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Top 10 Best Hawaii Sailing Trips

Found 110 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 6
 

Afternoon Sail With the Whales from Lahaina Harbor

(5 of 1 review)

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
Start From $100.22
 
Afternoon Sail With the Whales from Lahaina Harbor

Afternoon Sail With the Whales from Lahaina Harbor

  • Hawaii
  • Superb1 review5

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

    Free Cancellation
    Start From $100.22
 
 

Afternoon Catamaran Sail with Local Culture, Cocktails and Snacks

(5 of 1 review)

Set sail on a midday escape where cocktails meet culture aboard Maui’s most luxurious sailing catamaran. Explore the island through authentic storytelling, coastal beauty, and handcrafted island specialties, both sippable and sa... More

Free Cancellation
Start From $159.00
 
Afternoon Catamaran Sail with Local Culture, Cocktails and Snacks

Afternoon Catamaran Sail with Local Culture, Cocktails and Snacks

  • Hawaii
  • Superb1 review5

Set sail on a midday escape where cocktails meet culture aboard Maui’s most luxurious sailing cata....

    Free Cancellation
    Start From $159.00
 
 

Afternoon Kealakekua Snorkel and Sail

(5 of 11 reviews)

Join us for a sensational 3.5 hour coastal sail, which includes snorkeling in the marine sanctuary of Kealakekua Bay (home of the Captain Cook Monument). Explore the incredible world under the water with its abundance of marine li... More

Free Cancellation
Start From $189.00
 
Afternoon Kealakekua Snorkel and Sail Likely to Sell Out

Afternoon Kealakekua Snorkel and Sail

  • Hawaii
  • Superb11 reviews5

Join us for a sensational 3.5 hour coastal sail, which includes snorkeling in the marine sanctuary o....

    Free Cancellation
    Start From $189.00
 
 

Waikiki private Day Tour and Sunset sail for couples

(5 of 17 reviews)

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More

Free Cancellation
Private Tour
Start From $300.00
 
Waikiki private Day Tour and Sunset sail for couples Likely to Sell Out

Waikiki private Day Tour and Sunset sail for couples

  • Hawaii
  • Superb17 reviews5

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....

    Free Cancellation
    Private Tour
    Start From $300.00
 
 

Private Morning Ceremony Sailing Charter

(5 of 17 reviews)

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to accommodate groups wanting to do private charters in the morning to celeb... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private Morning Ceremony Sailing Charter Likely to Sell Out

Private Morning Ceremony Sailing Charter

  • Hawaii
  • Superb17 reviews5

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, an....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Private Luxury Sailboat Charters of Honolulu

(5 of 17 reviews)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Free Cancellation
Private Tour
Start From $699.00
 
Private Luxury Sailboat Charters of Honolulu Likely to Sell Out

Private Luxury Sailboat Charters of Honolulu

  • Hawaii
  • Superb17 reviews5

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Midmorning Whale Watch from Lahaina 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 $100.22
 
Midmorning Whale Watch from Lahaina Harbor Likely to Sell Out

Midmorning Whale Watch from Lahaina Harbor

  • Hawaii
  • 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 $100.22
 
 

Sound of the Ocean Whale Watch Sail

(3.3 of 3 reviews)

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them too. With a partnership with the award-winning immersive experience “Sounds ... More

Free Cancellation
Private Tour
Start From $163.68
 
Sound of the Ocean Whale Watch Sail Likely to Sell Out

Sound of the Ocean Whale Watch Sail

  • Hawaii
  • Good3 reviews3.3

Step aboard a boat and experience whale watching like never before. On this special cruise, see hump....

    Free Cancellation
    Private Tour
    Start From $163.68
 
 

Epic 34 Catamaran Sailing and Snorkeling Adventure

(3.3 of 3 reviews)

Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back and enjoy the amazing views.... More

Free Cancellation
Private Tour
Start From $299.00
 
Epic 34 Catamaran Sailing and Snorkeling Adventure Likely to Sell Out

Epic 34 Catamaran Sailing and Snorkeling Adventure

  • Hawaii
  • Good3 reviews3.3

Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back....

    Free Cancellation
    Private Tour
    Start From $299.00
 
 

Private Cruise Swim with Dolphin

(3.3 of 3 reviews)

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild Dolphins at the West Coast of Oahu. Learning about the ecosystem of wil... More

Free Cancellation
Private Tour
Start From $3,900.52
 
Private Cruise Swim with Dolphin Likely to Sell Out

Private Cruise Swim with Dolphin

  • Hawaii
  • Good3 reviews3.3

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and ....

    Free Cancellation
    Private Tour
    Start From $3,900.52
 
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