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Review Highlights
A sailboat that actually sails!

There are so many sailing adventures on Maui, but the majority of them seem to spend more time... read more

Reviewed 22 March 2018
Steamboat Springs, Colorado
True sailing in Maui

Sailing on Shadowfax was a wonderful experience. Unlike many tour boat operators, this boat... read more

Reviewed 23 January 2018
Castle Rock, Colorado
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Travellers talk about
“captain mike”(23 reviews)
“great snacks”(2 reviews)
Shadowfax is a 44' Islander Blue Water Sailboat. We offer customized sailing charters around the waters of Maui, Lanai & Molokai (Maui Nui). Our focus is on service and offering a unique marine experience for visitors to Maui. From a two hour sunset...more
Maui Harbors, Lahaina & Maalaea, Maalaea, Maui, HI 96753
+1 808-870-1741
Reviews (57)
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All reviewscaptain mikeprivate chartergreat snacksbeautiful sunsetan adventurewhale watching toursnorkel gearthese guysbyobpassengerswhalesboatoceanmauialohasafetylahaina
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1 - 10 of 57 reviews
Reviewed 22 March 2018

There are so many sailing adventures on Maui, but the majority of them seem to spend more time motoring than sailing. Not so with the Shadowfax! With a crew of only two (O'Ryan and Diana for us), this sailboat will only take 6 passengers. The...More

1  Thank Stmbt97
Reviewed 23 January 2018

Sailing on Shadowfax was a wonderful experience. Unlike many tour boat operators, this boat company takes out only a few passengers at a time. As a result, you get to really personalize your experience. The crew are wonderful and very experienced sailors. The food and...More

1  Thank mauitutu2
Reviewed 21 January 2018

We had a great time on our Sunset Sail on The Shadowfax. We got in a horrible traffic jam on our way and we were an hour late, and they were so accomodating. They extended our sail, which ended up being a bonus because not...More

1  Thank TXShannon
Reviewed 30 August 2017

A relatively good sailboat for up to 6 persons. sail out within the bay then to see the sunset. Nice sailing, good staffs, good service but BYOB if you wish to drink something with alcohol. Overall a clear recommendation. A bit of music, a bit...More

1  Thank Beaucarp
Reviewed 29 July 2017

My husband, son, 2 daughters, son-in-law and I booked the sunset sail excursion on July 13th and we absolutely loved it. Mike, the captain and owner, and Malcom were amazing! They were friendly, knowledgeable and put us completely at ease. They only take 6 passengers...More

1  Thank Julie H
Reviewed 24 July 2017

Mike, the captain and owner and Malcom were an amazing crew. Easy going yet attentive to our needs. They know the waters and where to go. The boat is a wood boat and she sails well. We went for two hours but I would recommend...More

1  Thank Francoise A
Reviewed 20 July 2017

My wife, son, daughter in law, a myself were new to sailing and these guys explained everything we were gong to experience in great detail which truly made this an adventure enjoyed by all. Mike and first mate Malcome truly put us at ease. We...More

Thank David C
Reviewed 24 June 2017

From the moment of initial contact to our final aloha, this excursion could not have been any better. Captain Mike is an extremely proficient and skilled sailor. Lovely boat. Tina, who crewed for him during our sail was a fantastic host and crew. Very easy...More

Thank Traveler1LosAngeles
Reviewed 17 June 2017

My husband and I loved the sunset sail on Shadowfax. This was the best excursion we have ever been on. Mike and his wife were both so friendly and made us feel right at home. We would book again and again!

1  Thank Emma T
Reviewed 17 April 2017

We experienced a 4 hour sail with snorkeling on Shadowfax with Mike and Malcolm. From the time they greeted us on the dock until they assisted us off the boat could not have been better. The trip was 100% enjoyed by all 6 of us...More

Thank ShoppinSuzi
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