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Top 10 Best North America Sailing Trips

Found 711 Sailing Trips activities in North America. Sort by Popularity. - Page 16
 

Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

(4.6 of 26 reviews)

Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki coastline and snorkel at Turtle Canyon. Our eco-conscious cruise lets you see whales (December through March), fish, even green s... More

Free Cancellation
Start From $156.79
 
Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

Hilton Hawaiian Village Turtle Snorkel with Optional Lunch

  • North America
  • Superb26 reviews4.6

Swim with turtles and fish, while enjoying the crystal blue topical waters. Sail the scenic Waikiki....

    Free Cancellation
    Start From $156.79
 
 

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

(5 of 3 reviews)

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More

Free Cancellation
Private Tour
Start From $1,100.00
 
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

  • North America
  • Superb3 reviews5

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Half-Day Deluxe Molokini Snorkel Excursion in Maui

(4.9 of 95 reviews)

Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical fish and coral reefs. Your adventure continues with a second snorkel... More

Free Cancellation
Private Tour
Start From $309.00
 
Half-Day Deluxe Molokini Snorkel Excursion in Maui

Half-Day Deluxe Molokini Snorkel Excursion in Maui

  • North America
  • Superb95 reviews4.9

Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-re....

    Free Cancellation
    Private Tour
    Start From $309.00
 
 

Full-Day Gray Whale Watching tour from Cabo to Mag Bay

(5 of 1 review)

Led by passionate marine biologist, this full day journey takes you from Cabo to remote, unspoiled waters of Magdalena Bay- one of the best places on earth to meet gray whales up close. With expert guidance, you´ll gain fascina... More

Free Cancellation
Private Tour
Start From $420.82
 
Full-Day Gray Whale Watching tour from Cabo to Mag Bay

Full-Day Gray Whale Watching tour from Cabo to Mag Bay

  • North America
  • Superb1 review5

Led by passionate marine biologist, this full day journey takes you from Cabo to remote, unspoiled w....

    Free Cancellation
    Private Tour
    Start From $420.82
 
 

Waikiki small group turtle snorkeling & sailing

(5 of 82 reviews)

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More

Free Cancellation
Private Tour
Start From $99.00
 
Waikiki small group turtle snorkeling & sailing Likely to Sell Out

Waikiki small group turtle snorkeling & sailing

  • North America
  • Superb82 reviews5

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Hawaiian Canoe Sailing Experience in Maui

(4.8 of 58 reviews)

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More

Free Cancellation
Private Tour
Start From $179.00
 
Hawaiian Canoe Sailing Experience in Maui Likely to Sell Out

Hawaiian Canoe Sailing Experience in Maui

  • North America
  • Superb58 reviews4.8

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

Private Luxury Adventure Tours in Cabo San Lucas

(4.9 of 13 reviews)

Want to go on Whale Watching at your own time and pace? December 15th thru April 15th, you can enjoy this amazing adventure for 2 hours departing at 09:00 am in the morning. Or you prefer more for a special day in the water that i... More

Free Cancellation
Private Tour
Start From $149.00
 
Private Luxury Adventure Tours in Cabo San Lucas Likely to Sell Out

Private Luxury Adventure Tours in Cabo San Lucas

  • North America
  • Superb13 reviews4.9

Want to go on Whale Watching at your own time and pace? December 15th thru April 15th, you can enjoy....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Private Charleston Harbor Catamaran Sail

(5 of 28 reviews)

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More

Free Cancellation
Private Tour
Start From $950.00
 
Private Charleston Harbor Catamaran Sail Likely to Sell Out

Private Charleston Harbor Catamaran Sail

  • North America
  • Superb28 reviews5

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

2 Island Adventure: Contoy & Mujeres with Snorkeling & open bar

(4.3 of 6 reviews)

What makes this tour unique? Unlike most tours that visit only one island, our experience takes you to two stunning Caribbean islands in a single day—Isla Contoy, a protected ecological reserve with limited daily visitors, and t... More

Free Cancellation
Private Tour
Start From $80.00
 
2 Island Adventure: Contoy & Mujeres with Snorkeling & open bar Likely to Sell Out

2 Island Adventure: Contoy & Mujeres with Snorkeling & open bar

  • North America
  • Exellent6 reviews4.3

What makes this tour unique? Unlike most tours that visit only one island, our experience takes you ....

    Free Cancellation
    Private Tour
    Start From $80.00
 
 

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
 
 

Moana’s Luxury semi-private Sunset Cruise on Nalu

(4.6 of 9 reviews)

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 additional cost. Dolphins, Sea turtle... More

Free Cancellation
Private Tour
Start From $149.99
 
Moana’s Luxury semi-private Sunset Cruise on Nalu Likely to Sell Out

Moana’s Luxury semi-private Sunset Cruise on Nalu

  • North America
  • Superb9 reviews4.6

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....

    Free Cancellation
    Private Tour
    Start From $149.99
 
 

Let's Go Sail the York River in Gloucester Point, Virginia

(5 of 141 reviews)

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More

Free Cancellation
Private Tour
Start From $96.42
 
Let's Go Sail the York River in Gloucester Point, Virginia Likely to Sell Out

Let's Go Sail the York River in Gloucester Point, Virginia

  • North America
  • Superb141 reviews5

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....

