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Oahu Private Sightseeing Tours

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Oahu Activities

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Private Pearl Harbor USS Arizona and USS Missouri

On this tour visit the site of the infamous attack on Pearl Harbor. One of our nation's most tragic sites of honor and sacrifice. You …More

5.0 (1)

Private Pearl Harbor USS Arizona and USS Missouri

On this tour visit the site of the infamous attack on Pearl Harbor. One of our nation's most tragic sites of honor and sacrifice. You...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$289
5 Hour Romantic Hawaii Jeep Tour

This 5 HOUR ROMANTIC HAWAII TOUR is great for honeymooners, anniversaries or when wanting to Pop the Question etc – We’ll greet you with Flower …More

4.9 (29)

5 Hour Romantic Hawaii Jeep Tour

This 5 HOUR ROMANTIC HAWAII TOUR is great for honeymooners, anniversaries or when wanting to Pop the Question etc – We’ll greet you with Flower...

5 hours • Free Cancellation
4.9 (29)
from
$276
8 Hour Circle Island Jeep Tour

OUR MOST POPULAR TOUR...This 8 HOUR CIRCLE ISLAND TOUR is designed to give visitors a full experience of Oahu. Oahu’s diverse landscapes are some of …More

4.9 (30)

8 Hour Circle Island Jeep Tour

OUR MOST POPULAR TOUR...This 8 HOUR CIRCLE ISLAND TOUR is designed to give visitors a full experience of Oahu. Oahu’s diverse landscapes are some of...

8 hours • Hotel pickup offered • Free Cancellation
4.9 (30)
from
$275
Pearl Harbor USS Arizona and USS Missouri "Private"

Tickets to Arizona memorial Boat ride & Battleship Missouri is Included on this tour. Turn back time as we explore WWII history at Pearl Harbor …More

4.8 (11)

Pearl Harbor USS Arizona and USS Missouri "Private"

Tickets to Arizona memorial Boat ride & Battleship Missouri is Included on this tour. Turn back time as we explore WWII history at Pearl Harbor...

6 hours • Hotel pickup offered • Free Cancellation
4.8 (11)
from
$275
Best of Oahu: Pearl Harbor, Arizona Memorial and the Polynesian Cultural Center

Want to see the best Oahu has to offer? Our comprehensive Pearl Harbor and Polynesian Cultural Center Tour is what you’re looking for. An incredible …More

4.7 (66)

Best of Oahu: Pearl Harbor, Arizona Memorial and the Polynesian Cultural Center

Want to see the best Oahu has to offer? Our comprehensive Pearl Harbor and Polynesian Cultural Center Tour is what you’re looking for. An incredible...

10 hours • Hotel pickup offered • Free Cancellation
4.7 (66)
from
$271
18 Minutes Private Helicopter Tour in Honolulu

Honolulu’s most famous stretch marks the first leg of your 30-minute Oahu helicopter journey. The flight takes you over the shoreline and up to the …More

5.0 (20)

18 Minutes Private Helicopter Tour in Honolulu

Honolulu’s most famous stretch marks the first leg of your 30-minute Oahu helicopter journey. The flight takes you over the shoreline and up to the...

18 minutes • Free Cancellation
5.0 (20)
from
$269
Private Off-Road Sunset Dinner

As you cut through the jungle and cruise across open pastures in the glow of the sunset, you’ll wonder how you arrived at such a …More

5.0 (10)

Private Off-Road Sunset Dinner

As you cut through the jungle and cruise across open pastures in the glow of the sunset, you’ll wonder how you arrived at such a...

2 hours • Free Cancellation
5.0 (10)
from
$257
Private Circle Island Tour North Shore and East Side

WE MAKE MEMORIES, NOT JUST PLANS! We show you Oahu like no one else, no crowded buses, no rushed itineraries. We craft private experiences for …More

5.0 (6)

Private Circle Island Tour North Shore and East Side

WE MAKE MEMORIES, NOT JUST PLANS! We show you Oahu like no one else, no crowded buses, no rushed itineraries. We craft private experiences for...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$245
Oahu Private Tour North Shore, Waimea Falls and Dole Plantation

Top-notch surfers and adventurers love it because they enjoy everything from the iconic Pipeline to the calm sands of Waimea Bay. These spectacular beaches will …More

5.0 (9)

Oahu Private Tour North Shore, Waimea Falls and Dole Plantation

Top-notch surfers and adventurers love it because they enjoy everything from the iconic Pipeline to the calm sands of Waimea Bay. These spectacular beaches will...

6 to 7 hours • Hotel pickup offered • Free Cancellation
5.0 (9)
from
$245
North Shore, Kailua Distillery Brewery V.I.P circle island tour

We've created a fair marketed up to 6 group size priced tour. There are 3 options. (North). North Shore, Dole pineapple, Haleiwa Town for Hawaii …More

Likely to Sell Out
Likely to Sell Out
4.8 (19)

North Shore, Kailua Distillery Brewery V.I.P circle island tour

We've created a fair marketed up to 6 group size priced tour. There are 3 options. (North). North Shore, Dole pineapple, Haleiwa Town for Hawaii...

