Oahu Sunrise Tour: Winter Island Highlights

Join our Oahu 10 Stop Circle Island Tour and experience personalized attention, small tour groups, and a personable atmosphere. Enjoy a free Dole Pineapple and don’t miss the locally grown Kahuku Shrimp!

Duration: 9 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • Diamond Head State Monument - Have you ever thought you would be driving on the exact same road that Amelia Earhart used as her runway in 1935? Well, that is our FIRST stop!
    Diamondhead lookout is an amazing location that offers panoramic views of the southern shore of Oahu and Waikiki!
What's Included
  • Waikiki hotel pickup and drop off
  • Complimentary water
  • Whole Dole pineapple (one per party)
  • Snorkeling equipment provided
  • Air-conditioned vehicle
  • Live Commentary
Additional Information

In December and January, this tour kicks off with a breathtaking sunrise viewing from a specially selected spot, perfectly timed to witness the sun rising over Oahu. It’s a serene and unforgettable way to start the day, offering a distinctive seasonal experience not commonly found on other tours.
Following the sunrise, the tour continues with an…

Location
Diamond Head State Monument
18th Ave., Waikiki
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(1709 Ratings)
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Tatiana_v
Jan 4, 2026
Perfect Oahu tour! - Amazing well structured tour. We have actually beat all the crowds and had an amazing unique experience of the island. Anna was just fantastic!
Review provided by Viator
Sightseer32947674561
Jan 3, 2026
Amazing Experience with Anna - This tour was one of the highlights of our Hawaii Trip! Anna was an amazing guide, making sure we beat the crowds to busy spots and providing us with knowledge and entertainment. Definitely recommend booking
Review provided by Tripadvisor
Alice_l
Jan 2, 2026
Oahu in a day - PE, our tour guide was wonderful. Came early for pick up. Communicated with us the night before via text and call. Our group was always the first @ each tour site — less crowd, no wait. She helped take our family pictures. Talked non stop about the history of Hawaii. Wow!
Review provided by Viator
Taan_l
Dec 30, 2025
Oahu circle trip - Our guide, Justin, was absolutely fabulous. He was extremely knowledgable, entertaining, and a skilled story teller. Sitting in the bus listening to him describe the island and island life, made the trip worthwhile on its own.
Review provided by Viator
Rob
Dec 28, 2025
An intimate, local-insider tour with movie magic and hidden island gems. - Justin B. was an outstanding driver and guide on the Pineapple Express tour. He was incredibly informative and shared so much knowledge about the island, along with great local tips on avoiding tourist traps and experiencing Hawaii like a true local. He pointed out amazing places to eat, quiet hidden beach access away from the crowds, and even showed us real filming locations from Jurassic Park, Forgetting Sarah Marshall, and 50 First Dates—all personal favorites. The tour felt personal, relaxed, and authentic. I’d absolutely recommend this experience to anyone looking for a more intimate and memorable way to explore the island.
Review provided by Tripadvisor
Pranay_v
Dec 23, 2025
Perfect Blend of Fun and Touristy Business - Tyrone was an absolute blast as a driver and guide! He was light hearted, considerate and informative. Making jokes and playing along with the whole group. He also allowed us nice stops that we requested apart from the scheduled tour and came with us to each point to aid with pictures and useful conversations. The tour left on time and had a good mix of natural beauty and some commercial spots. Overall great effort and perfect timing.
Review provided by Viator
Rusmir_h
Dec 22, 2025
Tour that cannot be missed! - This was one of my favourite tours in Oahu! We start early to see all the beautiful places before the crowd and enjoy it more quietly. Our tour guide and the driver Nikki was amazing. She was a vibe, knowledgeable and loves her job. I’d recommend this tour to anyone who wants to see part of the Island before they decide where to go alone with a hire car like me. Thank you again to everyone involved to make my day awesome!
Review provided by Viator
Andrew_v
Dec 20, 2025
10/10 recommend - Only had one day on the island, and this was 100% worth it—beat the crowds, saw amazing sights, and had a fantastic guide! Thank you Tyrone!
Review provided by Viator
Riitta_h
Jan 4, 2026
The weather might mess up... - The weather might mess up the plans. Ryan was a great guide. The group size was perfect, only five people this time.
Review provided by Viator
Heathmc2013
Dec 30, 2025
Lots of time on the bus and missed some stops - We were a little disappointed with this tour as the reason why we booked it was because we thought it was less touristy than the other tours, however we still stopped at the same shrimp lunch spot as every other tour bus and our swim was at an overcrowded hotel beach. Our guide even forgot to stop at Haleiwa town which I was keen to see as it was the only North Shore stop on the itinerary. We passed lots of beautiful beaches but didn’t stop at any.
Review provided by Tripadvisor
From $115
up to 14 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).