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Oahu Private Sightseeing Tours

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Oahu Activities

Attractions

Guides

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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
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
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 PH History tour with former Submariner/ Historian

Step beyond the typical sightseeing experience and immerse yourself in the history of Pearl Harbor. You'll explore its most significant museums and historic landmarks while …More

5.0 (1)

Private PH History tour with former Submariner/ Historian

Step beyond the typical sightseeing experience and immerse yourself in the history of Pearl Harbor. You'll explore its most significant museums and historic landmarks while...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$188
"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 Bike Tour Expereince

​Bring your vacation a private experience that we customize for your taste. You have a choice of pedal-assist e-bike or pedal bike. Choose an experience …More

5.0 (3)

Private Bike Tour Expereince

​Bring your vacation a private experience that we customize for your taste. You have a choice of pedal-assist e-bike or pedal bike. Choose an experience...

4 to 5 hours • Free Cancellation
5.0 (3)
from
$189
4 Hour Half Day Island Jeep Tour

The HALF DAY ISLAND TOUR is a 4 hour Half Day Sightseeing Adventure that takes you to some of Oahu’s most popular landmarks and lookouts, …More

5.0 (29)

4 Hour Half Day Island Jeep Tour

The HALF DAY ISLAND TOUR is a 4 hour Half Day Sightseeing Adventure that takes you to some of Oahu’s most popular landmarks and lookouts,...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (29)
from
$190
V.I.P Dole, Rum Distillery, N.Shore, Haleiwa Circle island tour

Go private skip the van and big bus in a Luxury Lincoln Navigator. This beautiful ocean, food and mountain scenic drive is best to book …More

5.0 (2)

V.I.P Dole, Rum Distillery, N.Shore, Haleiwa Circle island tour

Go private skip the van and big bus in a Luxury Lincoln Navigator. This beautiful ocean, food and mountain scenic drive is best to book...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$193
Private Off-Road Adventure Tour

Capture the thrill of backcountry Hawaii There are some places you just can't get to on horseback, and this off-road experience gives you a backstage …More

4.7 (51)

Private Off-Road Adventure Tour

Capture the thrill of backcountry Hawaii There are some places you just can't get to on horseback, and this off-road experience gives you a backstage...

1 hour 30 minutes • Free Cancellation
4.7 (51)
from
$197
Oahu Unveiled: Tailored Luxury Private Island Tour

Daniels Hawaii Private Customized Tour - Experience the island's best sights - Dole Plantation, beautiful beaches, Halona Blowhole, Movie Spots and a Macadamia farm. Most …More

4.9 (163)

Oahu Unveiled: Tailored Luxury Private Island Tour

Daniels Hawaii Private Customized Tour - Experience the island's best sights - Dole Plantation, beautiful beaches, Halona Blowhole, Movie Spots and a Macadamia farm. Most...

6 to 7 hours • Hotel pickup offered • Free Cancellation
4.9 (163)
from
$199
Private East Oahu Highlights Tour Byodo In Temple & Pali Lookout

Oahu’s lush east side, where it feels like you've stepped into another world, one where natural beauty and deep tranquility come together in perfect harmony. …More

5.0 (2)

Private East Oahu Highlights Tour Byodo In Temple & Pali Lookout

Oahu’s lush east side, where it feels like you've stepped into another world, one where natural beauty and deep tranquility come together in perfect harmony....

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$200
Northshore,Kailua,or Honolulu Private Luxury Circle Island Tour

Skip the big bus, van and go private in a Luxury Lincoln Navigator. This beautiful ocean, foody and mountain scenic drive is best to book …More

4.6 (11)

Northshore,Kailua,or Honolulu Private Luxury Circle Island Tour

Skip the big bus, van and go private in a Luxury Lincoln Navigator. This beautiful ocean, foody and mountain scenic drive is best to book...

5 hours • Hotel pickup offered • Free Cancellation
4.6 (11)
from
$209
Private Advanced Trail Ride

Everyone always wants to jump on and ride fast when they’re with horses, and that’s exactly what our advanced ride is for. Experienced riders can …More

5.0 (56)

Private Advanced Trail Ride

Everyone always wants to jump on and ride fast when they’re with horses, and that’s exactly what our advanced ride is for. Experienced riders can...

1 hour 30 minutes • Free Cancellation
5.0 (56)
from
$216
Heritage Trail: A Private Walk Through Honolulu’s Royal Legacy

Skip the crowds this is a private tour for your group only! Heritage Trail: A Walk Through Honolulu’s Royal Legacy” is a walking tour designed …More

5.0 (2)

Heritage Trail: A Private Walk Through Honolulu’s Royal Legacy

Skip the crowds this is a private tour for your group only! Heritage Trail: A Walk Through Honolulu’s Royal Legacy” is a walking tour designed...

