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Top 10 Best North America Sailing Trips

Found 703 Sailing Trips activities in North America. Sort by Popularity. - Page 18
 

#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

#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
 
 

Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites

(5 of 1 review)

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard our a spacious and stylish 50-foot catamaran, and set sail for a relaxing and refreshing 2-hour cruise through Charleston’s histor... More

Free Cancellation
Private Tour
Start From $50.00
 
Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites

Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites

  • North America
  • Superb1 review5

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard ou....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Whale Shark Snorkel Tour in Cancun (Snack Lunch included)

(5 of 1 review)

Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whale shark adventure is the most enigmatic activity in Mexico. It is a very docile animal that is just as impressive as any other a... More

Free Cancellation
Private Tour
Start From $189.00
 
Whale Shark Snorkel Tour in Cancun (Snack Lunch included)

Whale Shark Snorkel Tour in Cancun (Snack Lunch included)

  • North America
  • Superb1 review5

Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whal....

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Cabo Yacht Tour to Lovers or Pelícano Beach + Beach Time

(5 of 5 reviews)

Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers you the chance to unwind on the beautiful sands of Pelícano Beach, where you can enjoy a minimum of 2 hours of free time to soak up... More

Free Cancellation
Private Tour
Start From $35.00
 
Cabo Yacht Tour to Lovers or Pelícano Beach + Beach Time

Cabo Yacht Tour to Lovers or Pelícano Beach + Beach Time

  • North America
  • Superb5 reviews5

Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers yo....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

(4.7 of 17 reviews)

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More

Free Cancellation
Private Tour
Start From $80.00
 
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

  • North America
  • Superb17 reviews4.7

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē....

    Free Cancellation
    Private Tour
    Start From $80.00
 
 

Private 90-Minute Harbor Sailing Charter in Key West

(4.9 of 17 reviews)

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More

Free Cancellation
Private Tour
Start From $395.00
 
Private 90-Minute Harbor Sailing Charter in Key West

Private 90-Minute Harbor Sailing Charter in Key West

  • North America
  • Superb17 reviews4.9

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-mi....

    Free Cancellation
    Private Tour
    Start From $395.00
 
 

Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip.

(4 of 90 reviews)

You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the world. You will discover the 2nd biggest reef wall in the world, you will see a huge variety of fish of... More

Free Cancellation
Private Tour
Start From $55.00
 
Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip.

Snorkeling Adventure in Puerto Morelos Includes snack, Water and ....

  • North America
  • Very Good90 reviews4

You must live this experience once in your life, This activity is only for travelers that love to be....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Isla Mujeres Plus by Albatros Catamarans

(4.2 of 317 reviews)

Delight all your senses aboard a boat that will take you to one of the best islands in the world, swim in the impressive turquoise of the Mexican Caribbean, enjoy the delicacies of Mexican food, dance to Latin rhythms and forget a... More

Free Cancellation
Private Tour
Start From $89.00
 
Isla Mujeres Plus by Albatros Catamarans

Isla Mujeres Plus by Albatros Catamarans

  • North America
  • Exellent317 reviews4.2

Delight all your senses aboard a boat that will take you to one of the best islands in the world, sw....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Snorkeling Tour in Los Cabos

(2.5 of 2 reviews)

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Maria Bay, on the Pez Gato, part of Cabo’s premier snorkeling tour. You will swim in the azure waters with colorful tropical fish. O... More

Free Cancellation
Private Tour
Start From $123.00
 
Snorkeling Tour in Los Cabos Likely to Sell Out

Snorkeling Tour in Los Cabos

  • North America

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Mari....

    Free Cancellation
    Private Tour
    Start From $123.00
 
 

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

Special Offer
Free Cancellation
Private Tour
Start From $18.00
(Saving 10% ) $20.00
 
-10% 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 ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $18.00
    (Saving 10% ) $20.00
 
 

Public Schooner Sail in Greenport

(5 of 2 reviews)

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. U... More

Free Cancellation
Private Tour
Start From $130.00
 
Public Schooner Sail in Greenport Likely to Sell Out

Public Schooner Sail in Greenport

  • North America
  • Superb2 reviews5

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands d....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

Chacahua Afternoon Journey

(4.9 of 18 reviews)

As a team we try to create journeys that are worth investing your time and confidence. We try to do our best to get out of the same schedules that our fellow colleagues offer this tour is whole afternoon experience that show us al... More

Free Cancellation
Private Tour
Start From $70.66
 
Chacahua Afternoon Journey Likely to Sell Out

Chacahua Afternoon Journey

  • North America
  • Superb18 reviews4.9

As a team we try to create journeys that are worth investing your time and confidence. We try to do ....

