Maui Adventure: Custom Private Tour with Cultural Insights

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
Safeway
Ho'okele Street
Cancellation Policy

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

Customer Ratings
5.0
(34 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Pioneer631362
Oct 31, 2024
Great Day! Awesome driver, car and guide - Shannon took all of the stress out of the drive. We got to relax and enjoy the scenery. I highly recommend hiring Journey Jill.
Review provided by Tripadvisor
Sean_s
Oct 28, 2024
AMAZING!! - Travis was a wealth of knowledge. The vehicle was safe, clean, stocked with water, soda and snacks. Travis knew right where to take us. The trip was tailored to our liking. Highly recommended!! Worth every penny.
Review provided by Viator
Kimjm5041rm
Oct 25, 2024
The Trip of a Lifetime - Jill’s Journey Tours was great from start to finish! First, months ago when I first was looking at a trip to see the Road to Hana, Jill immediately contacted me personally to answer all of my questions. We had an overnight in Maui on the cruise ship so decided to do the private excursion with Jill’s company! I was a bit anxious about pick up points, etc but she laid my mind to rest quickly! Then contact leading up to our trip was great and we felt comfortable working with them! The trip itself: Shannon, our amazing guide for the day, contacted us the day before with her suggestions for the day and to ask us if There was anything we specifically wanted to do. My husband, Steve is an avid pickleball player, and he voiced his desire to play pickleball while we were in Maui. Shannon looked up local pickleball courts that had open play in the morning and let us know that it was not far the opposite way if we wanted to go before our trip or we could take a very short uber the next day— our choice! We opted for waiting as we had so many things we wanted to see that day. At no time did we feel rushed- and having our personal guide we soon became “family” for the Day! Shannon met us at our meet up point by Momona Bakery as they are not allowed to pick up by the pier. It was a hot but easy walk- through the exit path set up by cruise port then just to the next light— we found her easily! Shannon greeted us with a hug and we were off! The drive on the road to Hana was breathtaking! It was amazing how beautiful it was having the top to “Sassy”, our silver Bronco, down while we traveled the winding road! Shannon’s driving was impeccable and we were very happy to let her take on this daunting task! She told many tales of the city, people, culture, and flora along the way. We stopped first at the waterfall where we were able to swim & enjoy the sparkling cold water. I was a bit anxious walking on the rocks so Shannon helped by holding my hand- it never felt awkward- she just kindly saw the need and stepped in! She took pictures for us ( worth it right there— how often do you get pictures when you are a couple traveling solo?). Shannon understood immediately my thrill to See the igneous (Volcanic )rock after teaching this subject in science my entire life! It was just amazing to me! One of Shannon’s other job was a florist so She Could tell us of stories of the flowers also! I learned about shampoo flower-awapuhi, the Naupaka flower- hawaiin princess fell in love with a fisherman but was forbidden so tore the naupakafllwer in half and each kept half— now flowers grow only as half, bamboo, eucalyptus, Hi plant that wards off evil spirits, as well as others! We continued on and saw the Black sands beaches, red sands beaches, surfing, giant waves, Tarzan vines and other flora in the rain forest! We had a tremendous day with bright sunshine and no rain, stopped at a food truck “village” and got our food to go, then went on to a more secluded spot to eat, and splash a bit in the waves. Shannon took us to a more private beach with a shower so we could get into the ocean and play a while! Surf was high this day but it was fun to play around! Every part of this day was Taylor’s to meet our needs, met with light chatting, information about the island, Shannon, and us! She even knew our granddaughters would love Grandma to have a “mermaid” picture! The day was ours to stay or go when we chose! Knowing I love the Volcanic rock formations, Shannon took us to An extra cove that had unbelievable formations as well as extremely high swells! It was amazing to See! The road back down Hana included stops at Hana Farms Roadside stand for the famous banana bread & bananas! DONT JUST BUY ONE LOAF or ONE banana - it isn’t enough! I’ve never tasted a sweeter banana! I’m pretty sure it ruined me for life! The banana bread made from those tiny, sweet, green bananas was absolutely delicious! They were cooking pizza that smelled heavenly! I’d go back to try it! Everyone at Hana Farms was great! We snacked on our bread & bananas the rest of the way down the road to Hana! Our last stop would have been our first in the morning but we had postponed it due to a surfing competition that had been going on! It was worth the wait- to see a beach full of sea turtles soaking up the sun on the black lava rock- such an extraordinary sight! Soon our trip came to a close as Shannon was able to drive us right up to the cruise ship to drop us off! Was the trip pricey, yes! But by comparison, less than a group tour & worth every penny as it allowed for the day to be ours with our amazing new “family” member, Shannon! Thank you Jill for realizing how amazing having an open air vehicle on this trip would be! Thank you Shannon for just being you!
Review provided by Tripadvisor
P274knjeffc
Oct 14, 2024
Maui and our road to Hans - An amazing tour enriched by our guide who is clearly very knowledgeable and passionate about the island. By the end of our day we had a real feeling for what is a magical part of the world. I would have no hesitation in recommending this tour if you are looking to get an authentic feel for Maui.
Review provided by Tripadvisor
Wisco_traveler99
Oct 14, 2024
Great time, great waterfalls! - Great time, great to have someone that knows the road to drive for us. Malia was very informative and knew which waterfalls to stop at. We swam in two different falls. We stopped at the black sand, and red sand beaches. We completely recommend this if you are thinking of seeing the road to Hana!!
Review provided by Tripadvisor
Pedro_j
Oct 10, 2024
Beautiful beyond words - Absorbing the incredible beauty of Mother Nature Locations where old lava flows meet the ocean were breathtaking
Review provided by Viator
Vanessar307
Oct 6, 2024
The best tour on Maui! - This trip was absolutely amazing! Shannon our tour guide was amazing and we even were able to learn from her trainee. The road to Hana is pretty wild so having someone drive and take control was perfect. We were able to go to multiple beaches, see waterfalls and sea turtles. This trip exceeded our expectations. We were thinking we would just have a drive to Hana, we didn't realize all the wonderful places that were hidden along the way that only locals would know about. The only downside and this had nothing to do with the tour is that the road is very windy and if you are prone to carsickness it may affect you, so be prepared with dramamine or something else to help with motion sickness. I wish I had more time on the island and could have done this tour or any other tour with this guide more than once.
Review provided by Tripadvisor
Sylwiatru
Sep 28, 2024
Unforgettable Experience - Shannon was an exceptional guide who truly made our experience unforgettable. Her deep knowledge of the road to Hana and its hidden gems enriched the journey, ensuring we saw the best spots. The Bronco convertible added an extra layer of magic, allowing us to look up into the jungles of Hawaii as we cruised along. We couldn’t have asked for a better guide to show us around!
Review provided by Tripadvisor
Felisha_b
Sep 21, 2024
Just what we wanted - Completely personalized trip; we went with JJ and she was amazing. We saw and did everything we wanted to. We had plans for the evening and she helped in ensuring we were back in time, but still experiencing all we wanted. The ride was smooth, ac, top down, whatever we wanted. I would recommend this trip 100% so that your able to do all you want without being restricted by other within the a multi group trip.
Review provided by Viator
Robinsn1283ng
Sep 20, 2024
Worth the money - This was one of the best tours! Shannon was super low key, welcoming and accommodating! She took fabulous photos of us the entire trip and she drove us to Hana and back safely! A win win in my book!
Review provided by Tripadvisor
From $389
up to 4 guests
1 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).