Maui Outdoor Activities

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Maui Activities

Attractions

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Private Family Surf Lessons on the West Side of Maui
5.0 (2)

Private Family Surf Lessons on the West Side of Maui

Come catch a wave at Maui's premier surf school and ocean experience provider located at Ukumehame Beach on Maui's West side. We specialize in surf...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$165
Private Charter Humpback Whale Watching & Dolphin Search
5.0 (2)

Private Charter Humpback Whale Watching & Dolphin Search

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate...

2 to 8 hours • Free Cancellation
2 to 8 hours • Free Cancellation
2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,993
Private SUV Deluxe Hana Tour Scenic Road Adventure
5.0 (2)

Private SUV Deluxe Hana Tour Scenic Road Adventure

The Private SUV Deluxe Hana Tour offers an exceptional journey along one of the world's most scenic drives, the Road to Hana. Marvel at Maui's...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,000
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
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (2)
from
$1,600
Private Intro to Surfing: Ages 3+ & Safety-First Coaching
5.0 (1)

Private Intro to Surfing: Ages 3+ & Safety-First Coaching

Swell stands out by offering specialized ocean coaching for children as young as 3. Unlike typical lessons that just "push" you into waves, we use...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (1)
from
$100
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
11 hours
11 hours
5.0 (1)
from
$1,400
Private Full-Day of West Maui Guided Sightseeing Tour
5.0 (1)

Private Full-Day of West Maui Guided Sightseeing Tour

In the past, this part of Maui was even considered the capital of the Hawaiian Kingdom. This is where you could find Hawaiian royalty. Today,...

8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
8 hours • Hotel pickup offered
5.0 (1)
from
$659
Hana Tour Private
5.0 (1)

Hana Tour Private

Our Road to Hana tour is completely custom tailored to you with many activities to explore depending on your desires, the weather and your energy...

7 to 8 hours • Free Cancellation
7 to 8 hours • Free Cancellation
7 to 8 hours • Free Cancellation
5.0 (1)
from
$1,000
Private Luxury Hana Tour in 7 Passenger SUV
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
7 to 8 hours • Hotel pickup offered • Free Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,450
Work with Native Reforestation and Polynesian Agriculture in Maui
5.0 (1)

Work with Native Reforestation and Polynesian Agriculture in Maui

Our tours at Kipuka Olowalu connect you to a real local organization dedicated to conserving native Hawaiian plants, cultivating and preserving Polynesian introduced food crops,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,600
Maui Coast Slingshot Private Tour from Lahaina
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
8 hours • Free Cancellation
8 hours • Free Cancellation
5.0 (1)
from
$485
Haleakala Downhill Bike Rentals Summit to Sea
5.0 (1)

Haleakala Downhill Bike Rentals Summit to Sea

Rent a top-of-the-line Mountain Bike and ride down Haleakala, from Summit to Sea! Long considered to be the best adventure in Hawaii, riding a bike...

1 day • Free Cancellation
1 day • Free Cancellation
1 day • Free Cancellation
5.0 (1)
from
$39
Maui Haleakala Volcano Summit Slingshot Tour from Kihei
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
1 day • Free Cancellation
1 day • Free Cancellation
5.0 (1)
from
$524
Lahaina Reef Snorkeling Adventure in Maui
5.0 (1)

Lahaina Reef Snorkeling Adventure in Maui

Discover the vibrant marine life of Olowalu, Lahaina reef in Maui with a personalized snorkeling experience. Your knowledgeable guide will lead you to the best...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (1)
from
$99
Private Charter Sanity Vessel Tour Off Kaanapali Beach to Lanai
5.0 (1)

Private Charter Sanity Vessel Tour Off Kaanapali Beach to Lanai

Unique Private Charter departing from Kaanapali Beach. This Eco Educational Fantasy Tour on Sanity Vessel holds 16 passengers. which is 1/2 capacity due to Covid-19...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$2,875
Sound of the Ocean Whale Watch Sail
5.0 (1)

