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Top 10 Best North America Sailing Trips

Found 643 Sailing Trips activities in North America. Sort by Popularity. - Page 32
 

Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay

(4.9 of 25 reviews)

This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become part of the crew. Our goal is to perform as a unit and get the boat to sail as fast as possible. However, if you are looking for a mo... More

Free Cancellation
Private Tour
Start From $600.00
 
Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay

Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay

  • North America
  • Superb25 reviews4.9

This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become par....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

All Inclusive Private: 40´ Yacht Van Dutch El Cielo Cozumel

(4.6 of 14 reviews)

It is a private experience with a super fast luxury yacht that will take you to the incredible island of Cozumel to visit the biosphere of Heaven and delight yourself with exclusive dishes created just for you... More

Free Cancellation
Private Tour
Start From $3,000.00
 
All Inclusive Private: 40´ Yacht Van Dutch El Cielo Cozumel

All Inclusive Private: 40´ Yacht Van Dutch El Cielo Cozumel

  • North America
  • Superb14 reviews4.6

It is a private experience with a super fast luxury yacht that will take you to the incredible islan....

    Free Cancellation
    Private Tour
    Start From $3,000.00
 
 

Discover Hobie-Cat Sailing and Fish your own Lunch

(5 of 2 reviews)

Becoming able to sail a sailboat only with the wind is a skill that will give you the sense of Freedom that only the ocean can give. You'll realize that you will be able to get to some of the most beautiful places on the planet wi... More

Free Cancellation
Private Tour
Start From $225.00
 
Discover Hobie-Cat Sailing and Fish your own Lunch

Discover Hobie-Cat Sailing and Fish your own Lunch

  • North America
  • Superb2 reviews5

Becoming able to sail a sailboat only with the wind is a skill that will give you the sense of Freed....

    Free Cancellation
    Private Tour
    Start From $225.00
 
 

Early Sail with the Whales from Ma'alaea Harbor

(3.3 of 3 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $91.89
 
Early Sail with the Whales from Ma'alaea Harbor Likely to Sell Out

Early Sail with the Whales from Ma'alaea Harbor

  • North America
  • Good3 reviews3.3

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

Adult Only - Cabo San Lucas Romantic Sunset Cruise

(3 of 1 review)

Finding the right for you Sunset Cruise experience can be sometimes overwhelming and more in a destination as diverse as Los Cabos. This experience offers the perfect blend of relaxation, not crowded, Adult only, laid-back fun, de... More

Free Cancellation
Private Tour
Start From $199.00
 
Adult Only - Cabo San Lucas Romantic Sunset Cruise Likely to Sell Out

Adult Only - Cabo San Lucas Romantic Sunset Cruise

  • North America

Finding the right for you Sunset Cruise experience can be sometimes overwhelming and more in a desti....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Introduction to Power Boating

(5 of 2 reviews)

Take the helm of a power boat and unlock the thrill of mastering the waves with our immersive Introduction to Powerboating class! Dive into hands-on learning tailored for beginners, igniting your passion for navigating power-drive... More

Free Cancellation
Private Tour
Start From $115.00
 
Introduction to Power Boating Likely to Sell Out

Introduction to Power Boating

  • North America
  • Superb2 reviews5

Take the helm of a power boat and unlock the thrill of mastering the waves with our immersive Introd....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Private Sunset Tour in Marina La Cruz by Yacht

(5 of 11 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 $1,300.00
 
Private Sunset Tour in Marina La Cruz by Yacht Likely to Sell Out

Private Sunset Tour in Marina La Cruz by Yacht

  • North America
  • Superb11 reviews5

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

    Free Cancellation
    Private Tour
    Start From $1,300.00
 
 

Island Adventure

(3.1 of 8 reviews)

The best tour to Isla Mujeres Meet one of the jewels of the Mexican Caribbean aboard "EOLO". Enjoy the best beach in Isla Mujeres "north beach" and relax in its turquoise blue waters, let yourself be pampered in our beach club loc... More

Free Cancellation
Private Tour
Start From $65.00
 
Island Adventure Likely to Sell Out

Island Adventure

  • North America
  • Good8 reviews3.1

The best tour to Isla Mujeres Meet one of the jewels of the Mexican Caribbean aboard "EOLO". Enjoy t....