5 hours • Free Cancellation
5.0 (2)
from
$219
Family-friendly Pearl Harbor and Honolulu Downtown with private transportation

MSH offers exclusive, high-end tours that can be customized according to your own personal preferences. Pearl Harbor visitor center is all about the history of …More

4.9 (18)

Family-friendly Pearl Harbor and Honolulu Downtown with private transportation

MSH offers exclusive, high-end tours that can be customized according to your own personal preferences. Pearl Harbor visitor center is all about the history of...

3 hours • Hotel pickup offered • Free Cancellation
4.9 (18)
from
$220
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

Frequently Asked Questions

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

Recent activity reviews
We had Wayde for our...
New York City
4 Hour Half Day Island Jeep Tour
Sue_B, Sep 2026
We had Wayde for our...
We had Wayde for our guide. He was so accommodating and had great communication before the tour. He did above and beyond on the tour with us. Highly recommend!!
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
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
Amazing
New York City
Private PH History tour with former Submariner/ Historian
carriecT9389MH, Aug 2026
Amazing
This was, hands down, one of the best tours we’ve ever taken. My husband and I did a private Pearl Harbor tour with Lui, and it exceeded every expectation. Lui wasn’t just knowledgeable — he was a walking encyclopedia, and his passion for Pearl Harbor and the island of Oahu was contagious. We learned so much history we had no idea about, and he brought it all to life in a way no book or documentary ever could.What made this tour truly special is that Lui is a submarine veteran himself. His personal insight and perspective gave the whole experience a depth and authenticity you simply can’t get otherwise. On top of that, he was warm, kind, and seemed to know everyone on the island — it felt like touring with a friend rather than a guide.We cannot recommend this tour enough. If you book a Pearl Harbor tour, do yourself a favor and request Lui specifically. You will not be disappointed!
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 guided trail ride ever!
New York City
Private Advanced Trail Ride
Coastal555167, Jun 2026
Best guided trail ride ever!
My daughter and I absolutely loved our private advanced ride with Beth! She was super knowledgeable and a fantastic guide, telling us the history of the ranch, all about its horses and their practices, and about the local plants and animals! We were able to trot and canter quite a bit and the horses were tip top! We would highly recommend this ride to anyone looking for more than just a trail walk. Best guided tour ever!
Read more
Hidden island gems
New York City
4 Hour Half Day Island Jeep Tour
Kim_G, Jun 2026
Hidden island gems
We had a great day exploring the hidden gems of Oahu with Wayde Allen. Our jeep tour was the highlight of our week. I simply can’t say enough good things. We enjoyed our day, the best ahi tuna steak ever, and even finished off with Hawaiian Ice from Five-0.
Read more
Excellent food , bike and local history tour!!
New York City
Private Bike Tour Expereince
jerseyfoodie, Jun 2026
Excellent food , bike and local history tour!!
Booked tour based upon TA review. Family and friend group of seven, 6 adults, one tween (12 yo). Bikes, helmets and water supplied. Bikes in excellent condition, comfortable “cruiser style “seat. Easy shifting gears and 95% of tour was flat , easy riding. Our tour guide Kelly, was fantastic! Very personable and shared a wealth of information. We saw and ate a places that we never would have dreamt to visit without booking this tour. The food, the history, the tour was excellent . I highly recommend this tour, plenty of food, water and bathroom breaks are built into the tour. You will not regret it. Come hungry!!
Read more
Don’t hesitate to try this tour!
New York City
Private Off-Road Adventure Tour
davelindsell, Jun 2026
Don’t hesitate to try this tour!
100% worth every penny. Fun, exhilarating and varied scenery to view and explore. Our guides were thoughtful, friendly, informed and treated us to a great picnic in the middle of nowhere with amazing views of the coast.
Read more
This guided tour is a...
New York City
V.I.P Dole, Rum Distillery, N.Shore, Haleiwa Circle island tour
Jacqueline_M, May 2026
This guided tour is a...
This guided tour is a great way to see several areas and businesses in the Honolulu area. Our favorite stop was at the Dole Pineapple Shop. You have to treat yourself to the pineapple soft serve with fresh pineapple on top!
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
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
Really great bike tour company, lots of options. Kelley is very knowledgeable and great fun. His bikes are awesome!
New York City
Private Bike Tour Expereince
cathycolu, Mar 2026
Really great bike tour company, lots of options. Kelley is very knowledgeable and great fun. His bikes are awesome!
Fun, exciting, safe, great guide… Sign up now
Read more
Great quick tour
New York City
V.I.P Dole, Rum Distillery, N.Shore, Haleiwa Circle island tour
Laura_M, Mar 2026
Great quick tour
We had a great time visiting the North Shore. Our guide Ken was great and gave us many tips. it was a quick tour but we still go to see many sights.
Read more
Pearl Harbor
New York City
Family-friendly Pearl Harbor and Honolulu Downtown with private transportation
843ileanav, Jan 2026
Pearl Harbor
Had a wonderful time at Pearl Harbor. Was able to tour the USS Arizona and the USS Bowfin. Had enough time to enjoy Massimo was very knowledgeable and trustworthy. He kept our luggage in his car the whole time .
Read more
Oahu Activities
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