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Maui Walking & Biking Tours

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Maui Activities

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Private Luxury Hana Tour in 7 Passenger SUV

My name is Kai Funes Smith, I am a 5 star rating tour driver on the island Maui. What makes my tour unique is I …More

5.0 (1)

Private Luxury Hana Tour in 7 Passenger SUV

My name is Kai Funes Smith, I am a 5 star rating tour driver on the island Maui. What makes my tour unique is I...

7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,450
Experience the soul of Maui: Tours led by Maui's own!

Escape the crowds and experience the legendary Road to Hāna like never before! As a Hawaiian-owned private tour company, we offer an exclusive, immersive, and …More

Experience the soul of Maui: Tours led by Maui's own!

Escape the crowds and experience the legendary Road to Hāna like never before! As a Hawaiian-owned private tour company, we offer an exclusive, immersive, and...

7 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,334
Maui Hi Flying Dress Private Photoshoot Experience

Aloha! If you're looking for an incredible experience and fabulous photography, look no further than the Hi Flying Dress Photoshoot Experience. We are Maui's first …More

5.0 (18)

Maui Hi Flying Dress Private Photoshoot Experience

Aloha! If you're looking for an incredible experience and fabulous photography, look no further than the Hi Flying Dress Photoshoot Experience. We are Maui's first...

1 hour • Free Cancellation
5.0 (18)
from
$895
Maui Vanilla Farm Private Tour

Discover the sweet world of vanilla. Enjoy a delightful journey through the farm, learning about the vanilla cultivation process while savoring homemade vanilla limeade and …More

Likely to Sell Out
Likely to Sell Out
5.0 (16)

Maui Vanilla Farm Private Tour

Discover the sweet world of vanilla. Enjoy a delightful journey through the farm, learning about the vanilla cultivation process while savoring homemade vanilla limeade and...

1 hour 30 minutes • Free Cancellation
5.0 (16)
from
$750
Personalized Retreat day

Renew, Revive and Nourish Yourself, you deserve it! This is a one of a kind Hawaiian Cultural Experience. You will visit sacred Hawaiian sights, Get …More

5.0 (4)

Personalized Retreat day

Renew, Revive and Nourish Yourself, you deserve it! This is a one of a kind Hawaiian Cultural Experience. You will visit sacred Hawaiian sights, Get...

3 to 5 hours • Free Cancellation
5.0 (4)
from
$655
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and …More

5.0 (6)

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 day • Free Cancellation
5.0 (6)
from
$541
Maui Haleakala Volcano Summit Slingshot Tour from Kihei

Embark on an unforgettable adventure with our Maui Haleakala Volcano Summit Slingshot Tour from Kihei! Feel the thrill as you drive the powerful and fun …More

5.0 (1)

Maui Haleakala Volcano Summit Slingshot Tour from Kihei

Embark on an unforgettable adventure with our Maui Haleakala Volcano Summit Slingshot Tour from Kihei! Feel the thrill as you drive the powerful and fun...

1 day • Free Cancellation
5.0 (1)
from
$524
Romantic Private Stargazing Experience in Maui

Your romantic tours are private tours. Your very personable astronomy guide shares Hawaiian mythologies and star names. There is ample time to look through the …More

5.0 (2)

Romantic Private Stargazing Experience in Maui

Your romantic tours are private tours. Your very personable astronomy guide shares Hawaiian mythologies and star names. There is ample time to look through the...

1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$500
Maui Coast Slingshot Tour from Kihei

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most …More

5.0 (4)

Maui Coast Slingshot Tour from Kihei

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most...

8 hours • Free Cancellation
5.0 (4)
from
$496
Maui Coast Slingshot Private Tour from Lahaina

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most …More

5.0 (1)

Maui Coast Slingshot Private Tour from Lahaina

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most...

8 hours • Free Cancellation
5.0 (1)
from
$485
Fun Mountain Bike riding on trails in Maui Hawaii!

Experience Maui Mountain Biking! Maui's finest singletrack adventure. Rides take place in a rarely seen part of Maui's Haleakala slopes. The location is a special, …More

4.7 (13)

Fun Mountain Bike riding on trails in Maui Hawaii!

Experience Maui Mountain Biking! Maui's finest singletrack adventure. Rides take place in a rarely seen part of Maui's Haleakala slopes. The location is a special,...

3 hours • Free Cancellation
4.7 (13)
from
$350
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 …More

4.9 (373)

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 (373)
from
$349
Road To Hana Captured In Photography and Video

A visit to Maui would be incomplete without doing the Road to Hana. However, most visitors don't get the best experience because they waste time …More

5.0 (2)

Road To Hana Captured In Photography and Video

A visit to Maui would be incomplete without doing the Road to Hana. However, most visitors don't get the best experience because they waste time...

9 hours • Free Cancellation
5.0 (2)
from
$345
Haleakala Sunrise Best Guided Bike Tour with Bike Maui

Experience one of nature's most memorable moments: Sunrise atop Haleakala! After sunrise, you begin the guided biking adventure at 6,500 ft. elevation just outside of …More

4.7 (280)

Haleakala Sunrise Best Guided Bike Tour with Bike Maui

Experience one of nature's most memorable moments: Sunrise atop Haleakala! After sunrise, you begin the guided biking adventure at 6,500 ft. elevation just outside of...

8 hours • Free Cancellation
4.7 (280)
from
$318
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 …More

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
$279
Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1

Our most popular Haleakala Bike Tour for over 30 years. A visit to the summit of Haleakala National Park to watch the sunrise, followed by …More

4.7 (247)

Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1

Our most popular Haleakala Bike Tour for over 30 years. A visit to the summit of Haleakala National Park to watch the sunrise, followed by...

