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Oahu Private Sightseeing Tours

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Oahu Activities

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Custom Island Adventures Tour

Completely customized adventures, designed specifically for your group! Only your party on the adventure! …More

5.0 (35)

Custom Island Adventures Tour

Completely customized adventures, designed specifically for your group! Only your party on the adventure!...

6 to 7 hours • Hotel pickup offered • Free Cancellation
5.0 (35)
from
$185
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

Afraid of missing out on the real Oahu? Don’t waste any time in Waikiki. Escape the tourist trap, ditch the crowds, and hop in with …More

4.9 (51)

Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

Afraid of missing out on the real Oahu? Don’t waste any time in Waikiki. Escape the tourist trap, ditch the crowds, and hop in with...

8 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$175
Private Tour Oahu with Ko Olina Resorts Pick Up Included

Discover Oahu at your own pace with a fully customizable private tour, with pick-up/drop-off at Ko Olina Resorts included (Aulani, Four Seasons, Beach Villas, Marriott). …More

5.0 (3)

Private Tour Oahu with Ko Olina Resorts Pick Up Included

Discover Oahu at your own pace with a fully customizable private tour, with pick-up/drop-off at Ko Olina Resorts included (Aulani, Four Seasons, Beach Villas, Marriott)....

8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$170
Oahu Private Island circle Tour, your dream itinerary, VIP

Included is a free audio tour about the island and we guarantee that by end of the tour you will know more about Hawaii than …More

4.6 (11)

Oahu Private Island circle Tour, your dream itinerary, VIP

Included is a free audio tour about the island and we guarantee that by end of the tour you will know more about Hawaii than...

4 to 8 hours • Hotel pickup offered
4.6 (11)
from
$169
3 Hour Sightseeing *SPECIALTY Tour

(* A MINIMUM OF 4 PEOPLE IS REQUIRED ON THIS 3 HOUR TOUR) What’s the best way to experience all the diverse beauty of Oahu …More

4.0 (1)

3 Hour Sightseeing *SPECIALTY Tour

(* A MINIMUM OF 4 PEOPLE IS REQUIRED ON THIS 3 HOUR TOUR) What’s the best way to experience all the diverse beauty of Oahu...

3 to 4 hours • Hotel pickup offered • Free Cancellation
4.0 (1)
from
$149
Private Walking Food Tour in Honolulu With Secret Food Tours

Dive into the enchanting blend of cultures and flavors that define Honolulu's iconic Waikiki neighborhood. Nestled against the backdrop of the legendary Diamond Head, Waikiki …More

5.0 (18)

Private Walking Food Tour in Honolulu With Secret Food Tours

Dive into the enchanting blend of cultures and flavors that define Honolulu's iconic Waikiki neighborhood. Nestled against the backdrop of the legendary Diamond Head, Waikiki...

3 hours
5.0 (18)
from
$147
Pearl Harbor USS Arizona Memorial "Private"

Book a 4 Hour Private transportation and Narrated tour to USS Arizona Memorial at Pearl Harbor on our clean and luxurious vehicle. Turn back time …More

4.4 (34)

Pearl Harbor USS Arizona Memorial "Private"

Book a 4 Hour Private transportation and Narrated tour to USS Arizona Memorial at Pearl Harbor on our clean and luxurious vehicle. Turn back time...

4 hours • Hotel pickup offered • Free Cancellation
4.4 (34)
from
$140
Private Tour Oahu featuring Waimea Waterfall & Botanical Garden

Our private North Shore tour centers around Waimea Valley and Waterfall. Enjoy a 1.6-mile paved walk through a tropical botanical garden, where your guide shares …More

5.0 (20)

Private Tour Oahu featuring Waimea Waterfall & Botanical Garden

Our private North Shore tour centers around Waimea Valley and Waterfall. Enjoy a 1.6-mile paved walk through a tropical botanical garden, where your guide shares...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (20)
from
$140
Private Pearl Harbor USS Arizona Memorial

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

4.8 (5)

Private Pearl Harbor USS Arizona Memorial

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...

4 hours • Hotel pickup offered • Free Cancellation
4.8 (5)
from
$140
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 Waikiki Beach Sunrise Photos

Join me to experience the places and views you can rarely find in Waikiki. To begin with, we will meet in Prince Hotel. Then we …More

5.0 (10)

Private Waikiki Beach Sunrise Photos

Join me to experience the places and views you can rarely find in Waikiki. To begin with, we will meet in Prince Hotel. Then we...