Sound of the Ocean Whale Watch Sail

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$164

Frequently Asked Questions

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

Recent activity reviews
Excellent Trip to Hana
New York City
Private SUV Deluxe Hana Tour Scenic Road Adventure
Inspire44151270692, Sep 2026
Excellent Trip to Hana
Fantastic trip! Allen our tour guide was very knowledgeable about Hana and the road to Hana. He shared many historical facts along the way. My wife and I loved the trip to Hana.
Read more
Great experience!
New York City
Private SUV Deluxe Hana Tour Scenic Road Adventure
938ajayr, Aug 2026
Great experience!
Roads are narrow and always good experience to sit and enjoy the road to Hana! Alan - our tour guide did incredible job, with driving and looking after us during the entire trip. He went above and beyond!
Read more
Great lesson in surfing basics
New York City
Private Intro to Surfing: Ages 3+ & Safety-First Coaching
A3787IMemilyh, Jun 2026
Great lesson in surfing basics
Nia was a great instructor! My 12 year old son and I learned all the basics and felt confident with what we learned to continue practice on our own.
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
Level up!! 🐳
New York City
Sound of the Ocean Whale Watch Sail
GrandTour14896007913, Mar 2026
Level up!! 🐳
Excellent experience! Nice boat, good snacks & drinks. Listening to the whales was awesome. Adding music by Josh made it to relaxing and leveled up!
Read more
Private Whale Watch Tout
New York City
Private Charter Humpback Whale Watching & Dolphin Search
Tom_L, Mar 2026
Private Whale Watch Tout
Great private tour! Diver Dan knew where to find whales & we saw plenty. Some very close, some in distance. Saw all types of behaviors - rolling, fin slaps, tail slaps, full breech. Just a great trip!
Read more
Great time!!
New York City
Lahaina Reef Snorkeling Adventure in Maui
Kathy_K, Jan 2026
Great time!!
From start to finish felt it was a great, well organized experience! Our group is from Iowa, not around water very much, much less the ocean, but we were well instructed, well equipped and had a great time! Recommend you give them a try!
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
Exceptional private and group surf lessons
New York City
Private Family Surf Lessons on the West Side of Maui
795randallc, Dec 2024
Exceptional private and group surf lessons
Dante and his team were exceptional in every way. Safety first, yet successfully coaching to inspire confidence. We had a 6 yo, a 9 yo, and 7 athletic 21-40 yo's. The first or second time surfing for everyone. The coaching was tailored to each person and three additional adults with some surfing experience rented totally acceptable boards to hang out, surf with family, observe their progress, and share in the fun. Everyone had a blast.We live in Hawaii and have a constant stream of family and friends looking to surf for the first time or simply in need of a refresher. The relatively small waves on these beaches are perfect for beginners, yet still big enough to provide great enjoyment to skilled surfers.
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
Entertaining Time
New York City
Private Family Surf Lessons on the West Side of Maui
D7834VYandreag, Oct 2024
Entertaining Time
We had the best time! My siblings and I had never been surging before and we all got up by the end! Everyone was super friendly and patient. The waves and wind switched it up on us but it kept the experience fun and exciting. Would highly recommend them!!
Read more
Bummer!
New York City
Haleakala Downhill Bike Rentals Summit to Sea
Crystal_C, Jul 2024
Bummer!
We were not able to do this experience due to a fire on the mountain. The company communicated with us and recommended we not go. We were not able to reschedule. I feel the company was not at fault for this nor us. However we didn't ask for a refund.
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
A Unique and Rewarding Experience
New York City
Work with Native Reforestation and Polynesian Agriculture in Maui
martinreaves, Feb 2024
A Unique and Rewarding Experience
Our guides were super knowledgeable about the area and gave some interesting new perspectives on the island of Maui. It was fun to see how a traditional taro patch works and was rewarding to participate in restoring some of the land. Would recommend to a friend who wants to see below the modern veneer of Hawaii and catch a glimpse of the historical roots and true nature of the land.
Read more
Amazing helicopter views
New York City
Maui to Big Island : Big Island Volcano Helicopter Tour & Ground Tour
Donna_M, Oct 2023
Amazing helicopter views
It was our first time in a helicopter and it was amazing. Great pilot and all the crew through Big Hawaiian Helicopters were amazing. Very accommodating too.
Read more
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  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
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