Maui Private Sightseeing Tours

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Maui Activities

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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 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
Private Haleakala Summit & Stroll from Kahului
Likely to Sell Out
Likely to Sell Out
5.0 (69)

Private Haleakala Summit & Stroll from Kahului

Personalized tours ensure a relaxed and easeful day. Let us handle the logistics, you enjoy the ride. Our private setting supports an intimate experience and...

5 hours • Free Cancellation
5.0 (69)
from
$359
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
Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!
5.0 (63)

Maui Whale Watching -PRIVATE- Air Tour: (2-5 People): SEE WHALES!

Enjoy Maui’s #1 Ranked Outdoor Activity and ONLY *Private* Air Tour! As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a...

1 hour • Free Cancellation
5.0 (63)
from
$420
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
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 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-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
4.9 (48)

Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)

Enjoy Maui's Only Private Air Tour Plane Made of Metal & with Non-Tinted Panoramic View Windows for Crystal Clear Clarity!  As Seen on HGTV's 'Hawaii Life':...

1 hour • Free Cancellation
4.9 (48)
from
$380
Private Road to Hana Maui Open-Air Jeep Tour
5.0 (40)

Private Road to Hana Maui Open-Air Jeep Tour

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

7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (40)
from
$1,399
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
Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!
5.0 (31)

Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!

Explore the stunning landscapes of Maui on a private air tour, soaring over dramatic volcanoes, lush jungles, and captivating waterfalls. This exclusive experience allows you...

1 hour • Free Cancellation
5.0 (31)
from
$420
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
Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini
Likely to Sell Out
Likely to Sell Out
5.0 (21)

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit...

3 hours • Free Cancellation
5.0 (21)
from
$2,867
Private Road to Hana Rainforest & Waterfall Experience from Maui
Likely to Sell Out
Likely to Sell Out
5.0 (21)

Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (21)
from
$1,200
Private Road To Hana Tour with Professional Photos Included
5.0 (19)

Private Road To Hana Tour with Professional Photos Included

Not only will you get professional photos and videos, but you will get a guide who wants to show you the real jungle. Get past...

8 to 10 hours • Free Cancellation
5.0 (19)
from
$525

Frequently Asked Questions

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

Recent activity reviews
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 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
Amazing
New York City
Maui-PRIVATE-Air Tour: Volcano Lava & Jungle Waterfalls (2-5 Max)
johnjQ300VQ, Sep 2026
Amazing
Flight was perfect. Experience with Eric was super smooth. For my first time flying non-commercial ever, Eric made everything feel extremely comfortable and inviting and has great knowledge of the island. Highly recommend with family and friends.
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
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 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
Magical Maui tour
New York City
Private Road to Hana Maui Open-Air Jeep Tour
naomifR1588LE, Sep 2026
Magical Maui tour
We did two tours with Vicente, and it were the best tour experiences we ever had.Vicente shared history, background information and fun facts during the tour with us. He showed us all kinds of flowers and plants while passing by on the road to Hana. He knows where are delicious lunch and dinner places. He is super professional, thoughtful in every way and a fantastic, versed driver. We felt welcomed, safe and in good hands all time.
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
Our Road to Hana tour was...
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Cathy_S, Aug 2026
Our Road to Hana tour was...
Our Road to Hana tour was absolutely amazing! 🌺 Our guide Malu was incredibly knowledgeable, friendly, and made the experience even more memorable. We learned so much along the way and enjoyed every moment. And Miko the doggy passenger was just adorable! Highly recommend this tour to anyone visiting Maui! Only one final note- the road is like a roller coaster so you may need Dramamine.. our guide was prepared! 🌴✨
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
Lovely experience!
New York City
Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!
P2090TYdominiqueb, Jul 2026
Lovely experience!
Me and my family were very happy with our guide. He made it even more entertaining and helped me feel more comfortable while I was nervous.
Read more
Stop scrolling, pick this tour, ask for Travis
New York City
Private Unique Road to Hana Adventure
j_foster1234, Jul 2026
Stop scrolling, pick this tour, ask for Travis
Our tour guide Travis was amazing. Funny, knowledgeable and very good at offering options specific to our family and how we felt in the moment. The roads are very windy (600 switchbacks) but I never felt like we were in an unsafe situation, even when he had to back up or maneuver in tight circumstances - I felt that my family and I were very safe. Ask for Travis. He also knows a lot about Hawaiian culture, my husband, teen and 20 year old really enjoyed themselves. And so did I!
Read more
Amazing experience
New York City
Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
gauravbR6644HR, Jul 2026
Amazing experience
Had an Amazing experience with the plane ride. Pilot was very friendly. Comfortable experience from takeoff to landing. Would happily fly again.
Read more
Amazing
New York City
Private Road to Hana Maui Open-Air Jeep Tour
Jonathan_P, Jul 2026
Amazing
Andrea was amazing and really showed us everything. Amazing time was had by all and the memory will last a lifetime
Read more
Husband birthday gift.
New York City
Maui-PRIVATE-Air Tour: SKY-ROAD to HANA: Lava+ Jungle Waterfalls!
cesarinak2023, Jul 2026
Husband birthday gift.
Best experienced ever. My husband always wanted to ride a helicopter. So for his 49th birthday i surprise him witha hands on tour. 100% recommend this tour our pilot Erick was awesome.
Read more
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