Diamond Head Bike to Hike and Local Lunch

Recommended by 99% of travelers

Oahu, USA

Great choice

5+ bookings last month.

4 hours (approx.)
Mobile ticket
Offered in: English

Why travelers loved this

4.9

· Veronica_M ·

May 2025

Getting to the Diamond Head in a different way: bike! Kelly is a great guide, and makes this a super enjoyable experience. You get to know places , you wouldn't pass by in another way. The bikes are great, the trails, hiking and views totally worth it. If you like to bike , you'll have a great time. Also super cool: the pics you get of yourself 🤩🚲🙌!! Thanks!!

· Connie_Q ·

Jan 2026

Kelly was a fantastic tour guide. My husband and I love to bike, so this was killing two birds with one stone. Kelly shared a lot of historically information with the surrounding area on the way to Diamond Head. He took all the pictures we'll ever need of the ride and the hike. The lunch was a nice reward after all that exercise.

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Overview

Learn about Hawaiian history and experience the beauty of Oahu on a half-day bike tour from Waikiki. Ride to Diamond Head Crater, hike to the top of the dormant volcano, get great photo ops, and have lunch at the base of Diamond Head. See local landmarks such as Doris Duke's mansion, hidden beaches, panoramic ocean vistas, and more.

Take in the scenery and landmarks while riding from Waikiki to Diamond Head
Switch from bike to hike to reach the top of Diamond Head
Get tips from the local guide for great places that you can visit on your own
Includes lunch, snacks, bike equipment, and bottled water

What's Included

Use of helmet
Use of bicycle (7 Speed City bicycle)
Local guide
Snacks

Granola bar and Gummies for our guest.
Lunch

We will stop at a local café on our way back to Waikiki for a light lunch depending on what is open due to staffing shortages in Hawaii.
Bottled water

We provide each guest with two bottles of Hawaii water.
We provide quality photos for each of our guests without additional charges *****
Entrance fee - State Park entry fee we pay for your entry. $5.00 per person

Gratuities

Meeting and Pickup

Meeting point

Kuhio Beach
2453 Kalākaua Ave, Honolulu, HI 96815, USA
We meet at the bicycle rack area at Kuhio beach next to the Hula Mound and large banyan tree. 2451 Kalakaua Avenue Honolulu, Hawaii 96815

End point

This activity ends back at the meeting point.

Operating hours
.7:00 am

Itinerary

Meet your guide in the morning at the designated location in Waikiki Beach. Start with a safety briefing and get outfitted with your bike and helmet, then set out on your ride.

Follow your guide to Kapiolani Park and the WWI Natatorium Memorial, where native Hawaiian Duke Kahanamoku and others trained for the Olympics. Then visit a hidden green-sand beach near Diamond Head and pedal past hulking mansions.

From there, a short ascent takes you to the Diamond Head Light House Lookout. Continue to Doris Duke’s Shangri-La in the exclusive Black Point neighborhood, and past the Hawaii Five-0 TV studios.

Next, head into the Diamond Head Crater for a hike. Get great photo ops of Oahu’s south and east-facing shores, and hear about the island's World War II history. After your hike, it's time to relax over a healthy lunch. Your tour ends in Waikiki.

Honolulu Zoo

3 minutes • Admission Ticket Not Included

Kapiolani Park (Pass By)

Makalei Beach Park

5 minutes • Admission Ticket Free

Shangri La

5 minutes • Admission Ticket Not Included

Diamond Head State Monument

5 minutes • Admission Ticket Not Included

Diamond Head Crater Hike

1 hour 30 minutes • Admission Ticket Not Included

Additional Info

Confirmation will be received at time of booking
Not recommended for pregnant travelers
Not recommended for travelers with back problems
No heart problems or other serious medical conditions
Not wheelchair accessible
Near public transportation
Travelers should have a moderate physical fitness level

Operates in all weather conditions, please dress appropriately
Vegetarian option is available, please advise at time of booking if required
May be operated by a multi-lingual guide with translation technology.
Important UPDATE: May 12th 2022. All guests must register with the Hawaii State Parks, Payment is $5 for each person. Register for 9:00 am to 10:00 am to visit the park. QR code is emailed to you, $5,00 each person.
Any time of day booking will allow us to get in Diamond Head Hawaii State Parks, when we arrive. 9 am approx..
This tour/activity will have a maximum of 10 travelers

Supplied by

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Featured review

Charles_P

Kelly was an excellent guide. Very knowledgeable and informative! I would highly recommend him for this tour!

Reviews

4.9

based on 181 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Recommend!

Connie_Q, Jan 2026

Fun and beautiful

keldn, Sep 2025

Very informative tour. The biking and hiking were great not to mention the beautiful views!! The local lunch Kelly provided was amazing! Best I’ve had on my trip!!

