Oahu Outdoor Activities

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Oahu Activities

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Hawaiian Parasail Since 1977
4.9 (1,338)

Hawaiian Parasail Since 1977

Experience one of Oahu’s most popular water adventures with a Waikiki parasailing tour. Perfect for thrill-seekers and first-timers alike, this guided flight lifts you high...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (1,338)
from
$50
Hawaiian Parasail Since 1977 from Waikiki Beach
5.0 (28)

Hawaiian Parasail Since 1977 from Waikiki Beach

Hawaiian Parasail Inc. has been the original parasailing company in Hawaii for over 48 years since 1977. Parasailing is fun and safe for the whole...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (28)
from
$50
Diamond Head Hiking Tour with Ticket and Reservation Inclusion
4.7 (164)

Diamond Head Hiking Tour with Ticket and Reservation Inclusion

Start your day by waking up early and hiking up our famous national landmark called Diamond Head. The Diamond Head Crater trail which is 1.5...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.7 (164)
from
$50
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
4.9 (255)

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (255)
from
$49.99
Oahu 5-in-1 Deluxe Cruise: Turtle Snorkeling & Ocean Activities
4.7 (288)

Oahu 5-in-1 Deluxe Cruise: Turtle Snorkeling & Ocean Activities

In addition to the amazing turtle snorkeling in the beautiful waters of Waikiki, our 135-passenger boat offers a unique selection of activities that set us...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.7 (288)
from
$49
Parasailing Experience in Waikiki, HI
4.9 (8,868)

Parasailing Experience in Waikiki, HI

Experience the thrill of Oahu parasailing on this unforgettable 1-hour adventure from Waikiki. Soar up to 1,000 feet above the stunning south shore of Oahu...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (8,868)
from
$44
2-Hour Oahu Whale Watch from Ala Wai Harbor, Waikiki
4.7 (1,942)

2-Hour Oahu Whale Watch from Ala Wai Harbor, Waikiki

*WALKING DISTANCE FROM MOST WAIKIKI RESORTS & ACCOMMODATIONS* *Hawaii Ocean Project has been providing outstanding ocean activities to over a million visitors for over 30...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (1,942)
from
$42.50
Waikiki Parasailing in Hawaii from Oahu
Likely to Sell Out
Likely to Sell Out
4.7 (478)

Waikiki Parasailing in Hawaii from Oahu

Experience the thrill of parasailing over Hawaii’s stunning coastline as you glide above crystal-clear waters and lush island landscapes. You’ll soar high above Waikiki, taking...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (478)
from
$40.50
Diamond Head Tour with Tickets included
4.9 (964)

Diamond Head Tour with Tickets included

The Diamond Head Hike is a 3-hour round-trip adventure, including pick-up and drop-off from your Waikiki hotel. This 1.6-mile trail along Oahu’s southeast coast offers...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.9 (964)
from
$39.99
Diamond Head Hike Shuttle with Reservation Tickets Included
4.9 (571)

Diamond Head Hike Shuttle with Reservation Tickets Included

Our Diamond Head Shuttle Tour offers a perfect blend of convenience, adventure, and unforgettable vistas. Stress-Free Convenience: We provide seamless round-trip transportation from Waikiki, saving...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (571)
from
$39.99
Diamond Head Sunrise Hike and Summit Tour with Reservation Ticket
5.0 (1)

Diamond Head Sunrise Hike and Summit Tour with Reservation Ticket

A few things set this tour apart. Every ticket includes a free Green Line trolley return, so you can stay at the summit as long...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$39.20
Makapu’u Lighthouse Trail and Shuttle Service
4.7 (106)

Makapu’u Lighthouse Trail and Shuttle Service

Choose Kaimana Tours for a truly personalized and hassle-free Oahu experience. Unlike other providers, we combine convenient round-trip shuttle service from Waikiki, insider knowledge of...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4.7 (106)
from
$38.99
Parasailing in Waikiki from Oahu Hawaii
Likely to Sell Out
Likely to Sell Out
4.8 (211)

Parasailing in Waikiki from Oahu Hawaii

Scenic Aerial Views Take in unforgettable views of Waikiki, Diamond Head, and Oʻahu’s south shore as you soar above the water. Choose from 600, 800,...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.8 (211)
from
$35
Waikiki and Diamond Head Parasailing Experience
4.9 (206)

Waikiki and Diamond Head Parasailing Experience

Take flight up to 1,000 feet above Oahu’s famous coastline on a thrilling 1-hour parasailing adventure from Waikiki. Launch from the boat and soar over...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (206)
from
$34
3 Hours Private Hiking and Bushwalking in the Aiea Loop Trail
3.0 (2)

3 Hours Private Hiking and Bushwalking in the Aiea Loop Trail

This hike is not strenuous and involves a stream crossing at the end of the trail. On this hike you may encounter the remnants of...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
3.0 (2)
from
$30
Waikiki Trolley Diamond Head Green Line
5.0 (673)

Waikiki Trolley Diamond Head Green Line

Our newest and most unique line takes you to Diamond Head and KCC Farmers’ Market from convenient stops around the Waikiki area. It’s the easiest...

1 hour
1 hour
1 hour
5.0 (673)
from
$22

Frequently Asked Questions

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

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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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Gather your information

Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

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Email [email protected] with the documents, your name, and your home address.

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We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

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.

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