Maui Adrenaline & Extreme

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Maui Activities

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Private Charter 12 Passenger X-Treme Vessel 3 Hours
Likely to Sell Out
Likely to Sell Out
4.7 (11)

Private Charter 12 Passenger X-Treme Vessel 3 Hours

Travel & Hospitality Award Winner, BBB A+ Rated, Winner of  and 2018 Certificate of Excellence Cool Hawaii Award....

3 days 4 hours • Free Cancellation
4.7 (11)
from
$2,300
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
5.0 (4)

Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour

Embark on an unforgettable adventure with our Open-Air Jeep tour, starting along the legendary Road to Hana and culminating in a breathtaking sunset at Haleakalā....

8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,990
Maui Private Surf Retreat Professional Coaching
5.0 (2)

Maui Private Surf Retreat Professional Coaching

What sets Maui Surf Retreat apart is your intimate personalized experience. You"ll surf alongside professional surfer Zack Howard in a private setting with coaching tailored...

4 hours • Free Cancellation
5.0 (2)
from
$1,600
Private Redwood Forest Hiking Tour

Private Redwood Forest Hiking Tour

Discover the serene beauty of Maui on an exclusive private tour of the Sequoia Redwood Forest. This luxurious journey includes round-trip transportation from Kahului Park...

6 hours • Free Cancellation
from
$1,565
Private East Maui Hiking Experience

Private East Maui Hiking Experience

Nestled along the renowned Hāna Highway, escape into Maui’s untouched rainforest. As you journey to this serene trail, watch the landscape shift into a world...

5 hours • Free Cancellation
from
$1,461
Private Pipiwai Trail Maui Open-Air Jeep Tour

Private Pipiwai Trail Maui Open-Air Jeep Tour

Discover the breathtaking beauty of Maui on our exclusive open-air Jeep tour of the iconic Road to Hana and the stunning Pipiwai Trail! This luxurious...

6 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,400
Maui to Big Island : Big Island Volcano Helicopter Tour & Ground Tour
5.0 (1)

Maui to Big Island : Big Island Volcano Helicopter Tour & Ground Tour

This is the best way to see the most active volcano in the world. This tour will fly you over to the Big Island for...

11 hours
5.0 (1)
from
$1,400
3-Day Private Kiteboarding Course at Kanaha Beach in Kahului
5.0 (2)

3-Day Private Kiteboarding Course at Kanaha Beach in Kahului

This 3-lesson course includes 9.0 hours of private kiteboarding instruction spread over three days. This is a discounted package. This course is the fast track...

3 days • Free Cancellation
5.0 (2)
from
$1,371
Road to Hana Halfway Tour

Road to Hana Halfway Tour

Your adventure begins with complimentary round trip transportation from the lobby of your resort. Sit back, relax and enjoy the comfort of your air-conditioned luxury...

6 to 7 hours • Free Cancellation
from
$1,356
Private Upcountry Hiking Tour

Private Upcountry Hiking Tour

Venture into the serene upland forests of Maui, where the vibrant coastlines give way to the cool embrace of majestic trees and lush greenery. This...

5 hours • Free Cancellation
from
$1,356
Private Intro or Refresher Dive Kaanapali
Likely to Sell Out
Likely to Sell Out
5.0 (21)

Private Intro or Refresher Dive Kaanapali

In business since 2002. Rated #1 Scuba Company with Cool Hawaii reviews in Lahaina, Kaanapali, and holding a 5 Star Rating since 2011.. Private scuba...

2 hours • Free Cancellation
5.0 (21)
from
$829
Pelagic Kayak Fishing Charter Lahaina
5.0 (10)

Pelagic Kayak Fishing Charter Lahaina

Craving a different kind of fishing adventure? Ditch the boats! Reel in the catch of your lifetime from a KAYAK. These Two-Person Pedal Drive Kayaks...

