Hawaii Outdoor Activities

The Ultimate Private Adventure
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

With Kona Ocean Adventures, we are not just another tour but a true Adventure! This charter is for up to 6 guests. If you have...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (47)
from
$1,900

Private Sea’fari Expedition • 8 Guests Included (Expandable)
Oahu, USA

Guided by those who know it best., weaving history, science, and tradition. Dolphins that have danced in these waters for generations, humpback whales navigating ancient...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.9 (56)
from
$1,900

3-Hour Luxury Private Custom Charter
Big Island of Hawaii, USA

There's no better way to see Hawaii than from the ocean. Breathless views of the island and it's terrain. But the beauty of Hawaii is...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (8)
from
$1,950

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

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 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,950

Private Charter Humpback Whale Watching & Dolphin Search
Maui, USA

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 hoursFree Cancellation
2 to 8 hoursFree Cancellation
2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,992.67

Private Shore Excursion Tour: Hawaii Volcanoes National Park
Hilo, USA

Discover Volcanoes National Park on this private and personal tour. Allowing you to see what you want and do what fits your interests, this tour...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$1,995

Custom Private Multi Day Tours on the island of Oahu Hawaii
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Your Multi-Day Tours make sure you have the most fun possible, see everything you want, as well as have a driver for things like dinner, golf,...

3 daysHotel pickup offered
3 daysHotel pickup offered
3 days • Hotel pickup offered
5.0 (5)
from
$1,997.50

Best Of Oahu: Private Tour with Movie and Boat Tour USS Arizona Memorial
Honolulu, USA

Stand out from the crowd with a private tour of Hawaii’s most popular tourist destination. Moving, powerful, and inspiring, this tour is for any guest...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.7 (3)
from
$1,999

Private Luxury SUV Road to Hana Experience
Maui, USA

Explore the stunning Road to Hana in a private Luxury GMC YUKON with Panoramic Moonroof, enjoying breathtaking views and local stops along the way. This...

7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,999

Private Hawaii Volcanoes National Park Minivan Tour
Hilo, USA

Experience the best of Hilo and Hawai'i Volcanoes National Park on this unforgettable tour. Pass by the serene Liliʻuokalani Gardens, the largest Edo-style Japanese garden...

6 to 7 hoursHotel pickup offeredFree Cancellation
6 to 7 hoursHotel pickup offeredFree Cancellation
6 to 7 hours • Hotel pickup offered • Free Cancellation
from
$1,999

Private Volcano Tour
Hilo, USA

Hawaii's most sought after views. Cultural differences and history. Past and present knowledge of the "Big Island"....

4 to 5 hoursHotel pickup offeredFree Cancellation
4 to 5 hoursHotel pickup offeredFree Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (7)
from
$1,999.99

Full Day Private Professional Photo/Video Tour in Honolulu Island
Honolulu, USA

This is the funny Hawaii experience! Explore the particular spot that is perfect for taking pictures. This unique tour not only gives you a circle...

6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (9)
from
$2,000

Private Full-Day of West Maui Guided Sightseeing Tour
Lahaina, USA

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 hoursHotel pickup offered
8 hoursHotel pickup offered
8 hours • Hotel pickup offered
5.0 (1)
from
$2,050.19

6 Hour Private Charter in Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

When you book with us, you are really in control of how you want your favorite day on vacation to go! We can completely customize...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (5)
from
$2,200

Private Tour: Experience Active Kilauea Volcano & Hilo Rainbow Falls
Likely to Sell Out
Likely to Sell Out
Hilo, USA

Treat yourself to an exclusive private tour of Hawaii Volcanoes National Park and Hilo's tropical beauty. Travel to the summit of Hawaii Island's youngest and...

5 hours 30 minutesHotel pickup offeredFree Cancellation
5 hours 30 minutesHotel pickup offeredFree Cancellation
5 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (11)
from
$2,255.39

Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE
Big Island of Hawaii, USA

Welcome aboard the Ocean Encounters. This 46' Delta is your pathway to some of the best memories of a lifetime! On this private large group...

4 to 8 hoursFree Cancellation
4 to 8 hoursFree Cancellation
4 to 8 hours • Free Cancellation
4.8 (9)
from
$2,261.95

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.