best boat tours mauiSailboat. Sunshine. Salt water. Snorkeling. Snacks. 

If that sounds like a recipe to your personal paradise, Shadowfax should most definitely be your next great adventure on the Valley Isle. Departing daily from Maalaea Harbor, Captain Mike offers several tour options aboard his personal sailboat – pick one and pat yourself on the back! 


Boat Details

  • Maximum Number of Guests: 6
  • 44′ Islander Sailing Yacht
  • Spacious Lavatory
  • Galley (kitchen to prepare pupus, meals and cocktails)
  • Private Berth (bedroom for overnight trips)
  • Bathroom 


Tour Details

We had an absolutely amazing time on the Shadowfax 4 Hour Private Snorkel Sail, priced at only $1,500 for 4 to 6 guests. Amazing value considering it’s a private tour with only you and your friends or family members!  

  • Late(r) Morning Check-In at 9:00am
  • Breakfast, Beverages and Pupus 
  • Snorkel Gear 
  • Sailing Tour of Maalaea/North Kihei Shoreline and Pali Highway
  • Snorkeling at Coral Gardens near Olowalu

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For those who want to try something a little different, Shadowfax offers private whale watching tours during winter months, as well as sunset tours, interisland tours and even live-aboard options for the ultra adventurous. There is plenty of room to spread out once aboard, and we could easily (and happily) spend an evening aboard the Shadowfax if given the opportunity. Highly recommended!


Service Details

I’ve been on many boat tours on Maui, but I’ve gotten the chance to sit and talk story with the Captain. Captain Mike, who has over 3o years of experience in sailing and tons of fascinating stories, is truly one of the kindest, most helpful, friendly and easy-going people I’ve met on Maui. What a wonderful perk aboard a private sailing tour! 

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In addition, Malcolm, our first mate, was really helpful in assisting with sailing duties, leading our snorkeling adventure, and preparing food and beverages throughout the day. Really nice guy with an interesting background, and we simply could not have asked for better service from these two gentleman. Mahalo, Mike and Malcolm!


Contact Info

After a full tour experience aboard the Shadowfax, we highly recommend this as a great option for small wedding parties, groups of friends and close family members looking for a truly unique and custom experience on the ocean. Sailing is a ton of fun, and you can’t beat the views on Maui!

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To book a private charter or learn more, please visit Shadowfax online or call 808.874.1110. Mahalo for reading, and happy sailing.