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Top 10 Best North America Sailing Trips

Found 712 Sailing Trips activities in North America. Sort by Popularity. - Page 13
 

Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco

(5 of 169 reviews)

I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and bein... More

Free Cancellation
Start From $156.00
 
Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco Likely to Sell Out

Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco

  • North America
  • Superb169 reviews5

I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....

    Free Cancellation
    Start From $156.00
 
 

Maui: Kaanapali Beach 5-hour Snorkel w/ BBQ Lunch & Open Bar

(5 of 1 review)

5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest luxury custom built catamarans and includes breakfast, lunch, dessert and an open bar. This is our award-winning snorkel tour that... More

Free Cancellation
Start From $203.16
 
Maui: Kaanapali Beach 5-hour Snorkel w/ BBQ Lunch & Open Bar Likely to Sell Out

Maui: Kaanapali Beach 5-hour Snorkel w/ BBQ Lunch & Open Bar

  • North America
  • Superb1 review5

5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest ....

    Free Cancellation
    Start From $203.16
 
 

4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres

(5 of 1 review)

Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catamaran, with room for up to 60 guests, and enjoy a premium experience from start to finish. Our team is dedicated to providing except... More

Free Cancellation
Private Tour
Start From $2,400.00
 
4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres Likely to Sell Out

4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres

  • North America
  • Superb1 review5

Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catama....

    Free Cancellation
    Private Tour
    Start From $2,400.00
 
 

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

(4.8 of 155 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
  • Superb155 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
 
 

2-Hour Private Sailboat Charter in the San Francisco Bay

(4.9 of 20 reviews)

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More

Free Cancellation
Private Tour
Start From $695.00
 
2-Hour Private Sailboat Charter in the San Francisco Bay Likely to Sell Out

2-Hour Private Sailboat Charter in the San Francisco Bay

  • North America
  • Superb20 reviews4.9

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Sunset Sail in Miami: Complimentary Champagne Toast

(4.8 of 229 reviews)

Sunset Cruise, Cast away the day with the perfect way to end the day. This evening cruise calls for sun dresses, sandals and chilled wine. Take advantage of one of Florida's finest highlights upon our comfortable 80 ft catamaran a... More

Free Cancellation
Private Tour
Start From $99.00
 
Sunset Sail in Miami: Complimentary Champagne Toast Likely to Sell Out

Sunset Sail in Miami: Complimentary Champagne Toast

  • North America
  • Superb229 reviews4.8

Sunset Cruise, Cast away the day with the perfect way to end the day. This evening cruise calls for ....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster & Beef menu.

(4.4 of 7 reviews)

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out of ideas to celebrate love with your partner? Imagine to reconquer your true love. In Cancun you have an incredible opportunity to ... More

Free Cancellation
Private Tour
Start From $95.00
 
Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster & Beef menu. Likely to Sell Out

Romantic Dinner in the Spanish Galeon with Sax in Cancun. Lobster....

  • North America
  • Exellent7 reviews4.4

Don't wait any longer; this ultimate romance tour will enrich your life forever! Have you run out o....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Small Group Waikiki Sunset Sailing Tour

(4.9 of 110 reviews)

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More

Free Cancellation
Private Tour
Start From $99.00
 
Small Group Waikiki Sunset Sailing Tour Likely to Sell Out

Small Group Waikiki Sunset Sailing Tour

  • North America
  • Superb110 reviews4.9

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling

(5 of 180 reviews)

Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical waters alongside colorful sea life. The bilingual crew is happy to accommodate any special occasion or request. This unforgettable ex... More

Free Cancellation
Private Tour
Start From $750.00
 
Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling Likely to Sell Out

Cabo San Lucas Private 38 ft Sailing Tour with Snorkeling

  • North America
  • Superb180 reviews5

Sail from Cabo San Lucas on a beautiful private 38 feet sailing boat and snorkel in tropical water....

    Free Cancellation
    Private Tour
    Start From $750.00
 
 

Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming

(4.9 of 183 reviews)

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that s... More

Free Cancellation
Private Tour
Start From $79.00
 
Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming Likely to Sell Out

Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming

  • North America
  • Superb183 reviews4.9

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beaches

(5 of 13 reviews)

Sail on a private trip aboard our 50-foot private yacht, ideal for up to 18 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer you to make... More

Free Cancellation
Private Tour
Start From $1,481.22
 
6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beaches Likely to Sell Out

6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beac....

