Maui Ports of Call Tours

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Maui Activities

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Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip
Likely to Sell Out
Likely to Sell Out
4.9 (92)

Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip

Experience the highlights of the legendary Road to Hana on this small-group day trip. Travel by luxury Limo-Van along the breathtaking Pacific coast and through...

10 hours • Hotel pickup offered • Free Cancellation
4.9 (92)
from
$385
Private Road to Hana Tour with Pickup
4.9 (48)

Private Road to Hana Tour with Pickup

One of the most sought-after and scenic drives in the world, you will be amazed at every turn on our Private Road to Hana Tour....

8 hours • Hotel pickup offered • Free Cancellation
4.9 (48)
from
$400
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
5.0 (55)

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

Book a private, custom Maui adventure of a lifetime. Our most popular experience is the Reverse Road to Hana Loop—a breathtaking full-circle journey that begins...

6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (55)
from
$400
VIP Private Road to Hana and Haleakala Sunset Tour
5.0 (36)

VIP Private Road to Hana and Haleakala Sunset Tour

Our VIP Private Road to Hana and Haleakala Sunset Tour is an all-encompassing, tailored tour that will showcase the best of Maui in one day....

8 to 12 hours • Free Cancellation
5.0 (36)
from
$499
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
5.0 (4)

Private Road to Hana Tour with Pickup-Ultimate Package, Backside

We are proud to offer guests this option to experience the rarely-traveled "backside" of the Road to Hana- including the amazing landscapes of Kipahulu, Kaupo,...

9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$500
Haleakala Private Sunset Tours
Likely to Sell Out
Likely to Sell Out
5.0 (7)

Haleakala Private Sunset Tours

Here’s what you’ll see and do: Scenic Drive Through Upcountry Maui You’ll start your journey with a relaxing ride through Upcountry Maui, passing charming towns...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$555
Private Best Highlights of Maui
4.8 (6)

Private Best Highlights of Maui

PRIVATE TOUR – Price is per vehicle (up to 6 passengers) Cruise ship–friendly tour with pickup from Kahului Port. Departure times are 8:30 AM and...

3 to 4 hours • Hotel pickup offered
4.8 (6)
from
$620
Private Full-Day of West Maui Guided Sightseeing Tour
5.0 (1)

Private Full-Day of West Maui Guided Sightseeing Tour

In the past, this part of Maui was even considered the capital of the Hawaiian Kingdom. This is where you could find Hawaiian royalty. Today,...

8 hours • Hotel pickup offered
5.0 (1)
from
$693
8 Hour Private Jungle Waterfall Tour from Maui

8 Hour Private Jungle Waterfall Tour from Maui

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

8 hours • Hotel pickup offered
from
$764
Road to Hana Private Tour with Local Guide
3.9 (7)

Road to Hana Private Tour with Local Guide

Let us know where you will be located and we will start this Private Road to Hana Tour. This is an unforgettable drive which takes...

8 hours • Hotel pickup offered
3.9 (7)
from
$783
Private Tropics of Maui & Rainforest Valley
5.0 (2)

Private Tropics of Maui & Rainforest Valley

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS. Pickup available from your accommodation in Kahului, Wailea, Kihei or Lahaina. Enjoy a private minivan...

5 hours • Free Cancellation
5.0 (2)
from
$800
Full Day Private Maui Waterfall, Beach & Hana Tour
5.0 (4)

Full Day Private Maui Waterfall, Beach & Hana Tour

Explore enchanting sights on the MAUI Island during this shore excursion exploring Volcanoes National Park, waterfall, black sand beach, and more. Spend your day exploring...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$850
Half way to Hana Maui Open Air Jeep Private Tour
5.0 (1)

Half way to Hana Maui Open Air Jeep Private Tour

Embark on an unforgettable journey along the iconic Road to Hana in your open-air Jeeps, where adventure meets luxury! Experience the breathtaking beauty of Maui's...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$949
Road to Hana Full Day Tour with A Guide
Likely to Sell Out
Likely to Sell Out
4.8 (22)

Road to Hana Full Day Tour with A Guide

Experience the breathtaking Road to Hana like never before with Maui's best! Our expert guides will take you on an unforgettable journey, showcasing the very...

10 to 12 hours • Hotel pickup offered • Free Cancellation
4.8 (22)
from
$999
Private SUV Deluxe Hana Tour Scenic Road Adventure
5.0 (3)

Private SUV Deluxe Hana Tour Scenic Road Adventure

The Private SUV Deluxe Hana Tour offers an exceptional journey along one of the world's most scenic drives, the Road to Hana. Marvel at Maui's...