4 hours • Free Cancellation
5.0 (10)
from
$775
The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui
5.0 (5)

The Ultimate Road to Hana Slingshot Adventure from Lahaina 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 (5)
from
$584
Haleakala Volcano Slingshot Tour from Lahaina
5.0 (18)

Haleakala Volcano Slingshot Tour from Lahaina

Experience the thrill of driving a Polaris Slingshot as you traverse the winding roads to the top of the magnificent 10,000 foot Haleakala Volcano. Soak...

1 day • Free Cancellation
5.0 (18)
from
$577
The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
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
Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour
5.0 (13)

Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour

Explore the natural beauty of the Hawaiian Islands on a 3-island aerial adventure over Maui, Molokai and Lanai. Experience breathtaking views of West Maui and...

1 hour 5 minutes
5.0 (13)
from
$529

Frequently Asked Questions

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

Recent activity reviews
Excellent dive outfit in Maui!
New York City
Private Intro or Refresher Dive Kaanapali
350jayh, Aug 2026
Excellent dive outfit in Maui!
What a great experience. I co-ordinated with Ty who was friendly and helpful. Then my dives were with Austin. My first dive i was rusty as I had not been for a while, but it was a good experience as it was my child's intro dive. The second dive I was smooth again and what a magnificent dive. Dozens of turtles, stunning reef and endless variety of sea life. Austin is a cool guy and was calm, experienced and also helpful.Would recommend this outfit to anyone looking to dive in Maui. Would also recommend Maui!
Read more
Awesome fishing with a local guide
New York City
Pelagic Kayak Fishing Charter Lahaina
blakee743, Jun 2026
Awesome fishing with a local guide
Awesome opportunity to get out and fish with a local who knows the waters. I’ve never fished from a kayak before, let alone in the ocean, so cool! We’re eating good this week.
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
Unforgettable!
New York City
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
Steven_I, May 2026
Unforgettable!
We will never forget our day on the road to Hana with Patricia. We saw some breath taking sites. Patricia knew exactly where to stop and was extremely knowledgeable. We got many beautiful pictures and many cherished memories. Banana bread, coffee, ice cream and huli huli chicken were great! After a long day in the road to Hana we ventured up to the top of Haleakala. We had never seen a sunset as beautiful as that, it was almost spiritual. We spent 12 hours together and Patricia was amazingly patient, knowledgeable and charismatic. This was an amazing day. We highly recommend this tour and our tour guide Patricia.
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
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour
Naveen_S, May 2026
Awesome
No Brainer , just go for it . Patricia is excellent , very knowledgeable and plan the itinerary based on what we wanted to visit.
Read more
We can’t wait to do it again!!!
New York City
Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour
jennisonke, Apr 2026
We can’t wait to do it again!!!
From the moment we made our booking - I knew we were in good hands - Joshua called us and sent emails and texts to keep us updated on weather possibilities and reminders. Our arrival was seamless and quick. Our pilot Nick Taylor was so amazing and knowledgeable. He answered all our questions, and our 9 year old granddaughter asked a lot of questions!!! Our tour took us to 3 islands, we saw 5 whales, dolphins playing with whales, waterfalls and all the best surf spots!!! We ended our tour feeling so blessed and can’t wait to come back and do it again!!!!
Read more
Amazing!!
New York City
The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui
Laura_M, Mar 2026
Amazing!!
Don’t rely on the gps as it did not work. There is also no cell service on most of the route. If I was going to do it again, I would print out my route including distance between points. It all worked out and was amazing, I just wish we had been more prepared.
Read more
Best experience in Hawaii
New York City
Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour
kanglail, Jan 2026
Best experience in Hawaii
It was an unforgettable experience for a lifetime. Mountains, waterfalls, seas, rainbows, whales and the gorgeous cliffs of Molokini. And the captain's pronunciation was easy for foreigners to understand and made fun.
Read more
As an angler from the mainland, you may have caught these types of fish before but not like this!
