OAHU · HAWAII
Oahu’s best days out.
The 10 most popular diamond head tours, with prices, run times and the boat or operator behind each one. The trips worth a morning on the water or a day around the island, and what each one actually gets you.
Early-morning shuttle and self-guided hike up Diamond Head Crater from Waikiki, with map, water, and park entry included.
Most Popular“Matthew was a great guide and made sure we were all set for a rainy / windy hike! The original time I booked was unavailable, but they rescheduled me quickly and easily.”
1.5-hour Diamond Head sunset catamaran from Honolulu with cocktails and bento appetizers. Great views, eco-certified vibe, strong value.
“Captain Mark, Robert, Rachael, & Luke are the absolute best! We all felt so safe and calm with them. Rachael and Luke had a special surprise for us before the tour ended that no one will want to miss! Love you guys! Sarah, Ben, & Tara”
Early Diamond Head sunrise hike plus east Oahu sights and North Shore beaches, with hotel pickup and small-group comfort for $110.
“Informative and right on time. Our guide put a kind of personal spin and information about the area we traveled.”
Waikiki pickup and Diamond Head reservation tickets included for a self-guided hike to the summit with AC shuttle and big Oahu views.
“Bus arrived on time. Bus was clean, AC kept us cool. Driver was safe and engaging during the drive. Adequate time to climb at a leisurely pace, and get a dole whip with plenty of time (dropped off at 8:10 and pick up at 10:10am)”
Self-guided Diamond Head hike with official narrated audio, map, and earphones for $8.99, but park entry and parking are separate.
“We were headed up to Diamond head and heard we needed tickets for entry. We thought this was it- it was not. You buy Diamond head tickets right from their site. We are going back but this tour was worthless because we couldn’t get I . I know it was part my error for not…”
A guided 10-hour day mixing a **Diamond Head Crater hike**, North Shore beaches, Kahuku food trucks, and Dole Plantation.
Bike Waikiki to Diamond Head with a local guide, stop at green-sand beach and Shangri-La views, then hike the crater and enjoy lunch.
“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.”
Beat the crowds on Oahu with a 5:00 AM Diamond Head hike from Waikiki, roundtrip transfers, entrance fees, and sunrise summit views.
“Pick-up was well on time. We left early, because I was the only passenger at that point. Left off was also right on time. I liked our guide. She organized the group actions well and gave clear instructions.”
BYOB Waikiki sunset sail on the Hokulani trimaran with swim and snorkel, plus Diamond Head views, music, and great photo moments.
“What a fun time! Wow! Crew was incredible. Kept us laughing the entire time, not to mention the amazing sail and swim. We saw dolphins and turtles. A rainbow and impeccable sunset. If I could give 10 stars, I would. Perfect ending to our trip.”
E-bike Waikiki to Diamond Head, then a crater hike with photo stops, helmets with comms, and a ticket included for $199 per person.
“Ryan was a great guide! Very attentive on bike ride and hike. We enjoyed all of the photo ops around Waikiki Beach. The hike at Diamond Head State Park had beautiful views at the top so worth the hike. What a great afternoon! Thanks Ryan”
From Pearl Harbor to the North Shore, the reef off Waikiki to the valleys of the windward coast. Every way to spend a day on the island.