10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,000
Halfway to Hana Private Tour Maui BlackBeach Waterfalls Turtles
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Halfway to Hana Private Tour Maui BlackBeach Waterfalls Turtles

Maui's Halfway to Hana tour, receives overwhelmingly positive reviews, with customers praising the experienced drivers, comfortable vehicles, and memorable stops along the way. Experienced and...

7 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,099

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

Recent activity reviews
Just Perfect
New York City
Private SUV Deluxe Hana Tour Scenic Road Adventure
petehX9117AC, Sep 2026
Just Perfect
What a fantastic experience, our Tour guide Kimo was brilliant, his enthusiasm and knowledge were excellent. 8 strangers picked up and we had a great time all chatting and enjoying one anothers company. Absolutely brilliant from start to finish highly recommend to anyone coming to Maui
Read more
Perfect Day!
New York City
VIP Private Road to Hana and Haleakala Sunset Tour
paulrZ7046QP, Sep 2026
Perfect Day!
We booked months in advance. My wife’s birthday & we wanted to go to Hāna & see the sunset at Haleakala. We didn’t want to rent a car or drive it ourselves. Michael created a birthday tour for us and assigned Levi as our guide. Levi did a great job, took us to many of the waterfalls, introduced us to locals & local shops. We never felt like tourists, we felt like friends learning and seeing Hāna. Levi created a list of our must do items and started working through them. Great day, great weather & good night to the sun as it set behind the clouds from our vantage point on Haleakala.
Read more
Our honeymoon on the Road to Hana
New York City
Private Road to Hana Tour with Pickup
Garrett_L, Sep 2026
Our honeymoon on the Road to Hana
Travis was amazing! He was able to cater the trip to our own interests and schedule. He’s a very skilled driver and had a lot of knowledge about the history and culture of Maui. We can’t wait to come back to do it again with him!
Read more
Great excursion
New York City
Small-Group Luxury Tour: Road to Hana and Ka’eleku Cavern Day Trip
E6673QUjamesm, Sep 2026
Great excursion
Randy was great. I would highly recommend him.
Read more
Excellent Trip to Hana
New York City
Private SUV Deluxe Hana Tour Scenic Road Adventure
Inspire44151270692, Sep 2026
Excellent Trip to Hana
Fantastic trip! Allen our tour guide was very knowledgeable about Hana and the road to Hana. He shared many historical facts along the way. My wife and I loved the trip to Hana.
Read more
The tour was great and...
New York City
Private Road to Hana Tour with Pickup
Curtsher_T, Sep 2026
The tour was great and...
The tour was great and our guide was very informative. I am happy I chose the tour because if I would have driven myself I would have missed a lot and the roads were very curvy. Our guide took us to some very nice places.
Read more
The Best!!
New York City
Road to Hana Full Day Tour with A Guide
Allison_M, Sep 2026
The Best!!
Absolutely perfect...truly the only way to describe our full road to Hana day, with Derrick, and Maui Sunset Adventures. We were delayed getting into Maui by a day and a half, so our first full day on island was our Hana tour, and I cannot say enough about how wonderful it was. My husband, and three grown kids (25, 21, and 18) all had the best day. We saw all the "usual" spots, and a few off the beaten path ;). We got so many stories, and history lessons, and all around great conversation for the almost 12 hours we were with Derrick. BOOK THIS! Mahalo!
Read more
Awesome experience
New York City
VIP Private Road to Hana and Haleakala Sunset Tour
Tyoung492, Aug 2026
Awesome experience
Spencer was an awesome guide! Accommodated our requests and had great suggestions based on our likes! The sunset was unforgettable as he had the perfect spot to take us between the sun and the moon. The ukulele and singing was a nice added touch to the ambience 😊 I would highly recommend this tour and Spencer!
Read more
Jill (JJ) was fantastic!!...
New York City
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Leslie_M, Aug 2026
Jill (JJ) was fantastic!!...
Jill (JJ) was fantastic!! Learned so much from her. She would go wherever you wanted to go. Definitely made a friend!❤️
Read more
Tek & Family from Nepal/UK
New York City
Road to Hana Full Day Tour with A Guide
Ganga_L, Aug 2026
Tek & Family from Nepal/UK
Nikum was amazing, he shared his Hawaiian history with pride and enthusiasm, the tour was brilliant.
Read more
An experience almost too magical for words.
New York City
Haleakala Private Sunset Tours
Brian_W, Aug 2026
An experience almost too magical for words.
