Cool Hawaii
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Groups About Contact
Start your search
Change your search
Place or activity
Select Dates

Hawaii Walking Tours

181 Results
Sort by:
Traveler Rating
Filter
Languages Clear
Time of Day Clear
148
99
64
Duration Clear
31
107
67
7
0
Price Clear
$0 $500+
Rating Clear
128
168
176
Specials Clear
167
38
3
69
5
Features Clear
39
80
165
4
96
18
Accessibility Clear
42
102
149
Families Clear
97
91
37

Hawaii Activities

Attractions

Guides

Calendar

Tropical Fruit Tasting Experience

Discover the vibrant world of dragonfruit and other tropical delights on a guided walking tour at our farm. Learn about the cultivation of various exotic …More

Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (2)

Tropical Fruit Tasting Experience

Discover the vibrant world of dragonfruit and other tropical delights on a guided walking tour at our farm. Learn about the cultivation of various exotic...

1 hour • Free Cancellation
5.0 (2)
from
$47
Herbal Tea Tasting Tour at Maui Dragonfruit Farm

Discover the rich flavors and health benefits of Hawaiian herbal teas on this delightful tour at the Maui Dragonfruit Farm. Begin with an introduction to …More

Maui, USA
5.0 (2)

Herbal Tea Tasting Tour at Maui Dragonfruit Farm

Discover the rich flavors and health benefits of Hawaiian herbal teas on this delightful tour at the Maui Dragonfruit Farm. Begin with an introduction to...

1 hour • Free Cancellation
5.0 (2)
from
$47
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

Maui, USA
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
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

Maui, USA
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
Heritage Trail: A Private Walk Through Honolulu’s Royal Legacy

Skip the crowds this is a private tour for your group only! Heritage Trail: A Walk Through Honolulu’s Royal Legacy” is a walking tour designed …More

Oahu, USA
5.0 (2)

Heritage Trail: A Private Walk Through Honolulu’s Royal Legacy

Skip the crowds this is a private tour for your group only! Heritage Trail: A Walk Through Honolulu’s Royal Legacy” is a walking tour designed...

5 hours • Free Cancellation
5.0 (2)
from
$219
Island of the Gods: Stories of Wao Kanaka

Hawaii’s culture is richer than you might think, and darker than the ocean is deep. Honolulu Haunts reveals the history of the Hawaiian Kings and …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (1)

Island of the Gods: Stories of Wao Kanaka

Hawaii’s culture is richer than you might think, and darker than the ocean is deep. Honolulu Haunts reveals the history of the Hawaiian Kings and...

1 hour • Free Cancellation
5.0 (1)
from
$26
Meditative Journey through Hilo Gardens

Take a moment for Yourself. . . at the beautiful Liliuokalani gardens, pause, reflect and gain personal insight; in this small group immersive experience. Connect …More

Hilo, USA
5.0 (1)

Meditative Journey through Hilo Gardens

Take a moment for Yourself. . . at the beautiful Liliuokalani gardens, pause, reflect and gain personal insight; in this small group immersive experience. Connect...

2 to 3 hours • Free Cancellation
5.0 (1)
from
$45
South-East Oahu Adventure Private Tour

See the secrets of Oahu through the eyes of a local guide! Born and raised on the island, Shane provides a personalized experience in a …More

Honolulu, USA
5.0 (1)

South-East Oahu Adventure Private Tour

See the secrets of Oahu through the eyes of a local guide! Born and raised on the island, Shane provides a personalized experience in a...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$160
Mindful Meditation and Dharma Talks around the Big Island

We are visiting a variety of the most beautiful and inspiring locations that the Big Island has to offer. At each location guests can either …More

Hilo, USA
5.0 (1)

Mindful Meditation and Dharma Talks around the Big Island

We are visiting a variety of the most beautiful and inspiring locations that the Big Island has to offer. At each location guests can either...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$129
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

Kihei, USA
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
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

Maui, USA
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
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

Maui, USA
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
Official Pearl Harbor Admiral's VIP Package: Multimedia & VR

Experience Pearl Harbor in a deeper, more immersive way with our VIP package. Bringing together our self-guided multimedia tour featuring 29 stops across the Visitor …More

Oahu, USA
5.0 (1)

Official Pearl Harbor Admiral's VIP Package: Multimedia & VR

Experience Pearl Harbor in a deeper, more immersive way with our VIP package. Bringing together our self-guided multimedia tour featuring 29 stops across the Visitor...