5 hours • Hotel pickup offered • Free Cancellation
4.8 (19)
from
$241
Private Pearl Harbor and Honolulu City Tour

Enjoy this private 4-5 hours tour to Pearl Harbor/Arizona Memorial and Honolulu Metropolitan Area. First, we will stop at Dimond Head Lookout, drive through Kahala, The Beverly …More

4.8 (228)

Private Pearl Harbor and Honolulu City Tour

Enjoy this private 4-5 hours tour to Pearl Harbor/Arizona Memorial and Honolulu Metropolitan Area. First, we will stop at Dimond Head Lookout, drive through Kahala, The Beverly...

4 to 5 hours • Hotel pickup offered • Free Cancellation
4.8 (228)
from
$233
Kailua, Kualoa, Kahuku beer Chocolate, wine private Island Tour

Skip the crowds and enjoy a personalized Oahu tour for up to six guests, guided by a friendly local driver. Travel the scenic East Side …More

Likely to Sell Out
Likely to Sell Out
5.0 (3)

Kailua, Kualoa, Kahuku beer Chocolate, wine private Island Tour

Skip the crowds and enjoy a personalized Oahu tour for up to six guests, guided by a friendly local driver. Travel the scenic East Side...

8 hours • Free Cancellation
5.0 (3)
from
$233
Private Customizable Grand Circle Island Tour on Oahu

The best way to enjoy and learn about the beautiful island of Oahu aka “The Gathering Place”, with flexible itinerary of your choice of places …More

5.0 (3)

Private Customizable Grand Circle Island Tour on Oahu

The best way to enjoy and learn about the beautiful island of Oahu aka “The Gathering Place”, with flexible itinerary of your choice of places...

6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$230
6 Hour Local Food Plate Jeep Tour

This 6 HOUR LOCAL FOOD TOUR will get your taste buds going crazy! Step outside of your comfort and have some ONO HAWAIIAN GRINDZ! TOUR …More

5.0 (4)

6 Hour Local Food Plate Jeep Tour

This 6 HOUR LOCAL FOOD TOUR will get your taste buds going crazy! Step outside of your comfort and have some ONO HAWAIIAN GRINDZ! TOUR...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$230
Private USS Arizona and USS Missouri Pearl Harbor Tour

We are committed to providing the best possible service to our customers by offering only personalized experiences to small groups. During this tour you will …More

4.8 (102)

Private USS Arizona and USS Missouri Pearl Harbor Tour

We are committed to providing the best possible service to our customers by offering only personalized experiences to small groups. During this tour you will...

6 hours • Hotel pickup offered • Free Cancellation
4.8 (102)
from
$225
Private Pearl Harbor and Scenic Oahu Tour

Experience a full-day private tour of O‘ahu that blends history and natural beauty. Begin with a visit to Pearl Harbor, including the visitor center, documentary …More

5.0 (22)

Private Pearl Harbor and Scenic Oahu Tour

Experience a full-day private tour of O‘ahu that blends history and natural beauty. Begin with a visit to Pearl Harbor, including the visitor center, documentary...

