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Top 10 Best North America Sailing Trips

Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 33
 

Afternoon Ali'i Adventure

(5 of 4 reviews)

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, allowing for a semi-private experience aboard our spacious 50' catamaran. ... More

Free Cancellation
Start From $276.00
 
Afternoon Ali'i Adventure

Afternoon Ali'i Adventure

  • North America
  • Superb4 reviews5

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowd....

    Free Cancellation
    Start From $276.00
 
 

All Inclusive Private: 40´ Yacht Van Dutch El Cielo Cozumel

(4.8 of 22 reviews)

It is a private experience with a super fast luxury yacht that will take you to the incredible island of Cozumel to visit the biosphere of Heaven and delight yourself with exclusive dishes created just for you... More

Free Cancellation
Private Tour
Start From $3,200.00
 
All Inclusive Private: 40´ Yacht Van Dutch El Cielo Cozumel

All Inclusive Private: 40´ Yacht Van Dutch El Cielo Cozumel

  • North America
  • Superb22 reviews4.8

It is a private experience with a super fast luxury yacht that will take you to the incredible islan....

    Free Cancellation
    Private Tour
    Start From $3,200.00
 
 

Private Catamaran Sailboat 4hrs 15Pax

(4.8 of 22 reviews)

Sail through the bay of Puerto Vallarta celebrating any occasion. A birthday, an engagement, bachelor party or alone enjoy a private sunset with your friends.... More

Free Cancellation
Private Tour
Start From $3,058.00
 
Private Catamaran Sailboat 4hrs 15Pax Likely to Sell Out

Private Catamaran Sailboat 4hrs 15Pax

  • North America
  • Superb22 reviews4.8

Sail through the bay of Puerto Vallarta celebrating any occasion. A birthday, an engagement, bachelo....

    Free Cancellation
    Private Tour
    Start From $3,058.00
 
 

Sailing Clases in Cancun

(5 of 1 review)

From Sailboatcancun we offer sailing courses aboard a 75 feet sailboat with an experience of more than 25 thousand miles sailed by different oceans. The classes have a duration of 4 hours. The schedule is in the morning, but we c... More

Free Cancellation
Private Tour
Start From $160.00
 
Sailing Clases in Cancun Likely to Sell Out

Sailing Clases in Cancun

  • North America
  • Superb1 review5

From Sailboatcancun we offer sailing courses aboard a 75 feet sailboat with an experience of more th....

    Free Cancellation
    Private Tour
    Start From $160.00
 
 

Magic Night Boat Dinner with Show & Speedboat Experience at Cancun (1 day tour)

(5 of 1 review)

Discover the magic of the Caribbean Sea with two of the most popular tours in Cancun. If you are looking for an exciting activity, experience an intrepid adventure in our guided speed boat and snorkeling tour. Our speed boats ar... More

Free Cancellation
Private Tour
Start From $180.00
 
Magic Night Boat Dinner with Show & Speedboat Experience at Cancun (1 day tour) Likely to Sell Out

Magic Night Boat Dinner with Show & Speedboat Experience at Cancu....

  • North America
  • Superb1 review5

Discover the magic of the Caribbean Sea with two of the most popular tours in Cancun. If you are l....

    Free Cancellation
    Private Tour
    Start From $180.00
 
 

Private Yacht for up to 12 People

(5 of 1 review)

Imagine feeling the sea breeze aboard the wonderful Tiara 44 Yacht, it will definitely be a trip that you will enjoy like no other, you cannot miss its comfortable spaces while the beautiful colors of the sea and the sky make thos... More

Free Cancellation
Private Tour
Start From $2,030.00
 
Private Yacht for up to 12 People Likely to Sell Out

Private Yacht for up to 12 People

  • North America
  • Superb1 review5

Imagine feeling the sea breeze aboard the wonderful Tiara 44 Yacht, it will definitely be a trip tha....

    Free Cancellation
    Private Tour
    Start From $2,030.00
 
 

Private 3 hour Bird Watching Tour in Monterey Bay

(5 of 1 review)

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail is much quieter and therefore up close encounters with seabirds are common. This tour is great for birders who are looking for an ... More

Free Cancellation
Private Tour
Start From $950.00
 
Private 3 hour Bird Watching Tour in Monterey Bay Likely to Sell Out

Private 3 hour Bird Watching Tour in Monterey Bay

  • North America
  • Superb1 review5

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail ....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

NY Luxury Yacht Cruise with Fashion Show and Art Exhibition

(5 of 1 review)

Exclusive Venue: The event takes place aboard a luxury yacht, offering a distinguished experience in a stunning setting with panoramic views of the iconic New York City skyline. Fusion of Fashion and Art: The combination of a hig... More

Free Cancellation
Private Tour
Start From $200.00
 
NY Luxury Yacht Cruise with Fashion Show and Art Exhibition Likely to Sell Out

NY Luxury Yacht Cruise with Fashion Show and Art Exhibition

  • North America
  • Superb1 review5

Exclusive Venue: The event takes place aboard a luxury yacht, offering a distinguished experience in....

    Free Cancellation
    Private Tour
    Start From $200.00
 
 

Private Luxury Sailboat Charters of Honolulu

(5 of 1 review)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Free Cancellation
Private Tour
Start From $699.00
 
Private Luxury Sailboat Charters of Honolulu Likely to Sell Out

Private Luxury Sailboat Charters of Honolulu

  • North America
  • Superb1 review5

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Private all inclusive party on the water!

(5 of 1 review)

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew will make sure that you have a drink in your hand within minutes. You will get to see the world famous Arch, Lover's Beach, Divorce... More

Free Cancellation
Private Tour
Start From $2,500.00
 
Private all inclusive party on the water! Likely to Sell Out

Private all inclusive party on the water!

