Maui Historical & Heritage Tours

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Maui Activities

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Road to Hana Tour with Lunch and Pickup
4.9 (769)

Road to Hana Tour with Lunch and Pickup

With over 20 years of experience and expert, NAI certified guides, no one is more qualified to lead you through Maui’s Road to Hana than...

11 to 12 hours • Hotel pickup offered • Free Cancellation
4.9 (769)
from
$294
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
5.0 (405)

Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour

Take Maui by Storm! Our expert guides immerse you into an experience that you will never forget! From waterfalls to spectacular beaches, from hidden gems...

9 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (405)
from
$1,600
Maui Sunset Sail
Likely to Sell Out
Likely to Sell Out
4.8 (210)

Maui Sunset Sail

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing...

2 hours • Free Cancellation
4.8 (210)
from
$138
Maui Private Tour - Road to Hana Adventure - Just for Your Group
4.9 (175)

Maui Private Tour - Road to Hana Adventure - Just for Your Group

After booking the tour if you want to start later, we can arrange a later time. If you, your family and friends would like to...

8 to 9 hours • Hotel pickup offered
4.9 (175)
from
$1,599
Self-Guided Audio Driving Tour: Road to Hana, Maui
4.8 (101)

Self-Guided Audio Driving Tour: Road to Hana, Maui

Download GuideAlong's (GyPSy Guide) self-guided Road to Hana audio tour and discover more on your Maui road trip. Hear stories, local tips, and directions play...

8 to 18 hours • Free Cancellation
4.8 (101)
from
$20
Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
4.8 (97)

Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure

Escape to another Hawaiian island for a day on this all-inclusive tour. Hop on an inter-island flight from Kahului, Maui to Honolulu on Oahu for...

14 hours • Free Cancellation
4.8 (97)
from
$720
Full-Circle "Reverse" - Luxury Road to Hana Tour from West Maui
4.8 (96)

Full-Circle "Reverse" - Luxury Road to Hana Tour from West Maui

#1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way...

8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (96)
from
$350
1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle
4.8 (90)

1st Waterfall, Road to Hana, Chocolate Tour, Historical, Jungle

The First Beautiful "WATERFALL" On The Road To Hana! Jungle chocolate tour & Royal Historical Sites "Voted Best Of Maui, "The Kings Gardens Maui" *...

2 hours
4.8 (90)
from
$140
Private Half-Day Road To Hana Highlights Tour
5.0 (72)

Private Half-Day Road To Hana Highlights Tour

The Best Half Day Of Your Life! Experience Maui’s famous Road to Hana without committing to a full day on the road. This private, customizable...

5 hours • Free Cancellation
5.0 (72)
from
$299
Maui Historical Island Tour in a Stretch Limousine
4.8 (64)

Maui Historical Island Tour in a Stretch Limousine

We are a local company from Lahaina. We have 2 white stretch limousine that can fit up to 14 passengers. We offer a flexible day...

4 to 5 hours • Hotel pickup offered • Free Cancellation
4.8 (64)
from
$200
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
4.9 (53)

Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)

Your Most Awesome Maui Day is just a Click Away! Enjoy this Spectacular, Once-in-a-Lifetime, Award Winning Private Air Tour! Your Private Cabin Safely, Smoothly and...

30 minutes • Free Cancellation
4.9 (53)
from
$280
Full-Circle "Reverse" - Luxury Road to Hana Tour from South Maui
4.8 (48)

Full-Circle "Reverse" - Luxury Road to Hana Tour from South Maui

#1 We go ALL THE WAY AROUND THE MOUNTAIN so you don't see the same thing twice! #2 We do it in REVERSE, the way...

8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (48)
from
$350
Shore Excursion: Road To Hāna Tour for Pride Of America Passengers
4.8 (24)

Shore Excursion: Road To Hāna Tour for Pride Of America Passengers

With over 20 years of experience and expert, NAI certified guides, no one is more qualified to lead you through Maui’s Road to Hana than...

9 to 10 hours • Free Cancellation
4.8 (24)
from
$294
Shore Excursion of Maui
4.9 (17)

Shore Excursion of Maui

Visit the world famous road to Hana with local tour guides from Maui that offer a unique perspective into local and native culture. Ranked one...

