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Diamond Head Bike & Hike Tour from Honolulu

Guided
See all cruiser bike tours in Honolulu
Kid Friendly
Locally Owned
Small Group Sizes
Beginner Friendly
Free Cancellation
Instant Book
Duration: 4 hours

Pricing

Adult

Ages 18-60

$169
Child

Ages 12-17

$139
Senior

Ages 61 and up

$159

All Prices

Adult

Ages 18-60

$169
Child

Ages 12-17

$139
Senior

Ages 61 and up

$159

Description

Pedal Honolulu’s Coast, Then Hike to the Top of Diamond Head!

Catch Honolulu in the cool of the early morning on a ride that ends on top of its most famous landmark. From Waikiki, you'll roll through Kapi'olani Park and past the WWI Natatorium War Memorial, where Duke Kahanamoku and other Olympic swimmers once trained, then visit a secluded beach tucked beneath Diamond Head and cruise past grand oceanfront homes.

The road climbs to the Diamond Head Lighthouse lookout, where surfers dot the water below and your guide points out Doris Duke's Shangri La estate in the Black Point neighborhood. Next, you'll ride past the studios where Hawaii Five-0 is filmed and through the tunnel into Diamond Head Crater itself. Leaving the bikes behind, you'll hike to the summit through switchbacks, stairways, and old military bunkers filled with Hawaiian and WWI history — with sweeping views over Waikiki and Oahu's south and east shores waiting at the top.

After summit photos, the ride heads downhill to a healthy local lunch at the base of Diamond Head, wrapping up before midday!

Duration

  1. 3.5 to 4 Hours

Location / Where to Meet

  1. Check In / Departure Address: Kuhio Beach Banyan Tree, 2459 Kalakaua Ave, Honolulu, HI 96815
  2. Please meet your guide at the Kuhio Beach Banyan Tree / Hula Mound on Waikiki Beach, directly across the street from the Hyatt Regency Waikiki.
  3. Look for your guide in a green company T-shirt with the bikes, on the left side of the banyan tree as you face the ocean. Your guide will also stay in touch by text before the tour. There is no shop or retail check-in — the tour starts and finishes at this beachside meeting point in the heart of Waikiki!

Ages & Requirements

  1. Diamond Head State Monument entry reservation - Non-resident guests must book their own timed entry reservation through the Hawaii State Parks reservation system before the tour date (an entry fee applies; Hawaii residents enter free with a valid Hawaii ID). Register for 9:00 am to 10:00 am to visit the park. QR code is emailed to you.
  2. Ages 12–85 Welcome – Riders must be between 12 and 85 years old. Child rates apply to guests ages 12–17.
  3. Senior & Special Discounts – Senior rates are available for guests 61 and older.
  4. Biking Experience Required – All participants must be able to ride and control a bicycle independently. This tour is designed for active travelers: it includes hill climbing on a pedal bike and a steep summit hike with stairs.
  5. Ride & Hike Distance & Difficulty – The tour covers approximately 8 miles (13 km) total between biking and hiking. The hike is about 45 minutes to 1 hour along with a 300 ft (91 m) elevation climb.
  6. Health & Physical Requirements – This tour is not recommended for pregnant travelers or guests with spinal injuries due to the physical nature of cycling.
  7. Tour Language – All tours are conducted in English.
  8. Small Group Size – Tours are limited to a maximum of 8 guests, allowing for a more personalized sightseeing experience.

What's Included

  1. Professional local guide with Hawaiian and WWI history narration
  2. 7-speed city bike, bike fitting, and safety briefing
  3. Safety helmet
  4. Guided hike to the Diamond Head summit
  5. Healthy local lunch after the hike
  6. Sunscreen, water, sports drink/electrolyte mix, and snacks

Not Included

  1. Gratuity - Never expected but if you have a great experience, please consider gifting 10-25% to your guide!
  2. Diamond Head State Monument entry reservation - Non-resident guests must book their own timed entry reservation through the Hawaii State Parks reservation system before the tour date (an entry fee applies; Hawaii residents enter free with a valid Hawaii ID). Register for 9:00 am to 10:00 am to visit the park. QR code is emailed to you.
  3. Transportation to the meeting point - Hotel pickup is not included.
  4. Additional food, drinks, or purchases you make along the way.