    Free Cancellation
    Private Tour
    Start From $70.66
 
 

Halifax Summer Breeze Sail

(5 of 18 reviews)

This two-hour sail allows you to soak in the sights along the coastline so close to our urban center! Pass by landmarks such as George's Island, Pier 21, Point Pleasant Park, and more. This laid-back sail is designed for you to en... More

Free Cancellation
Private Tour
Start From $95.01
 
Halifax Summer Breeze Sail Likely to Sell Out

Halifax Summer Breeze Sail

  • North America
  • Superb18 reviews5

This two-hour sail allows you to soak in the sights along the coastline so close to our urban center....

    Free Cancellation
    Private Tour
    Start From $95.01
 
 

Whale Shark Experience Lifetime Memory in Cancun (snack included)

(3.9 of 17 reviews)

Welcome to the Whale Shark experience, this is an unique activity in the world and is the most enigmatic activity in Mexico. Imagine swimming next to an immense fish like the whale shark. This animal is completely harmless since... More

Free Cancellation
Private Tour
Start From $189.00
 
Whale Shark Experience Lifetime Memory in Cancun (snack included) Likely to Sell Out

Whale Shark Experience Lifetime Memory in Cancun (snack included)

  • North America
  • Very Good17 reviews3.9

Welcome to the Whale Shark experience, this is an unique activity in the world and is the most enigm....

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Spectacular Fireworks Sail - Private Charter - Navy Pier, Chicago

(5 of 7 reviews)

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyli... More

Free Cancellation
Private Tour
Start From $566.82
 
Spectacular Fireworks Sail - Private Charter - Navy Pier, Chicago Likely to Sell Out

Spectacular Fireworks Sail - Private Charter - Navy Pier, Chicago

  • North America
  • Superb7 reviews5

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Na....

    Free Cancellation
    Private Tour
    Start From $566.82
 
 

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound

(5 of 20 reviews)

Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these waters back in 1792. From Seattle’s Shilshole Bay Marina we sail west across Puget Sound toward the magnificent Olympic Mountains. A... More

Free Cancellation
Private Tour
Start From $120.00
 
Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound Likely to Sell Out

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound

  • North America
  • Superb20 reviews5

Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these wate....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Private Sailing Charter in Brooklyn

(5 of 5 reviews)

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn Bridge Park against the breathtaking backdrop of Lower Manhattan, Tantara sails s... More

Free Cancellation
Private Tour
Start From $630.00
 
Private Sailing Charter in Brooklyn Likely to Sell Out

Private Sailing Charter in Brooklyn

  • North America
  • Superb5 reviews5

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adv....

    Free Cancellation
    Private Tour
    Start From $630.00
 
 

Tall Ship Adventure aboard the Schooner Californian with General Admission

(4.2 of 5 reviews)

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launched with great fanfare for the 1984 Summer Olympic Games in Los Angeles. In July 2003, the Governor signed a bill into law designat... More

Free Cancellation
Private Tour
Start From $119.00
 
Tall Ship Adventure aboard the Schooner Californian with General Admission Likely to Sell Out

Tall Ship Adventure aboard the Schooner Californian with General ....

  • North America
  • Exellent5 reviews4.2

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launch....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Day Sailing Adventure in the Florida Marine Sanctuary

(5 of 20 reviews)

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature ... More

Free Cancellation
Private Tour
Start From $99.00
 
Day Sailing Adventure in the Florida Marine Sanctuary Likely to Sell Out

Day Sailing Adventure in the Florida Marine Sanctuary

  • North America
  • Superb20 reviews5

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Fun Boat Rental with Captain in Miami Beach - up to 6 people

(4.9 of 49 reviews)

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straightforward bareboat charter. Now, let's talk logistics. The captain's compensation is a separate matter, settled directly at the ... More

Free Cancellation
Private Tour
Start From $300.00
 
Fun Boat Rental with Captain in Miami Beach - up to 6 people Likely to Sell Out

Fun Boat Rental with Captain in Miami Beach - up to 6 people

  • North America
  • Superb49 reviews4.9

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straig....

    Free Cancellation
    Private Tour
    Start From $300.00
 
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