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Oahu Private Sightseeing Tours

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Oahu Activities

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Private Sunset Boat Cruise in Waikiki Honolulu

A beautiful private boat tour with some incredible views of Waikiki and Honolulu at night. In addition to the beauty of the open water, the …More

Likely to Sell Out
Likely to Sell Out
4.9 (17)

Private Sunset Boat Cruise in Waikiki Honolulu

A beautiful private boat tour with some incredible views of Waikiki and Honolulu at night. In addition to the beauty of the open water, the...

2 hours • Free Cancellation
4.9 (17)
from
$130
Private Tour: Ultimate North Shore Experience

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 …More

5.0 (15)

Private Tour: Ultimate North Shore Experience

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 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$805
Private Oahu Pearl Harbor and Island Sightseeing Combination Tour

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 …More

Likely to Sell Out
Likely to Sell Out
5.0 (15)

Private Oahu Pearl Harbor and Island Sightseeing Combination Tour

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 hours • Hotel pickup offered
5.0 (15)
from
$699
South Shore Aloha Friendly Tour

You will see all in one day - a real Grand Circle Island Tour through the scenic world famous beaches and surf breaks, Hollywood film …More

5.0 (15)

South Shore Aloha Friendly Tour

You will see all in one day - a real Grand Circle Island Tour through the scenic world famous beaches and surf breaks, Hollywood film...

3 to 4 hours • Free Cancellation
5.0 (15)
from
$380
Hike Koko Head's 1,048 Steps with Ms. Hawaii for Summit Views

Aloha Adventurers! Hike with Ms. Hawai'i 2025 on this steep but rewarding trail. Please note: while this hike isn’t long, it is steep and challenging …More

5.0 (14)

Hike Koko Head's 1,048 Steps with Ms. Hawaii for Summit Views

Aloha Adventurers! Hike with Ms. Hawai'i 2025 on this steep but rewarding trail. Please note: while this hike isn’t long, it is steep and challenging...

3 to 4 hours • Hotel pickup offered • Free Cancellation
5.0 (14)
from
$111
VIP Aloha Style Private Island Tour

Experience Oahu through the eyes of an expert private guide who will provide a local insight about the island culture, history, nature and wild life …More

5.0 (13)

VIP Aloha Style Private Island Tour

Experience Oahu through the eyes of an expert private guide who will provide a local insight about the island culture, history, nature and wild life...

6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (13)
from
$987
Incredible west side hidden gems -PLEASE CONTACT BEFORE BOOKING

Portuguese/English speaking. We are a small local customized private tour company. We value and understand your limited time while on vacation. We truly are excited …More

5.0 (13)

Incredible west side hidden gems -PLEASE CONTACT BEFORE BOOKING

Portuguese/English speaking. We are a small local customized private tour company. We value and understand your limited time while on vacation. We truly are excited...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (13)
from
$530
"Tour de Honolulu" Foodie Bike Tour

Get a real taste of Honolulu while enjoying Hawaii's outdoors. This Foodie-Historical bike tour is a 12-mile flat course through Honolulu's Culinary, Historical, and Hawaiian …More

4.9 (12)

"Tour de Honolulu" Foodie Bike Tour

Get a real taste of Honolulu while enjoying Hawaii's outdoors. This Foodie-Historical bike tour is a 12-mile flat course through Honolulu's Culinary, Historical, and Hawaiian...

4 hours 30 minutes • Free Cancellation
4.9 (12)
from
$189
Private Oahu Circle Island Tour (up to 14 people)

{$92/person+} Join us on a personalized Oahu, Hawaii experience! Explore beautiful spots like Dole Plantation, Haleiwa Town, Halona Blow Hole, and cruise along the North …More

4.9 (12)

Private Oahu Circle Island Tour (up to 14 people)

{$92/person+} Join us on a personalized Oahu, Hawaii experience! Explore beautiful spots like Dole Plantation, Haleiwa Town, Halona Blow Hole, and cruise along the North...

8 hours • Free Cancellation
4.9 (12)
from
$1,000
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, …More

4.8 (12)

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 hours • Hotel pickup offered • Free Cancellation
4.8 (12)
from
$1,400
Private Half-Day Tour: Deluxe Experience. 30 Professional Photos

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 …More

5.0 (12)

Private Half-Day Tour: Deluxe Experience. 30 Professional Photos

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 hours • Hotel pickup offered • Free Cancellation
5.0 (12)
from
$749
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
Hawaii Wedding - Aloha Beach Wedding and Photo Session

Do you dream of a wedding ceremony at the beach? Let’s celebrate your destination wedding with us. Our ALOHA Hawaii Beach Wedding is one of …More

5.0 (11)

Hawaii Wedding - Aloha Beach Wedding and Photo Session

Do you dream of a wedding ceremony at the beach? Let’s celebrate your destination wedding with us. Our ALOHA Hawaii Beach Wedding is one of...

