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Top 10 Best North America Sailing Trips

Found 672 Sailing Trips activities in North America. Sort by Popularity. - Page 27
 

Snorkel in the beautiful reef of Puerto Morelos with transport

(3 of 1 review)

The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reefs in Puerto Morelos. Sail through the turquoise clear water of the Caribbean Sea and arrive to the Mesoamerican reef. Our captain... More

Free Cancellation
Start From $55.00
 
Snorkel in the beautiful reef of Puerto Morelos with transport

Snorkel in the beautiful reef of Puerto Morelos with transport

  • North America

The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reef....

    Free Cancellation
    Start From $55.00
 
 

2 Hours Private Guided Sailing Adventure in Pensacola Beach

(5 of 2 reviews)

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, Deer Point, Fair Point and Deadman's Island. We may also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring areas of ... More

Free Cancellation
Private Tour
Start From $375.00
 
2 Hours Private Guided Sailing Adventure in Pensacola Beach Likely to Sell Out

2 Hours Private Guided Sailing Adventure in Pensacola Beach

  • North America
  • Superb2 reviews5

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, De....

    Free Cancellation
    Private Tour
    Start From $375.00
 
 

Full-Day Boat Tour to Isla Mujeres from Cancun with Lunch

(2.6 of 5 reviews)

Spend the day sipping drinks and snorkeling aboard a modern catamaran during this full-day tour to Isla Mujeres from Cancun. Relax in the sun and enjoy the sea breeze (and the open bar!) as you travel to a coral reef to snorkel wi... More

Free Cancellation
Private Tour
Start From $99.00
 
Full-Day Boat Tour to Isla Mujeres from Cancun with Lunch Likely to Sell Out

Full-Day Boat Tour to Isla Mujeres from Cancun with Lunch

  • North America

Spend the day sipping drinks and snorkeling aboard a modern catamaran during this full-day tour to I....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

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

Free Cancellation
Private Tour
Start From $149.00
 
Isla Mujeres Sailing Adventure from Cancun Likely to Sell Out

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....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Land's End Tour in a Glass Bottom Boat

(3.7 of 3 reviews)

This is a bucket list level experience! We provide the best tours at the best prices. If you find a better tour for less please let us know and we will do what we can to do better. Private tours available.... More

Free Cancellation
Private Tour
Start From $46.00
 
Land's End Tour in a Glass Bottom Boat Likely to Sell Out

Land's End Tour in a Glass Bottom Boat

  • North America
  • Very Good3 reviews3.7

This is a bucket list level experience! We provide the best tours at the best prices. If you find a ....

    Free Cancellation
    Private Tour
    Start From $46.00
 
 

Private Catamaran: Snorkel, Swim and Dolphin Watching

(3.7 of 3 reviews)

Show up 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 $455.00
 
Private Catamaran: Snorkel, Swim and Dolphin Watching Likely to Sell Out

Private Catamaran: Snorkel, Swim and Dolphin Watching

  • North America
  • Very Good3 reviews3.7

Show up in style aboard a catamaran with a fun local avid sailor that wants to share his passion wit....

    Free Cancellation
    Private Tour
    Start From $455.00
 
 

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 $165.00
 
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 $165.00
 
 

Chesapeake Bay Private Cruise

(4.3 of 6 reviews)

This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guys day out on the water, or just to have the cruise to yourself! Enjoy the peaceful sounds of the waves gently breaking off the hul... More

Free Cancellation
Private Tour
Start From $651.00
 
Chesapeake Bay Private Cruise Likely to Sell Out

Chesapeake Bay Private Cruise

  • North America
  • Exellent6 reviews4.3

This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guy....

    Free Cancellation
    Private Tour
    Start From $651.00
 
 

6-Hour Sailing Charter from Fort Lauderdale

(5 of 3 reviews)

Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More

Free Cancellation
Private Tour
Start From $400.00
 
6-Hour Sailing Charter from Fort Lauderdale Likely to Sell Out

6-Hour Sailing Charter from Fort Lauderdale

  • North America
  • Superb3 reviews5

Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Luxury Sunset Tour in Sailing Catamaran

(5 of 3 reviews)

Cabo San Lucas is a beautiful town with an always busy and vibrant Marina, from where this beautiful tour departs. This is your best option, to enjoy a beautiful boat ride sunset cruise aboard a luxury sailing catamaran, no crowde... More

