Hawaii Outdoor Activities

Private Outrigger Canoe Surfing Experience
Oahu, USA

Outrigger canoes first arrived in Hawaii around 200 AD, some large enough to hold up to 80 people, and were filled with essential items like...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (13)
from
$150

Road to Hana Private Full Day Tour
Lahaina, USA

Switchbacks Hawaii offers a variety of private tour options on the island of Maui to meet anyone's needs. Swim in lush, tranquil, and majestic waterfalls...

9 to 11 hoursHotel pickup offeredFree Cancellation
9 to 11 hoursHotel pickup offeredFree Cancellation
9 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$1,795

4-Hour Private Charter Adventures in Kona Coast
Big Island of Hawaii, USA

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter....

4 hours
4 hours
4 hours
5.0 (9)
from
$1,500

Mokulua Islands Self-Guided Kayak Adventure
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Explore the Mokolua Islands on this adventurous self-guided tour. The island is a seabird sanctuary and the beach is also a resting spot for monk...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.0 (4)
from
$82

Waiale Waterfalls hike and swim with Native Hawaiian
Big Island of Hawaii, USA

What makes this experience unique from others in Hawaiʻi is genealogy, fun, and world saving knowledge! The magic of the Hawaiian islands is unlocked through...

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

4 Hour Private Sunset Fishing Charter
Big Island of Hawaii, USA

Blue Marlin, Wahoo, Mahi Mahi, Yellowfin Tuna, Striped Marlin, Shortbill Spearfish, and more are in the cards if you come at the right time of...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.3 (3)
from
$850

Private Deep Sea Fishing Charter in Honolulu
Oahu, USA

Experience the best deep sea fishing charter near Waikiki with Magic—Oahu’s top-rated sportfishing adventure perfect for families, groups, and anglers of all experience levels. Just...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (2)
from
$1,775

Hawai'i Volcanoes National Park: Volcano Experience & Connection
Big Island of Hawaii, USA

This is a chance to experience Hawai'i Volcanoes National Park in a way that informs, inspires, and connects you to this remarkable landscape. *Guided by...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (19)
from
$149

Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu
Oahu, USA

Embark on an exhilarating 5-hour journey to the Mokulua Islands, led by our experienced guides! Say goodbye to car hassles—your transportation to Kailua Beach is...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (7)
from
$285

Private Big Island Kona Volcanoes and Waterfalls Tour
Big Island of Hawaii, USA

Explore enchanting sights on the Big Island during this shore excursion exploring Volcanoes National Park, waterfall, black sand beach, and more You'll make stops at...

8 to 9 hoursFree Cancellation
8 to 9 hoursFree Cancellation
8 to 9 hours • Free Cancellation
4.7 (16)
from
$950

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui
Maui, USA

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 dayFree Cancellation
1 dayFree Cancellation
1 day • Free Cancellation
5.0 (6)
from
$541

Hawaii Adventure Photography
Oahu, USA

This Adventure photo session takes you to a stunning location. At the photo location, you have marvelous views of the coastline and an old volcano...

30 minutes
30 minutes
30 minutes
5.0 (14)
from
$350

Private Road To Hana Tour with Professional Photos Included
Maui, USA

Not only will you get professional photos and videos, but you will get a guide who wants to show you the real jungle. Get past...

8 to 10 hoursFree Cancellation
8 to 10 hoursFree Cancellation
8 to 10 hours • Free Cancellation
5.0 (19)
from
$650

Explore Maui in a Polaris Slingshot from Lahaina
Maui, USA

The Ultimate Joyride!! There is no better way to explore the island than with the exciting new Slingshot from Polaris. This exotic looking 3 wheel...

4 to 24 hoursFree Cancellation
4 to 24 hoursFree Cancellation
4 to 24 hours • Free Cancellation
5.0 (9)
from
$302.47

Big Island Jungle Tour with Banana Green Tea
Big Island of Hawaii, USA

We will begin our jungle tour by giving our guests up close access to our large scale hand carved tiki collection made from Hawaiian Ohia...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$95

10 Passenger Max Customizable Private Charter
Big Island of Hawaii, USA

• Vessel Designed for Exploration: HAWAII MARINE LIFE CHARTERS uses a 31’ Ocean Craft RHIB—the same "super-raft" used by military and law enforcement. This design...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (13)
from
$1,739.55

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.