Hawaii Outdoor Activities

PRIVATE TOUR-Ultimate North Shore Experience
Likely to Sell Out
Likely to Sell Out
Honolulu, USA

Choose between a peaceful walk through Waimea Valley, where you’ll stroll past lush botanical gardens and swim at a scenic waterfall, or paddle through the...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (12)
from
$805

Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Maui, USA

Book a private, custom Maui adventure of a lifetime. Our most popular experience is the Reverse Road to Hana Loop—a breathtaking full-circle journey that begins...

6 to 9 hoursHotel pickup offeredFree Cancellation
6 to 9 hoursHotel pickup offeredFree Cancellation
6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (52)
from
$800

Private Tropics of Maui & Rainforest Valley
Kihei, USA

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS. Pickup available from your accommodation in Kahului, Wailea, Kihei or Lahaina. Enjoy a private minivan...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$800

Pelagic Kayak Fishing Charter Lahaina
Maui, USA

Craving a different kind of fishing adventure? Ditch the boats! Reel in the catch of your lifetime from a KAYAK. These Two-Person Pedal Drive Kayaks...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (10)
from
$775

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

Day Trip Oahu to Maui: Sips, Sites and Bites
Likely to Sell Out
Likely to Sell Out
Maui, USA

Escape to the east side of Maui for day on this all-inclusive tour which includes airfare from Oahu to Maui, transportation from the Kahului Airport...

15 hoursFree Cancellation
15 hoursFree Cancellation
15 hours • Free Cancellation
4.2 (47)
from
$752.62

Private Half-Day Tour: Deluxe Experience. 30 Professional Photos
Oahu, USA

Experience the raw beauty of Oahu’s East Coast with the wind in your hair. Hop into a rugged Jeep Wrangler for a private, 4-hour guided...

3 to 5 hoursHotel pickup offeredFree Cancellation
3 to 5 hoursHotel pickup offeredFree Cancellation
3 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (12)
from
$749

Private Snorkeling and Wildlife on The Adventure Boat
Oahu, USA

**Private boat tour for up to 6 people** Larger group? Call for options. Fast and fun adventure sightseeing tours in Hawaii. Escape the crowds and...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (88)
from
$725

Day Trip from Oahu to Kauai: Waimea Canyon & Wailua River
Kauai, USA

Escape to another Hawaiian island for a day on this all-inclusive island-hopping tour. Indulge on your vacation and leave the planning to us! Interisland roundtrip...

14 hoursFree Cancellation
14 hoursFree Cancellation
14 hours • Free Cancellation
4.2 (71)
from
$719.90

Northshore ocean adventure and circle islandJeep Tour- Guaranteed to see turtles
Honolulu, USA

PICK UP and RETURN AT YOUR HOTEL We will pick you up from your hotel or Airbnb in a Jeep Gladiator. On the way to...

8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (38)
from
$700

Private West Maui Coastline Open-Air Jeep Tour
Maui, USA

At our Maui tour company, we stand out from the rest by providing an unparalleled experience tailored just for you. Our luxury Jeeps feature a...

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 (6)
from
$700

Kailua Kona Whale Watching Boat Tour Experience
Big Island of Hawaii, USA

Witness the majestic humpback whales along the stunning coastline of Kona on this unforgettable 2-hour private whale watching tour. From December to April, experience the...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$700

Uniquely Personalized Private Island Tour on Oahu, Hawaii
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Plan Your Personalized Private Tours around any activity or event that you want.  You can even combine this option with other activities you find on...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (46)
from
$699

Oahu Custom Private Circle Island and Mini Circle Island Tours
Likely to Sell Out
Likely to Sell Out
Oahu, USA

See all O`ahu has to offer and enjoy a ride around the Ko`olau Mountain Range.  Visit the South or North Shore on a Mini Circle...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (20)
from
$699

Private Oahu Pearl Harbor and Island Sightseeing Combination Tour
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Combine any route or tour into one incredible, unforgettable day.  Visit Pearl Harbor, then head up to the North Shore, or even cruise around the...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (15)
from
$699

Oahu Personalized Private North Shore Highlight Custom Tour
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Explore the Seven Mile Miracle known as O`ahuʻs North Shore.  Winter brings big waves and world-class surfing, while the summer is calm and perfect for visiting...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (7)
from
$699

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.