waikiki

  • North America
  • Superb6 reviews4.8

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....

    Free Cancellation
    Start From $92.31
 
 

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

(4 of 54 reviews)

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectacular day in the crystal-clear waters of the Mexican Caribbean, sailing from Cancun to Isla Mujeres on a boat full of fun, explorin... More

Free Cancellation
Start From $49.99
 
Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

  • North America
  • Very Good54 reviews4

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectac....

    Free Cancellation
    Start From $49.99
 
 

Champagne Dolphin Sail and Reef Snorkel

(5 of 5 reviews)

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the ... More

Free Cancellation
Start From $108.91
 
Champagne Dolphin Sail and Reef Snorkel Likely to Sell Out

Champagne Dolphin Sail and Reef Snorkel

  • North America
  • Superb5 reviews5

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now l....

    Free Cancellation
    Start From $108.91
 
 

Let’s do a morning sail on San Francisco Bay (semi private)

(5 of 7 reviews)

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boat? Come sail with me, Captain John. Let me share my passion for sailing with you. I’m a U.S. certified sailing instructor and li... More

Free Cancellation
Start From $189.00
 
Let’s do a morning sail on San Francisco Bay (semi private) Likely to Sell Out

Let’s do a morning sail on San Francisco Bay (semi private)

  • North America
  • Superb7 reviews5

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boa....

    Free Cancellation
    Start From $189.00
 
 

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

Afternoon Charleston Historic Harbor Sail - Lux Catamatan

  • North America
  • Exellent6 reviews4.5

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

    Free Cancellation
    Start From $50.00
 
 

Luxury Snorkel Adventure in Cabo

(4.8 of 50 reviews)

Los Cabos enjoys 360 days of sunshine, endless stretches of unsealed sand and a Marine Park located at Santa Maria Bay or Chileno Bay, at either one of this beach areas is where boat captain will make a stop for snorkeling at one ... More

Free Cancellation
Start From $149.00
 
Luxury Snorkel Adventure in Cabo Likely to Sell Out

Luxury Snorkel Adventure in Cabo

  • North America
  • Superb50 reviews4.8

Los Cabos enjoys 360 days of sunshine, endless stretches of unsealed sand and a Marine Park located ....

    Free Cancellation
    Start From $149.00
 
 

Pirate Ship Premium Dinner Cruise with Show

(4.4 of 32 reviews)

While visiting Puerto Vallarta is a must to take the Pirate Sailboat tour. Enjoying magnificent views of Banderas Bay, take unforgettable photos of this amazing experience, while you taste a delicious dinner and have a good time ... More

Free Cancellation
Start From $180.00
 
Pirate Ship Premium Dinner Cruise with Show Likely to Sell Out

Pirate Ship Premium Dinner Cruise with Show

  • North America
  • Exellent32 reviews4.4

While visiting Puerto Vallarta is a must to take the Pirate Sailboat tour. Enjoying magnificent vie....

    Free Cancellation
    Start From $180.00
 
 

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

(5 of 3 reviews)

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More

Free Cancellation
Private Tour
Start From $1,100.00
 
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles Likely to Sell Out

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

  • North America
  • Superb3 reviews5

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Full-Day Gray Whale Watching tour from Cabo to Mag Bay

(5 of 3 reviews)

Led by passionate marine biologist, this full day journey takes you from Cabo to remote, unspoiled waters of Magdalena Bay- one of the best places on earth to meet gray whales up close. With expert guidance, you´ll gain fascina... More

Free Cancellation
Private Tour
Start From $436.26
 
Full-Day Gray Whale Watching tour from Cabo to Mag Bay Likely to Sell Out

Full-Day Gray Whale Watching tour from Cabo to Mag Bay

  • North America
  • Superb3 reviews5

Led by passionate marine biologist, this full day journey takes you from Cabo to remote, unspoiled w....

    Free Cancellation
    Private Tour
    Start From $436.26
 
 

Private Charleston Harbor Catamaran Sail

(5 of 28 reviews)

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More

Free Cancellation
Private Tour
Start From $950.00
 
Private Charleston Harbor Catamaran Sail Likely to Sell Out

Private Charleston Harbor Catamaran Sail

  • North America
  • Superb28 reviews5

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Moana’s Luxury semi-private Sunset Cruise on Nalu

(4.6 of 9 reviews)

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More

Free Cancellation
Private Tour
Start From $149.99
 
Moana’s Luxury semi-private Sunset Cruise on Nalu Likely to Sell Out

Moana’s Luxury semi-private Sunset Cruise on Nalu

  • North America
  • Superb9 reviews4.6

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....

