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Top 10 Best North America Sailing Trips

Found 754 Sailing Trips activities in North America. Sort by Popularity. - Page 32
 

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

(5 of 2 reviews)

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to dance, sing Tiki-Oki, slip down the on board water slide, or just relax and enjoy the sunset, this cruise will ... More

Free Cancellation
Private Tour
Start From $449.00
 
Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise Likely to Sell Out

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

  • North America
  • Superb2 reviews5

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. W....

    Free Cancellation
    Private Tour
    Start From $449.00
 
 

Live this unique snorkeling experience. El Cielo in Cozumel a magical tour.

(3 of 1 review)

If we tell you that you can be near the sky while you are at the paradisiacal Caribbean Sea, could believe us? On this tour that is completely possible! Adventure with us through the coast of the Cozumel Island, visit three of th... More

Free Cancellation
Private Tour
Start From $175.00
 
Live this unique snorkeling experience. El Cielo in Cozumel a magical tour. Likely to Sell Out

Live this unique snorkeling experience. El Cielo in Cozumel a mag....

  • North America

If we tell you that you can be near the sky while you are at the paradisiacal Caribbean Sea, could b....

    Free Cancellation
    Private Tour
    Start From $175.00
 
 

South Beach Sail Splash aboard the Caribbean Spirit

(4.4 of 21 reviews)

Set sail on North America's largest day sailing Catamaran, The Caribbean Spirit, and Miami's premier sailing and swimming activity. We include water, soda and peanuts and pretzels to snack on while onboard, Our guests are welcome ... More

Free Cancellation
Private Tour
Start From $159.00
 
South Beach Sail Splash aboard the Caribbean Spirit Likely to Sell Out

South Beach Sail Splash aboard the Caribbean Spirit

  • North America
  • Exellent21 reviews4.4

Set sail on North America's largest day sailing Catamaran, The Caribbean Spirit, and Miami's premier....

    Free Cancellation
    Private Tour
    Start From $159.00
 
 

Honolulu Sailing and Snorkeling Activity

(4.4 of 21 reviews)

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine creatures that call the Hawaiian islands home.... More

Free Cancellation
Private Tour
Start From $105.00
 
Honolulu Sailing and Snorkeling Activity Likely to Sell Out

Honolulu Sailing and Snorkeling Activity

  • North America
  • Exellent21 reviews4.4

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine c....

    Free Cancellation
    Private Tour
    Start From $105.00
 
 

Discovering Isla Mujeres on a Double Decker Catamaran

(3.8 of 12 reviews)

Start your day with a hotel pickup or directly at the marina, then head out to open sea through the spectacular mangrove channels. The bar opens soon after departure. Snorkel at open sea for 30-45 minutes. In addition to the colo... More

Free Cancellation
Private Tour
Start From $79.00
 
Discovering Isla Mujeres on a Double Decker Catamaran Likely to Sell Out

Discovering Isla Mujeres on a Double Decker Catamaran

  • North America
  • Very Good12 reviews3.8

Start your day with a hotel pickup or directly at the marina, then head out to open sea through the ....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Dolphin Sightseeing Sail Aboard Daydreams Sailboat

(3.8 of 12 reviews)

Your 90 minute Dolphin Sightseeing Sail on our Daydreams sailboat will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way... More

Free Cancellation
Private Tour
Start From $75.00
 
Dolphin Sightseeing Sail Aboard Daydreams Sailboat Likely to Sell Out

Dolphin Sightseeing Sail Aboard Daydreams Sailboat

  • North America
  • Very Good12 reviews3.8

Your 90 minute Dolphin Sightseeing Sail on our Daydreams sailboat will include a scenic trip through....

    Free Cancellation
    Private Tour
    Start From $75.00
 
 

Private Tour Isla Mujeres excursion in Transparent Boat

(3.3 of 3 reviews)

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our 100% transparent boat. It will be a unique activity for you, where you will be given a guided tour of different reefs to apprecia... More

Free Cancellation
Private Tour
Start From $401.77
 
Private Tour Isla Mujeres excursion in Transparent Boat Likely to Sell Out

Private Tour Isla Mujeres excursion in Transparent Boat

  • North America
  • Good3 reviews3.3

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our ....

    Free Cancellation
    Private Tour
    Start From $401.77
 
 

Private Intracoastal Waterway Sailing Cruise

(3.3 of 3 reviews)

Explore the picturesque Intracoastal Waterway and relax with adventure. Experience breathtaking coastal scenery or unwind while spotting local wildlife during serene nature sails. Perfect for couples, families, or anyone looking t... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Intracoastal Waterway Sailing Cruise Likely to Sell Out

Private Intracoastal Waterway Sailing Cruise

  • North America
  • Good3 reviews3.3

Explore the picturesque Intracoastal Waterway and relax with adventure. Experience breathtaking coas....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Whale Watching, Kraken Chase and Cabo Arch

(3.3 of 3 reviews)

Embark on an exciting Kraken chase across the Pacific Ocean and the Sea of Cortez! We begin the adventure by exploring the iconic Cabo San Lucas Arch, where you will have the opportunity to capture images of the sea lion colony. ... More

Free Cancellation
Private Tour
Start From $141.95
 
Whale Watching, Kraken Chase and Cabo Arch Likely to Sell Out

Whale Watching, Kraken Chase and Cabo Arch

  • North America
  • Good3 reviews3.3

Embark on an exciting Kraken chase across the Pacific Ocean and the Sea of Cortez! We begin the adv....