8 to 11 hours • Free Cancellation
4.9 (17)
from
$220
Full-Day Road to Hana and Waterfall Tour
5.0 (15)

Full-Day Road to Hana and Waterfall Tour

I am a NAI certified guide with over 300 sunrises on Haleakala and 200 loops around Hana. My Father-in-law is John Keanaaina Hoku award winning...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$322
Maui "Reverse" Road To Hana Audio Driving Tour
5.0 (13)

Maui "Reverse" Road To Hana Audio Driving Tour

The Road to Hana is the ultimate adventure in Maui and this "Reverse" Tour is the most adventurous option available! You'll start your excursion on...

10 to 12 hours • Free Cancellation
5.0 (13)
from
$20

Frequently Asked Questions

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

Recent activity reviews
It was very interesting...
New York City
Self-Guided Audio Driving Tour: Road to Hana, Maui
Mary_L, Sep 2026
It was very interesting...
It was very interesting and beautiful. A long trip but the different climate and the lushness of the landscape was amazing.
Read more
Best Tour During a 10-day Stay in Hawaii!
New York City
Private Half-Day Road To Hana Highlights Tour
Holly_R, Sep 2026
Best Tour During a 10-day Stay in Hawaii!
It would be a mistake not to take this excursion. Our tour guide, Danielle, was amazing, energetic, informative, and an excellent driver. Our favorite part of the tour was the Bamboo Forest but it was all magical and beautiful. You will not be disappointed. Ask for Danielle. She’s the BEST!
Read more
Fun way to explore the island!
New York City
Maui Historical Island Tour in a Stretch Limousine
Bridget_W, Sep 2026
Fun way to explore the island!
Jonas did a great job, was very personable, and knowledgeable! My mom moves kind of slow because of having knee replacement and he was very patient and kind
Read more
Spencer the Great
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
Q8974CZjacobl, Sep 2026
Spencer the Great
Our guy Spencer was awesome! A local with loads of knowledge and fun facts to keep the trip fun and entertaining. Will definitely be requesting Spencer again when we come back!
Read more
An unforgettable rainforest experience
New York City
Road to Hana Tour with Lunch and Pickup
H4936RZvictoriak, Sep 2026
An unforgettable rainforest experience
We did the Road to Hana tour in September 2026 and it didn’t disappoint. Our guide was friendly, knowledgeable, and gave us plenty of time to explore the black sand beach, waterfalls, etc. The drive is super windy with some blind hairpin turns, so I definitely recommend a tour for your first experience. Since someone else was driving both my husband and I could enjoy the views. Our guide would also stop along the way briefly for pictures of breathtaking scenery and views throughout the trip.
Read more
Great experience!
New York City
Shore Excursion: Road To Hāna Tour for Pride Of America Passengers
R1475DBsusanr, Sep 2026
Great experience!
Great 1st time trip for my boyfriend and I to the Road to Hāna. Aukai was our driver and guide and he was fantastic! He was very patient and knowledgeable about all things with Hāna and Maui. The lunch was really good and we had plenty of time at each stop. On the way back down we had some bad weather with rain and fog and Aukai drove like a pro and got us back safe and sound. In my opinion the price was far for the experience. I would definitely recommend doing the Road to Hāna with an experienced driver and not do it on your own.
Read more
Great way to travel the road to Hana
New York City
Self-Guided Audio Driving Tour: Road to Hana, Maui
Anita_H, Sep 2026
Great way to travel the road to Hana
This was the perfect way to experience the road to Hana. The commentator gave you just the right amount of information and kept it entertaining. It was not annoying at all. He pointed out all the must see spots and made sure we didn’t miss anything along the drive. He also gave a lot of history that we enjoyed listening to you on the way back. Be advised though that if you stop at all the stops, this is a very long day and you will be coming back in the dark which was very tedious on the narrow windy road
Read more
Kimoke’o, the best tour guide ever!
New York City
Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
E1911XHdebbier, Sep 2026
Kimoke’o, the best tour guide ever!
Very simple process. I was able to communicate easily with the NCL personnel.
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10/10 Would Recommend - Travis is the Man
New York City
Road to Hana Tour with Lunch and Pickup
Dan_O, Sep 2026
10/10 Would Recommend - Travis is the Man
Travis was an incredible tour guide. In addition to knowing the road and each of its attractions like the back of his hand, we learned he was a certified lifeguard when he heroically saved a drowning woman’s life at the waterfall we stopped to swim at. We’re so grateful to have had him as our tour guide, the experience wouldn’t have been the same without him! The continental breakfast and hot lunch both exceeded our expectations. We also had lots of great opportunities to purchase gifts and treats along the way. Finally, we were very appreciative of Travis’s driving, which completely minimized the discomfort of the many turns and single lane bridges on the road. This tour will always be of our favorite memories on Maui!! - Young D
