Hawaii Outdoor Activities

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 (2)
from
$1,200

Oahu's iconic hikes - Kuliouou with photography
Oahu, USA

Hike one of the most popular trails in Oahu and get photos at one or more iconic photo spots. You've probably seen at least one...

4 hours 30 minutesFree Cancellation
4 hours 30 minutesFree Cancellation
4 hours 30 minutes • Free Cancellation
5.0 (2)
from
$150

Maui Pineapple Tour: Farm and Feast Experience
Maui, USA

Join us upcountry in beautiful Hali’imaile to experience a working pineapple farm and a delicious dinner at the acclaimed Hali'imaile General Store. Learn about the...

3 hours 30 minutesFree Cancellation
3 hours 30 minutesFree Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (41)
from
$204.19

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
$1,392.22

Kauai: Heart of the Island Doors-Off Helicopter Tour
Kauai, USA

Experience the stunning beauty of Kauai from above on a thrilling Doors-Off helicopter tour. Fly into the heart of the island and witness the ancient...

18 minutesFree Cancellation
18 minutesFree Cancellation
18 minutes • Free Cancellation
5.0 (13)
from
$221

Private Island Adventure Volcanoes Beaches and Coffee Farms
Big Island of Hawaii, USA

We are a fully licensed and insured transportation company, proudly certified by the Hawaiʻi Public Utilities Commission (PUC). We offer private, personalized island tours in...

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 (7)
from
$760

Certified Diver 2 Tank Shallow Reef Dives Off Wai'anae
Likely to Sell Out
Likely to Sell Out
Oahu, USA

The best reef diving experience in Hawaiian waters! Join us on a guided tour of two beautiful reefs on the west shore of Oahu. As...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$141.10

Hawaii Volcanoes National Park Adventure
Hilo, USA

As a Native Hawaiian from Hawaiʻi Island, these aren’t just tour stops — they’re part of my home. From walking the grounds of Kīlauea to...

4 hoursHotel pickup offeredFree Cancellation
4 hoursHotel pickup offeredFree Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (12)
from
$137.79

Paraglide Maui's 1K Tandem Paragliding Experience
Maui, USA

Nowhere else in Hawaii can you enjoy the experience of free flight. Gliding like a bird without engine noise and just the wind in your...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (58)
from
$250

Secret Oahu Hawaii Culture Tour With A Local Guide
Honolulu, USA

Immerse yourself in Hawaiian culture and history on this fun filled tour to some of the most significant historical venues throughout Oahu. Your guide will...

4 to 5 hoursHotel pickup offeredFree Cancellation
4 to 5 hoursHotel pickup offeredFree Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
4.7 (12)
from
$197.91

Private Surf Lesson for One Near Lahaina
Maui, USA

Escape from the crowded tourist areas for a private, 90-minute, 1-on-1 surf lesson near Lahaina, Maui. Choose from an early-, mid-, or late-morning time frame....

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
5.0 (38)
from
$269

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
$2,436.39

Private Advanced Trail Ride
Oahu, USA

Everyone always wants to jump on and ride fast when they’re with horses, and that’s exactly what our advanced ride is for. Experienced riders can...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (56)
from
$216

Pony Rides For Kids
Oahu, USA

On our pony rides, your keiki (kids) have a chance to do something they'll always feel proud of. Riding a horse is an unforgettable experience...

30 minutesFree Cancellation
30 minutesFree Cancellation
30 minutes • Free Cancellation
5.0 (47)
from
$77

Personalized Private Pearl Harbor National Memorial Oahu Tours
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699

Circle Island tours - swim with turtles,Private & Small Group Tours
Honolulu, USA

Take A Hike Oahu is the only private custom site seeing and adventure tour company on Oahu we’re the only company that will customize your...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.8 (12)
from
$150

Frequently Asked Questions

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

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Sorting, ranking, and search results

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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.