    Free Cancellation
    Private Tour
    Start From $65.00
 
 

VIP Sailing Experience Puerto Vallarta

(5 of 4 reviews)

Choose between an afternoon stroll, a refreshing splash in the water or a sunbathing siesta with your toes in the sand. Ada Sailing provides masks, snorkels, fins and life jackets for children and adults. This tour is only availab... More

Free Cancellation
Private Tour
Start From $173.07
 
VIP Sailing Experience Puerto Vallarta Likely to Sell Out

VIP Sailing Experience Puerto Vallarta

  • North America
  • Superb4 reviews5

Choose between an afternoon stroll, a refreshing splash in the water or a sunbathing siesta with you....

    Free Cancellation
    Private Tour
    Start From $173.07
 
 

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

(5 of 4 reviews)

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 223. With prime parking on-site, your journey begins the moment you arrive. For those without wheels, don't fret! The dock is a quic... More

Free Cancellation
Private Tour
Start From $2,000.00
 
Kanoa Yacht Charter: 2-Hour Sail off Waikiki Likely to Sell Out

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

  • North America
  • Superb4 reviews5

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 22....

    Free Cancellation
    Private Tour
    Start From $2,000.00
 
 

4 Day Alaskan Excursion

(5 of 4 reviews)

This is a Tour that no other Company in the World offers. You will be sailing and enjoying the Alaskan wilderness. Each day is unknown because the climate here is so unpredictable. But we always make the best with what we have got... More

Free Cancellation
Private Tour
Start From $6,000.00
 
4 Day Alaskan Excursion Likely to Sell Out

4 Day Alaskan Excursion

  • North America
  • Superb4 reviews5

This is a Tour that no other Company in the World offers. You will be sailing and enjoying the Alask....

    Free Cancellation
    Private Tour
    Start From $6,000.00
 
 

Private Sunset Sailing Tour

(5 of 7 reviews)

Waikiki is gorgeous at sunset. Bring a few friends or family and get away from the crowds. Your small party can enjoy a view of the skyline, Diamond Head, and the expansive horizon as the sun sets during our 2 hour Sail. We are ... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Sunset Sailing Tour Likely to Sell Out

Private Sunset Sailing Tour

  • North America
  • Superb7 reviews5

Waikiki is gorgeous at sunset. Bring a few friends or family and get away from the crowds. Your smal....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 passengers

(5 of 7 reviews)

Embark on a breathtaking sailing adventure from Cancun to Isla Mujeres. Feel the excitement as you explore stunning sites and Caribbean reefs. Experience the magic of the Mexican Caribbean, snorkeling in Isla Mujeres and Cancun's ... More

Free Cancellation
Private Tour
Start From $5,900.00
 
Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 passengers Likely to Sell Out

Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 ....

  • North America
  • Superb7 reviews5

Embark on a breathtaking sailing adventure from Cancun to Isla Mujeres. Feel the excitement as you e....

    Free Cancellation
    Private Tour
    Start From $5,900.00
 
 

Private boat for 6 hours with snorkeling & beaches in Puerto Vallarta

(5 of 7 reviews)

Sail on a private trip aboard our 26-foot boat. Ideal for up to 8 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 this rese... More

Free Cancellation
Private Tour
Start From $792.63
 
Private boat for 6 hours with snorkeling & beaches in Puerto Vallarta Likely to Sell Out

Private boat for 6 hours with snorkeling & beaches in Puerto Vall....