1 to 3 hours • Free Cancellation
5.0 (1)
from
$35
Unique Zombie Survival Scavenger Hunt in Honolulu, HI

This experience is unique for its unmatched flexibility and strong emphasis on group interaction. It’s not bound to a fixed schedule or route, allowing groups …More

Oahu, USA
5.0 (1)

Unique Zombie Survival Scavenger Hunt in Honolulu, HI

This experience is unique for its unmatched flexibility and strong emphasis on group interaction. It’s not bound to a fixed schedule or route, allowing groups...

1 hour • Free Cancellation
5.0 (1)
from
$20
Cultural Stewardship in Waipiʻo Valley PRIVATE

Pohaha I Ka Lani invites visitors to go beyond sightseeing and step into authentic Hawaiian culture through hands-on experiences in Waipiʻo Valley. Guided by cultural …More

Big Island of Hawaii, USA
5.0 (1)

Cultural Stewardship in Waipiʻo Valley PRIVATE

Pohaha I Ka Lani invites visitors to go beyond sightseeing and step into authentic Hawaiian culture through hands-on experiences in Waipiʻo Valley. Guided by cultural...

4 hours • Free Cancellation
5.0 (1)
from
$1,075
Hands-On Coffee Brewing and Goat Feeding Tour at Rising Kona

Morning tranquility awaits at Rising Kona Coffee Farm, where coffee lovers get hands-on with their brew. Start with a tasting of chocolate-covered Kona peaberries before …More

Big Island of Hawaii, USA
5.0 (1)

Hands-On Coffee Brewing and Goat Feeding Tour at Rising Kona

Morning tranquility awaits at Rising Kona Coffee Farm, where coffee lovers get hands-on with their brew. Start with a tasting of chocolate-covered Kona peaberries before...

