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Top 10 Best North America Sailing Trips

Found 723 Sailing Trips activities in North America. Sort by Popularity. - Page 25
 

Sail away! Hobie Cat Tour Bacalar

(5 of 28 reviews)

Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pirates of the Caribbean. Learn more about cenotes and stomalites and immerse yourself in the mystical world of the Maya.... More

Free Cancellation
Start From $83.70
 
Sail away! Hobie Cat Tour Bacalar

Sail away! Hobie Cat Tour Bacalar

  • North America
  • Superb28 reviews5

Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pi....

    Free Cancellation
    Start From $83.70
 
 

Private Sunrise Tour with Breakfast on Board

(5 of 47 reviews)

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at dawn, guided by a team of professionals who will make this adventure a magical memory.... More

Free Cancellation
Private Tour
Start From $179.00
 
Private Sunrise Tour with Breakfast on Board

Private Sunrise Tour with Breakfast on Board

  • North America
  • Superb47 reviews5

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at ....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

Boat & Yacht Tour Amazing Sandbar Adventure, Water Toys & Snorkel

(5 of 47 reviews)

Enjoy the day on the water with friends and family with Dolphin Water Sport. Our +650 reviews on Google with a score of 4.9 guarantee our quality. Come aboard our Boat and Yacht to enjoy an incredible Boat Trip in Miami. We'll cr... More

Free Cancellation
Private Tour
Start From $150.00
 
Boat & Yacht Tour Amazing Sandbar Adventure, Water Toys & Snorkel

Boat & Yacht Tour Amazing Sandbar Adventure, Water Toys & Snorkel

  • North America
  • Superb47 reviews5

Enjoy the day on the water with friends and family with Dolphin Water Sport. Our +650 reviews on Goo....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)

(5 of 47 reviews)

This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG licensed captain and crew where you'll sail past the Golden Gate Bridge, Alcatraz and Angel Islands and across the San Francisco w... More

Free Cancellation
Private Tour
Start From $795.00
 
2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)

  • North America
  • Superb47 reviews5

This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG ....

    Free Cancellation
    Private Tour
    Start From $795.00
 
 

Afternoon Sail

(5 of 30 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 $125.00
 
Afternoon Sail Likely to Sell Out

Afternoon Sail

  • North America
  • Superb30 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 $125.00
 
 

Luxury Sailboat at Sunset in Cancun

(3 of 4 reviews)

To cross the calm waters of the Caribbean, there is no better means of transportation than a catamaran. These specialized sailboats have multiple hulls so that sailing in them is the most pleasant. They are ideal for those looking... More

Free Cancellation
Private Tour
Start From $150.00
 
Luxury Sailboat at Sunset in Cancun Likely to Sell Out

Luxury Sailboat at Sunset in Cancun

  • North America

To cross the calm waters of the Caribbean, there is no better means of transportation than a catamar....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Private Sailing between Mangroves

(5 of 137 reviews)

Within the activities of this tour, it will be bird watching, sailing in an ecological way without motor. We will swim in the places with the most crystalline water. we will eat exotic local seasonal fruit. With only your group,... More

Free Cancellation
Private Tour
Start From $184.14
 
Private Sailing between Mangroves Likely to Sell Out

Private Sailing between Mangroves

  • North America
  • Superb137 reviews5

Within the activities of this tour, it will be bird watching, sailing in an ecological way without m....

    Free Cancellation
    Private Tour
    Start From $184.14
 
 

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
 
 

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

(3.8 of 8 reviews)

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
 
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village Likely to Sell Out

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

  • North America
  • Very Good8 reviews3.8

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
 
 

Midday Whale Watch: Mā’alaea Harbor

(4.9 of 100 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $86.49
 
Midday Whale Watch: Mā’alaea Harbor Likely to Sell Out

Midday Whale Watch: Mā’alaea Harbor

  • North America
  • Superb100 reviews4.9

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $86.49
 
 

Schooner Appledore Day Sail with Full Bar in Key West

(4.9 of 66 reviews)

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More

Free Cancellation
Private Tour
Start From $49.00
 
Schooner Appledore Day Sail with Full Bar in Key West Likely to Sell Out

Schooner Appledore Day Sail with Full Bar in Key West

  • North America
  • Superb66 reviews4.9

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th cen....

    Free Cancellation
    Private Tour
    Start From $49.00
 
 

Sunrise by Paddle or Kayak with Floating Picnic

(5 of 307 reviews)

Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More

Special Offer
Free Cancellation
Private Tour
Start From $25.11
(Saving 10% ) $27.90
 
-10% Sunrise by Paddle or Kayak with Floating Picnic Likely to Sell Out

Sunrise by Paddle or Kayak with Floating Picnic

  • North America
  • Superb307 reviews5

Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $25.11
    (Saving 10% ) $27.90
 
 

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks

(5 of 12 reviews)

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel at the beauty that makes Los Cabos a unique destination and enjoy this adventure aboard our luxurious French-made sailboats and cat... More

Free Cancellation
Private Tour
Start From $180.00
 
Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks Likely to Sell Out

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Dr....

  • North America
  • Superb12 reviews5

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel a....

    Free Cancellation
    Private Tour
    Start From $180.00
 
 

Half Day Sail Orcas Island

(5 of 15 reviews)

Lessons are private and designed so you can brings friends and family with no extra charge. Up to 6 people can be part of the lesson.... More

Free Cancellation
Private Tour
Start From $680.00
 
Half Day Sail Orcas Island Likely to Sell Out

Half Day Sail Orcas Island

  • North America
  • Superb15 reviews5

Lessons are private and designed so you can brings friends and family with no extra charge. Up to 6 ....

    Free Cancellation
    Private Tour
    Start From $680.00
 
 

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
Private Tour
Start From $68.00
 
The Best Catamaran Tour to Isla Mujeres from Cancún Likely to Sell Out

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
    Private Tour
    Start From $68.00
 
 

Afternoon Ali'i Adventure

(5 of 6 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
Private Tour
Start From $276.00
 
Afternoon Ali'i Adventure Likely to Sell Out

Afternoon Ali'i Adventure

  • North America
  • Superb6 reviews5

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

    Free Cancellation
    Private Tour
    Start From $276.00
 
 

3 Hour Luxury Private Sailing Catamaran for 7-12 People

(5 of 6 reviews)

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More

Free Cancellation
Private Tour
Start From $1,995.00
 
3 Hour Luxury Private Sailing Catamaran for 7-12 People Likely to Sell Out

3 Hour Luxury Private Sailing Catamaran for 7-12 People

  • North America
  • Superb6 reviews5

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....

    Free Cancellation
    Private Tour
    Start From $1,995.00
 
 

Private Catamaran Charter in Waikiki (7-12 Guests)

(5 of 6 reviews)

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot ca... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Catamaran Charter in Waikiki (7-12 Guests) Likely to Sell Out

Private Catamaran Charter in Waikiki (7-12 Guests)

  • North America
  • Superb6 reviews5

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Sailing Charter around Vancouver Harbour Private Tour

(5 of 2 reviews)

Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and its surrounding inlets. Contagious is an Oceanis 46.1 and has all the features of a large cruising Yacht with a rare balance betw... More

Free Cancellation
Private Tour
Start From $2,334.34
 
Sailing Charter around Vancouver Harbour Private Tour Likely to Sell Out

Sailing Charter around Vancouver Harbour Private Tour

  • North America
  • Superb2 reviews5

Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and....

    Free Cancellation
    Private Tour
    Start From $2,334.34
 
 

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

(5 of 2 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
  • Superb2 reviews5

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
 
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