    Free Cancellation
    Private Tour
    Start From $149.99
 
 

Classic Tall Ship Cruise in Boston Harbor

(4.7 of 615 reviews)

Come out for a day sail adventure in Boston Harbor aboard our classic schooner, the Liberty Star. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeatable views of the ci... More

Free Cancellation
Private Tour
Start From $35.00
 
Classic Tall Ship Cruise in Boston Harbor Likely to Sell Out

Classic Tall Ship Cruise in Boston Harbor

  • North America
  • Superb615 reviews4.7

Come out for a day sail adventure in Boston Harbor aboard our classic schooner, the Liberty Star. Ge....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Best Private Luxury Daytime Boat Tour in New York City - 2 Hour

(5 of 88 reviews)

Experience the breathtaking beauty of New York City on this private, 2-hour cruise around lower Manhattan aboard a 30' luxurious powerboat. Get an unobstructed view of the Manhattan skyline, Freedom Tower, Brooklyn Bridge, Empire ... More

Free Cancellation
Private Tour
Start From $499.99
 
Best Private Luxury Daytime Boat Tour in New York City - 2 Hour Likely to Sell Out

Best Private Luxury Daytime Boat Tour in New York City - 2 Hour

  • North America
  • Superb88 reviews5

Experience the breathtaking beauty of New York City on this private, 2-hour cruise around lower Manh....

    Free Cancellation
    Private Tour
    Start From $499.99
 
 

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

(4.6 of 414 reviews)

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and relax. Get a... More

Free Cancellation
Private Tour
Start From $68.00
 
Sunset Sailing Cruise on a Tall Ship in Boston Harbor Likely to Sell Out

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

  • North America
  • Superb414 reviews4.6

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise....

    Free Cancellation
    Private Tour
    Start From $68.00
 
 

Sunset Sail from Traverse City with Food, Wine & Cocktails

(4.8 of 226 reviews)

Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stories about the history of the lands, people, and waters of the Grand Traverse Bay area. Enjoy complimentary locally sourced food, w... More

Free Cancellation
Private Tour
Start From $229.00
 
Sunset Sail from Traverse City with Food, Wine & Cocktails Likely to Sell Out

Sunset Sail from Traverse City with Food, Wine & Cocktails

  • North America
  • Superb226 reviews4.8

Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stor....

    Free Cancellation
    Private Tour
    Start From $229.00
 
 

Daytime Sailing Along San Diego's Skyline

(4.9 of 145 reviews)

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often s... More

Free Cancellation
Private Tour
Start From $89.00
 
Daytime Sailing Along San Diego's Skyline Likely to Sell Out

Daytime Sailing Along San Diego's Skyline

  • North America
  • Superb145 reviews4.9

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen

(5 of 424 reviews)

We are a Yacht private rental company with more than 15 years of experience in the hospitality industry in Playa del Carmen, Puerto Aventuras and Tulum. Our services are provided with high quality standards to ensure maximum satis... More

Free Cancellation
Private Tour
Start From $1,350.00
 
4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen Likely to Sell Out

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del....

  • North America
  • Superb424 reviews5

We are a Yacht private rental company with more than 15 years of experience in the hospitality indus....

    Free Cancellation
    Private Tour
    Start From $1,350.00
 
 

Day Sail from Traverse City with Food, Wine, & Cocktails

(4.9 of 168 reviews)

For a full description please visit our website at https://www.winddancertc.com/ where you can learn about the vessel, crew, local history and make your bookings!... More

Free Cancellation
Private Tour
Start From $189.00
 
Day Sail from Traverse City with Food, Wine, & Cocktails Likely to Sell Out

Day Sail from Traverse City with Food, Wine, & Cocktails

  • North America
  • Superb168 reviews4.9

For a full description please visit our website at https://www.winddancertc.com/ where you can learn....

    Free Cancellation
    Private Tour
    Start From $189.00
 
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