Hawaii Outdoor Activities

Private Catamaran Charter in Waikiki (1-6 Guests)
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (25)
from
$900

Private Surf Lesson at Kalama Beach in Kihei
Maui, USA

Learn to surf on Maui. Our friendly and experienced instructors will have you up and riding waves during your 2 hour class. The private surf...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (25)
from
$325

Kīlauea Hike and Lava Gazing with Native Hawaiian
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

My name is Kalaninuimehameha, and I am a native Hawaiian student at the University of Hawaii studying culture, language, history, astronomy, geology, and oceanography of...

3 to 4 hoursFree Cancellation
3 to 4 hoursFree Cancellation
3 to 4 hours • Free Cancellation
5.0 (25)
from
$200

Private Na Pali Coast Boat Charter 4.5 Hour Adventure
Likely to Sell Out
Likely to Sell Out
Kauai, USA

Experience the Na Pali Coast on a private 4.5-hour adventure built exclusively for your group. Blast along towering cliffs, explore sea caves, and take in...

4 hours 30 minutesFree Cancellation
4 hours 30 minutesFree Cancellation
4 hours 30 minutes • Free Cancellation
5.0 (25)
from
$4,395.91

Private Tour of Hawaii Volcanoes National Park
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

This truly unique experience will be with you for the rest of your life as you enjoy the spectacular beauty exploring Hawaii Volcanoes National Park....

2 to 3 hoursFree Cancellation
2 to 3 hoursFree Cancellation
2 to 3 hours • Free Cancellation
5.0 (25)
from
$689

Waterfalls of West Maui and Molokai Helicopter Tour
Likely to Sell Out
Likely to Sell Out
Maui, USA

Explore deep, meandering valleys set in the rainforest of the ancient West Maui Mountains. Knife-edged ridges with mist-shrouded peaks separate the spectacular valleys that give...

50 minutesFree Cancellation
50 minutesFree Cancellation
50 minutes • Free Cancellation
4.9 (24)
from
$460.90

Off-Road ATV & 3 Zipline Combo (Optional Waikiki Shuttle)
Honolulu, USA

Combine two of Coral Crater’s most popular adventures in one action-packed activity. Start by tackling a guided off-road ATV course, then take to the skies...

2 hours 30 minutesHotel pickup offeredFree Cancellation
2 hours 30 minutesHotel pickup offeredFree Cancellation
2 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.9 (24)
from
$264

3 Zipline Adventure with Waikiki Transportation
Honolulu, USA

The 3 Zipline Adventure is a fun and accessible introduction to Coral Crater’s zipline experience, perfect for beginners or guests looking to add an outdoor...

1 hourHotel pickup offeredFree Cancellation
1 hourHotel pickup offeredFree Cancellation
1 hour • Hotel pickup offered • Free Cancellation
4.9 (24)
from
$153

Magic Island Honolulu Stand Up Paddling
Oahu, USA

Join us for a morning paddle with Hawaiian sea turtles! This beginner class is perfect for anyone interested in trying standup paddling (SUP) for the...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (24)
from
$57.36

Amazing Maui Ridge Hike
Maui, USA

Waihee Ridge is in the Beautiful less visited West Maui Mountains and weaves through a lush forest filled with beautiful local trees and ferns. As...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (24)
from
$159

Custom Island Adventure Tours
Honolulu, USA

All of my Adventures are custom made ... to meet each parties unique wants, desires and needs! If kicking back, while I drive you around...

7 hoursHotel pickup offeredFree Cancellation
7 hoursHotel pickup offeredFree Cancellation
7 hours • Hotel pickup offered • Free Cancellation
4.8 (24)
from
$200

Surf HNL: Small-Group or Private Surfing Lesson (Ko'olina)
Likely to Sell Out
Likely to Sell Out
Oahu, USA

While visiting, cross ‘learning how to surf’ off your to-do list! Learn surf techniques, safety rules and surf-break etiquette under the guidance of certified lifeguards...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (23)
from
$169

Guided E-Bike Tour in North Shore
Oahu, USA

Join this exciting and fabulous bike tour of the North Shore! From the beach to the mountain views, you’ll experience the best of Haleiwa and...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (23)
from
$120

Hawaiian Parasail Since 1977 from Waikiki Beach
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Hawaiian Parasail Inc. has been the original parasailing company in Hawaii for over 48 years since 1977. Parasailing is fun and safe for the whole...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (22)
from
$45

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

Chasing Waterfalls:Wild Hawaii Rappelling
Oahu, USA

Experience the adrenaline of cascading waterfalls and gorgeous cliff-sides with views that very few get to witness. We will start with a hike through the...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (22)
from
$350

Frequently Asked Questions

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.