1 hour • Free Cancellation
5.0 (10)
from
$130
Private Off Road Explorer's Tour

Experience Oahu's North Shore like never before with a private off-road tour at Gunstock Ranch! Explore scenic mountain trails, historic WWII sites, and a hidden …More

4.7 (6)

Private Off Road Explorer's Tour

Experience Oahu's North Shore like never before with a private off-road tour at Gunstock Ranch! Explore scenic mountain trails, historic WWII sites, and a hidden...

1 hour • Free Cancellation
4.7 (6)
from
$128
Private Pearl Harbor Tour USS Arizona and Historic Honolulu

Skip the big bus and experience Pearl Harbor on a private tour exclusively for your group, with comfortable round-trip transportation and a knowledgeable local guide. …More

5.0 (1)

Private Pearl Harbor Tour USS Arizona and Historic Honolulu

Skip the big bus and experience Pearl Harbor on a private tour exclusively for your group, with comfortable round-trip transportation and a knowledgeable local guide....

5 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$126
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
Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal

Learn how to stand up paddle with your own Waikiki Beachboy in the birth place of surfing.  We are located in the heart of Waikiki, just …More

Likely to Sell Out
Likely to Sell Out
4.7 (6)

Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal

Learn how to stand up paddle with your own Waikiki Beachboy in the birth place of surfing.  We are located in the heart of Waikiki, just...

1 hour • Free Cancellation
4.7 (6)
from
$101
Nature Hike to Waterfall

Want a tour with lots to see but no crowds? This is your tour. We have a maximum of 10 people so you get a …More

Likely to Sell Out
Likely to Sell Out
5.0 (26)

Nature Hike to Waterfall

Want a tour with lots to see but no crowds? This is your tour. We have a maximum of 10 people so you get a...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (26)
from
$99