  • North America
  • Superb7 reviews5

Sail on a private trip aboard our 26-foot boat. Ideal for up to 8 passengers. We are sure that with ....

    Free Cancellation
    Private Tour
    Start From $792.63
 
 

Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres

(5 of 7 reviews)

A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catamaran tour from Cancun to Isla Mujeres. The day begins with a leisurely sail across the turquoise waters, where you'll enjoy drinks... More

Free Cancellation
Private Tour
Start From $79.00
 
Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres Likely to Sell Out

Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres

  • North America
  • Superb7 reviews5

A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catam....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Charleston Harbor Sail Monday Ladies Night Catamaran with Bar

(5 of 7 reviews)

Calling all Ladies! Mermaid Monday is the ultimate ladies’ night out on the water. Gather your girlfriends for an evening filled with laughter, cocktails, and incredible harbor views as the sun sets over Charleston. Our lively 5... More

Free Cancellation
Private Tour
Start From $52.00
 
Charleston Harbor Sail Monday Ladies Night Catamaran with Bar Likely to Sell Out

Charleston Harbor Sail Monday Ladies Night Catamaran with Bar

  • North America
  • Superb7 reviews5

Calling all Ladies! Mermaid Monday is the ultimate ladies’ night out on the water. Gather your gir....

    Free Cancellation
    Private Tour
    Start From $52.00
 
 

Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos

(5 of 7 reviews)

Highlights of Your Private Sunset Cruise: Exclusive Private Catamaran: Perfect for couples, friends, or family. Breathtaking Sunset Views: Watch the sky light up with vibrant colors over Cabo. Iconic Landmarks: Sail past The Arch,... More

Free Cancellation
Private Tour
Start From $1,295.00
 
Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos Likely to Sell Out

Private Sunset Catamaran: 3-Hour Exclusive Cruise in Los Cabos

  • North America
  • Superb7 reviews5

Highlights of Your Private Sunset Cruise: Exclusive Private Catamaran: Perfect for couples, friends,....

    Free Cancellation
    Private Tour
    Start From $1,295.00
 
 

Boat experience with Mezcal Tasting and Mexican Festival

(5 of 7 reviews)

Bilingual Guide (English/Spanish): A local expert will accompany you, sharing fascinating stories about the history and culture of Xochimilco. Unlimited Drinks: Here's toast with tequila, beer and water as you cruise the canals of... More

Special Offer
Free Cancellation
Private Tour
Start From $41.14
(Saving 18% ) $50.17
 
-18% Boat experience with Mezcal Tasting and Mexican Festival Likely to Sell Out

Boat experience with Mezcal Tasting and Mexican Festival

  • North America
  • Superb7 reviews5

Bilingual Guide (English/Spanish): A local expert will accompany you, sharing fascinating stories ab....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $41.14
    (Saving 18% ) $50.17
 
 

Waikiki Coast Sunrise Sailing Experience

(4.9 of 25 reviews)

Enjoy the Hawaiian Ocean, your way! 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 ... More

Free Cancellation
Private Tour
Start From $250.00
 
Waikiki Coast Sunrise Sailing Experience Likely to Sell Out

Waikiki Coast Sunrise Sailing Experience

  • North America
  • Superb25 reviews4.9

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....

    Free Cancellation
    Private Tour
    Start From $250.00
 
 

Snorkeling and Camel Ride Experience in Marina, Cabo San Lucas

(4.9 of 25 reviews)

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Maria Bay, onboard Catamarán, part of Cabo’s premier snorkeling tour. You will swim in the azure waters with colorful tropical fi... More

Free Cancellation
Private Tour
Start From $317.00
 
Snorkeling and Camel Ride Experience in Marina, Cabo San Lucas Likely to Sell Out

Snorkeling and Camel Ride Experience in Marina, Cabo San Lucas

  • North America
  • Superb25 reviews4.9

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Mari....

    Free Cancellation
    Private Tour
    Start From $317.00
 
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