Oahu Kayaking & Canoeing

Private Outrigger Canoe Surfing Experience

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

Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (9)
from
$82

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

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

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

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

Guided Kayak Tour to Kailua’s Twin Islands

Embark on an exhilarating guided kayak tour to the Mokulua Islands, led by our experienced guides! As we paddle towards Moku Nui, a designated bird...

3 to 5 hoursFree Cancellation
3 to 5 hoursFree Cancellation
3 to 5 hours • Free Cancellation
5.0 (6)
from
$219

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

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

Oahu Customizable Private Community Service Voluntourism Offer
Likely to Sell Out
Likely to Sell Out

Want to give something back to Hawai`i?  So do we!  We will each donate 1.5 hours of any tour on the cause of your choice,...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (4)
from
$549

#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$450

Surf or Kayak or Standup Paddle board in Lanikai, Kailua, Oahu

We specialize in surfing local surf breaks away from the crowds in Waikiki. We only teach / rent to small groups to keep our sustainable...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$74

Lanikai to Mokulua islands Stand Up Paddle Board Tour

A unique tour, where you can get a flavor or the real life style in Hawaii. Lanikai means "heavenly sea" and it is a beautiful...

4 hoursHotel pickup offered
4 hoursHotel pickup offered
4 hours • Hotel pickup offered
5.0 (3)
from
$400

Discover Popoia Island and Kailua Bay by Kayak Guided Tour

Kayak in the crystal clear waters of Kailua Bay with one of our guides and visit one of Oahu's smallest offshore islands. It's only a...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$169

Oahu Private First, Last and Transfer Day Tours with Luggage
Likely to Sell Out
Likely to Sell Out

Make the first or last day of your vacation the best one, without any hassle or wasted time.  We all know the feeling of an early...

6 to 12 hoursHotel pickup offered
6 to 12 hoursHotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$799

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

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

Wai Kai Adventure Park: Paddle Pass

The ideal way to enjoy your time on the Wai Kai Lagoon, the Paddle Pass allows you to swap out different watercraft and use the...

6 hoursFree Cancellation
6 hoursFree Cancellation
6 hours • Free Cancellation
5.0 (2)
from
$32.89

Guided Paddleboard and Kayak Tour on the Anahulu River

Explore the lush beauty of Oahu’s North Shore with a guided paddleboard or kayak tour on the Anahulu River. This adventure is perfect for all...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$109

Ultimate Sunset Turtle Snorkeling Ocean Sports with Transport

Our tour stands out with seamless round-trip transportation from Waikiki, ensuring a hassle-free day, and locally inspired snacks to keep you fueled with the flavors...

4 hoursHotel pickup offeredFree Cancellation
4 hoursHotel pickup offeredFree Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$150

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.