Kelly was an excellent...

Charles_P, Aug 2025

Kelly was an excellent guide. Very knowledgeable and informative! I would highly recommend him for this tour!

Amazing experience....

MarianoLucas_C, Jun 2025

Amazing experience. Excelent Guide like Kelly, was the difference. The view is awesome and the place deserved to be visited

Great experience!

Veronica_M, May 2025

Kelly was once again...

Nicholas_E, Mar 2025

Kelly was once again amazing. He’s one of a kind and you will definitely be entertained. He’s like the mayor of Honolulu!

Great quick way to bike hike Diamond Head State Monument

John_A, Mar 2025

A Good quick, early morning bike ride before it gets too hot, 3 hour excursion from downtown Waikiki to Diamond Dead and back. Guide Supplied a great bike with water. And on the way back, we got takeout lunch and stopped at local park to eat on way back. Got papaya curried chicken and banana scone from local neighborhood busy carryout. Food was great. I’m confident that on future rides , visitors would get great local food at other local places. My Guide had a microphone and wireless speaker on my bike so I could clearly hear him providing verbal warning / safety signals and interesting commentary as we rode through neighborhoods, as he pointed out many sites along the way up to Diamond Head. We met several locals, walking/ biking along the way through town and on the hiker trail to the top of diamond head, that recognized him. So, he is a really knowledgeable tour guide on this particular bike/hike trip, and likely as well as his other Waikīkī area tours. The provided three-speed bike was manual, but they were great pedaling- no problems with the minor hills. Guide noted he provides electric bikes as needed for other small group rides. In spring /summer 2025 you had best check the Diamond Head State Monument’s website due to construction and possible closures. And remember coordination with your tour guide for a correct time to get your timed “entry only“ pass as a bike/walk-in to Diamond Head State Monument from Hawaii parks, so that you can get entry at an appropriate time.

Our guide Kelly was...

Peter_T, Feb 2025

Our guide Kelly was personable informative about the area. He was also health conscious, making sure we were hydrated and comfortable while riding and hiking.

It was great ! Kelly was...

manju_w, Dec 2024

It was great ! Kelly was fiull of information and very entertaining . If you enjoy biking it’s fun activity couple hills but doable

Diamond Head Bike and Hike

Cindy_C, Oct 2024

Kelly was great! He pointed out all of the points of interest. He provided water a d a snack plus lunch. I would definitely fo a tour again.

A bike and hike tour to remember!

Ken_Y, Aug 2024

Kelly was an excellent guide, providing interesting facts and details as we rode. He had speakers on every bike and we could hear him clearly. Very conscientious for our safety. Had an exhilarating hike up and down Diamond Head. Enjoyed a delicious lunch at the Market Grill. The curry chicken in papaya is highly recommended! Kelly took a ton of photos and shared it along with a fun video of our adventures. I'd definitely recommend this tour for those seeking simultaneous exercise and fun!

Fun, beautiful and engaging.

Michaela_R, Aug 2024

Wonderful experience ! It blew me away with how knowledgeable, friendly and entertaining the guide was. He did an amazing job and you could tell he was very passionate about his job!

Amazing tour with the best tour guide

Hector_F, Aug 2024

Kelly is hands down the best tour guide I’ve ever had. He possesses a wealth of knowledge on the area, having lived in Hawaii for more than 40 years. He is thoughtful, kind, and a great conversationalist. He made a lengthy tour feel like hanging out with an old friend. The sights on the Diamond Head tour were amazing and the bikes very comfortable! Highly recommend this tour.

Great Excursion!

Chris_E, Jul 2024

My wife and I took the Hike and Bike Tour with Kelly and it was great. Kelly did an outstanding job of explaining the different points of interest and he is very knowledgeable. He took a lot of pictures for us that he shared at the end of the tour. I would definitely recommend this excursion!

Great family experience

Michele_D, Jul 2024

Wonderful day. Loved the local insights. Kelly was an amazing guide; so accommodating. Fish tacos, bike along Waikiki beach, and views from the top of the Crater were spectacular.

A LITTLE BIT OF EVERYTHING FUN & PLEASANT!