7 hours • Free Cancellation
4.7 (247)
from
$279

Frequently Asked Questions

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

Recent activity reviews
Fantastic!
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
four4jake, Sep 2026
Fantastic!
We had an awesome time with Alec. He took us to more remote places which made the experience so worth while. Fun fun for our final day in Hawaii! Thank you for making memories with us
Read more
Alec #1 - Jungle Tour
New York City
Road To Hana: Maui Waterfall Hiking Tour in Private Jeep
Vacationer239911, Sep 2026
Alec #1 - Jungle Tour
What a great day cruising through the road to Hana. Alec was very knowledgeable & entertaining. We all felt like we were just hanging with a friend. Doing a private tour is the way to do it & I highly recommend booking with Alec. It is absolutely gorgeous, the views are breathtaking & the love of the island only increases with the opportunity to see this side. Thank you Alec for sharing your day with us & being part of our family!!!! We WILL see you again! Mahalo❣️❣️
Read more
New appreciation of Vanilla
New York City
Maui Vanilla Farm Private Tour
carriegO9570CA, Sep 2026
New appreciation of Vanilla
The beautiful farm, delicious tastings and Candace and Clay's knowledge made this an amazing experience! We will definitely be adding this to our must do on Maui list.
Read more
Seeing the wonders of the night sky from Maui
New York City
Romantic Private Stargazing Experience in Maui
Nomad64501293943, Sep 2026
Seeing the wonders of the night sky from Maui
Our evening of stargazing with Donna and Scott was among the best experiences of our three weeks in Hawaii. Good weather and dark sky conditions at the viewing site enabled us to see the Milky Way clearly overhead. After introducing us to the main visible constellations, Donna used her wonderful easy viewing telescope to show us individual stars, binary stars, star clusters, and other celestial phenomena, including the light from a galaxy beyond our own. Her educational commentary included the ancient Polynesian voyagers and their skill at using the night sky to guide them among the islands of the Pacific Ocean. Anyone with an interest in science who has an opportunity to visit Maui should not miss an evening of stargazing with Donna and her great telescope.
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
A must if you visit Maui!
New York City
Haleakala Sunrise Best Guided Bike Tour with Bike Maui
chrissysG8634HZ, Sep 2026
A must if you visit Maui!
This was amazing! Watching the sunrise above the clouds was so beautiful. Our driver was great and gave us a lot of information about the area. The bike ride was definitely a highlight for me. Riding through the beautiful scenery was something I will never forget.
Read more
Fantastic
New York City
Maui Vanilla Farm Private Tour
V4021YVdavidc, Sep 2026
Fantastic
Wonderful people and amazing product!
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
Great family experience
New York City
Haleakala Sunrise Best Guided Bike Tour with Bike Maui
Adam_H, Aug 2026
Great family experience
Very friendly and knowledgeable staff, made sure that we all felt very comfortable. Despite the varied level of biking skills, catered to all our needs. Loved the share of Hawaiian culture and vegetation.
Read more
Must do!
New York City
Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1
Julie_M, Jul 2026
Must do!
Such a great experience. Totally worth waking up at 1am on vacation. Sunrise was beautiful. Bike ride was super fun. We were able to get three runs in and what a blast.
Read more
Mountain riders sunrise and bike ride
New York City
Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1
Erin_O, Jul 2026
Mountain riders sunrise and bike ride
Dress warm for the sunrise. Bike ride was a fun experience. The entire mountain riders team were friendly and knowledgable.
Read more
Best day trip for 2 in Maui
New York City
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Shaun_M, Jun 2026
Best day trip for 2 in Maui
Amazing experience! 10/10! The views were pristine! So much fun to drive! Renting the slingshot was the highlight of our trip!
Read more
The Perfect Day!
New York City
Road To Hana Captured In Photography and Video
Barbara F, May 2026
The Perfect Day!
Absolutely perfect day on the Road to Hana. Henry was the perfect guide( and driver!) with so much knowledge of the island and the people. It truly was an adventure… swimming under a waterfall, bodysurfing at a beautiful, quiet beach, “not the usual” farm stand stop, and so much more. I cannot imagine driving this road on our own as it has so many narrow and “blind” turns. The added bonus was a great video and photos that Henry captured along the way. This outing was top highlight of trip to Maui. Thank you Henry!!!
Read more
Slingshot best for road to Hana
New York City
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Stephen_G, May 2026
Slingshot best for road to Hana
Excellent way to take the drive to Hana, handles better than most cars. Feeling of being full immersed with the rain forest and the road. Would recommend being prepared for any weather as it can change quickly.
Read more
Awesome!!
New York City
Romantic Private Stargazing Experience in Maui
Claudia O, May 2026
Awesome!!
We had an awesome trip to the Planets , Stars and Galaxies with Donna & Scott !! Very educational and amazing trip to the universe and what lies beyond’ our eye‘s vision and imagination! Thanks for a wonderful experience and evening out stargazing Maui‘s night sky! Mahalo! Love to be back some day!PS- thanks for the tips how to get our own telescope calibrated 😀🌺
Read more
Good time in wet weather
New York City
Fun Mountain Bike riding on trails in Maui Hawaii!
Michael_B, Mar 2026
Good time in wet weather
Sick! Good time in wet weather. Rob knows his stuff! great bikes. New trails - lots of slick roots! .
Read more
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