Menu

Top 10 Best North America Sailing Trips

Found 735 Sailing Trips activities in North America. Sort by Popularity. - Page 26
 

Isla Mujeres Sailing Adventure from Cancun

(3.7 of 6 reviews)

Join the experience of sailing through the Mexican Caribbean Sea from Cancun to Isla Mujeres onboard of an exclusive catamaran...!! This tour is recommended for those who like to have fun, with music for all tastes and open-bar on... More

Start From $149.00
 
Isla Mujeres Sailing Adventure from Cancun

Isla Mujeres Sailing Adventure from Cancun

  • North America
  • Very Good6 reviews3.7

Join the experience of sailing through the Mexican Caribbean Sea from Cancun to Isla Mujeres onboard....

    Start From $149.00
 
 

Private Sailing Tour in Valle de Bravo

(4.6 of 22 reviews)

Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in Valle de Bravo, crossing the lake to observe its beautiful panoramic views of its different places such as the rock in the company ... More

Private Tour
Start From $98.27
 
Private Sailing Tour in Valle de Bravo

Private Sailing Tour in Valle de Bravo

  • North America
  • Superb22 reviews4.6

Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in V....

    Private Tour
    Start From $98.27
 
 

Whale Watching Sailboat Tour in San Jose del Cabo

(5 of 2 reviews)

Join us at the marina for a brief orientation before boarding the vessel. As we set sail, you'll cruise past the iconic landmarks of San José del Cabo. Like the Estuary a bird sanctuary and the amazing coastline of the Sea of Cor... More

Free Cancellation
Private Tour
Start From $129.00
 
Whale Watching Sailboat Tour in San Jose del Cabo

Whale Watching Sailboat Tour in San Jose del Cabo

  • North America
  • Superb2 reviews5

Join us at the marina for a brief orientation before boarding the vessel. As we set sail, you'll cru....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

(5 of 9 reviews)

Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha You can lay back and relax to the sounds of the wave... More

Free Cancellation
Private Tour
Start From $95.00
 
2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

  • North America
  • Superb9 reviews5

Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking ....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Crystal Boat Tour with Snorkeling and Drinks in Cozumel

(4.6 of 5 reviews)

Dare to live this incredible experience aboard our Transparent Boat! Sail the Caribbean Sea and discover the emblematic sites of Cozumel such as the first port gate, the diver's monument, sunken ships and natural landscapes. Marv... More

Free Cancellation
Private Tour
Start From $58.09
 
Crystal Boat Tour with Snorkeling and Drinks in Cozumel

Crystal Boat Tour with Snorkeling and Drinks in Cozumel

  • North America
  • Superb5 reviews4.6

Dare to live this incredible experience aboard our Transparent Boat! Sail the Caribbean Sea and dis....

    Free Cancellation
    Private Tour
    Start From $58.09
 
 

Small Group Sunset Sail in San Diego- Public Sail up to 6 guests

(5 of 73 reviews)

Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perfect for solo travelers, couples, or friends looking to experience the bay from the water without booking a private charter. Relax ... More

Free Cancellation
Private Tour
Start From $495.00
 
Small Group Sunset Sail in San Diego- Public Sail up to 6 guests

Small Group Sunset Sail in San Diego- Public Sail up to 6 guests

  • North America
  • Superb73 reviews5

Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perf....

    Free Cancellation
    Private Tour
    Start From $495.00
 
 

Bacalar - Gourmet Tour in Private Catamaran with Cocktails Included

(5 of 45 reviews)

During this experience you will try star dishes from the best restaurants in the area aboard a comfortable private boat. You will enjoy a rich signature cocktail bar while navigating the crystal clear waters of Bacalar with a fine... More

Free Cancellation
Private Tour
Start From $525.00
 
Bacalar - Gourmet Tour in Private Catamaran with Cocktails Included

Bacalar - Gourmet Tour in Private Catamaran with Cocktails Includ....

  • North America
  • Superb45 reviews5

During this experience you will try star dishes from the best restaurants in the area aboard a comfo....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas

(5 of 45 reviews)

A Private Adventure with a scent of exclusivity. Go snorkeling in style with Premium Open bar and fine exquisite snacks. Discover Marine Life or bath in the Sea of Cortes. A fantastic Private Adventure.... More

Free Cancellation
Private Tour
Start From $990.00
 
Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas

Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas

  • North America
  • Superb45 reviews5

A Private Adventure with a scent of exclusivity. Go snorkeling in style with Premium Open bar and fi....

    Free Cancellation
    Private Tour
    Start From $990.00
 
 

Whale Shark Snorkel Experience in Cancun (Snack Lunch included)

(5 of 1 review)

Live this unique experience swimming beside a Whale shark an immense animal in the underwater world of the Caribbean Sea. The whale shark is an amazing animal whose main food is the placton, the largest fish in the world, and it i... More

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

Whale Shark Snorkel Experience in Cancun (Snack Lunch included)

  • North America
  • Superb1 review5

Live this unique experience swimming beside a Whale shark an immense animal in the underwater world ....

