Private Maui Tours

Journey deeper into Maui! Book your once-in-a-lifetime open-air adventure to waterfalls, beaches, and the soul of the island!

Private Maui Tours

Journey deeper into Maui! Book your once-in-a-lifetime open-air adventure to waterfalls, beaches, and the soul of the island!

Private Maui Tours

Journey deeper into Maui! Book your once-in-a-lifetime open-air adventure to waterfalls, beaches, and the soul of the island!

Private Maui Tours

Journey deeper into Maui! Book your once-in-a-lifetime open-air adventure to waterfalls, beaches, and the soul of the island!

Private Maui Tours

Journey deeper into Maui! Book your once-in-a-lifetime open-air adventure to waterfalls, beaches, and the soul of the island!

Private Maui Tours

Journey deeper into Maui! Book your once-in-a-lifetime open-air adventure to waterfalls, beaches, and the soul of the island!

Private Maui Tours

Journey deeper into Maui! Book your once-in-a-lifetime open-air adventure to waterfalls, beaches, and the soul of the island!

We are a proud member of the Hawaii Visitors & Convention Bureau, dedicated to promoting the spirit of aloha and the unique beauty of the Hawaiian Islands. As part of this esteemed network, we are committed to delivering exceptional experiences that reflect the culture, hospitality, and natural wonders that make Hawaii a truly unforgettable destination.

Private Maui Tours

Most Popular

All Ages • 8 Hours • Up to 8 Passengers (2 vehicles)

Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep

Connect with the soul of the Road to Hāna with a private tour customized to you – waterfalls, beaches, local flavors and mo’olelo (stories) that bring Maui’s deep history to life.

Overview

$1400

Group Tour: 1-8 people (up to 4 people per vehicle)

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Duration

8 Hours

Meeting point

Island Wide Pick Up Included

Most Popular

All Ages • 8 Hours • Up to 8 Passengers (2 vehicles)

Locals' Favorites: Private Maui Tour

Explore Maui’s most cherished places from North Shore to Upcountry, South to West with a private tour designed around the part of the island you want to explore!

Overview

$1400

Group Tour: 1-8 people (up to 4 people per vehicle)

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Duration

8 Hours

Meeting point

Island Wide Pick Up Included

Why Choose JourneyJill Tours?

Safe

Family Friendly

Respectful of Cultural Sites

Knowledgeable Guides

Luxury Vehicle

Private

Design Your Own Adventure

About JourneyJill

JourneyJill Tours is more than just a tour company. We create once-in-a-lifetime adventures that immerse you in Maui’s spirit, culture, and beauty. Every journey is personalized, every detail intentional, so your time here becomes a story you’ll carry forever.

Journey Jill’s AI-Powered Best-of-Maui Visitor’s Guide

Eat here, swim there, thank me later. From beaches to bites, we surface what locals actually love and personalize it to you. Check out our AI concierge for an itinerary that fits your vibe.

Tell us your vibe—we’ll give you a personalized plan blending Maui’s must-sees with local favorites.

JourneyJill’s Maui Insider Tips

From cultural insights and travel tips to our latest news and tour specials, this is your go-to space to dive deeper into Maui. Browse our blogs and articles for insider perspectives you won’t find in a guidebook.

Want Maui travel tips, insider stories, and exclusive discounts delivered to your inbox? Subscribe to our newsletter and get the best of JourneyJill as it happens!

Stories From the Road

The best part of our story? The way our guests tell it.
Posted on Tripadvisor Tripadvisor
Tammy S profile picture
Tammy S
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Unforgettable Road to Hana Experience with JJ! We had the absolute best Road to Hana tour with Journey Jill (JJ)! She picked us up in a beautiful convertible Bronco, which made the drive even more fun. JJ was such an excellent guide—so personable, full of amazing stories from her incredible life, and truly a pro when it comes to the Road to Hana. She took us to hidden gems that only a local would know about, including a hike to a gorgeous waterfall. We grabbed lunch at a delicious food truck and enjoyed it by the beach, then later stopped to see sea turtles resting on the sand. Along the way, we saw some of the most breathtaking scenery ever. She even provided snacks and drinks, which was such a thoughtful touch.As a travel agent, I’ll be recommending JJ to all of my future clients. Thank you, JJ, for an unforgettable experience—we had the BEST time!
Posted on Tripadvisor Tripadvisor
Penelope profile picture
Penelope
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Best way for the Road to Hana as got to enjoy the journey with someone who knows the Island, places to stop and eat. Great to have an open top Bronco - magical! Thank you JJ for an amazing day.
Posted on Tripadvisor Tripadvisor
Rhsbc profile picture
Rhsbc
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
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!!
Posted on Tripadvisor Tripadvisor
LINDA H profile picture
LINDA H
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
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.
Posted on Tripadvisor Tripadvisor
David M profile picture
David M
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
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.
Posted on Tripadvisor Tripadvisor
Lora C profile picture
Lora C
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Maui The views were amazing and our driver, Allison, was amazing! We saw waterfalls, black and red sand beaches and sea turtles.
Posted on Tripadvisor Tripadvisor
John M profile picture
John M
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
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!
Posted on Tripadvisor Tripadvisor
Rachel S profile picture
Rachel S
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
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.
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Tour689122 profile picture
Tour689122
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
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!
Posted on Tripadvisor Tripadvisor
Matthew S profile picture
Matthew S
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
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.

“A visit to Maui is so much more than a vacation; it’s an opportunity to slow down, reconnect with nature, experience aloha, and feel the spirit of a place that stays with people long after they leave,” says Jill “JJ” Nieman, founder of tour operator Journey Jill. 

as seen in Travel + Leisure