Hawaii Outdoor Activities

Private Circle Island Tour Across Oahu Paradise
Honolulu, USA

Enjoy the enchanting Oahu circle island tour in small groups, with pickup and drop-off included. Oahu is known for being a sightseeing paradise, full of...

9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,150

Private Full Day Hana Jeep Tour
Kihei, USA

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...

8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
4.5 (6)
from
$1,159

Kauai North Shore Private Guided Tour with Hotel or Port Pick-up
Kauai, USA

This is a private 6 hour tour of North Shore of Kauai. This tour will start with a comfortable pickup and take you to this...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.7 (7)
from
$1,177.52

Private Upcountry Hiking Tour
Maui, USA

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 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
from
$1,195

Road to Hana Halfway Tour
Maui, USA

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 hoursFree Cancellation
6 to 7 hoursFree Cancellation
6 to 7 hours • Free Cancellation
from
$1,195

Private Customizable Oahu Grand Circle Island Tour from Waikiki
Honolulu, USA

This activity stands out for its complete flexibility and personalization—you get to design your own itinerary on a private tour that lets you experience Oahu...

10 to 11 hoursHotel pickup offeredFree Cancellation
10 to 11 hoursHotel pickup offeredFree Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (42)
from
$1,199.99

Private Pearl Harbor and Mini Circle Island Tour from Waikiki
Honolulu, USA

Take a private, customizable tour of Oahu’s best destinations, starting at the Pearl Harbor Historic Sites Visitor Center. Here, explore exhibits on the events of...

9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (10)
from
$1,199.99

2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
Likely to Sell Out
Likely to Sell Out
Oahu, USA

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,200

Private Hilo Shore Excursion - Volcanoes, Waterfalls, & Beaches
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

You don’t want to miss this private adventure tour on the Big Island of Hawai'i! Beautiful lush rainforest, towering waterfalls, picturesque black sand beaches, and...

7 hoursFree Cancellation
7 hoursFree Cancellation
7 hours • Free Cancellation
5.0 (2)
from
$1,210

Waimea Canyon Private Tour with Local Guide from Kauai
Kauai, USA

Enjoy a comfortable and private pick up to start this tour. This is a 6 hour private tour. Your driver will arrange a comfortable pick...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.7 (7)
from
$1,212.49

Private Custom Charter in Kawaihae
Big Island of Hawaii, USA

Offering private tours that are completely customized to you with your interests in mind. On Captain Chad's Charters we experience daily encounters with spinner dolphins,...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (9)
from
$1,259.99

Private Hilo Shore Excursion - Botanical Gardens & Waterfalls
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Experience the enchanting allure of nature’s finest treasures on this immersive tour, where lush botanical gardens, majestic waterfalls, and vibrant farmers markets await your exploration!...

7 hoursFree Cancellation
7 hoursFree Cancellation
7 hours • Free Cancellation
from
$1,265

Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5
Big Island of Hawaii, USA

In 2024 our vessel underwent a complete retrofit. We are cool, clean and comfortable. We provide all of the top of the line fishing gear...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.8 (6)
from
$1,292.54

Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

If there is anything you would specifically like us to accommodate, please let us know in advance and we will do everything possible to meet...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
4.6 (9)
from
$1,295

Private East Maui Hiking Experience
Maui, USA

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 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
from
$1,295

VOLCANO ISLAND - Rrecorrido in Spanish
Big Island of Hawaii, USA

From the molten magma that flows in the Hawaii Volcanoes National Park, to the snowy heights of the massive Mauna Kea and Mauna Loa volcanoes;...

6 hours
6 hours
6 hours
from
$1,300

Frequently Asked Questions

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

Hawaii Activities
Attractions
Guides
Calendar
Language
Currency

Site Settings

Activity name

Currency

Activity name

Sorting, ranking, and search results

Activity name

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.