80 to 90 minutes • Hotel pickup offered
5.0 (11)
from
$750
Passport to Pearl Harbor

Millions of people from all over the world visit Pearl Harbor, where World War II began for the US on the day “which will live …More

4.9 (10)

Passport to Pearl Harbor

Millions of people from all over the world visit Pearl Harbor, where World War II began for the US on the day “which will live...

8 hours • Hotel pickup offered • Free Cancellation
4.9 (10)
from
$899
Private Pearl Harbor & North Shore tour (Se habla Español)

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

4.9 (10)

Private Pearl Harbor & North Shore tour (Se habla Español)

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

8 hours • Hotel pickup offered • Free Cancellation
4.9 (10)
from
$899
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests

Explore Oʻahu your way on a fully private island tour designed around your group’s interests, pace, and priorities. This is not a shared circle-island bus …More

4.9 (10)

Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests

Explore Oʻahu your way on a fully private island tour designed around your group’s interests, pace, and priorities. This is not a shared circle-island bus...

6 to 8 hours • Hotel pickup offered • Free Cancellation
4.9 (10)
from
$723

Frequently Asked Questions

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

Recent activity reviews
Diego is the best!
New York City
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests
899montanaf, Sep 2026
Diego is the best!
My family and I were on a vacation and booked a private tour. This was one of the best tours I have ever been on, even compared to other tours we did that same week while in Hawaii. Diego was an amazing guide, and I am looking at booking him again when we come back to the great state of Hawaii!!
Read more
Great afternoon of biking and dining
New York City
“Tour de Honolulu” Foodie Bike Tour
grant1333, Sep 2026
Great afternoon of biking and dining
Fantastic Food Tour. Kelly was our guide and we had 2 other couples. Great afternoon of riding and dining. Kelly was a wealth of information about Oahu. Great time had by all. Highly recommend!
Read more
Family Vacation Island tour 😃
New York City
Private Tour: Ultimate North Shore Experience
361gracem, Aug 2026
Family Vacation Island tour 😃
What an awesome day for an Island tour of Oahu my family and I got the amazing opportunity to experience. Nevin our tour guide was very friendly and very knowledgeable and led my family and I on an amazing full day tour of Oahu. We learned a lot of great facts about the Island which was awesome. Thank you so much Nevin for helping to make my family and I”s experience so much fun during our vacation to Hawaii . We look forward to going on another tour next time . Sincerely, Brady McPherson.
Read more
First Visit to Honolulu
New York City
Private Oahu Circle Island Tour (up to 14 people)
amandacE9261KO, Aug 2026
First Visit to Honolulu
This was my first time visiting Honolulu, and I couldn't have asked for a better guide. He made my experience truly memorable by preparing a well-planned tour schedule that allowed me to see some of Oahu's most breathtaking sights. We visited the spectacular Halona Blowhole coastal viewpoint and enjoyed the incredible views of Diamond Head. One of my favorite stops was the beautiful Kaiona Beach Park, where the peaceful scenery made for a perfect break. We also took a relaxing drive through Kailua Town, giving me a chance to experience the charm of the local community.What made this tour stand out was our guide's local knowledge. He knew exactly where the locals dine and introduced us to fantastic restaurants that we never would have found on our own. He also recommended magnificent coffee shops with stunning ocean views, making every stop special. His suggestions for shopping were excellent, leading us to great places to find unique local gifts and souvenirs.To top it all off, he recommended taking a tour of Shangri La, which was an unforgettable cultural experience and a wonderful addition to our visit.If you're visiting Honolulu for the first time, I highly recommend booking a tour with this guide. His thoughtful planning, extensive local knowledge, and genuine hospitality made this trip one I'll always remember.
Read more
Great experience
New York City
Private Pearl Harbor & North Shore tour (Se habla Español)
Diane_F, Jul 2026
Great experience
We had a great day. Our guide was amazing and all the stops were great. Would definitely book again.
Read more
Roberrrrto the BEST tour guide!
New York City
Private Tour: Ultimate North Shore Experience
U6267AVcarlam, Jul 2026
Roberrrrto the BEST tour guide!
Roberrrrto was the BEST tour guide! We were a group of seven and we couldn’t have ask for a better tour around the beautiful island of Honolulu. He was very caring, funny, attentive to all the passengers on the tour. Thanks to him we will all be coming back and booking another tour soon. Thank you so much for a great experience!
Read more
Our all day tour!
New York City
Private Pearl Harbor & North Shore tour (Se habla Español)
Jennifer_D, Jul 2026
Our all day tour!
Everything about our tour with Luz was wonderful. Timely, professional, and very knowledgeable! The weather was perfect as well🌈❤️☀️
Read more
Unforgettable Oahu Experience with HI Private Tours
New York City
Private Oahu Circle Island Tour (up to 14 people)
tiffanyrZ7011OL, Jul 2026
Unforgettable Oahu Experience with HI Private Tours
