Maui Adventure: Custom Private Island Tour

Embark on a transformative spiritual scavenger hunt along the Road to Hana in a convertible SUV. Let nature and your inner self guide you on this once-in-a-lifetime adventure!

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Hana Highway - Road to Hana - These are some of the popular stops you might experience on the Road to Hana Tour with Journey Jill Tour Guides.
  • Paia - Charming town with historical significance and a great stop for fresh Hawaiian coffee and pastries before heading out, or a quick visit through Mana, our favorite local grocery store.
  • **Bamboo…
What's Included
  • Private transportation
  • Carbonated beverages
  • Bottled water
  • Snacks
What's Not Included
  • Lunch
  • Gratuities
Additional Information

Book a private, custom Maui adventure of a lifetime. The most sought-after experience is our reverse Road to Hana Loop (when available due to road conditions), but our tours are fully customizable to experience special locations across the island.
Our guides are students of Hawaiian cultural practitioners and are committed to operating pono (doing what…

Location
[P] Kahului Park & Ride
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(45 Ratings)
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Rhsbc
Jun 5, 2025
Great day with Shannon and Sassy! - My wife and I had the pleasure of taking the road to Hana trip with Shannon from Journey Jills yesterday. Great experience!! Your customized to what we wanted to see, and all of it for in prior to our cruise ship departing. They even adjusted the itinerary to leave an hour earlier to make sure all got done and we got back to the ship on time. Waterfalls, black and red sand beaches, swimming, turtles... It was a great day and I highly recommend them. BTW, Sassy was the name of our Ford Bronco that took great care of us on that beautiful but dangerous road. Glad we left the driving to them!!
Review provided by Tripadvisor
Hallerlin3
May 26, 2025
Great idea to have a driver/guide who knows the road - A year and a half ago I did the Road to Hana with a friend driving who lives in Maui. When I came back with a friend from England in May, I knew we had to go but I definitely did not want to drive it myself. We had an excellent experience even though it became rainy, then actually cold by the time we got to Hana. So the roof was only open for part of the trip. Shannon was our guide. The trip is so beautiful, changing landscapes and seascapes and some beautiful beaches and waterfalls. It wasn’t warm enough for any of us to go swimming. It was wonderful to have someone else drive and to have them find us places not as touristy. It is important to leave early in the morning to get more time/space with fewer people. We liked that Journey Jill was woman-owned, and we could do a tour with just the 2 of us rather than a van full of people. The only negative thing we thought, was our guide reminding us ahead of time, to bring cash for local vendors and also for a tip, she put in parentheses 20-30% for excellent service. We thought it would be so much better if she had just said the usual - for gratuity for the guide, rather than adding 20-30%. I didn’t mind tipping servers in restaurants etc, 30% when I was there in October 2023, 2 months after the fire. But we thought it was not aloha to ask upfront for a specific percentage, especially 30%, because the trip for 2 people was definitely not cheap. We tipped about 20% in the end.
Review provided by Tripadvisor
Davidmc9453we
Apr 11, 2025
Fabulous road to Hana day - Caitlin was wonderful. She showed us little hidden gems, took great pictures (she always offered at the various stops), brought us to some great food places,(banana bread, Huli Huli chicken and coconut ice cream. They were all wonderful. She helped us get around on some rougher trails. She was fun to talk to and informative about the plants and animals. Her free spirit and generosity helped make it all we could have asked for. Not once did we feel rushed. We would definitely do this trip again with Caitlin.
Review provided by Tripadvisor
Lorac273
Mar 1, 2025
Maui - The views were amazing and our driver, Allison, was amazing! We saw waterfalls, black and red sand beaches and sea turtles.
Review provided by Tripadvisor
Leslie_l
Jan 29, 2025
The convertible Bronco... - The convertible Bronco was so much fun! J.J. Was a great and knowledgeable tour guide! She also supplied us with lots of drinks and snacks.
Review provided by Viator
Karen_p
Jan 20, 2025
Amazing - Amazing! Our guide knew so much history. We saw all the sites and then some! Can’t say enough about this tour!
Review provided by Viator
J9579wyjohnm
Jan 3, 2025
Fantastic tour! - We enjoyed an incredible tour with our knowledgeable and very personable guide, Caitlin. She tailored the content to our interests and made the most of our time. Highly recommended!
Review provided by Tripadvisor
Rachelkeyconstru2020
Jan 1, 2025
Recommend to everyone! JJ did amazing! - We definitely recommend JJ to anyone taking the road to Hana. JJ was a great guide, she was great with the history of Maui and knew all of the sweet spots to stop on the drive. Whatever you want to see or wherever you want to stop she caters the trip to your request. The convertible Bronco was the icing on the cake! Thank you JJ you did a great job everyone was so happy with the trip.
Review provided by Tripadvisor
Tour689122
Dec 23, 2024
Great Time on Hana - Great Road to Hana tour with tour guide Caitlin. She was incredibly friendly, very knowledgeable and accommodating. Took great pictures for us and showed us things like a lava tube and bamboo field that we never would have seen. Highly recommend both the tour company - Journey Jill and the tour guide - Caitlin!
Review provided by Tripadvisor
Matthewsn5838ae
Dec 7, 2024
The journey is the destination with this Road to Hana tour - Our family of four decided to fly over to Maui from Hawaii Island to do the Road to Hana tour with JJ and JourneyJill Tours. First, let me say, that corresponding with JJ was incredible. She was quick to respond and answered all of my questions. On the day of the tour, JJ picked us up from the commuter terminal at the airport in Kahului. From Kahului, we journeyed all along the Road to Hana, and this tour is all about the journey. We visited a black sand beach, swam in waterfalls, ate Huli Huli chicken, saw rainbow eucalyptus trees, a red sand beach, and the most turtles I've ever seen on one Hawaii beach in my many visits to the islands. JJ was entertaining and engaging, but she also gave us space to enjoy the company of each other and not ever feel overwhelmed by the tour. Having an experienced guide do the driving makes all the difference on this tour. JJ being so much fun, a great photographer and videographer, and just knowledgeable and reliable made our day trip to Maui so worth it. Getting to Hawaii is a journey for most people, doing a day trip and getting this experience was such an excellent investment, so whether staying on Maui or a neighboring island, you should consider booking this tour, I promise you will not be disappointed.
Review provided by Tripadvisor
From $300
up to 4 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).