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Top 10 Best North America Sailing Trips

Found 689 Sailing Trips activities in North America. Sort by Popularity. - Page 2
 

Isla Mujeres Day Tour with Catamaran, Snorkeling & Beach Club

(4.7 of 98 reviews)

Embark on a full-day adventure to Isla Mujeres, Cancun's most popular island getaway. Snorkel among vibrant tropical fish, then relax on Playa Norte, one of Mexico's finest beaches. Departing from the pier, begin with a 30-minut... More

Free Cancellation
Start From $69.00
 
Isla Mujeres Day Tour with Catamaran, Snorkeling & Beach Club

Isla Mujeres Day Tour with Catamaran, Snorkeling & Beach Club

  • North America
  • Superb98 reviews4.7

Embark on a full-day adventure to Isla Mujeres, Cancun's most popular island getaway. Snorkel among ....

    Free Cancellation
    Start From $69.00
 
 
-5% Cozumel Snorkeling Tour: Palancar, Columbia and El Cielo Reefs

Cozumel Snorkeling Tour: Palancar, Columbia and El Cielo Reefs

(4.3 of 1,313 reviews)

TRAVELER’S FAVORITE SNORKELING TRIP! Set off for a great Adventure to the Caribbean and admire the Spectacular marine life on this awarded Cozumel Snorkeling trip. Enjoy Cozumel's top attractions and most visited reefs in the ... More

Special Offer
Free Cancellation
Start From $61.75
(Saving 5% ) $65.00
 
-5% Cozumel Snorkeling Tour: Palancar, Columbia and El Cielo Reefs

Cozumel Snorkeling Tour: Palancar, Columbia and El Cielo Reefs

  • North America
  • Exellent1,313 reviews4.3

TRAVELER’S FAVORITE SNORKELING TRIP! Set off for a great Adventure to the Caribbean and admire t....

    Special Offer
    Free Cancellation
    Start From $61.75
    (Saving 5% ) $65.00
 
 

Sunset Sail in Key West with Beverages Included

(4.9 of 789 reviews)

Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise is legendary. Being out on the... More

Free Cancellation
Start From $79.00
 
Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

  • North America
  • Superb789 reviews4.9

Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champa....

    Free Cancellation
    Start From $79.00
 
 

Four Winds Molokini Snorkeling Tour from Maalaea Harbor

(4.7 of 779 reviews)

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, or bask in the warmth of paradise. From the experienced snorkeler to those... More

Free Cancellation
Start From $202.59
 
Four Winds Molokini Snorkeling Tour from Maalaea Harbor

Four Winds Molokini Snorkeling Tour from Maalaea Harbor

  • North America
  • Superb779 reviews4.7

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beauti....

    Free Cancellation
    Start From $202.59
 
 

Cabo San Lucas Sunset Sailing Shared Cruise

(4.9 of 704 reviews)

Enjoy a 2-hour sunset cruise aboard a beautiful luxury sailing boat. Admire the sights illuminated at night, and see the wonderful sunset contrasting with Cabo San Lucas amazing waters. This is a family-friendly tour and includes... More

Free Cancellation
Start From $105.00
 
Cabo San Lucas Sunset Sailing Shared Cruise

Cabo San Lucas Sunset Sailing Shared Cruise

  • North America
  • Superb704 reviews4.9

Enjoy a 2-hour sunset cruise aboard a beautiful luxury sailing boat. Admire the sights illuminated ....

    Free Cancellation
    Start From $105.00
 
 

Afternoon Sail & Snorkel to the Captain Cook Monument

(4.9 of 669 reviews)

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling a... More

Free Cancellation
Start From $136.19
 
Afternoon Sail & Snorkel to the Captain Cook Monument

Afternoon Sail & Snorkel to the Captain Cook Monument

  • North America
  • Superb669 reviews4.9

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathta....

