Maui Private Tours
Live the legend and experience Maui like no other on one of our Maui private tours.
E Komo Mai (Welcome)!
Welcome to our Maui Legend Tours ohana (family). We are a high-end, luxury tour provider on the island of Maui specializing in private sightseeing tours.
As a locally grown company based in the upcountry town of Kula, we offer an individualized experience that you won’t get anywhere else. We stand apart from our more commercialized competitors by infusing our tours with authentic local Hawaiian culture and history.
With us, you will take in the beautiful Hawaiian landscapes, eat delicious local food, and dive into the rich culture of Maui, only with Maui Legend Tours.
Maui Private Tour
Choose from our 5 incredible private tours, and let Maui Legend Tours take you on the adventure of your dreams.
Meet Jack "the Legend"
Meet the man, the legend, our guide, and our founder: Jack. Learn about his incredible gift of storytelling and ingenuity that made Maui Legend Tours what it is today.
Our Transportation
Explore the features of our luxury tour vehicle that will take you safely and stylishly around the attractions of Maui.
Legendary 5-star ratings
from some of our satisfied guests.
Road to Hana veteran, best trip yet!
We’ve travelled the “Road to Hana” several times. Driven it twice. Rode once in a 12 passenger van on a tour. This time we took the private tour with Maui Legend Tours. Our guide was Jack, he’s been in Hawaii since 1979 and knows a lot of the history and local culture. We found his knowledge of Hawaiian history and his ability to share it very pleasurable. He stopped at multiple sites along the road and gave us ample time for pictures. This was a “high end” tour in an Escalade and we enjoyed it immensely.
A great day in Maui
Jack was the perfect guide and host; knowledgable and professional. His pace and narration were spot-on. Granted, weather can make a difference, but on Maui, rain tends to pass quickly and after a couple of short showers, we were back to perfect conditions. If you want to experience Maui away from the resorts and learn about the island's history, this is the tour I would recommend to family and friends.
Jack was a great host and masterful story teller!
There are several ways to enjoy taking on the road to Hana. You can go no your own. The downside of that is driving is exhausting and you often miss things because you're constantly monitoring the road. You can take a tour where you can relax and let the tour guide drive AND you can learn a lot about the island. The only downside of that is your trip is relegated to a set script, pre-determined places and times so if there is something you really want to sink your teeth into, you have no choice but to go along with the group.
Finally you can take a private tour like with Maui Legend Tours with Jack and have the best of all the worlds. Jack is a gracious host and extremely knowledgeable of the area and island. We loved the flexibility of exploring parts of Hana we weren't aware of.This is the perfect tour for couples, small families or private groups who want a unique and special experience without having to go on traditional tours.
Perfect day!!
My wife and I had the pleasure of joining Jack "the legend" for a private day-long tour of the island. Arrangements where handled over the phone and by text and everything fell into place easily. Jack was the most knowledgeable tour guides we have ever had the pleasure of traveling with. I would recommend this company to anyone looking to explore Maui in something other than the back of a 50 passenger bus!
Fun Fun Fun!
We had a great time with Jack “The Legend”. He took us around the island to some of the best places to visit and had prepared a nice breakfast and lunch for the whole family. We visited historic towns, beaches with nesting turtles, had beautiful views of the island and more! Jack is a great storyteller, and his narration of Hawaii’s history and legends had us engaged throughout the whole tour. Jack’s tour was one of the highlights of our trip, and I would recommend it to anyone visiting Maui! Aloha from Peru!