Cruise Maui’s Pristine Waters in Style on Shadowfax

Sail along with our happy crew on our 100% zero emissions sloop out of Maalaea Harbor. An Islander ’44, Shadowfax is a blue water sailer having logged multiple South Pacific trips. Converted for day sailing around the beautiful waters of Maalaea, she is a beautiful platform for private morning snorkel trips, evening sunset cruises or just a day sail to get out and feel the Maui trade winds.

Maalaea is conveniently located a short drive form the resort areas of Kihei and Wailea to the south or Lahaina and Kaanapali to the west.

Shadowfax crew customizes private yacht charters to make your trip the best part of your Maui experience. Maui has so much to offer, but you can’t see it from your hotel.

Let’s Go Sailing!

Shadowfax Maui morning snorkel sailing cruise

Morning Snorkel Cruise

Shadowfax Maui sunset sailing cruise

Sunset Cruise

Shadowfax Maui whalewatch sailing cruise

Whale Watch Cruise

Shadowfax Maui overnight sailing cruise

Overnight Cruise

Shadowfax Maui custom sailing cruise

Custom Cruises

Come See The Real Maui

If you really want to see Maui, you have to get off that pool chaise and get on the boat. Shadowfax crew customizes private yacht charters to make your trip the best part of your Maui Nui experience. Maui has so much to offer, but you can’t see it from your hotel. LET’S GO SAILING!

Lahaina – Maui’s Whaling Town

Old Lahaina Town – Most beautiful seen from the water… Where the waters are reliably calm. Lana’i, The Pineapple Isle, is only 9 miles away, making it an fun and easy over-nighter. Kapalua Bay, just around the corner also makes a great spot to anchor, with Merriman’s Kapalua, just ashore, your only limit is your heart’s desire.

Lovely West Maui

The West Maui Mountains are unmatched in their drama & beauty. Sail, Snorkel & Whale Watch (in season), it’s the very best Maui has to offer. From Ma’alaea or Lahaina, The West Maui’s are easily accessible for a day trip.

Kanaio Coast

The Kanaio​ ​​Coast on Maui’s South Shore offers some of the most​​ ​dramatic in lava formations in the state. When the trade winds come down, this is a most magical spot. Spend the night in La​ ​​Perouse Bay. Look for dolphins in the morning. It’s a once-in-a-lifetime experience.​

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