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Sail 4hr in the most SECRET Spot of Bacalar and Beach Club.

(5 of 47 reviews)

WELCOME to Mayan Paradise We are Liz (Biologist) and Danny (Sustainable Sailing and Curiosities of Mayan Culture) and we will guide you on this wonderful route created for you and your companions (Adventure Tourism, Nature and mo... More

Free Cancellation
Private Tour
Start From $198.57
 
Sail 4hr in the most SECRET Spot of Bacalar and Beach Club. Likely to Sell Out

Sail 4hr in the most SECRET Spot of Bacalar and Beach Club.

  • North America
  • Superb47 reviews5

WELCOME to Mayan Paradise We are Liz (Biologist) and Danny (Sustainable Sailing and Curiosities of ....

    Free Cancellation
    Private Tour
    Start From $198.57
 
 

Catamaran and snorkel in isla mujeres

(3 of 4 reviews)

Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will snorkel (depends on weather) and spend time in the exclusive beach club where you will have a delicious buffet.... More

Free Cancellation
Private Tour
Start From $65.00
 
Catamaran and snorkel in isla mujeres Likely to Sell Out

Catamaran and snorkel in isla mujeres

  • North America

Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will s....

    Free Cancellation
    Private Tour
    Start From $65.00
 
 

New York Fall Foliage Sail up the Hudson River

(4.5 of 11 reviews)

Enjoy a 3.5-hour scenic sail up the Hudson River to the Palisades aboard Schooner Adirondack or Schooner America 2.0, both 1800s-style sailboats. Bordering the Hudson River north of Fort Lee, New Jersey, the Palisade Cliffs are am... More

Free Cancellation
Private Tour
Start From $143.27
 
New York Fall Foliage Sail up the Hudson River Likely to Sell Out

New York Fall Foliage Sail up the Hudson River

  • North America
  • Exellent11 reviews4.5

Enjoy a 3.5-hour scenic sail up the Hudson River to the Palisades aboard Schooner Adirondack or Scho....

    Free Cancellation
    Private Tour
    Start From $143.27
 
 

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
 
 

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
Private Tour
Start From $55.00
 
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
    Private Tour
    Start From $55.00
 
 

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

(4.9 of 9 reviews)

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expectations on the pristine waters of the Kona coast. Immerse yourself in a unique and unforgettable experience as we invite you to j... More

Free Cancellation
Private Tour
Start From $125.00
 
Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii Likely to Sell Out

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

  • North America
  • Superb9 reviews4.9

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expe....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private Catamaran: Snorkel, Swim and Dolphin Watching

(5 of 1 review)

Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take you to some of the best spots the area has to offer while you are visiting the Emerald Coast. ... More

Free Cancellation
Private Tour
Start From $465.00
 
Private Catamaran: Snorkel, Swim and Dolphin Watching Likely to Sell Out

Private Catamaran: Snorkel, Swim and Dolphin Watching

  • North America
  • Superb1 review5

Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion....

    Free Cancellation
    Private Tour
    Start From $465.00
 
 

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

(5 of 33 reviews)

This 2 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side of the island - generally best conditions for sailing). During the MORNING, this is generally a calm - light wind relaxing sail, a... More

Free Cancellation
Private Tour
Start From $465.00
 
2 - Hour Private Hilton Head Morning Dolphin Watching / Sail Likely to Sell Out

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

  • North America
  • Superb33 reviews5

This 2 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side ....

    Free Cancellation
    Private Tour
    Start From $465.00
 
 

Shared Day Sail along Historic St Augustine Bayfront

(5 of 6 reviews)

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed... More

Free Cancellation
Private Tour
Start From $129.00
 
Shared Day Sail along Historic St Augustine Bayfront Likely to Sell Out

Shared Day Sail along Historic St Augustine Bayfront

  • North America
  • Superb6 reviews5

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories o....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Private Whale Watching Sailing Adventure

(3.5 of 2 reviews)

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Whale Watching Sailing Adventure Likely to Sell Out

Private Whale Watching Sailing Adventure

  • North America
  • Good2 reviews3.5

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas

(5 of 2 reviews)

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show which is the joy of children and adults alike. Our pirates dance, sing, climb the ropes, while you enjoy the beautiful sunset and li... More

Free Cancellation
Private Tour
Start From $142.46
 
Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas Likely to Sell Out

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas

  • North America
  • Superb2 reviews5

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show whi....

    Free Cancellation
    Private Tour
    Start From $142.46
 
Booking.com
Booking.com
Booking.com