  • North America
  • Superb1 review5

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew w....

    Free Cancellation
    Private Tour
    Start From $2,500.00
 
 

Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos

(5 of 1 review)

Highlights of Your Private Sunset Cruise: Exclusive Private Catamaran: Perfect for couples, friends, or family. Breathtaking Sunset Views: Watch the sky light up with vibrant colors over Cabo. Iconic Landmarks: Sail past The Arch,... More

Free Cancellation
Private Tour
Start From $1,295.00
 
Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos Likely to Sell Out

Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos

  • North America
  • Superb1 review5

Highlights of Your Private Sunset Cruise: Exclusive Private Catamaran: Perfect for couples, friends,....

    Free Cancellation
    Private Tour
    Start From $1,295.00
 
 

Super ATV´s and Romantic Dinner Combo, Transport, Lunch and Dinner included.

(3.3 of 3 reviews)

Would you like to give your partner the best birthday or anniversary gift during the holidays? Join us in this great adventure that takes you to experience the Caribbean jungle during the day and the best dinner in Cancun at night... More

Free Cancellation
Private Tour
Start From $178.00
 
Super ATV´s and Romantic Dinner Combo, Transport, Lunch and Dinner included. Likely to Sell Out

Super ATV´s and Romantic Dinner Combo, Transport, Lunch and Dinn....

  • North America
  • Good3 reviews3.3

Would you like to give your partner the best birthday or anniversary gift during the holidays? Join ....

    Free Cancellation
    Private Tour
    Start From $178.00
 
 

Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres

(3.3 of 3 reviews)

A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catamaran tour from Cancun to Isla Mujeres. The day begins with a leisurely sail across the turquoise waters, where you'll enjoy drinks... More

Free Cancellation
Private Tour
Start From $79.00
 
Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres Likely to Sell Out

Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres

  • North America
  • Good3 reviews3.3

A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catam....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Sunset Sail on the Black Pearl

(5 of 4 reviews)

Come experience the tranquility of gliding through the water under sail on the Black Pearl while appreciating our beautiful Lake Erie sunsets. See Cedar Point Amusement Park from the water, sail past the Marblehead Lighthouse, and... More

Free Cancellation
Private Tour
Start From $595.00
 
Sunset Sail on the Black Pearl Likely to Sell Out

Sunset Sail on the Black Pearl

  • North America
  • Superb4 reviews5

Come experience the tranquility of gliding through the water under sail on the Black Pearl while app....

    Free Cancellation
    Private Tour
    Start From $595.00
 
 

Waikiki Boat Party Cruise with live DJ

(5 of 4 reviews)

Get ready for the ultimate Day Club experience on the water! Departing from Kewalo Basin Harbor, this exclusive 4-hour catamaran party cruise features an open bar with Vodka, Rum, Whiskey, Gin, Tequila, Champagne, Beer, plus Juice... More

Free Cancellation
Private Tour
Start From $149.00
 
Waikiki Boat Party Cruise with live DJ Likely to Sell Out

Waikiki Boat Party Cruise with live DJ

  • North America
  • Superb4 reviews5

Get ready for the ultimate Day Club experience on the water! Departing from Kewalo Basin Harbor, thi....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Private Afternoon Snorkel with Sunset Sail in Key West

(5 of 4 reviews)

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's a... More

Free Cancellation
Private Tour
Start From $995.00
 
Private Afternoon Snorkel with Sunset Sail in Key West Likely to Sell Out

Private Afternoon Snorkel with Sunset Sail in Key West

  • North America
  • Superb4 reviews5

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that sp....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

Shared Experience Glass Bottom Boat to the Arch in Cabo San Lucas

(5 of 4 reviews)

Set sail on our spacious and comfortable 30-foot glass-bottom boats, equipped with onboard mattresses, music, and plenty of room to relax. This is not just a tour—it’s an experience! You’ll explore the most iconic spots of ... More

Free Cancellation
Private Tour
Start From $26.00
 
Shared Experience Glass Bottom Boat to the Arch in Cabo San Lucas Likely to Sell Out

Shared Experience Glass Bottom Boat to the Arch in Cabo San Lucas

  • North America
  • Superb4 reviews5

Set sail on our spacious and comfortable 30-foot glass-bottom boats, equipped with onboard mattresse....

    Free Cancellation
    Private Tour
    Start From $26.00
 
 

6-Night Private Charter in Lake Clark National Park

(5 of 4 reviews)

An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the only live aboard yacht on Lake Clark. Enjoy meals prepared by your onboard chef. Relax in our beanbags and hammocks while enjoyin... More

Free Cancellation
Private Tour
Start From $25,500.00
 
6-Night Private Charter in Lake Clark National Park Likely to Sell Out

6-Night Private Charter in Lake Clark National Park

  • North America
  • Superb4 reviews5

An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the ....

    Free Cancellation
    Private Tour
    Start From $25,500.00
 
 

SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Must Do Activity

(5 of 4 reviews)

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other face of the Caribbean with the Jungle Tour. On this activity we will drive our speedboat through the calm waters of the Nichupteâ... More

Free Cancellation
Private Tour
Start From $59.00
 
SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Must Do Activity Likely to Sell Out

SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Mu....

  • North America
  • Superb4 reviews5

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other f....

    Free Cancellation
    Private Tour
    Start From $59.00
 
 

Private Sunset Sail for Two

(5 of 5 reviews)

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More

Free Cancellation
Private Tour
Start From $462.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • North America
  • Superb5 reviews5

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....

    Free Cancellation
    Private Tour
    Start From $462.00
 
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