Read more
Maui Sunset Sail from Lahaina
New York City
Maui Sunset Sail
F6516QAlarryf, Sep 2026
Maui Sunset Sail from Lahaina
Friendly crew. Sunset and rainbows were awesome. We've been on PacWhale sailings before and will go again. The cause is wonderful and the price is fair. We saw a wonderful sunset and multiple rainbows above Maui.
Read more
Wonderful Halfway to Hana Excursion!
New York City
Private Half-Day Road To Hana Highlights Tour
caroleN7755UT, Sep 2026
Wonderful Halfway to Hana Excursion!
Highly recommend this tour with Magic Of Maui. Dana was helpful with booking and answering questions we had. Yvonne our personal tour guide did a great job at giving us a wonderful excursion and providing us with lots of knowledge along the way. Was thankful to have her navigate the Road To Hana so we could enjoy the views.
Read more
The long and winding road...but worth it!
New York City
Shore Excursion of Maui
Kari_B, Aug 2026
The long and winding road...but worth it!
This was a fabulous tour. Emma was an excellent drive and very knowledgable. We enjoyed the beautiful beaches, waterfalls, and lush rainforest. You have to try the banana bread coconut ice cream sundae!
Read more
Awesome experience with Mark
New York City
Maui by Storm: Epic Private Luxury Road to Hana Adventure Tour
brswo, Aug 2026
Awesome experience with Mark
We had an absolutely incredible experience with Hawaii by Storm, and I cannot recommend our driver, Mark, highly enough. I am a very anxious passenger and, before our Road to Hana tour, I was genuinely worried about the drive. With Mark, I was not scared for even a second. He is an exceptionally skilled driver, knows the road inside and out, and made me feel completely safe and comfortable the entire day. For someone who gets nervous on winding and challenging roads, that alone made the experience priceless. But Mark was so much more than a great driver. He was funny, friendly, incredibly knowledgeable, and just an absolute pleasure to spend the day with. He knew so much about Maui, the Road to Hana, and Hawaiian history and culture, and shared it in such an interesting and entertaining way. We were traveling as a family—my husband and me and our two young adult children—and he related so naturally to every one of us. He was also completely flexible and made the day feel like our tour rather than a set itinerary. We did the Epic Tour, which I highly recommend. Instead of turning around and driving back the same way, we continued around the full loop and got to experience the incredible backside of Maui as well. We are so glad we chose that option. This was a splurge for us, but it was worth every penny. Having Mark drive meant that all four of us could relax, enjoy the scenery and experience the Road to Hana together without anyone having to concentrate on navigating or driving. If you are considering a private Road to Hana tour, book Hawaii by Storm and request Mark. I truly can't say enough good things about him. He made what I had worried might be a stressful day into one of the highlights of our Maui vacation. Thank you, Mark, for an unforgettable day!
Read more
Frustrated with Cool Hawaii. I would recommend the experience, but not Cool Hawaii.
New York City
Day Trip from Maui to Oahu: Pearl Harbor WWII Heroes Adventure
Lora_S, Aug 2026
Frustrated with Cool Hawaii. I would recommend the experience, but not Cool Hawaii.
They need to know their flight numbers, that no one meets them at the airpot, and it would have been nice to know where to go once we arrived at oahu at the airport.
Read more
Our Guide Took This Tour to the Next Level!
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
Voyager649529, Aug 2026
Our Guide Took This Tour to the Next Level!
I have to say that this tour way EXCEEDED our expectations and it was because of our tour guide Marty!!! We took our tour on 7/26/26. The amount of information he provided, the inclusion of EVERYONE on the tour and his SINCERE care to make sure we got the experience WE wanted was STELLAR!! Now that we are home and looking at all the pictures taken, we were able to give lots of extra details we learned from Marty that WOW’d our families! Thank you MARTY for making our first experience of Maui EXCEPTIONAL!!⭐️⭐️⭐️⭐️⭐️💖🤙🏼
Read more
Great tour with a great tour guide
New York City
Maui Private Tour – Road to Hana Adventure – Just for Your Group
calebe482, Aug 2026
Great tour with a great tour guide
Sean was a great tour guide and wasn’t run of the mill like most tour guides. The day went by way too fast and he has a great sense of humor. It was a great tour!
Read more
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