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Top 10 Best North America Sailing Trips

Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 16
 

Sail away! Hobie Cat Tour in the lagoon

(5 of 23 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 $72.00
 
Sail away! Hobie Cat Tour in the lagoon Likely to Sell Out

Sail away! Hobie Cat Tour in the lagoon

  • North America
  • Superb23 reviews5

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

    Free Cancellation
    Start From $72.00
 
 

Small-Group San Diego Sailing Trip

(5 of 47 reviews)

Leave the streets behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Whether you’re looking for an intimate adventure, ... More

Free Cancellation
Start From $130.00
 
Small-Group San Diego Sailing Trip Likely to Sell Out

Small-Group San Diego Sailing Trip

  • North America
  • Superb47 reviews5

Leave the streets behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant wa....

    Free Cancellation
    Start From $130.00
 
 

Catamaran in Cozumel with Beach Club Snorkel and Drinks

(4.4 of 14 reviews)

Set sail on the ultimate escapade with our invigorating catamaran excursion in Cozumel! Immerse yourself in the crystalline waters and uncover the wonders of marine life as our adept certified guides lead the way. Following an un... More

Free Cancellation
Start From $49.00
 
Catamaran in Cozumel with Beach Club Snorkel and Drinks Likely to Sell Out

Catamaran in Cozumel with Beach Club Snorkel and Drinks

  • North America
  • Exellent14 reviews4.4

Set sail on the ultimate escapade with our invigorating catamaran excursion in Cozumel! Immerse your....

    Free Cancellation
    Start From $49.00
 
 

Coral Gardens Snorkel & Whale Watch

(4.8 of 39 reviews)

Sail through Maui’s renowned Au‘Au Channel, a world-class whale-watching destination famous for its calm waters and breathtaking scenery. During whale season, this prime playground offers unmatched opportunities to spot majest... More

Free Cancellation
Start From $129.73
 
Coral Gardens Snorkel & Whale Watch Likely to Sell Out

Coral Gardens Snorkel & Whale Watch

  • North America
  • Superb39 reviews4.8

Sail through Maui’s renowned Au‘Au Channel, a world-class whale-watching destination famous for ....

    Free Cancellation
    Start From $129.73
 
 

Chacahua Afternoon Journey

(5 of 12 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
Start From $66.86
 
Chacahua Afternoon Journey Likely to Sell Out

Chacahua Afternoon Journey

  • North America
  • Superb12 reviews5

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

    Free Cancellation
    Start From $66.86
 
 

Boat Tour and Snorkel at Pelican Rock

(4.3 of 12 reviews)

The must do activities in Cabo are tour the arch, whale watching and snorkeling. We have put all of those things in one spot in this bucket list level experience. First take a boat tour of all of the landmarks Cabo boasts on the w... More

Free Cancellation
Start From $79.00
 
Boat Tour and Snorkel at Pelican Rock Likely to Sell Out

Boat Tour and Snorkel at Pelican Rock

  • North America
  • Exellent12 reviews4.3

The must do activities in Cabo are tour the arch, whale watching and snorkeling. We have put all of ....

    Free Cancellation
    Start From $79.00
 
 

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

(4 of 87 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
Start From $45.00
 
Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip. Likely to Sell Out

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

  • North America
  • Very Good87 reviews4

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

    Free Cancellation
    Start From $45.00
 
 

Halifax Summer Breeze Sail

(5 of 11 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
Start From $72.60
 
Halifax Summer Breeze Sail Likely to Sell Out

Halifax Summer Breeze Sail

  • North America
  • Superb11 reviews5

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

    Free Cancellation
    Start From $72.60
 
 

Top Tour Sail To Isla Mujeres By Catamaran Buffet And Drinks Included

(3 of 1 review)

Stop looking for the perfect tour to Isla mujeres, we are the best option. Why? With us you´ll have: 1.No long lines, direct access 2.Quality food 3.Quality drinks 4.Best Service 5.We will take you to special reefs where on... More

Free Cancellation
Start From $75.00
 
Top Tour Sail To Isla Mujeres By Catamaran Buffet And Drinks Included Likely to Sell Out

Top Tour Sail To Isla Mujeres By Catamaran Buffet And Drinks Incl....

  • North America

Stop looking for the perfect tour to Isla mujeres, we are the best option. Why? With us you´ll hav....

    Free Cancellation
    Start From $75.00
 
 

Sunset Sailing for Couples and Small Groups

(5 of 1 review)

Embark on a magical sunset sailing tour, a luxurious sailboat designed for intimate, small-group experiences. Perfect for couples or small groups looking to share the beauty of a sunset at sea with like-minded sunset and sailing e... More

Free Cancellation
Start From $128.58
 
Sunset Sailing for Couples and Small Groups Likely to Sell Out

Sunset Sailing for Couples and Small Groups

  • North America
  • Superb1 review5

Embark on a magical sunset sailing tour, a luxurious sailboat designed for intimate, small-group exp....