  • North America
  • Superb13 reviews5

Sail on a private trip aboard our 50-foot private yacht, ideal for up to 18 passengers. We are sure ....

    Free Cancellation
    Private Tour
    Start From $1,481.22
 
 

Cerulean Sea Charters 3-Hour Private Cruise

(5 of 1 review)

Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests. This 3-hour private sailing adventure offers the ideal blend of relaxation and exploration, with opportunities to see whales and... More

Free Cancellation
Private Tour
Start From $1,295.00
 
Cerulean Sea Charters 3-Hour Private Cruise Likely to Sell Out

Cerulean Sea Charters 3-Hour Private Cruise

  • North America
  • Superb1 review5

Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests....

    Free Cancellation
    Private Tour
    Start From $1,295.00
 
 

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks

(5 of 14 reviews)

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel at the beauty that makes Los Cabos a unique destination and enjoy this adventure aboard our luxurious French-made sailboats and cat... More

Free Cancellation
Private Tour
Start From $180.00
 
Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks Likely to Sell Out

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Dr....

  • North America
  • Superb14 reviews5

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel a....

    Free Cancellation
    Private Tour
    Start From $180.00
 
 

San Diego Half-Day Marine Wildlife Tour with Lunch

(4.8 of 27 reviews)

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the Pacific Ocean and catch a chance to see local marine wildlife in its natural habitat, including sea lions, pelicans, and migrator... More

Free Cancellation
Private Tour
Start From $196.00
 
San Diego Half-Day Marine Wildlife Tour with Lunch Likely to Sell Out

San Diego Half-Day Marine Wildlife Tour with Lunch

  • North America
  • Superb27 reviews4.8

Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the P....

    Free Cancellation
    Private Tour
    Start From $196.00
 
 

Lāna'i Coast Snorkel and Sail

(5 of 2 reviews)

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as we explore and snorkel the incredible coastline of Maui. Departing daily from 9:30 am - 2:30 pm. We'll check the conditions for t... More

Free Cancellation
Private Tour
Start From $216.22
 
Lāna'i Coast Snorkel and Sail Likely to Sell Out

Lāna'i Coast Snorkel and Sail

  • North America
  • Superb2 reviews5

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....

    Free Cancellation
    Private Tour
    Start From $216.22
 
 

Visit Private Beaches around Puerto Vallarta in a Private Yacht

(5 of 82 reviews)

Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours don’t go. Also enjoy the explanation from our captain on the art of sailing. This is not a boat trip, this is an experience to enj... More

Free Cancellation
Private Tour
Start From $1,500.00
 
Visit Private Beaches around Puerto Vallarta in a Private Yacht Likely to Sell Out

Visit Private Beaches around Puerto Vallarta in a Private Yacht

  • North America
  • Superb82 reviews5

Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours do....

    Free Cancellation
    Private Tour
    Start From $1,500.00
 
 

Catamaran Sailing Adventure Premium 2.5hr Small group w/ drinks

(5 of 77 reviews)

With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More

Free Cancellation
Private Tour
Start From $119.00
 
Catamaran Sailing Adventure Premium 2.5hr Small group w/ drinks Likely to Sell Out

Catamaran Sailing Adventure Premium 2.5hr Small group w/ drinks

  • North America
  • Superb77 reviews5

With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepare....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

(4.9 of 234 reviews)

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will br... More

Free Cancellation
Private Tour
Start From $49.99
 
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast Likely to Sell Out

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

  • North America
  • Superb234 reviews4.9

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your....

    Free Cancellation
    Private Tour
    Start From $49.99
 
 

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

Special Offer
Free Cancellation
Private Tour
Start From $44.84
(Saving 20% ) $56.05
 
-20% 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....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $44.84
    (Saving 20% ) $56.05
 
 

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

(3.1 of 16 reviews)

This is not just another night out, it’s Miami’s nightlife on the water. Step aboard a spacious double-decker boat transformed into a moving nightclub with a live DJ, dazzling lights, and a vibrant atmosphere. As the sun sets,... More

Free Cancellation
Private Tour
Start From $189.00
 
Ultimate Party in Miami : Boat Party, Party Bus & Nightclub Likely to Sell Out

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

  • North America
  • Good16 reviews3.1

This is not just another night out, it’s Miami’s nightlife on the water. Step aboard a spacious ....

    Free Cancellation
    Private Tour
    Start From $189.00
 
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