Free Cancellation
Private Tour
Start From $165.00
 
Luxury Sunset Tour in Sailing Catamaran Likely to Sell Out

Luxury Sunset Tour in Sailing Catamaran

  • North America
  • Superb3 reviews5

Cabo San Lucas is a beautiful town with an always busy and vibrant Marina, from where this beautiful....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Private Charter

(4.8 of 12 reviews)

The captain works with the guest to design a custom outing based on his 30 years of cruising experience in the local area. With knowledge of the local sea conditions and coastal ecology. you build a custom experience. Typically, G... More

Free Cancellation
Private Tour
Start From $775.00
 
Private Charter Likely to Sell Out

Private Charter

  • North America
  • Superb12 reviews4.8

The captain works with the guest to design a custom outing based on his 30 years of cruising experie....

    Free Cancellation
    Private Tour
    Start From $775.00
 
 

Sailing Adventures 3-Hour Activity in Destin

(5 of 4 reviews)

There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stiletto Catamaran. Harnessing the power of the wind as we sail along these beautiful waters is magical. You might even get to experie... More

Free Cancellation
Private Tour
Start From $525.00
 
Sailing Adventures 3-Hour Activity in Destin Likely to Sell Out

Sailing Adventures 3-Hour Activity in Destin

  • North America
  • Superb4 reviews5

There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stil....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Private Sailing Experience on Galveston Bay

(5 of 4 reviews)

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and discover a new way to travel aboard our luxury charter yacht. We offer the perfect blend of comfort and adventure, making it the ... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Sailing Experience on Galveston Bay Likely to Sell Out

Private Sailing Experience on Galveston Bay

  • North America
  • Superb4 reviews5

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Private Paddle Tour at Sunrise

(5 of 188 reviews)

With this amazing experience through the Bacalar Lagoon you will live unbeatable moments for 3.5 hours, we have all the necessary equipment for this activity to be complete. We are an ecologically responsible company that promotes... More

Free Cancellation
Private Tour
Start From $64.31
 
Private Paddle Tour at Sunrise Likely to Sell Out

Private Paddle Tour at Sunrise

  • North America
  • Superb188 reviews5

With this amazing experience through the Bacalar Lagoon you will live unbeatable moments for 3.5 hou....

    Free Cancellation
    Private Tour
    Start From $64.31
 
 

Half Day Sail Orcas Island

(5 of 12 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
  • Superb12 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
 
 

Key West Christmas Cruise with Live Band and Drinks

(5 of 3 reviews)

Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christmas lights! Sing along to your favorite Christmas music with our live band and celebrate the holidays and Christmas in Key West. E... More

Free Cancellation
Private Tour
Start From $88.15
 
Key West Christmas Cruise with Live Band and Drinks Likely to Sell Out

Key West Christmas Cruise with Live Band and Drinks

  • North America
  • Superb3 reviews5

Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christ....

    Free Cancellation
    Private Tour
    Start From $88.15
 
 

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

(5 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 $190.36
 
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
  • Superb3 reviews5

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

    Free Cancellation
    Private Tour
    Start From $190.36
 
 

Cabo San Lucas Private Sailing, Snorkeling and Whale WatchingTour

(5 of 70 reviews)

We offer an upscale service, and our crew is bilingual, knowledgeable, and very accommodating! It is your very own private boat to enjoy snorkeling & sailing with a captain and mate who will treat you to one of the best experience... More

Free Cancellation
Private Tour
Start From $600.00
 
Cabo San Lucas Private Sailing, Snorkeling and Whale WatchingTour Likely to Sell Out

Cabo San Lucas Private Sailing, Snorkeling and Whale WatchingTour

  • North America
  • Superb70 reviews5

We offer an upscale service, and our crew is bilingual, knowledgeable, and very accommodating! It is....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

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 $51.40
 
Crystal Boat Tour with Snorkeling and Drinks in Cozumel Likely to Sell Out

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 $51.40
 
 

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

(4.6 of 5 reviews)

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Ride aboard Heart's Desire: designed by famed yacht designer - John Alden, measures 5... More

Free Cancellation
Private Tour
Start From $650.00
 
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay Likely to Sell Out

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

  • North America
  • Superb5 reviews4.6

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - com....

    Free Cancellation
    Private Tour
    Start From $650.00
 
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