Maui Private Sightseeing Tours

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Maui Activities

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Epic Waterfall Adventure, the Best of Maui
4.9 (351)

Epic Waterfall Adventure, the Best of Maui

Only tour company on Maui that offers optional cliff jumping into Waterfalls, go pro photography, and videography! This personalized experience is great for nature lovers...

3 hours 30 minutes • Free Cancellation
4.9 (351)
from
$179
Lanai Snorkeling Half Day with Sea Scooter
Likely to Sell Out
Likely to Sell Out
5.0 (8)

Lanai Snorkeling Half Day with Sea Scooter

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Hawaii Award for 9 years in a row. Our 50 ft Sanity...

4 hours 15 minutes • Free Cancellation
5.0 (8)
from
$193
Perfect Customized Day on Maui with Private Tour Guide
5.0 (3)

Perfect Customized Day on Maui with Private Tour Guide

Design your perfect day on Maui with a knowledgeable private guide and a comfortable, air-conditioned SUV reserved for your group. Choose the places and pace...

1 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$195
Epic Surf Safari - Best of Maui
5.0 (4)

Epic Surf Safari - Best of Maui

This tour can be done on any hour, just message us and we will accommodate you! Our surf guides are out of this world, EPIC....

2 to 3 hours • Free Cancellation
5.0 (4)
from
$195
PRIVATE Road to Hana Tour
5.0 (13)

PRIVATE Road to Hana Tour

We offer PRIVATE tours of the Road to Hana customized to our guests interests and activity levels. This tour will only be your group! Our...

8 to 12 hours • Free Cancellation
5.0 (13)
from
$200
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
Likely to Sell Out
Likely to Sell Out
5.0 (100)

VIP Private Road to Hana Tour in Cadillac Escalade with Pickup

No other tour comes close to the ultimate luxury and adventure of our tours. Enjoy Ultra VIP style, class & luxury in our new black...

10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (100)
from
$258
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
Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles
5.0 (236)

Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles

Looking for more than just a Road to Hana tour? The Magic of Maui Experience is a 100% private, customized adventure designed entirely around you....

8 hours • Free Cancellation
5.0 (236)
from
$299
Maui: VIP Private Road to Hana Tour with Pick Up
5.0 (1,217)

Maui: VIP Private Road to Hana Tour with Pick Up

Discover the magic of Maui with our exclusive, personalized private tours. Say goodbye to crowded buses and rigid schedules—your adventure is uniquely crafted to suit...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1,217)
from
$299
Half Day Private VIP Road to Hana Tour
4.9 (124)

Half Day Private VIP Road to Hana Tour

Experience Hawaii Tours invites you on an exceptional half-day adventure to Hana, perfectly crafted for those seeking a personalized and immersive journey without spending the...

4 to 5 hours • Hotel pickup offered • Free Cancellation
4.9 (124)
from
$299
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
Half Day Private Road to Hana Tour with Pickup
4.6 (7)

Half Day Private Road to Hana Tour with Pickup

For groups looking to experience the adventure of the Road to Hana, but not wanting to devote an entire day towards the full journey, we...

5 hours • Hotel pickup offered • Free Cancellation
4.6 (7)
from
$300
Private Tour of Maui, the Valley Isle
4.9 (33)

Private Tour of Maui, the Valley Isle

Experience the diversity Maui has to offer by customizing your own private tour of Maui, The Valley Isle, with preferred locations and flexibility along the way. Whether...

8 hours • Free Cancellation
4.9 (33)
from
$310
Private Unique Road to Hana Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (90)

Private Unique Road to Hana Adventure

We're called Unique for a reason... This is not your standard Hana tour. We'll take you on a full day adventure all the way to...

10 to 11 hours • Hotel pickup offered
5.0 (90)
from
$319
Private Road to Hana Tour
5.0 (64)

Private Road to Hana Tour

We take you places the large tour companies don't for an unforgettable experience driving around Haleakala Volcano through the rainforest of East Maui with a...

9 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (64)
from
$340
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Likely to Sell Out
Likely to Sell Out
4.9 (371)

Road To Hana: Maui Waterfall Hiking Tour in Private Jeep

This jeep, waterfall, bamboo forest, hiking tour on the Maui Hana Highway is unique because they are private! Yup, that's right. Just you and your...