    Free Cancellation
    Start From $128.58
 
 

Tour to the Arch of Cabo San Lucas in a transparent glass boat

(4.5 of 6 reviews)

The end of the earth, the impressive union of two seas, the Sea of Cortez and the Pacific Sea, an incredible walk to the Arch of Cabo San Lucas where you can see the colony of sea lions and the wonderful rock formations, great att... More

Free Cancellation
Start From $60.00
 
Tour to the Arch of Cabo San Lucas in a transparent glass boat Likely to Sell Out

Tour to the Arch of Cabo San Lucas in a transparent glass boat

  • North America
  • Exellent6 reviews4.5

The end of the earth, the impressive union of two seas, the Sea of Cortez and the Pacific Sea, an in....

    Free Cancellation
    Start From $60.00
 
 

JFarwell Best of Halifax Harbour Tour

(5 of 48 reviews)

This 45' sailing yacht is the perfect venue to learn about the history of Halifax. You are alongside our Captain and Deckhand throughout the sailing experience, and encouraged to ask questions about landmarks and things you see i... More

Free Cancellation
Start From $41.99
 
JFarwell Best of Halifax Harbour Tour Likely to Sell Out

JFarwell Best of Halifax Harbour Tour

  • North America
  • Superb48 reviews5

This 45' sailing yacht is the perfect venue to learn about the history of Halifax. You are alongsid....

    Free Cancellation
    Start From $41.99
 
 

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

(4.6 of 12 reviews)

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narraganset... More

Free Cancellation
Start From $57.24
 
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport Likely to Sell Out

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

  • North America
  • Superb12 reviews4.6

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....

    Free Cancellation
    Start From $57.24
 
 

90 Minute Sailing Tour of Portland

(3.5 of 4 reviews)

Our tour begins with a cruise across the river to the most expensive floating homes on the Willamette. We then usually head down the historic Holgate channel on Portland's own "Jungle Cruise" to the spectacular city riverfront wh... More

Free Cancellation
Start From $99.00
 
90 Minute Sailing Tour of Portland Likely to Sell Out

90 Minute Sailing Tour of Portland

  • North America
  • Good4 reviews3.5

Our tour begins with a cruise across the river to the most expensive floating homes on the Willamet....

    Free Cancellation
    Start From $99.00
 
 

Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion

(4.3 of 3 reviews)

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick way to know Cancun and all its beauty. Here you will know the Nichupte Lagoon that is a marvelous lagoon in Mexico, here you will... More

Free Cancellation
Start From $45.00
 
Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion Likely to Sell Out

Jungle Tour In Cancun, drive a speedboat through the lagoon with ....

  • North America
  • Exellent3 reviews4.3

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick....

    Free Cancellation
    Start From $45.00
 
 

Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet

(2 of 1 review)

Discover the Magic of Isla Mujeres on a Catamaran Adventure! Sail across the turquoise Caribbean waters from Cancun to Isla Mujeres on this unforgettable catamaran tour. Perfect for adventure seekers and families alike, this expe... More

Free Cancellation
Start From $79.00
 
Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet Likely to Sell Out

Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet

  • North America

Discover the Magic of Isla Mujeres on a Catamaran Adventure! Sail across the turquoise Caribbean wa....

    Free Cancellation
    Start From $79.00
 
 

Sunrise in Paddle with Picnic in front of the Bird Sanctuary

(5 of 247 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

Free Cancellation
Start From $25.72
 
Sunrise in Paddle with Picnic in front of the Bird Sanctuary Likely to Sell Out

Sunrise in Paddle with Picnic in front of the Bird Sanctuary

  • North America
  • Superb247 reviews5

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

    Free Cancellation
    Start From $25.72
 
 

2.5 hr Sailboat Tour aboard Orion's Child

(5 of 47 reviews)

TripAdvisor SPECIAL MONDAY ONLY Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple daily sails that include a quarter day and sunset sa... More

Free Cancellation
Start From $99.00
 
2.5 hr Sailboat Tour aboard Orion's Child Likely to Sell Out

2.5 hr Sailboat Tour aboard Orion's Child

  • North America
  • Superb47 reviews5

TripAdvisor SPECIAL MONDAY ONLY Sail. SEE OUR WEBSITE for other options and availability. Since 2009....

    Free Cancellation
    Start From $99.00
 
 

Schooner Appledore Day Sail with Full Bar in Key West

(5 of 43 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
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
  • Superb43 reviews5

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

    Free Cancellation
    Start From $49.00
 
 

Halifax Sunset Cruise

(5 of 2 reviews)

Experience golden hour, that magical time of night when the sun makes its way below the horizon, on the Halifax Sunset Cruise aboard our signature ship, the Tall Ship Silva. Purchase wine, beer, cocktails, and other beverages from... More

Free Cancellation
Start From $36.94
 
Halifax Sunset Cruise Likely to Sell Out

Halifax Sunset Cruise

  • North America
  • Superb2 reviews5

Experience golden hour, that magical time of night when the sun makes its way below the horizon, on ....

    Free Cancellation
    Start From $36.94
 
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