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Top 10 Best North America Sailing Trips

Found 674 Sailing Trips activities in North America. Sort by Popularity. - Page 24
 

5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl

(4.7 of 7 reviews)

Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the amount of people and your experience. Also inclusive in the beautiful waters of Cozumel snorkel over the reef a visit to the starf... More

Private Tour
Start From $2,500.00
 
5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl

5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl

  • North America
  • Superb7 reviews4.7

Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the ....

    Private Tour
    Start From $2,500.00
 
 

4 hours Sailboat Tour for 2 people along the Los Angeles Coastline

(3.7 of 3 reviews)

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venice Beach, Airport, Malibu beach, go into the open ocean, anchor (if desired) and return back to Marina Del Rey.... More

Free Cancellation
Private Tour
Start From $599.00
 
4 hours Sailboat Tour for 2 people along the Los Angeles Coastline

4 hours Sailboat Tour for 2 people along the Los Angeles Coastlin....

  • North America
  • Very Good3 reviews3.7

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venic....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and Lunch

(3 of 1 review)

You will discover an underwater world. Admire the colorful variety of fish and the different forms that the coral reef has. El Cielo reef is amazing for itself, the starfish is the main attraction of this place. Observe how the ... More

Free Cancellation
Private Tour
Start From $165.00
 
Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and Lunch Likely to Sell Out

Full-Day El Cielo Snorkel Tour in Cozumel with Transportation and....

  • North America

You will discover an underwater world. Admire the colorful variety of fish and the different forms t....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Afternoon Sail

(5 of 27 reviews)

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic 42 ft yacht, that accommodates a 6 passenger maximum for an intimate cruise through the waters of Wrightsvill... More

Free Cancellation
Private Tour
Start From $110.00
 
Afternoon Sail Likely to Sell Out

Afternoon Sail

  • North America
  • Superb27 reviews5

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, enga....

    Free Cancellation
    Private Tour
    Start From $110.00
 
 

Private sailing trips around Fishers island from New London, CT

(5 of 8 reviews)

Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up to 10 people, please contact us. Longer trips and larger groups are available on request. Discovering and sailing from New London... More

Free Cancellation
Private Tour
Start From $710.00
 
Private sailing trips around Fishers island from New London, CT Likely to Sell Out

Private sailing trips around Fishers island from New London, CT

  • North America
  • Superb8 reviews5

Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up t....

    Free Cancellation
    Private Tour
    Start From $710.00
 
 

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

(5 of 4 reviews)

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More

Free Cancellation
Private Tour
Start From $299.00
 
#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson Likely to Sell Out

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

  • North America
  • Superb4 reviews5

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....

    Free Cancellation
    Private Tour
    Start From $299.00
 
 

Beach Day Tour with Horseback Ride Water Sports and City Tour

(3.3 of 3 reviews)

Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transported in a luxurious, air-conditioned vehicle, complete with complimentary beverages. Our tour includes visits to the stunning cathe... More

Free Cancellation
Private Tour
Start From $79.00
 
Beach Day Tour with Horseback Ride Water Sports and City Tour Likely to Sell Out

Beach Day Tour with Horseback Ride Water Sports and City Tour

  • North America
  • Good3 reviews3.3

Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transpor....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Luxury Catamaran Private Tour Baltimore Harbor

(5 of 22 reviews)

Climb aboard our remarkable 38ft Luxury Sailing Catamaran docked at the iconic Lighthouse Point Resort & Marina. The Lady Tiffany has all the accommodations and more to host your next exclusive waterfront tour of the Inner Harbor ... More

Free Cancellation
Private Tour
Start From $1,299.00
 
Luxury Catamaran Private Tour Baltimore Harbor Likely to Sell Out

Luxury Catamaran Private Tour Baltimore Harbor

  • North America
  • Superb22 reviews5

Climb aboard our remarkable 38ft Luxury Sailing Catamaran docked at the iconic Lighthouse Point Reso....

    Free Cancellation
    Private Tour
    Start From $1,299.00
 
 

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

(3.7 of 3 reviews)

This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give you a real caribbean experience. Discover Isla Mujeres and it's beautiful beach with us, our team is certified and you will spend... More

Free Cancellation
Private Tour
Start From $20.00
 
Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun Likely to Sell Out

Catamaran Sailing and Snorkeling to Isla Mujeres from Cancun

  • North America
  • Very Good3 reviews3.7

This is the most complete tour to Isla Mujeres on board a Catamaran with all the inclusions to give ....

    Free Cancellation
    Private Tour
    Start From $20.00
 
 

Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience

(3.7 of 3 reviews)

Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan that can accommodate up to 25 passengers. It's decked out with a kitchen, bedroom, bathroom, and even water sports gear like kayak... More

Free Cancellation
Private Tour
Start From $1,250.00
 
Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience Likely to Sell Out

Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience

  • North America
  • Very Good3 reviews3.7

Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan ....

