Moore Travel Agent
Chastity Debro

Independent Travel Agent

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Discover the best of Oahu: A Comprehensive Guide

Welcome to the stunning island of Oahu, where natural beauty meets rich history and vibrant culture. Whether you're a beach lover, an adventure seeker, a history buff, or a foodie, Oahu offers a diverse range of experiences that will leave you enchanted. In this guide, I'll take you through the must-see and must-do activities, ensuring you make the most of your time on this Hawaiian gem.

 

1. Experience an Authentic Luau


No visit to Oahu is complete without attending a traditional Hawaiian luau. It's a cultural immersion that combines delicious local cuisine, mesmerizing hula dances, and the soul-stirring sounds of live music. The Old Lahaina Luau and Polynesian Cultural Center Luau are two renowned options that promise an unforgettable evening. Although, these are very popular you can experience other amazing Luau's such as Germaine's and Toa Luau. Some resorts even have Luau's on property. Make sure to check with your resort to see if they offer this before purchasing tickets at another Luau.

 

2. Embrace the Gypsy and Shaka Apps


Make your Oahu adventure seamless with the Gypsy and Shaka apps. Gypsy provides insightful audio tours, giving you an in-depth understanding of the island's history and landmarks. Meanwhile, the Shaka app is a virtual guidebook that offers valuable tips on where to eat, what to see, and how to navigate the island like a pro. To use just open your app and start driving. The app will share history, tell you where to stop, and even play local Hawaiian music as you drive and enjoy Hawaii's breathtaking scenery.

 

3. Indulge in Malasadas at Leonard's Bakery


Start your day the Hawaiian way with a visit to Leonard's Bakery. Treat yourself to a box of their famous Malasadas—Portuguese donuts dusted with sugar. They're an island favorite and an absolute must-try! There are several locations on the island, so just visit one as you start your Hawaiian Adventure. Plus, go EARLY while they are fresh and piping hot.

 

4. Conquer Diamond Head


For panoramic views of Oahu, embark on a hike up Diamond Head. The trail leads you through a volcanic crater and rewards you with breathtaking vistas of Waikiki and the Pacific Ocean. It's a moderately challenging hike, but the experience is well worth the effort. If you plan to add this to your itinerary, make sure to make reservations in advance online. I would pick the earliest time, so you can enjoy the hike before it gets too hot and crowded.

 

5. Relax on Lanikai Beach


Known for its powder-soft sands and crystal-clear waters, Lanikai Beach is a tropical paradise. Rent a kayak and paddle to the nearby Mokulua Islands, or simply bask in the sun while gazing at the turquoise horizon. It's a slice of heaven on earth and was our favorite beach on the Island.

 

6. Explore Kualoa Ranch


Famous for its lush landscapes and cinematic history (remember Jurassic Park?), Kualoa Ranch offers a plethora of activities. Choose from ATV tours, horseback riding, or a movie set tour. The scenery is spectacular, making it a favorite among nature enthusiasts. We did the 2 hour UTV Raptor Tour and HIGHLY recommend it! Be prepared to get DIRTY, though. They will provide face masks, helmets and goggles. ADVICE: DON'T wear clothes you don't want stained with dirt. Other movies that were filmed here are: 50 First Dates, LOST tv series, King Kong, and Jumanji.

 

7. Stroll Through Ho'omaluhia Botanical Gardens


Escape into nature at Ho'omaluhia Botanical Gardens, a haven of tranquility and lush beauty. Meander through a diverse range of plant collections and take in the serene landscapes. It's a perfect spot for a leisurely picnic or a contemplative walk. The BEST part is, it is FREE! Just drive in, park your car and stroll through the gorgeous grounds of this Botanical Garden. Make sure you go to the lake. It is full of Koi fish and is just a breathtaking view! Not too far from this amazing place is the BEST restaurant on the island...Haleiwa's Joe's-Haiku Gardens.