New York City
Pelagic Kayak Fishing Charter Lahaina
J2952RGrobw, Dec 2025
As an angler from the mainland, you may have caught these types of fish before but not like this!
What an amazing experience! I reached out the guide to book a last minute trip with a very good friend of mine. The guide, responded later that evening to confirm availability, favorable weather forecast and where to meet in the morning...The next morning, he loaded the kayaks and we were on our way out to sea in the dark. We navigated around some shallow reefs as not to damage the reef or the pedal drive kayaks. The next thing you know we are hunting pre-dawn baits including ballyhoo and flying fish to use as live bait. As dawn approached we started jigging sabiki rigs for mackerel to also use as live bait. Once we had sufficient baits, our guide rigged a couple of rods so we could troll the live baits we caught earlier and we peddled off into beautiful deep blue water where we could see the Big Island in the distance as well as breaching whales. It took a little while but we managed to hook a beautiful Mahi Mahi. Now this is where things are truly different than your traditional fishing charter on a sport fishing boat. On those boats, the mate will hook the fish and you just reel in the fish. On this adventure, your guide is not on your kayak with you which means you get to hook the fish, you get to fight the fish, adjust the drag and you get to land the fish (the guide will help you with this but our fish was uncooperative so we managed to do it ourselves).Being inches from the ocean surface on a stable kayak with the possibility of hooking a marlin, wahoo, mahi or tuna is very exciting. The possibility of catching something amazing is the fuel to keep your legs pedaling for hours. Anyway, I wish I had more time on the island as I would do it again. I highly recommend this company and will do this again when I visit Maui.
Read more
Mountain ride
New York City
Haleakala Volcano Slingshot Tour from Lahaina
Tammy_F, Sep 2025
Mountain ride
The ride overall was very fun! For anyone going up the mountain, the rain was real intense and cloud cover makes it difficult to see. Dress in layers, wear long sleeves, have a rain coat, have some sort of eye protection for rain visibility. If you know how to drive a manual car ask for the manual slingshot. Manager was an awesome guy! Would do it again!
Read more
Road to Hana with slingshots
New York City
The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui
V787ULsylviad, Jul 2025
Road to Hana with slingshots
Great EN breathtaking! We rented EN 2 slingshots for 8 hours and saved DE Road to Hana EN through the rough part and through the rainforest. Beautiful viewpoint EN and beautiful waterfalls!
Read more
10/10 Recommend
New York City
Haleakala Volcano Slingshot Tour from Lahaina
Natalie_S, Jan 2025
10/10 Recommend
Such a fun experience! We took the Slingshot to the top of Haleakala We ran into rain on the way back down and a bit in upcountry, but that made the experience all the more memorable. The only caveat I would give is that the GPS in the Slingshot isn't great. It had us turning on dead-end roads a couple of times, but if you have Waze or another app, you'll be fine.
Read more
BEST surfschool in Maui.
New York City
Maui Private Surf Retreat Professional Coaching
MaleneBrink, Oct 2024
BEST surfschool in Maui.
If you’re going to surf Maui, you should definitely choose Zack Howards surf. Zack’s wife Sarah was our surf instructor. Completely fantastic woman with a lot of patience for us two new surfers. She was so good at telling us what to do and good at finding the right wave. If you could give 6 stars on Cool Hawaii I would have done this.
Read more
Awesome Dives with Sam In2Scuba
New York City
Private Intro or Refresher Dive Kaanapali
stephensV1483SM, Oct 2024
Awesome Dives with Sam In2Scuba
Had a great time on a couple dives with Sam. We dove Airport Beach and the Mala Wharf. Saw a lot of sea life including white tipped reef sharks, turtles, rays, eels and all kinds of fish. He was super chill and easy to get along with. Very knowledgeable and willing to answer any questions we had. The gear worked great as well. Highly recommend Sam and In2Scuba, they were great communicators and the paperwork and scheduling was a breeze. Thank You!
Read more
Best surfing experience in Maui as a first timer
New York City
Maui Private Surf Retreat Professional Coaching
KatieAB6, Jun 2024
Best surfing experience in Maui as a first timer
My husband and I had an incredible time learning how to surf in Maui thanks to Zach and his wife Sarah. Highly recommend learning from them!
Read more
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