SarahC_A, Jun 2024

This bike tour is great for the following reasons: 1. TOUR GUIDE (KELLY): Kelly is very personable, friendly and easy-going. He is punctual and explained everything clearly. He is organised and well-equipped with the kits that he provides with the bikes. He is very easy to talk to and since he has been living in Hawaii for over 40 yrs, he is technically a "local" who can provide great info and tid bits about certain places as you ride along. He has a great sense of humour and made me feel comfortable and taken care of. When I was having a slightly hard time going uphill, he pushed me along for support, which was very kind of him. Kelly is a conversationalist and has travelled around the world a bit. I feel that he knows a lot about the world since I travelled around the world a fair bit myself for over 20 years. He seems to do a lot of research on various topics and so, the conversation was light-hearted, fun and easy going. 2. ACCURACY OF TOUR: There is nothing outstandingly different from the description. You get exactly what is described on there ( even down to the packets of gummies and water bottles ). Anyone who complains that this is not what they asked for either a) Did not read the description carefully or b) Is not self-aware of their fitness level. 3. EASY BIKE & MODERATE HIKE: I exercise daily and burn around 600-800 calories a day in weight lifting and walking on a normal day. I would say that the bike ride is very easy and pleasant and has a few slightly challenging uphill parts but definitely doable. The hike up the crater is one of the easiest I have experienced except for the stairs (there are some stairs near the summit). This is also doable.

Fantastic Way to See Diamond Head!

Margaret_B, May 2024

This is the way to see diamond head! Our bike escort, and guide Kelly was awesome! He knows a tremendous amount of information about the island, the culture and was just a lot of fun! The bike portion was challenging, but very good. And the hike was amazing. I would highly recommend this to anybody who is looking for a good way to see this part of Hawaii!

Awesome adventure

hafiz_k, Mar 2024

Kelly was an excellent tour guide. He gave us the history behind much of the area. He was friendly and funny and made the trip enjoyable. He took us at our own pace so we could enjoy the experience. I would definitely recommend this tour.

Love the view, like the...

Carter_L, Mar 2024

Love the view, like the touring information. Kelly is cheering and love his pick tire taken technique

Don’t miss this one!

Vittoria_M, Feb 2024

The tour was amazing!!! We all totally loved it and it was the best part of our adventure! We can’t wait to cone back and do this tour again!

Once in a lifetime experience

Tom_P, Feb 2024

Had a wonderful time! Our guide made our trip an excellent experience.. Can’t wait to do it again. I’m

Legendary Guide & Awesome Time

Tara_E, Feb 2024

From start to finish, this was a great time! I haven’t ridden a bike since college, but Kelly was encouraging and helpful all the way. He’s fun-loving and full of interesting information about the area. The views were beautiful, and Kelly took many awesome pictures for me too. He’s been in the area over 40 years and one local even yelled out as we rode past, “Kelly’s a legend!”

Immersed in the island

Esther_T, Jan 2024

Kelly was an amazing guide. He knew so much about the island and its history. Riding a bicycle around, as opposed to a car, was a fantastic idea. I really got to feel like I was immersed in the experience. Reaching the top of Diamond Head felt amazing and the view was stunning. The climb itself wasn’t bad at all but definitely good for a first timer, like me. We stopped at a coffee & bagel shop for lunch, because we were a bit ahead of schedule and the regular lunch place wasn’t open. We had a bagel with lox (everything bagel, cream cheese, smoked salmon). It was probably one of the best bagels/sandwiches I’ve ever had. It was so delicious!! If you are a person who is relatively active, I would highly recommend doing a biking tour with Kelly!!

FUN must do trip!

mariatripp, Dec 2023

Tour guide Kelly does awesome job of safely navigating roads to Diamond Head with lots of interesting history too. Hike up DH is a nice challenge and great way to buildup an appetite for delicious tacos afterwards!!!

The best way to see Waikiki and Diamond Head.

Dianne_R, Oct 2023

Excellent tour. Communication top notch. We knew where we were supposed to be and when. Kelly made sure that we were kept informed about what was expected of us. Kelly was a fountain of knowledge and what he didn't know about an iphone and its camera isn't worth knowing. I am looking forward to receiving the many photos that he took. I would totally recommend this tour to anyone who enjoys biking. The bike wasn't too hard, the climb to the top pf Diamond Head a little more challenging but Kelly was there the whole way looking out for us and making sure we were ok.

Ride and hike in paradise

Gary_S, Oct 2023

Kelly gave us a great narrative about the island and was very informative. The pace of the ride and hike was great

Great Time

Lorena_R, Jul 2023

Had a great experience, riding the bikes to Diamondhead, would do it again. A great work out and had a great fun time..

Kelly our guide was...

Jennifer_L, Jun 2023

Kelly our guide was phenomenal; personable, easy going, informative, patient and fun! We had a large group of 8 with a younger rider and he took such great care of him. This was an amazing experience and perfect way to learn more about the island. Would highly recommend!

Great tour for exercise and seeing Hawaii’s beauty!

Wendy_H, Jun 2023

We enjoyed this tour very much. Our guide Kelly was a plethora of information on the bike tour and hike. It was a great day of exercise and natures beauty.