Hawaii Outdoor Activities

Private Whale Watching Adventure
Oahu, USA

**Private boat tour for up to 6 people.** Larger group? Call for options. Escape the crowds and join us on 2-hour private whale watching cruise...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.9 (25)
from
$830.76
Private Tour: Ultimate North Shore Experience
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 (14)
from
$805
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 Big Island Volcano Tour
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Discover the best of Hawaii's Big Island on a fully private, customizable tour designed just for your group. Visit Hawaii Volcanoes National Park, Green Sand...

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 (13)
from
$760
Private Tiki Bar Sunset Cruise in Honolulu
Oahu, USA

**Private boat tour for up to 6 people** Larger group? Call for options. Escape the crowds and traffic of the city and jump on amazing...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (1)
from
$757.62
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
$726.24
Day Trip from Oahu to Kauai: Waimea Canyon & Wailua River
Likely to Sell Out
Likely to Sell Out
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 (72)
from
$719.90
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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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.