What to Bring / Wear

  1. Diamond Head Entry Reservation - Have your QR code ready on your phone for the crater entry booth.
  2. Comfortable, Moisture-Wicking Clothing - Lightweight, fast-drying fitness wear for cycling and hiking. No jeans please!
  3. Sturdy Closed-Toe Shoes - Athletic or hiking shoes with grippy tread that work for both pedaling and the trail. No sandals or flip-flops.
  4. Sun Protection - Brimmed hat, sunglasses, reef-safe sunscreen, and a light UV long-sleeve layer.
  5. Reusable Water Bottle
  6. Small Backpack or Crossbody Bag - For your phone, wallet, and personal items.
  7. Camera or Phone - For your own photos along the way.
  8. Required Paperwork & ID - Signed waiver if required and a valid ID, especially if you book the kama'aina or military rates.
  9. Personal Medications - Please bring any medications you may need during the tour.

Check Out Our Tour Here!

ADVENTURE PROVIDED BY Bike Tour Hawaii

FAQs

Do I need a Diamond Head entry reservation for this tour?

Yes, if you are not a Hawaii resident. Diamond Head State Monument requires advance timed entry reservations for non-residents, so please book your entry for your tour date through the Hawaii State Parks reservation system (gostateparks.hawaii.gov/diamondhead) and have your QR code ready — we stop at the entry booth on our way into the crater. Hawaii residents enter free with a valid Hawaii ID. Register for 9:00 am to 10:00 am to visit the park. QR code is emailed to you.

How difficult is the Diamond Head Bike to Hike Adventure, and are there any physical requirements?

This is an active tour. The ride includes several hill climbs on a pedal bike, and the summit hike is about 1 mile (1.6 km) with roughly 400 ft (122 m) of elevation gain on a trail with switchbacks and stairs. Conditions can be warm to hot, especially in summer.

Why does the tour start at 7:00 am?

We start early to avoid the crowds and the midday heat on the crater trail. You'll be finished before noon.

What is special about hiking Diamond Head?

Diamond Head (Le'ahi) is Hawaii's most photographed landmark — a volcanic tuff cone with a summit trail built as part of Oahu's early 1900s coastal defense system. The hike passes historic bunkers and lookouts, and the summit views stretch across Waikiki, Honolulu, and Oahu's south and east shores.

What's for lunch?

After the hike, we head down to a healthy local lunch at the base of Diamond Head. Please share any food allergies or dietary needs when you book.

Is this tour kid-friendly?

Yes, youth riders ages 12–17 are welcome, as long as they're comfortable riding their own bike on hilly roads and hiking uphill.

Do I need to book in advance?

Yes, we recommend booking as early as you can. We're a small, personalized tour company, so dates and start times can fill up quickly.

What kind of bikes do you use?

Our pedal tours use lightweight, comfortable 7-speed city bikes.

Our electric bike tours use pedal-assist Ride1Up e-bikes (Class 1–3), which give you a boost on the climbs while you pedal. Every rider gets a bike fitting before we roll out.

Are helmets provided?

Yes. A safety helmet is provided for every rider, and we'll help you choose the right fit during your bike fitting.

Is instruction included?

Yes. Every tour begins with a bike fitting and safety briefing.

On our electric bike tours, your guide also gives a short e-bike lesson so you're comfortable with the pedal-assist before we leave Waikiki.

What certifications do your guides have?

Your guide holds advanced first aid and AED/CPR certifications for your safety, and shares local history and culture through informative narration throughout the ride.

Can you accommodate food allergies or dietary restrictions?

Yes. Please let us know about any food sensitivities or allergies when you book so we can plan safe and satisfying stops for you. Vegetarian and vegan options are available on our food-focused tours.

What is your approach to sustainability and the community?

We strive to be environmentally responsible, socially conscious, and culturally respectful, and we aim to leave a positive impact on the places we visit and the people we meet. Exploring by bike is a low-impact way to see the island, and we encourage all riders to pack a reusable water bottle and follow Leave No Trace principles on the trails.

Cancellation Policy

Full refund if canceled within 24 hours of the scheduled tour.

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Availability

November 2026

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Reviews

Location

Address

2421 Ala Wai Blvd #1402

Honolulu, HI, 96815

US

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