Oahu Tours & Sightseeing

Private Pearl Harbor and Mini Circle Island Tour from Waikiki

Take a private, customizable tour of Oahu’s best destinations, starting at the Pearl Harbor Historic Sites Visitor Center. Here, explore exhibits on the events of...

9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (10)
from
$1,199.99

Full Day Private Customized Sightseeing Tour in Oahu Hawaii

Skip the bigger bus tour and take a PRIVATE tour with a former tv and radio talent, you won’t regret it! That's right, just YOU...

7 hoursHotel pickup offeredFree Cancellation
7 hoursHotel pickup offeredFree Cancellation
7 hours • Hotel pickup offered • Free Cancellation
5.0 (90)
from
$1,200

Waimea Botanical Garden & Waterfall and Kualoa Ranch

1 EPIC TOUR: Received the Honolulu 2025 Best Tour Agency Award. We have received the 2023 & 2024 Cool Hawaii Travelers Choice Award as "Best...

7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,200

Private Luxury Sunset Fireworks Cruise Aboard Limitless

Take your evening on the water to the next level with a private 3-hour Sunset + Fireworks Cruise. This trip combines the serene beauty of...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
from
$1,299

Private Oahu Photo Tour

Our meticulously crafted tour provides an unforgettable experience tailored to your preferences and desires. Picture yourself cruising in style and comfort aboard our fleet of...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
from
$1,326

Private Full Day Town and Country Tour of Oahu

Our meticulously crafted tour provides an unforgettable experience tailored to your preferences and desires. Picture yourself cruising in style and comfort aboard our fleet of...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
from
$1,326

Full Day Private Hawaiian Culture Tour with Guide

Our meticulously crafted tour provides an unforgettable experience tailored to your preferences and desires. Picture yourself cruising in style and comfort aboard our fleet of...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
from
$1,326

Private Island Tour Up to 14 people

Experience Hawaii like a local with our innovative sightseeing tours. From scenic lookouts and local beaches to hidden gems, shopping spots, and authentic island cuisine,...

9 hoursHotel pickup offeredFree Cancellation
9 hoursHotel pickup offeredFree Cancellation
9 hours • Hotel pickup offered • Free Cancellation
4.8 (12)
from
$1,400

Private Oahu Grand Circle Island Tour: 8-Hr Deluxe Experience

Don't just see Oahu—drive it in style. Choose between a Jeep Wrangler or a Convertible Mustang or Jaguar (for groups of 1-4) and embark on...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,449

Private Tour : OAHU, MAUI, KAUAI or BIG ISLAND : Pick any Island

You can choose from Oahu, Kauai, Maui and the Big Island. Start when you want and customize tour to your liking. Oahu : Punchbowl, Dole...

7 to 8 hoursHotel pickup offered
7 to 8 hoursHotel pickup offered
7 to 8 hours • Hotel pickup offered
from
$1,499

Oahu to Big Island : Big Island Volcano Helicopter Tour & Hilo 1 Day Tour

This is the best way to experience a day trip to the Big Island. Go on a journey flying over volcanic landscapes on a helicopter...

4 hours
4 hours
4 hours
4.5 (10)
from
$1,499.99

Private Island Tours and Charters through the Island of Oahu

Keep your group together with one of our private charters! We have vehicles available ranging from vans to large motor coaches. Explore the island of...

9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,500

Exclusive Private Island Adventure Oahu Your Way

Discover Oahu with your exclusive, fully customizable private island tour. This adventure allows you to craft your perfect day(s), guided by local experts who ensure...

4 to 9 hoursFree Cancellation
4 to 9 hoursFree Cancellation
4 to 9 hours • Free Cancellation
from
$1,500

Luxury Private Circle Island Charter Tour

Looking for a luxurious, stress-free charter tour day on Oahu? Our tour is tailored just for you, with a meticulously crafted itinerary based on your...

7 to 8 hoursFree Cancellation
7 to 8 hoursFree Cancellation
7 to 8 hours • Free Cancellation
from
$1,699

Marry Me Banner Flyover - Helicopter Proposal Flight

Imagine a private helicopter flight soaring over a beautiful Hawaiian beaches with the love of your life. As you take in the beauty of the...

30 to 60 minutesFree Cancellation
30 to 60 minutesFree Cancellation
30 to 60 minutes • Free Cancellation
5.0 (1)
from
$1,820

Private Hawaii Pearl Harbor Tours and North Shore (up to 12 people )

We are excited to offer a day full of diverse activities that will give you a glimpse to the natural beauty of Oahu. You will...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,899

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.