    Free Cancellation
    Private Tour
    Start From $96.42
 
 

Los Cabos Seasonal Whale Watch and Snorkel Tour

(4.7 of 18 reviews)

Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful Marina in Cabo San Lucas the boat as sails towards the Santa Maria or Chileno Bay, will ride along the Sea of Cortes, and you will ... More

Free Cancellation
Private Tour
Start From $239.00
 
Los Cabos Seasonal Whale Watch and Snorkel Tour Likely to Sell Out

Los Cabos Seasonal Whale Watch and Snorkel Tour

  • North America
  • Superb18 reviews4.7

Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful M....

    Free Cancellation
    Private Tour
    Start From $239.00
 
 

2-Hour Whale Watching Waikiki Oahu Guaranteed sightings!

(4.6 of 918 reviews)

Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never forget to see this amazing creature. If you are lucky enough, you might see dolphins, sea ... More

Free Cancellation
Private Tour
Start From $50.71
 
2-Hour Whale Watching Waikiki Oahu Guaranteed sightings! Likely to Sell Out

2-Hour Whale Watching Waikiki Oahu Guaranteed sightings!

  • North America
  • Superb918 reviews4.6

Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a ....

    Free Cancellation
    Private Tour
    Start From $50.71
 
 

Private Cabo 35ft cat experience Food and open bar included!

(4.9 of 314 reviews)

Barta is an extremely fun and comfort 36ft catamaran specifically designed to accommodate large groups of up to 20 passengers. Immerse yourself in the scenic wonders of the bay of Cabo San Lucas as Barta gracefully navigates, ensu... More

Free Cancellation
Private Tour
Start From $2,235.00
 
Private Cabo 35ft cat experience Food and open bar included! Likely to Sell Out

Private Cabo 35ft cat experience Food and open bar included!

  • North America
  • Superb314 reviews4.9

Barta is an extremely fun and comfort 36ft catamaran specifically designed to accommodate large grou....

    Free Cancellation
    Private Tour
    Start From $2,235.00
 
 

Sunset Sail from Traverse City with Food, Wine & Cocktails

(4.8 of 226 reviews)

Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stories about the history of the lands, people, and waters of the Grand Traverse Bay area. Enjoy complimentary locally sourced food, w... More

Free Cancellation
Private Tour
Start From $199.00
 
Sunset Sail from Traverse City with Food, Wine & Cocktails Likely to Sell Out

Sunset Sail from Traverse City with Food, Wine & Cocktails

  • North America
  • Superb226 reviews4.8

Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stor....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Windjammer Classic Sunset Sail from Camden, Maine

(4.9 of 424 reviews)

Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship is limited to 49 passengers for an intimate sailing experience. She is a modern windjammer with luxurious accommodations and plent... More

Free Cancellation
Private Tour
Start From $64.95
 
Windjammer Classic Sunset Sail from Camden, Maine Likely to Sell Out

Windjammer Classic Sunset Sail from Camden, Maine

  • North America
  • Superb424 reviews4.9

Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship ....

    Free Cancellation
    Private Tour
    Start From $64.95
 
 

Full-Day Private Sailing Cruise Puerto Vallarta with Snorkeling

(4.9 of 111 reviews)

Enjoy a private tour on an exclusive sailboat with a fully customizable experience through Puerto Vallarta´s Bay. You will be able to Sail, Snorkel, Swim and even Paddelboard in Los Arcos National Park, capturing beautiful views ... More

Free Cancellation
Private Tour
Start From $981.90
 
Full-Day Private Sailing Cruise Puerto Vallarta with Snorkeling Likely to Sell Out

Full-Day Private Sailing Cruise Puerto Vallarta with Snorkeling

  • North America
  • Superb111 reviews4.9

Enjoy a private tour on an exclusive sailboat with a fully customizable experience through Puerto Va....

    Free Cancellation
    Private Tour
    Start From $981.90
 
 

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen

(5 of 399 reviews)

We are a Yacht private rental company with more than 15 years of experience in the hospitality industry in Playa del Carmen, Puerto Aventuras and Tulum. Our services are provided with high quality standards to ensure maximum satis... More

Free Cancellation
Private Tour
Start From $1,299.00
 
4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen Likely to Sell Out

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del....

  • North America
  • Superb399 reviews5

We are a Yacht private rental company with more than 15 years of experience in the hospitality indus....

    Free Cancellation
    Private Tour
    Start From $1,299.00
 
 

Day Sail from Traverse City with Food, Wine, & Cocktails

(4.9 of 168 reviews)

For a full description please visit our website at https://www.winddancertc.com/ where you can learn about the vessel, crew, local history and make your bookings!... More

Free Cancellation
Private Tour
Start From $169.00
 
Day Sail from Traverse City with Food, Wine, & Cocktails Likely to Sell Out

Day Sail from Traverse City with Food, Wine, & Cocktails

  • North America
  • Superb168 reviews4.9

For a full description please visit our website at https://www.winddancertc.com/ where you can learn....

    Free Cancellation
    Private Tour
    Start From $169.00
 
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Booking.com
Booking.com