Exploring OAHU, HAWAII in 72 HOURS! A NEW Travel Itinerary Challenge Series

For our first ever visit to the State of #Hawaii, we end up exploring #OAHU in 72 HOURS! We chronicle our adventures visiting four (4) different islands of Hawaii in our new “Travel Itinerary Challenge” series to share our experience seeing, eating, and doing a number of attractions in a set amount of time.

We’ve found, after many years traveling together, that we have the tendency of cramming as many things as possible into the trip as we get overly excited about wanting to DO, EAT, and SEE EVERYTHING!

Below is the original list we set out to complete for our first visit to Oahu. In this “Travel Itinerary Challenge” series, we will see how close we can get to checking off each item on our list.

๐Ÿ“‹ Preston & Krista’s Original Itinerary List for 72 Hours in Oahu*

01. Diamond Head Crater
02. Shangri La Museum of Islamic Art, Culture & Design
03. Ala Moana Center
04. Leonard’s Bakery
05. ‘Iolani Palace
06. The Pig & Lady
07. Pearl Harbor
08. The Royal Hawaiian Resort
09. Nu’anuanu Pali Lookout
10. Polynesian Center Hawaiian Luau
11. Makapuu Tide Pools
12. Lanai Lookout
13. Hananuma Bay
14. Kualoa Ranch
15. North Shore Turtle Beach
16. Haleiwa Matsumoto Shave Ice
17. Waimea Canyon Falls
18. Manoa Falls Hiking Trail

๐Ÿ“‹ Preston & Krista’s Actualized Itinerary for 72 Hours in Oahu

01. Island Brew Coffeehouse
02. Lanai Lookout
03. Waimanalo Beach Park
04. Lanikai Beach
05. Pali Highway
06. The Pig & Lady
07. Waikiki Beach
08. The Royal Hawaiian Resort
09. Honolulu Sunrise at Tantalus Overlook
10. E-Mountain Bike Tour at Kualoa Ranch
11. North Shore Food Trucks – Penny’s Malasadas
12. North Shore Food Trucks – Waffle on a Stick
13. Sunset Beach Crooked Palm Tree
14. Shark’s Cove
15. Laniakea “Turtle” Beach
16. Haleiwa Island Vintage Coffee
17. Waimea Polynesian Toa Luau
18. Diamond Head Crater Hike
19. Marukame Udon
20. Pearl Harbor
21. Koko Head Cafe

We hope the itinerary lists and tips are helpful!


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๐Ÿ“ฃFollow us on Instagram:
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๐Ÿ’กHave any recommendations for videos ideas, travel destinations, concepts we should explore, or constructive feedback? Drop us a comment or DM on Instagram! We love to hear what you’d enjoy seeing!


  1. My wife and I will be visiting Hawaii at the end of August. We plan on visiting The Big Island, Oahu, Kauai and Maui. Which island would you recommend visiting first considering jet lag and activities? We are also from NY would like to know how you guys prepared and/or coped with jet lag?

  2. Thank you sooo much! Watching this at Hawaiian Village Hilton Resort, I have 3 days remaining and can use these activities to my list especially the Shangri-la of Islamic Art Culture and Design!

  3. Hi, I love your videos. It's such fun watch your travels while using my rowing machine to keep fit under our UK lockdown. Please could you consider doing a video about Niihau and Molokai? Thanks!.

  4. Love your videos!
    On Oahu I loved the Pillbox hike and lanikai beach right after. Koko head hike and crouching lion. Also thereโ€™s a sand bar tour with capataon bob. Highly recommend!
    North shore, Ko Olina area is amazing.
    Uncle Boโ€™s restaurant is a hole in the wall! Very yum!

  5. I made travel vlogs too, and I'm going to Oahu on my honeymoon this year. I'm so excited and thank you for all of the great tips and ideas. I definitely think we'll want to do Diamond Head hike! I can't wait to see it and get footage!

  6. I have been to Oahu, Hawaii 8 times. I loved it, there's so many activities to do and see. Flying from Sydney, Australia more than 9.5 hrs is worth it. Self driving around coastal Oahu is a must, watch the coastal scenery change every time.. spectacular!

  7. Before I started my comment I checked out what others wrote and after a quick scan I don't recall seeing any negative ones. I hope you'll take the following as constructive criticism. On the bright side you got some beautiful footage, however most of the "activity" shots were too brief with quick pans. I guess you're trying to get a lot in. Your longest scenes were in eating places when it seemed to be one long commercial. Consider more Oahu and less loco moco. You sure love your food though. I was hoping to see more of the many attractions Oahu has to offer. My apologies for not seeing this sooner. We just got back from a month in Waikiki and I wanted to relive some of the memories.

  8. Great videos! thinking of taking my 16 yr old son to Oahu in May for a week. I'm not sure if I just stay on Oahu the entire time or try and visit another island. Any advice on if its worth seeing another island in that short of time and if so what would be best island for sightseeing/hiking. thanks!

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