7 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (22)
from
$225

Frequently Asked Questions

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

Recent activity reviews
Touring the city with a native! Priceless!!
New York City
Private Pearl Harbor and Honolulu City Tour
Traveler36372, Sep 2026
Touring the city with a native! Priceless!!
Our guide, AMA was amazing! So much knowledge packed into our tour! And we ended with a Pearl Harbor tour. We could have stayed another 2.5 hours. Sobering!
Read more
Best tour guide so far
New York City
Private USS Arizona and USS Missouri Pearl Harbor Tour
David_P, Sep 2026
Best tour guide so far
The best tour guide, she was very knowledgeable about all the sites we stop at. I would recommend this company to everyone.
Read more
Pearl Harbor tour plus many other local stops
New York City
Private Pearl Harbor and Honolulu City Tour
X494FXmichelleh, Sep 2026
Pearl Harbor tour plus many other local stops
AMA was a fantastic guide! He took us all over the Honolulu area and gave us the local perspective and history we otherwise would have missed out on. Highly recommend booking with this company. Mahalo!
Read more
Amazing Hawaiian Tours!
New York City
Oahu Private Tour North Shore, Waimea Falls and Dole Plantation
U2963JCannac, Aug 2026
Amazing Hawaiian Tours!
We had an amazing experience with Mayra on both of our tours! She was incredibly knowledgeable, friendly, and made every stop interesting and enjoyable. She shared so much information about the history, culture, and places we visited, which really helped us appreciate Hawaii even more.What I especially loved was that Mayra went beyond just being our tour guide. She gave us additional recommendations for things to see and do on our own, and we actually followed some of them. We even sent her pictures after completing our hike to Diamond Head! 😊You can tell that Mayra genuinely cares about the people she takes on her tours and wants them to have the best experience possible. We truly enjoyed our time with her and would absolutely recommend her to anyone visiting Hawaii. Thank you, Mayra, for helping make our trip so memorable! 🌺❤️
Read more
Guide was fantastic....
New York City
Private USS Arizona and USS Missouri Pearl Harbor Tour
Megan_M, Aug 2026
Guide was fantastic....
Guide was fantastic. Timely, full of knowledge about the location. We really enjoyed our tour. Would definitely book again.
Read more
Best experience
New York City
18 Minutes Private Helicopter Tour in Honolulu
Tattoobyjeremylooney, Aug 2026
Best experience
⭐⭐⭐⭐⭐Such an amazing experience! We did the doors-off helicopter tour and it was definitely one of the highlights of our Hawaii trip. My husband and son went up on one flight, and then my daughter and I went on the next. We all absolutely loved it!Flying doors-off made the experience even more incredible, the views of Oahu were breathtaking and it was such a fun way to experience the island together as a family, even on separate flights. The staff made us feel comfortable and safe from start to finish. This is one of those memories we’ll be talking about for years. 100% recommend!
Read more
Epic Trip Around O’ahu
New York City
Oahu Private Tour North Shore, Waimea Falls and Dole Plantation
diegoaR2900WI, Aug 2026
Epic Trip Around O’ahu
Mayra gave my brother and me an incredible full-day tour around the island, and it was honestly one of the highlights of our trip. She took us to all the important spots, but also showed us places that locals actually go to and some hidden gems that you would never find on your own. That made the whole experience feel much more genuine and authentic, rather than just another tourist tour.Mayra is extremely knowledgeable about the island, its history, local culture, and all the little facts and stories that make each place special. She also speaks Spanish, which made everything even easier and more enjoyable for us. On top of that, she has such a great energy, is incredibly helpful, and genuinely makes you feel like you’re exploring the island with a friend.The whole day felt like an adventure rather than just a tour. It was fun, relaxed, informative, and full of memorable moments. If you’re looking for something more private and personal, especially for a family or small group, I highly recommend Mayra. She’ll make sure you have an amazing experience and can tailor the adventure to whatever you’re looking for.Absolutely epic experience. We had a blast!
Read more
Totally recommended
New York City
Private Circle Island Tour North Shore and East Side
810seyp, Aug 2026
Totally recommended
Mayra is amazing person and guide, she knows a LOT about the island and its hidden spots that not many people know, she is also really polite and never let the vibes down
Read more
Amazing
New York City
18 Minutes Private Helicopter Tour in Honolulu
lindafW3545FE, Jul 2026
Amazing
The best experience in Hawaii!
Read more
A day with Noelani
New York City
Private Pearl Harbor and Scenic Oahu Tour
Kendra_M, Jun 2026
A day with Noelani
Excellent tour guide with so much wonderful history and information to share about the beautiful island. We had a wonderful tour of Pearl Harbor and a lovely day with lunch and multiple stops per our Interests and requests. Highly recommend!
Read more
Eric was great
New York City
Best of Oahu: Pearl Harbor, Arizona Memorial and the Polynesian Cultural Center
Krysstravels, Jun 2026
Eric was great
Eric was great, the ride was smooth and loved his knowledge.
Read more
My husband and I booked...
New York City
5 Hour Romantic Hawaii Jeep Tour
Kaylee_B, May 2026
My husband and I booked...
My husband and I booked this tour on our honeymoon, and we had the best time! Our tour guide, Wayde, was so kind and fun to talk to and the best photographer. I would highly recommend booking this tour to see local favorites on the island!
Read more
Fantastic Tour Guide
New York City
Private Circle Island Tour North Shore and East Side
vickiaA2742GQ, May 2026
Fantastic Tour Guide
We had the pleasure of touring with Mayra over two days, and she was absolutely fantastic. She took our group of six on two tours in a clean and very comfortable vehicle. Mayra was incredibly pleasant, knowledgeable, and made the whole experience feel relaxed and enjoyable. She gave us such a beautiful start to our Hawaii holiday, and we would highly recommend her to anyone looking for a memorable and well-organised tour.
Read more
Sit back and relax while you enjoy a beautiful tour of the island.
New York City
Kailua, Kualoa, Kahuku beer Chocolate, wine private Island Tour
Ed_P, Apr 2026
Sit back and relax while you enjoy a beautiful tour of the island.
Ken, our driver and tour guide was very accommodating and showed us some sites that are off the beaten trail. He was able to customize our experience to suit the types of places we preferred to visit. The Manoa chocolate factory and the food trucks along the north shore were so great. There were plenty of stops along the way to get out and take pictures, grab a bite to eat and use the facilities. We would definitely book another tour next time we're on the island. Mahalo Ken 🤙
Read more
We had a really good...
New York City
Kailua, Kualoa, Kahuku beer Chocolate, wine private Island Tour
Fran_S, Apr 2026
We had a really good...
We had a really good time! Ken was very friendly and knowledgeable. Would definitely recommend to anyone coming to Oahu. 🤙
Read more
Wear swimwear, bring a...
New York City
5 Hour Romantic Hawaii Jeep Tour
Laura_P, Jan 2026
Wear swimwear, bring a...
Wear swimwear, bring a towel, walking shoes and sandals to change into and come hungry! Beautiful scenery, guide was very knowledgeable, fabulous back drops for photos!
Read more
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