1 hour 15 minutes • Free Cancellation
5.0 (1)
from
$25

Frequently Asked Questions

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

Recent activity reviews
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
Amazing adventure!!!
New York City
Cultural Stewardship in Waipiʻo Valley PRIVATE
sandrahC1725LV, Aug 2026
Amazing adventure!!!
Hawaii was everything we hoped it would be and so much more.We zip-lined through the trees, explored coffee farms and volcanoes, experienced a beautiful luau, enjoyed a sunset dinner cruise, traveled through incredible microclimates, and eaten some of the best food we’ve ever had. Every day was an adventure.But on our last day of our vacation, we were reminded that the most meaningful experiences aren’t always the ones you can plan.We had the privilege of participating in a stewardship program with this nonprofit dedicated to preserving Hawaii’s ancient lands, including the sacred Valley of the Kings on the Big Island. Guided by Native Hawaiians, we listened to stories passed down through generations and learned how to cultivate taro, the plant used to make poi and one that holds deep cultural significance.Knowing this is a place few people ever get to experience, and only with the guidance of Native islanders, made the day even more special. It was humbling, inspiring, and a powerful reminder that the heart of Hawaii isn’t just found in its breathtaking landscapes, it’s found in its people, traditions, and the care they continue to show for this extraordinary place.What an unforgettable way to end an incredible adventure. We leave with full hearts, wonderful memories, and a deep appreciation for the beauty, history, and spirit of Hawaii. 🌺❤️🙏🏻
Read more
An exceptional coffee farm tour featuring great samples, a resident farm cat, top-tier coffee, and local tips.
New York City
Hands-On Coffee Brewing and Goat Feeding Tour at Rising Kona
Climber67198654775, Jul 2026
An exceptional coffee farm tour featuring great samples, a resident farm cat, top-tier coffee, and local tips.
​This is hands down our absolute favorite coffee farm on the Big Island! What makes this place so special is the atmosphere and the incredible team - the staff were amazingly friendly, helpful, and knowledgeable. ​During our visit we enjoyed a fantastic walkthrough of the property where we learned all about the local plants and the step-by-step process of how their coffee is made. The tasting experience is wonderful featuring delicious coffee samples, chocolate-covered coffee beans and unique local Hawaiian honey. If you want more than a sample you can also order handcrafted coffee and tea drinks. As very selective coffee drinkers we can confidently say the coffee is outstanding - they even sell rare Geisha coffee! ​A special shout-out to the adorable resident cat who wanders around the farm. It is so heartwarming to see how lovingly the staff care for him despite his eye issues from local fire ants.​Pro tip: When you’re inside don’t miss the map on the wall! Scan the QR code to access a numbered guide so you don't miss any fun spots around the island. Be sure to pin where you’re visiting from on their world map and leave a note in the guestbook before you go. We loved everything about our visit and will definitely be back!
Read more
Great experience and great guide
New York City
Tropical Fruit Tasting Experience
Camillaxx, Jul 2026
Great experience and great guide
We had a wonderful experience at Maui Dragonfruit Farm! Our guide, Skylar, was incredibly friendly and knowledgeable, sharing not only information about the delicious fruits but also about the surrounding area and Hawaii’s history.The views were absolutely stunning, and the fruit was the best we’ve ever tasted. We highly recommend this tour to anyone visiting Maui!
Read more
Herbal tea tasting
New York City
Herbal Tea Tasting Tour at Maui Dragonfruit Farm
Jeanette_W, Jul 2026
Herbal tea tasting
Brianna was our guide, she was very knowledgeable about the farm and all the plants. She explained in great detail the benefits of the plants and which plants to use to make herbal teas. The fruit was fresh and delicious. I would recommend this tour, it’s different and enjoyable.
Read more
A lovely farm tour!
New York City
Herbal Tea Tasting Tour at Maui Dragonfruit Farm
Diane_V, Jul 2026
A lovely farm tour!
We had a wonderful farm tour with Alex! We learned about different plants such as the Dragonfruit and other plants that could be made into teas. The views of the ocean were beautiful and we tasted the best fruits ever at the end of the tour, sitting on a lovely patio. Thanks, Alex! Roy and Diane (your new friends from Salt Lake City).
Read more
Educational, pretty scenery, and really great fruit plate to sample!
New York City
Tropical Fruit Tasting Experience
krailean, Jul 2026
Educational, pretty scenery, and really great fruit plate to sample!
What a cool tour! Lots of tropical fruits to see, learn about, and you get to sample a big plate of local exotic fruit!
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
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
Beautiful but Please Respect
New York City
Official Pearl Harbor Admiral’s VIP Package: Multimedia & VR
rhundt67, Apr 2026
Beautiful but Please Respect
When in Honolulu, Pearl Harbor is an absolute must do! While on the boat, they make it VERY clear that you can take photos while on the boat and while at the Memorial, but absolutely NO photos when exiting the boat and entering the Memorial, and I can't even begin to explain the sheer number of people who blatantly disregard the directions. This is a Memorial, a place of remembrance, the final resting place of many so that needs to be respected. Beautiful, historical, and somber in the same sense.
Read more
Best Ghost tour in Hawaii
New York City
Island of the Gods: Stories of Wao Kanaka
Explorer10954758751, Apr 2026
Best Ghost tour in Hawaii
Lacia was amazing! Very knowledgeable and helped us learn a lot about some of the history of Hawaii. Thank you for this awesome tour!
Read more
Relaxing and Transformative
New York City
Meditative Journey through Hilo Gardens
0kapi, Mar 2026
Relaxing and Transformative
I cannot recommend this meditation garden tour enough! From the moment I met JaNeal, I felt all my stress melt away. She is very knowledgeable about the garden, its history, and the surrounding area. The garden has perfect spots for quiet reflection and meditation. I felt that the experience was transformative. If you are looking for a relaxing, nourishing, and spiritually uplifting experience, this is it!
Read more
AMAZING
New York City
Maui Coast Slingshot Private Tour from Lahaina
X1617XVlauriem, Mar 2026
AMAZING
Awesome experience. Our guide Payson took us to amazing sites. We saw a lot of sea life and a turtle 🐢. Highly recommended. Highlight of our trip.
Read more
Henry gave our family the...
New York City
Road To Hana Captured In Photography and Video
Marcus_R, Jan 2026
Henry gave our family the...
Henry gave our family the perfect day out to Hana, highly recommend! From secret spots to history lessons to animal sounds, this trip has it all! He kept the group safe, hydrated and well fed. Can’t wait to see the photos and music video!
Read more
Awesome trip to Hana
New York City
Private Luxury Hana Tour in 7 Passenger SUV
lana_r, Dec 2025
Awesome trip to Hana
Kai was an exceptional guide and host. He kept us entertained the whole trip. He is kind, funny and informative. Book it!
Read more
Slingshot tour & rental was amazingly fun & I would do it again! I’m now spoiled!
New York City
Maui Haleakala Volcano Summit Slingshot Tour from Kihei
Tracy P, Sep 2025
Slingshot tour & rental was amazingly fun & I would do it again! I’m now spoiled!
The slingshot rental to tour the island was the highlight of my trip!!! I experienced the island in the best way! I would definitely book it again!
Read more
Hawaii Activities
Attractions
Guides
Calendar
View more
View more