    Free Cancellation
    Start From $136.19
 
 

Key West Snorkeling with Breakfast and Unlimited Mimosas

(4.5 of 501 reviews)

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light Breakfast and sail to the Key West living reef where you will see coral and tropical fish. All snorkeling... More

Free Cancellation
Start From $52.95
 
Key West Snorkeling with Breakfast and Unlimited Mimosas

Key West Snorkeling with Breakfast and Unlimited Mimosas

  • North America
  • Exellent501 reviews4.5

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip....

    Free Cancellation
    Start From $52.95
 
 

Small-Group Sunset Sailing Experience on San Diego Bay

(4.9 of 540 reviews)

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water.  Our San Diego Bay Sunset Sailing Cruises provide an up-close and personal view o... More

Free Cancellation
Start From $119.00
 
Small-Group Sunset Sailing Experience on San Diego Bay Likely to Sell Out

Small-Group Sunset Sailing Experience on San Diego Bay

  • North America
  • Superb540 reviews4.9

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on ....

    Free Cancellation
    Start From $119.00
 
 

Turtles & Tacos Luxury Catamaran Snorkel

(5 of 12 reviews)

As you step aboard the spacious catamaran, you're immediately greeted by the friendly crew, who are eager to guide you on an unforgettable journey. The vessel is equipped with all the amenities you need for a comfortable and enjoy... More

Free Cancellation
Start From $169.00
 
Turtles & Tacos Luxury Catamaran Snorkel Likely to Sell Out

Turtles & Tacos Luxury Catamaran Snorkel

  • North America
  • Superb12 reviews5

As you step aboard the spacious catamaran, you're immediately greeted by the friendly crew, who are ....

    Free Cancellation
    Start From $169.00
 
 

Waikiki Sunset Cocktail Sail with Open Bar

(4.7 of 470 reviews)

This is our most popular sail for the fun-loving crowd! All drinks are included on this lively cruise! Strangers become fast friends on this one regardless if your cruising solo or with a crew! We provide juice, soda, bottled wate... More

Free Cancellation
Start From $85.00
 
Waikiki Sunset Cocktail Sail with Open Bar Likely to Sell Out

Waikiki Sunset Cocktail Sail with Open Bar

  • North America
  • Superb470 reviews4.7

This is our most popular sail for the fun-loving crowd! All drinks are included on this lively cruis....

    Free Cancellation
    Start From $85.00
 
 

Deluxe Sail & Snorkel to the Captain Cook Monument

(4.9 of 457 reviews)

Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adventure will begin in the turquoise waters a... More

Free Cancellation
Start From $177.73
 
Deluxe Sail & Snorkel to the Captain Cook Monument Likely to Sell Out

Deluxe Sail & Snorkel to the Captain Cook Monument

  • North America
  • Superb457 reviews4.9

Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient la....

    Free Cancellation
    Start From $177.73
 
 

Private Luxury Sailing Charters, BYOB & Dolphins

(5 of 350 reviews)

We are a family owned luxury sailing charter business. Come enjoy a BYOB day of sailing and seeing the historic sites of Charleston from the water on one of our sailboats. We offer hourly, daily, or customized tours according to y... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Luxury Sailing Charters, BYOB & Dolphins Likely to Sell Out

Private Luxury Sailing Charters, BYOB & Dolphins

  • North America
  • Superb350 reviews5

We are a family owned luxury sailing charter business. Come enjoy a BYOB day of sailing and seeing t....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

(4.9 of 1,208 reviews)

The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy ... More

Free Cancellation
Private Tour
Start From $133.89
 
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres Likely to Sell Out

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

  • North America
  • Superb1,208 reviews4.9

The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t ....

    Free Cancellation
    Private Tour
    Start From $133.89
 
 

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

(4.9 of 128 reviews)

Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island for some swimming and shelling (weather permitting) while taking in the sun and spectacular views. Our beautifully, well appointed ... More

Free Cancellation
Private Tour
Start From $70.00
 
Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans Likely to Sell Out

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

  • North America
  • Superb128 reviews4.9

Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island f....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Kona-Kohala Coast Sunset Sail by Catamaran

(4.7 of 339 reviews)

Explore the Waikoloa and Kohala-Kona coastline aboard The Spirit of Aloha, a 54-foot sailing catamaran. Catch the moment the sun slips below the horizon. You may even see the green flash. Board from Anaehoomalu Bay (A-Bay) to sail... More

Free Cancellation
Private Tour
Start From $152.55
 
Kona-Kohala Coast Sunset Sail by Catamaran Likely to Sell Out

Kona-Kohala Coast Sunset Sail by Catamaran

  • North America
  • Superb339 reviews4.7

Explore the Waikoloa and Kohala-Kona coastline aboard The Spirit of Aloha, a 54-foot sailing catamar....