    Free Cancellation
    Private Tour
    Start From $1,250.00
 
 

Bacalar - Gourmet Tour in Private Catamaran with Cocktails Included

(5 of 41 reviews)

During this experience you will try star dishes from the best restaurants in the area aboard a comfortable private boat. You will enjoy a rich signature cocktail bar while navigating the crystal clear waters of Bacalar with a fine... More

Free Cancellation
Private Tour
Start From $525.00
 
Bacalar - Gourmet Tour in Private Catamaran with Cocktails Included Likely to Sell Out

Bacalar - Gourmet Tour in Private Catamaran with Cocktails Includ....

  • North America
  • Superb41 reviews5

During this experience you will try star dishes from the best restaurants in the area aboard a comfo....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Hilton Hawaiian Village Sunset Cocktail Cruise

(1 of 1 review)

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only pier in W... More

Free Cancellation
Private Tour
Start From $151.00
 
Hilton Hawaiian Village Sunset Cocktail Cruise Likely to Sell Out

Hilton Hawaiian Village Sunset Cocktail Cruise

  • North America

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....

    Free Cancellation
    Private Tour
    Start From $151.00
 
 

Portland Tall Ship Private Charter on Casco Bay

(1 of 1 review)

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 $1,026.24
 
Portland Tall Ship Private Charter on Casco Bay Likely to Sell Out

Portland Tall Ship Private Charter on Casco Bay

  • North America

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 $1,026.24
 
 

America's Cup Evening Sailing Adventure Newport, RI

(4.9 of 10 reviews)

Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around Narragansett Bay passed many iconic sights including New York Yacht Club, Ida Lewis Light, Fort Adams, Eisenhower House, Hammersm... More

Free Cancellation
Private Tour
Start From $115.00
 
America's Cup Evening Sailing Adventure Newport, RI Likely to Sell Out

America's Cup Evening Sailing Adventure Newport, RI

  • North America
  • Superb10 reviews4.9

Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Amazing Romantic Dinner In Cancun On A Spanish Galeon The Best Sunset Activity

(5 of 1 review)

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 fall in love again at the rhythm of the live sax with a sunset as enchanting as th... More

Free Cancellation
Private Tour
Start From $95.00
 
Amazing Romantic Dinner In Cancun On A Spanish Galeon The Best Sunset Activity Likely to Sell Out

Amazing Romantic Dinner In Cancun On A Spanish Galeon The Best Su....

  • North America
  • Superb1 review5

Have you run out of ideas to celebrate love with your partner? Imagine to reconquer your true love. ....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

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

(5 of 1 review)

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
  • Superb1 review5

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
 
 

Cabo's Premier Catamaran Snorkeling: Explore the Waters!

(5 of 1 review)

Our snorkeling tour sails towards the beautiful Santa María Bay, where you will swim in tropical waters with abundant marine life, sailing very slowly at each point approximately 20 minutes just to observe the landscape in this w... More

Free Cancellation
Private Tour
Start From $129.00
 
Cabo's Premier Catamaran Snorkeling: Explore the Waters! Likely to Sell Out

Cabo's Premier Catamaran Snorkeling: Explore the Waters!

  • North America
  • Superb1 review5

Our snorkeling tour sails towards the beautiful Santa María Bay, where you will swim in tropical wa....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Luxury Diamond Head Sunset Sail

(5 of 3 reviews)

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private 50' luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from... More

Free Cancellation
Private Tour
Start From $1,398.00
 
Luxury Diamond Head Sunset Sail Likely to Sell Out

Luxury Diamond Head Sunset Sail

  • North America
  • Superb3 reviews5

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....

    Free Cancellation
    Private Tour
    Start From $1,398.00
 
 

Sunset Sailing Tour of San Diego Bay up to 6 Guests

(5 of 1 review)

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sunset sailin... More

Free Cancellation
Private Tour
Start From $600.00
 
Sunset Sailing Tour of San Diego Bay up to 6 Guests Likely to Sell Out

Sunset Sailing Tour of San Diego Bay up to 6 Guests

  • North America
  • Superb1 review5

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

All Inclusive Tulum: Private Luxury Catamarán 51" Leopard 4hrs

(5 of 182 reviews)

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and delicious dishes and our host will serve you 'refreshing cocktails.... More

Free Cancellation
Private Tour
Start From $3,100.00
 
All Inclusive Tulum: Private Luxury Catamarán 51 Likely to Sell Out

All Inclusive Tulum: Private Luxury Catamarán 51" Leopard 4hrs

  • North America
  • Superb182 reviews5

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and....

    Free Cancellation
    Private Tour
    Start From $3,100.00
 
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