Hawaii Outdoor Activities

Maui Coast Slingshot Private Tour from Lahaina
Maui, USA

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 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (1)
from
$422.33

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

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 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (63)
from
$420

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

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 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (29)
from
$420

Big Island: Private Ohana Kohala Waterfalls Adventure
Big Island of Hawaii, USA

Experience the Hawaiian beauty of the Kohala Waterfalls on this Kohala Waterfalls adventure tour. Drive along the Kona coastline and explore the areas where lava...

6 hours 30 minutesFree Cancellation
6 hours 30 minutesFree Cancellation
6 hours 30 minutes • Free Cancellation
5.0 (4)
from
$418.85

Oahu East Coast to Mountain Slingshot Tour
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Embark on an unforgettable journey through Oahu's breathtaking east coast and majestic mountains with our exclusive Oahu East Coast to Mountain Tour. Setting out from...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (4)
from
$416.74

Oʻahu Private Helicopter Experience: All Window Seats
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Experience Oahu on a strictly private 1-hour helicopter adventure, reserved exclusively for your family or group. Tailor your flight with your choice of a thrilling...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (218)
from
$415.08

Waterfall and Rainforest Adventure
Maui, USA

We were one of the first private tour providers on the island and have been in business since 2007. We custom tailor each tour to...

5 to 6 hoursFree Cancellation
5 to 6 hoursFree Cancellation
5 to 6 hours • Free Cancellation
5.0 (6)
from
$405

West Maui Adventure Tour with Private Guide
Maui, USA

We were one of the first private tour providers on the island and have been in business since 2007. We custom tailor each tour to...

6 to 7 hoursFree Cancellation
6 to 7 hoursFree Cancellation
6 to 7 hours • Free Cancellation
5.0 (8)
from
$405

Air Kauai: DOORS-OFF Helicopter Adventure
Kauai, USA

Unleash Your Inner Adventurer: Doors-Off Adventure Tour 30+ Years of Flawless Safety | Local Pilots | People Over Profits For thrill-seekers and adventurers aged 10...

50 minutesFree Cancellation
50 minutesFree Cancellation
50 minutes • Free Cancellation
4.9 (512)
from
$402.09

VIP Private Full-Day Road to Hana Tour
Likely to Sell Out
Likely to Sell Out
Maui, USA

Whether you seek cascading waterfalls, volcanic summits above the clouds, or unique local gems, your personal guide curates the perfect island experience-at your pace, in...

10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (22)
from
$400

Private Road to Hana Tour with Pickup
Likely to Sell Out
Likely to Sell Out
Maui, USA

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 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.9 (41)
from
$400

VIP Private Full-Day Road to Hana Tour from Lahaina-Kapalua
Likely to Sell Out
Likely to Sell Out
Maui, USA

Whether you seek cascading waterfalls, volcanic summits above the clouds, or unique local gems, your personal guide curates the perfect island experience-at your pace, in...

10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hoursHotel pickup offeredFree Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$400

Road to Hana Small-Group, Waterfalls, Black Sand Beach & Pickup
Likely to Sell Out
Likely to Sell Out
Kihei, USA

Sit back, relax, and enjoy a fully guided Road to Hana adventure while your local guide navigates 617 curves and 56 one-lane bridges. Travel in...

9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (50)
from
$399

Umauma Triple Tier Waterfall Rappel and River Tour
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Discover the thrill of canyoneering in Hawaii with a guided adventure that takes you through stunning landscapes. After gearing up with certified guides, navigate the...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (5)
from
$399

2.5-Hour Private Kiteboarding Lessons at Kanaha Beach in Kahului
Maui, USA

Experience a 2.5-hour kiteboarding lesson in Maui by learning the basics from a professional Instructor. Learn how to set up a kite or fly a...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (6)
from
$394.96

Deluxe Helicopter Tour of Molokai and Maui
Maui, USA

Discover the beauty of two of the Hawaiian Islands on this scenic helicopter tour from Kahului, Maui. After meeting your pilot, you’ll board the 7-passenger...

55 minutes
55 minutes
55 minutes
4.9 (332)
from
$385.13

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

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.