Frequently Asked Questions

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

Recent activity reviews
🤙 More Than a Tour — An Amazing Experience!
New York City
Private Pearl Harbor Tour USS Arizona and Historic Honolulu
191marissal, Sep 2026
🤙 More Than a Tour — An Amazing Experience!
Ryland was our tour guide and we honestly could not have asked for a better tour guide! He was truly one of the highlights of our first trip to Hawaii. From the moment our tour started, he made us feel comfortable, welcomed, and taken care of.He was incredibly knowledgeable about Pearl Harbor and the museum, and what stood out most to us was how genuinely willing he was to answer every question we had. No matter how many questions we asked, he did his best to answer and never made us feel rushed. He took the time to explain things and share his knowledge in a way that made the experience feel personal and meaningful.He also took us to Dole Plantation, and when we ended up finishing a little earlier than expected, he went out of his way to make an extra stop at 7-Eleven for us. It might seem like a small thing, but those little gestures really showed us how thoughtful and accommodating he was. He genuinely seemed to care about making sure our group had a great day—not just about completing the tour and getting us back.We spent six hours with him, and by the end, it honestly felt like we had spent the day with someone we were really glad we met. He was kind, patient, funny, incredibly knowledgeable, and just an all-around wonderful person.We will genuinely remember this tour as one of our favorite parts of our Hawaii trip. If you're considering booking a tour, book with him—you will not regret it! We are so grateful for the time he spent with us and for all the little things he did to make our day special. 🌺🌴🤙Thank you so much for an unforgettable day!
Read more
Included all parts of history-Thank to
New York City
Pearl Harbor USS Arizona Memorial “Private”
469lisan, Sep 2026
Included all parts of history-Thank to
John Finnagan is an amazing person. Thank you for including the contribution of Doris Miller in your talk about Pearl Harbor. As a Black American this made me proud and connected the history for me.
Read more
Great tour!
New York City
Private Pearl Harbor USS Arizona Memorial
Robyn_P, Sep 2026
Great tour!
Great driver/ tour guide. Explained everything so well. Gave us great tips about visiting Pearl Harbor and the Arizona. Showed us Honolulu sites as well. Loved it. Comprehensive.
Read more
Great tour of local food and lots of fun.
New York City
Private Walking Food Tour in Honolulu With Secret Food Tours
ohpruenella, Sep 2026
Great tour of local food and lots of fun.
Stella is the most awesome foodie tour guide ever. She’s cool and funny and very knowledgeable. She knew all the secret spots and gave tons of extra advice on top of that. An afternoon with her is something that can’t be beat.
Read more
1000/10 Explorers Tour with Devin
New York City
Private Off Road Explorer’s Tour
jadehY937DE, Sep 2026
1000/10 Explorers Tour with Devin
Super cool one of a kind experience! Devin was an amazing driver and tour guide. She was a lot of fun (request her if you can!). All the sights we saw were so beautiful and we were able to grab some guava right off the tree! Highly recommend doing this.
Read more
Food tour review
New York City
Private Walking Food Tour in Honolulu With Secret Food Tours
G7302LTalexr, Sep 2026
Food tour review
Stella was an awesome tour guide! Super friendly and knowledgeable about Hawaii’s history and made the experience very personable. Food options were great, well paced, and very helpful for anyone just arriving to the island and slightly overwhelmed by all the food options available and what to pick for the best experience.
Read more
Absolutely 5 stars and beyond . A Truly Unforgettable experiance
New York City
Oahu Private Island circle Tour, your dream itinerary, VIP
Gordan_M, Aug 2026
Absolutely 5 stars and beyond . A Truly Unforgettable experiance
Absolutely 5⭐️⭐️⭐️⭐️⭐️ and beyond!**🌺🌊 From start to finish, the tour felt like a completely personalized VIP experience. This wasn’t just a sightseeing tour—it felt like having our own private local guide showing us the very best of the island.The private experience made all the difference. We were able to enjoy the island at our own pace, take in the views, explore, take photos, and truly soak everything in. Every stop felt thoughtfully chosen, and there was never a rushed or “cookie-cutter tour” feeling. It was private so we did not had to wait for others, we were fully in charge of our time . We originally planned to do a larger tour bus or shared van because we thought that would be the better option, but honestly, choosing the private tour was 100% worth it.The itinerary was **incredible**, we had some must see places and they also offered recommendation, then they start with taking us to breathtaking beaches, stunning coastal views, hidden gems, iconic landmarks, and some of the most beautiful scenery Oʻahu has to offer.Our guide Kona was amazing , The storytelling throughout the tour was incredible. Between each stop, Kona shared the history and significance of the places we were visiting, which gave us a much deeper appreciation and understanding of the island. It made every location feel more meaningful rather than simply being another sightseeing stop. The entire experience was educational, adventurous, cultural, and completely unique.This was so much more than a typical Circle Island tour. It felt like a private VIP experience and a true introduction to hawaii islands .If you’re visiting Oʻahu and want something **exclusive, personalized, and unforgettable**, this is the tour to book. It genuinely felt like a **dream day around the island**—beautiful, relaxing, exciting, and absolutely worth every star.**5 stars doesn’t even feel like enough. ⭐️⭐️⭐️⭐️⭐️** A true **VIP Oʻahu experience** that we would recommend to anyone looking to experience the island in a completely different way! 🤙🏽🌺
Read more
Emotional
New York City
Pearl Harbor USS Arizona Memorial “Private”
jimmygY2273AO, Aug 2026
Emotional
Anthony was a great tour guide highly recommend!
Read more
Fantastic VIP Tour
New York City
Oahu Private Island circle Tour, your dream itinerary, VIP
AmeliaLynn_M, Jul 2026
Fantastic VIP Tour
This was a wonderful experience! We were able to fit in everything we wanted to experience and more!!! 5 stars!!
Read more
We are not fluent English...
New York City
Private Tour Oahu featuring Waimea Waterfall & Botanical Garden
AKARI_S, Jun 2026
We are not fluent English...
We are not fluent English speakers, but John's English was very clear and easy to understand, so we had a wonderful time on the tour. He knows a lot about Hawaii’s plants, birds, and beautiful places. We had a long list of spots we wanted to visit, and he thoughtfully arranged the schedule to fit in as many as possible. We would be happy to tour with him again on our next trip to Hawaii.
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
Awesome day
New York City
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
Rebecca_C, Apr 2026
Awesome day
Amanda was fantastic! She guided us on a couple of really fun hikes with incredible views, took us to a beautiful beach, and even brought us to a great lunch spot (not included). She truly tailors the day to you, putting together the perfect itinerary based on your survey responses. Highly recommend if you’re looking for a fun, adventurous day!
Read more
Beautiful day
New York City
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
W4477STjessicac, Apr 2026
Beautiful day
Amazing!! Travis was great and showed us some really beautiful places with minimal crowds. It was so nice to have a custom day planned just for us. Definitely a highlight of our trip and would highly recommend.
Read more
There is so much more...
New York City
Private Pearl Harbor USS Arizona Memorial
Deb_H, Mar 2026
There is so much more...
There is so much more than the Arizona Memorial. Lots of world history leading up to why the war started.
Read more
Great day in Oahu!
New York City
Private Tour Oahu featuring Waimea Waterfall & Botanical Garden
Steve_T, Feb 2026
Great day in Oahu!
Great tour of the Waimea Valley and the North Shore. John was a great driver and very knowledgeable about all of the different birds and flowers at the botanical gardens and waterfall. He also brought us to a surfing competition at Pipeline Beach which was incredible! John is very flexible and allowed us to customize our itinerary since we preferred a shorter experience. Highly recommended!
Read more
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