    Free Cancellation
    Private Tour
    Start From $141.95
 
 

Two Fantastic Islands To Discover: Tour To Contoy & Isla Mujeres

(3.3 of 3 reviews)

Begin your adventure with hotel pickup and a light breakfast at our private marina in Punta Sam. From there, set sail to the charming Isla Mujeres, a Pueblo Mágico (Magical Town), where you’ll have an hour to explore its vibran... More

Free Cancellation
Private Tour
Start From $213.52
 
Two Fantastic Islands To Discover: Tour To Contoy & Isla Mujeres Likely to Sell Out

Two Fantastic Islands To Discover: Tour To Contoy & Isla Mujeres

  • North America
  • Good3 reviews3.3

Begin your adventure with hotel pickup and a light breakfast at our private marina in Punta Sam. Fro....

    Free Cancellation
    Private Tour
    Start From $213.52
 
 

Paddle at Dawn with visit to Cenotes and Islands

(4.9 of 76 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
Private Tour
Start From $24.84
 
Paddle at Dawn with visit to Cenotes and Islands Likely to Sell Out

Paddle at Dawn with visit to Cenotes and Islands

  • North America
  • Superb76 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $24.84
 
 

Private South Shore Sail Charter

(5 of 2 reviews)

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private South Shore Sail Charter Likely to Sell Out

Private South Shore Sail Charter

  • North America
  • Superb2 reviews5

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Catamaran Unlimited Party with Open Bar + Transportacion

(5 of 2 reviews)

Discover every corner of this breathtaking island in the best way possible: aboard a beautiful, two level catamaran as you sail through the turquoise waters of the Caribbean. Relax on deck, soak up the sun, and take in stunning oc... More

Free Cancellation
Private Tour
Start From $88.00
 
Catamaran Unlimited Party with Open Bar + Transportacion Likely to Sell Out

Catamaran Unlimited Party with Open Bar + Transportacion

  • North America
  • Superb2 reviews5

Discover every corner of this breathtaking island in the best way possible: aboard a beautiful, two ....

    Free Cancellation
    Private Tour
    Start From $88.00
 
 

3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

(4.9 of 189 reviews)

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the business of making dreams come true! Our new yacht is the hottest new addition to our fleet. The Canadian built Neptunus is truly ... More

Free Cancellation
Private Tour
Start From $1,349.00
 
3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya Likely to Sell Out

3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

  • North America
  • Superb189 reviews4.9

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the ....

    Free Cancellation
    Private Tour
    Start From $1,349.00
 
 

Moana’s Luxury semi-private Sunset Cruise on Nalu

(4.6 of 11 reviews)

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More

Free Cancellation
Private Tour
Start From $149.99
 
Moana’s Luxury semi-private Sunset Cruise on Nalu Likely to Sell Out

Moana’s Luxury semi-private Sunset Cruise on Nalu

  • North America
  • Superb11 reviews4.6

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....

    Free Cancellation
    Private Tour
    Start From $149.99
 
 

Sunset Sailing for Couples and Small Groups

(5 of 4 reviews)

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
Private Tour
Start From $167.98
 
Sunset Sailing for Couples and Small Groups Likely to Sell Out

Sunset Sailing for Couples and Small Groups

  • North America
  • Superb4 reviews5

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

    Free Cancellation
    Private Tour
    Start From $167.98
 
 

2 Hr Shared Day Sail Along Historic Bay Front

(5 of 5 reviews)

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More

Free Cancellation
Private Tour
Start From $149.00
 
2 Hr Shared Day Sail Along Historic Bay Front Likely to Sell Out

2 Hr Shared Day Sail Along Historic Bay Front

  • North America
  • Superb5 reviews5

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

(5 of 5 reviews)

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience is waiting for you. This amazing activity is a unique way to admire the underwater world and it is possible because all the boat i... More

Free Cancellation
Private Tour
Start From $165.00
 
Explore the Caribbean in Amazing Clear Boat Tour in Cozumel Likely to Sell Out

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

  • North America
  • Superb5 reviews5

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience i....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience.

(5 of 5 reviews)

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take a break and relax in this amazing activity. Enjoy and have fun driving your own speedboat across the Nichupte lagoon that is one ... More

Free Cancellation
Private Tour
Start From $59.00
 
Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience. Likely to Sell Out

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experie....

  • North America
  • Superb5 reviews5

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take....

    Free Cancellation
    Private Tour
    Start From $59.00
 
 

Sailing Clases in Isla Mujeres

(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 Isla Mujeres Likely to Sell Out

Sailing Clases in Isla Mujeres

  • 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
 
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