8 hours • Hotel pickup offered
4.9 (371)
from
$349

Frequently Asked Questions

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

Recent activity reviews
An amazing day!
New York City
Maui: VIP Private Road to Hana Tour with Pick Up
susancap12, Sep 2026
An amazing day!
What an amazing day! This tour is so worth it to learn about the area and to enjoy the scenery. Ty was a great guide and made the day so easy. Highly recommend.
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
Our tour guide was very...
New York City
Half Day Private VIP Road to Hana Tour
Glen_S, Sep 2026
Our tour guide was very...
Our tour guide was very knowledgeable. He was a great driver. We even had time for shopping at the end.
Read more
Amazing waterfalls adventure
New York City
Epic Waterfall Adventure, the Best of Maui
Rob_S, Sep 2026
Amazing waterfalls adventure
Sirena was an amazing guide, energetic and enthusiastic, she certainly made the adventure memorable and the photos and video footage she took were awesome. Glad we had water shoes with us as the trail was a little mucky and the rocks in the water were slippery. Beautiful trail walk through bamboo forest, crossing fast flowing river to reach two waterfalls where we had the opportunity to swim in the refreshing water, dive from the rocks and swing into the water from a rope swing. Absolutely amazing for us as we managed to have the top pool/waterfall to ourselves which made it extra special. Got to see the first bit of the Road to Hāna. Highly recommend this trip and Sirena as a guide, mahalo.
Read more
An Unforgettable Road to Hana Adventure with an Exceptional Guide
New York City
Maui: VIP Private Road to Hana Tour with Pick Up
Relax02100696123, Sep 2026
An Unforgettable Road to Hana Adventure with an Exceptional Guide
Our Road to Hana tour was an unforgettable experience! We enjoyed delicious food and incredible views, saw surfers and sea turtles, visited black- and red-sand beaches, and even swam beneath a waterfall. Of course, I especially loved seeing all the amazing tropical plants! Our guide, Shayne, was exceptional—knowledgeable, entertaining, and so much fun. We had a fantastic day and highly recommend this tour!
Read more
Road to Hana
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
saragJ64VH, Sep 2026
Road to Hana
Alec was great! He took us on beautiful trails that we would have never found on our own - not crowded and very secluded! We were able to swim in waterfalls, hike through bamboo forest, had great local food along the way, and he was very attentive to what we wanted to do throughout our tour. If we said we wanted to do something - he knew a spot! This was our favorite experience of our trip to Maui. If you're thinking about doing a Road to Hana tour, book with Alec!!
Read more
Amazing drive to Hana
New York City
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
Colo2022, Sep 2026
Amazing drive to Hana
Lorenzo was our private driver and he was amazing. We loved all the stops and food. The vehicle was spacious and comfortable. We probably would not have made to drive on our own.
Read more
Amazing experience!!!
New York City
VIP Private Road to Hana Tour in Cadillac Escalade with Pickup
299mattied, Sep 2026
Amazing experience!!!
We had the best experience with Exclusive! Lance is an amazing guide and by the end of the day you want to invite him to Sunday dinner! So informative about the islands history and culture, very accommodating and is a wonderful driver. We felt very safe. Can’t wait for our next visit so we can book another tour!
Read more
Excellent Road to Hana experience
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Z9063HXpaull, Sep 2026
Excellent Road to Hana experience
Alec gave us an awesome experience on our road to Hana trip. It was super nice to have such an experienced driver with lots of local knowledge so we could look out at everything without worrying about driving. We took a few small hikes that you would not know anything was there like the bamboo forest trail to a waterfall. He worked very hard to take some amazing photos of us from unique angles, and poses that will help us remember the day. He also had lots of knowledge of the plants to answer our questions. Overall an excellent experience and higly recommended.
Read more
Great Aloha Adventure
New York City
Epic Waterfall Adventure, the Best of Maui
Felix_L, Sep 2026
Great Aloha Adventure
It was amazing tour our guide Stevin was great we really enjoyed everything it was amazing adventure thank you Stevin thank you for being a great guide and also very knowledgeable. God bless brother 🙏
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
Best way to see Road to Hana with an older couple
New York City
Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles
139tandyr, Sep 2026
Best way to see Road to Hana with an older couple
This is a wonderful way to get a taste of the natural beauty of Maui, regardless of age! Our guide, Yvonne, was knowledgeable, pleasant, conscientious, and patiently kind with us older folks ( in our 60s and 90s). We saw many hidden gems that would have been missed if we had driven the road ourselves, including hidden waterfalls, rainbow eucalyptus trees, a cacao farm, a delicious ice cream stand, a black sand beach, a red sand beach, and a beach filled with giant sea turtles. What was also impressive was Yvonne’s ability to navigate the narrow roads and single- lane bridges with competent dexterity. All in all, it was a very pleasant and informative day, and we certainly appreciate Maui more now!
Read more
Have them drive so you can enjoy the ride!
New York City
Half Day Private Road to Hana Tour with Pickup
Jamie_B, Sep 2026
Have them drive so you can enjoy the ride!
This is a beautiful winding ride through the jungle. It is best to let someone local who knows the road do the driving so you can just enjoy the views of the flora, fauna and lovely waterfalls. Our driver Nick knew the best spots and was knowledgeable about all the places we were seeing. We would definitely do it again!
Read more
Tour of Maui
New York City
Perfect Customized Day on Maui with Private Tour Guide
BoardingPass777202, Aug 2026
Tour of Maui
Our guide Ellie was amazing , informative & fun! We really enjoyed our all day trip in Maui with her! I really appreciated her response before tour & catering to what we wanted to do!
Read more
Thank you John for helping us survive the Road to Hana!
New York City
Half Day Private VIP Road to Hana Tour
christinenL8245SU, Aug 2026
Thank you John for helping us survive the Road to Hana!
We had a wonderful experience with John who led us on the road to Hana! We are a big family of 7, so having a private car made the journey comfortable and enjoyable. John provided many snacks, drinks, phone chargers and more! He was incredibly knowledgeable of the island’s history and culture. We loved being able to hear stories of Maui alongside seeing amazing landmarks. Thank you John for a wonderful day! We will definitely come back again!
Read more
Looking for a great way to experience the Road to Hana - look no further
New York City
Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles
Freedom777347, Aug 2026
Looking for a great way to experience the Road to Hana - look no further
If you’re looking for a great way to experience the Road to Hana , this is it. Want to experience the Road to Hana on your terms, this is it. We were able to tailor the tour for our needs and our tour guide was amazing. Thank you Danielle you really made the trip amazing. We didn’t feel rushed and every time we made a change, you didn’t blink an eye and was able to accommodate each and every change! You are wonderful!!
Read more
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