This was the perfect romantic sunset experience. The views were incredible. Vic is an amazing guide, I'd hire him for any type of Maui tour. A great and knowledge guide who got us in the absolute best spot to witness the sunset. He promptly answered any questions we had before the tour. We asked about what to wear in advanced and he provided us with hoodies and a warm blanket to watch a magical sunset. Vic took many photos throughout the experience for us so we could focus on watching the sunset with each other. Vic is an extremely good/safe driver. He knew so much about Maui. I'd book him again for any kind of tour on the island. I firmly believe this is the best Haleakala Private Sunset Tour you can book. I would recommend this tour to anyone going to Maui. You'll remember it for the rest of your life.
Read more
The absolute highlight of a great Maui trip.
New York City
Haleakala Private Sunset Tours
D4541FLbrianw, Aug 2026
The absolute highlight of a great Maui trip.
I have traveled many places with tour guides, NONE have been as good as Vic. I would consider booking him for anything on Maui. However, this tour was absolutely incredible. The tour was the number highlight of my girlfriend and I's trip to Maui. Before the tour, I inquired about what to wear as we did not pack anything for cold weather on Maui. Vic was ready with 2 hoodies and a warm blanket. The tour started with him picking us up at our hotel. Immediately he provided us with his mother's incredible homemade banana bread and offered us beverages. We then began the drive, throughout the drive he pointed out interesting things along the way. His driving was A+. Multiple times we got out and he took pictures for us at incredibly scenic spots. Eventually, Vic got us to the summit in a great parking spot. He then helped us to the perfect spot to view the sunset, protected from the wind by rocks. Again, he took more photos for us while we prepared to watch an incredible sunset. The view was unlike anything I'd seen before. Despite his excellent photography, I still felt compelled to snap a few pictures with my phone. As some groups started to leave, Vic said just wait because the colors are only going to get better. I am glad we did, photos do not do the sunset justice. The experience was absolutely magical. After all was said and done, I felt lucky to have booked with him. I truly believe this is the best sunset tour and guide you could possibly find on Maui. Anything we needed help with, he was able to assist. He has a great sense of humor and a perfect laid back vibe. More importantly, he is a good person. The next time I am fortunate enough to visit Maui, I will absolutely book with him/Aloha Wild Tours again. I cannot stress how great of a local guide Vic was. A couple days later, he sent us a video of different moments he recorded set to perfect music. I'll always treasure that video of my girlfriend and I from the sunset tour. If you book this tour, you will be treated with the best views of your life and learn a lot about Maui. It was more than just a tour, in the end we made a good friend while seeing the best sunset of our lives. If you are still reading this, stop and book your tour already. You will not regret it.
Read more
Jill was amazing. It was...
New York City
Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Carolyn_I, Aug 2026
Jill was amazing. It was...
Jill was amazing. It was our first time on Maui and she made sure to steer us towards truly unique experiences and away from some tourist traps. The ride in the Bronco truly provided an immersive experience of being in the rainforest and her skill in navigating the road in on/off rainy conditions left us able to take it all in. Black and red sand beaches, turtles, George, Huli Huli chicken, waterfalls, you name it! Truly unforgettable experience!
Read more
I recommend
New York City
Private Best Highlights of Maui
biztravel61, Jul 2026
I recommend
We had excellent tour. Jess was informative and friendly.
Read more
A great day with Ray!
New York City
Small-Group Luxury Tour: Road to Hana and Ka’eleku Cavern Day Trip
Q4096CJjasonm, Jul 2026
A great day with Ray!
Ray was an excellent guide! He got us safely to the Road to Hana while sharing fascinating facts about Hawaii, its history, and the local culture along the way. He made the trip both enjoyable and informative. Highly recommend him to anyone looking for a great experience!
Read more
A stress free trip to Hāna and the backside.
New York City
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
K4083WMericw, Jun 2026
A stress free trip to Hāna and the backside.
My wife and I went on the road to Hāna ultimate trip which included returning via the backside. Eugene is a small business owner, who was great. He is extremely knowledgeable. The trip is customized to your likes and speed. You get to go to places that larger vans don’t go to. I’m glad I did not drive the roads myself. Lots of hairpin turns, single lane roads and bridges. You get to sit back and enjoy the scenery rather than focus on driving. Eugene knew that the backside road would be closed while they worked on shoring up the cliffs and that it wouldn’t open until the afternoon, so he planned the trip accordingly. A sign also said local traffic only.
Read more
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