    Free Cancellation
    Private Tour
    Start From $152.55
 
 

Lands End Luxury Sail and Snorkel Cruise in Cabo San Lucas

(4.9 of 754 reviews)

Explore the sparkling turquoise waters of the Sea of Cortez on this sightseeing snorkel adventure of Los Cabos’ Land’s End Arch! First, you’ll enjoy a beautiful sightseeing stop at Pelican’s Rock where you’ll have a cha... More

Free Cancellation
Private Tour
Start From $105.00
 
Lands End Luxury Sail and Snorkel Cruise in Cabo San Lucas Likely to Sell Out

Lands End Luxury Sail and Snorkel Cruise in Cabo San Lucas

  • North America
  • Superb754 reviews4.9

Explore the sparkling turquoise waters of the Sea of Cortez on this sightseeing snorkel adventure of....

    Free Cancellation
    Private Tour
    Start From $105.00
 
 

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

(4.8 of 140 reviews)

Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamaran. Our Turtle Snorkeling Package offers a unique opportunity to snorkel with friendly turtles in the heart of Waikiki's picturesq... More

Free Cancellation
Private Tour
Start From $120.69
 
Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun Likely to Sell Out

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

  • North America
  • Superb140 reviews4.8

Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamar....

    Free Cancellation
    Private Tour
    Start From $120.69
 
 

Sunset Boat Cruise: Swim and Cruise Waikiki

(4.7 of 446 reviews)

There is no better place to swim than Waikiki and no better way to watch the sunset than from the Waikiki Coastline. Be amazed by the natural beauty as day turns to night and twilight blankets us with an array of amazing colors ... More

Free Cancellation
Private Tour
Start From $47.00
 
Sunset Boat Cruise: Swim and Cruise Waikiki Likely to Sell Out

Sunset Boat Cruise: Swim and Cruise Waikiki

  • North America
  • Superb446 reviews4.7

There is no better place to swim than Waikiki and no better way to watch the sunset than from the Wa....

    Free Cancellation
    Private Tour
    Start From $47.00
 
 

Los Cabos Luxury Sunset Sail with Light Apetizers and Open Bar

(4.8 of 1,795 reviews)

Sail into the sunset along the Cabo coast and enjoy five-star service aboard a luxury yacht. This romantic sunset cruise on Cabo San Lucas Bay includes unlimited drinks from an open bar, accompanied by a delightful menu of small b... More

Free Cancellation
Private Tour
Start From $109.00
 
Los Cabos Luxury Sunset Sail with Light Apetizers and Open Bar Likely to Sell Out

Los Cabos Luxury Sunset Sail with Light Apetizers and Open Bar

  • North America
  • Superb1,795 reviews4.8

Sail into the sunset along the Cabo coast and enjoy five-star service aboard a luxury yacht. This ro....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

Cabo San Lucas Private catamaran Tour for Six People

(4.9 of 293 reviews)

Have your own private boat  to cruise, snorkel, relax at the beach or swim in different places of the beautiful bay of Cabo San Lucas. Visit all landmarks such as the arch, sea lion colony, neptunes finger, lovers beach, divorc... More

Free Cancellation
Private Tour
Start From $549.00
 
Cabo San Lucas Private catamaran Tour for Six People Likely to Sell Out

Cabo San Lucas Private catamaran Tour for Six People

  • North America
  • Superb293 reviews4.9

Have your own private boat  to cruise, snorkel, relax at the beach or swim in different places of t....

    Free Cancellation
    Private Tour
    Start From $549.00
 
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