We had a fantastic experience with HI Private Tours! Chris made our airport transfers smooth and stress-free, and Khuto was an outstanding guide for our day exploring Oahu.Our customized North Shore tour included a local coffee shop, pineapple plantation, lunch on the beach, the Polynesian Cultural Center, and scenic stops along the way. Khuto was incredibly knowledgeable, shared so much about Hawaiian history and culture, and gave us excellent local recommendations.The entire experience was professional, personalized, and one of the highlights of our trip. Highly recommend HI Private Tours!
Read more
VIP style
New York City
VIP Aloha Style Private Island Tour
floriandandyg, Jun 2026
VIP style
For our 22nd wedding anniversary we came to Hawaii for the first time and wanted to learn, know and experience Oahu from a local perspective with a good service. I cannot express how much we enjoyed a full day around Oahu, seeing everything we wanted to see: Pearl Harbour, Honolulu town with Iolani Palace, Dole Plantation, Coffee Farm, North Shore, nice lunch at Turtle Bay and amazing scenery around the island. We will come back and love to be with this company again. Mahalo
Read more
Private Tour
New York City
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests
Brook_C, Jun 2026
Private Tour
Diego was great tour guide. Very nice and informative. Very clean vehicle. Provided bottled water for us. Loved that it was a private tour for our family so we weren’t rushed or on a time limit.
Read more
Amazing Koko Head Experience with Nicole
New York City
Hike Koko Head’s 1,048 Steps with Ms. Hawaii for Summit Views
Amaka_M, May 2026
Amazing Koko Head Experience with Nicole
I had an amazing experience hiking Koko Head with Nicole as my guide! She was incredibly personable and made me feel comfortable from the start, especially since I decided to do this hike solo. Her energy and overall vibe were so positive and encouraging throughout the entire hike.Nicole went at whatever pace I was comfortable with and continuously motivated me along the way. It’s definitely a challenging hike, but once you reach the top and see the breathtaking views, it is absolutely worth it. I was so proud of myself for accomplishing it!I would absolutely recommend Nicole to anyone considering this experience. I’m already looking forward to my next trip to Hawaii, and I’ll definitely be reaching out to her again to book future adventures!
Read more
Amazing!
New York City
Hike Koko Head’s 1,048 Steps with Ms. Hawaii for Summit Views
carolina_r, Apr 2026
Amazing!
Doing this hike with Nicole was an amazing experience! She is not only the sweetest most positive free spirited person, she allows you to hike this at your own pace 🫶🏼. She made me feel confident and comfortable doing this hike as a solo traveler! I would definitely book this again with her 😊
Read more
Fun way to explore Waikiki
New York City
“Tour de Honolulu” Foodie Bike Tour
George_D, Apr 2026
Fun way to explore Waikiki
A fantastic guide. Reliable bikes. And, you get to experience local sites and foods that you would not be able to find on your own
Read more
GogogoCars Photo Tours
New York City
Private Half-Day Tour: Deluxe Experience. 30 Professional Photos
alinochkas2026, Apr 2026
GogogoCars Photo Tours
I had an unforgettable photo tour around Oʻahu with GoGoGo Cars in a Ford Mustang convertible. Driving through the island’s breathtaking landscapes with the top down was an amazing experience on its own, but what truly made it special was the professional photoshoot included in the tour.The guide knew all the best spots – from stunning beaches to scenic mountain viewpoints – and every stop felt unique and picture-perfect. The photos turned out incredible, capturing both the beauty of Hawaii and the excitement of the journey.This tour is the perfect mix of adventure, sightseeing, and memories that last forever. Highly recommend GoGoGo Cars to anyone who wants to experience Oʻahu in style and come home with amazing photos!
Read more
Would do it again!
New York City
Private Half-Day Tour: Deluxe Experience. 30 Professional Photos
683vitaliik, Mar 2026
Would do it again!
Absolutely amazing experience!I had such an incredible time with GoGoGoCars photo tour in Oahu. Cruising around the island in a convertible already feels unreal, but having a professional photographer + local guide made it next level.The highlight for me was the botanical garden — honestly, I did NOT expect it to be that beautiful. Lush greenery, peaceful vibes, insane photo spots… it felt like stepping into a movie scene. I was seriously blown away.The whole tour felt super relaxed, not rushed at all. No crowds, no stress — just great locations, good music, and amazing photos. The photographer knew exactly where to stop, how to catch the light, and how to make everything feel natural (even if you’re not used to being in front of the camera).I’m 100% happy with the experience and the photos turned out incredible. If you’re visiting Oahu / Hawaii and want more than just phone selfies, I’d absolutely recommend this tour. Worth every dollar.Would do it again without thinking twice 🌴📸🔥
Read more
Magic Island Wedding
New York City
Hawaii Wedding – Aloha Beach Wedding and Photo Session
EVER_V, Mar 2026
Magic Island Wedding
Jennifer was great. She was prepared and made us feel special. She accomodated us even though it was very last minute. Thank you for making our day memorable.
Read more
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