 

8. Dine at Haleiwa's Joe's Restaurant


There are two locations on Oahu.

  1. Haleiwa Joe's - Haiku Gardens: This location is situated in Kaneohe, Oahu. It's known for its beautiful setting in the Haiku Gardens, which provides a tranquil backdrop for dining. This is the one my family visited and we absolutely LOVED everything about it. From the food, ambiance, and the breathtaking views as you eat. We ate right by the balcony. There are no windows, so you get a nice breeze and great views of the mountains. HIGHLY recommend!

  2. Haleiwa Joe's - Haleiwa: This is the original Haleiwa Joe's location and is located in the town of Haleiwa on the North Shore of Oahu. It offers stunning views of the Anahulu Stream and Haleiwa Harbor.


 

9. Pay Homage at Pearl Harbor


A visit to Pearl Harbor is a poignant journey through history. Explore the USS Arizona Memorial, the Battleship Missouri, and the Pacific Aviation Museum to gain insight into the events of December 7, 1941. It's a somber yet essential part of any Oahu itinerary. It is free to visit but you may want to pay to see the Battleship Missouri and the Pacific Aviation Museum when you arrive. You will have to pay for parking and $1 per person to reserve your spot on the ferry to take you to the USS Arizona Memorial Site. To reserve your spot on the ferry you will want to do that online in advance. You can also purchase headphones on the property when you get there to use as you walk around. The headphones will give you the history as you explore the museum.

 

10. Discover Waimea Valley and Falls


Waimea Valley is a cultural and botanical treasure trove. Wander through lush gardens, visit ancient Hawaiian sites, and culminate your journey at the picturesque Waimea Falls. Don't forget your swimsuit for a refreshing dip! This was a highlight of our trip. You will have to pay to visit here but it is SO worth every cent! There are several paved trails that will take you to the waterfall at the end. As you embark on the trail, make sure to take pictures of the different species of flowers and plants. I encountered so many I have never seen before in my life. The waterfall is beautiful but very cold. You can rent bins to store you belongings in while you swim. After you are done with this adventure, make sure to go to Waimea Bay across the street. You will find parking. It is a nice beach with a large rock you can cliff dive from if you are feeling adventurous.

 

11. Snorkel at Hanauma Bay


Dive into the vibrant underwater world of Hanauma Bay. Snorkeling here is a surreal experience, with a plethora of colorful marine life and coral formations. It's an aquatic adventure you won't want to miss. Make sure to reserve your spot here as soon as it becomes available online. Tickets sell out very quicky and you HAVE to reserve your spot to enjoy this experience.

 

By exploring these must-see and must-do attractions in Oahu, you'll forge unforgettable memories and gain a deep appreciation for the island's beauty and culture. So grab your sun hat, lather on the sunscreen, and get ready for an adventure of a lifetime! Feel free to email me at chastity@vincentvacations to help you plan this amazing itinerary on Oahu!



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My name is Chastity Debro. I live in Oklahoma with my husband and two children. I graduated from UCO with a Bachelor's in Education back in 2009. I taught in the public school system for 12 years before resigning to become a full time Travel Agent. I have always had a deep love for travel and adventure. I am so excited to start this new journey to help others plan amazing vacations that will creat...  Read More >>>



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St. Augustine, Florida
St. Augustine, Florida

Puerto Rico Specialist
Puerto Rico Specialist

7 Reviews & Success stories

Sandals Royal Curacao
Sandals Royal Curacao

We booked our sandals curacao vacation with Chastity Debro! She was so helpful with every question & concern! We had potential concerns about our departure with hurricane debby hitting miami & causing so many flight issues! Chastity was on the phone all day to try & navigate our next steps to try & prepare for any flight delays/cancellations. I would absolutely recommend & use Chastity to plan our next vacation, all we need to do now is decide where to go🤔🏝️🛳️✈️🌞
-Jared and Devon Keck

Grand Princess Riviera
Grand Princess Riviera

Where do we begin? Chastity was fantastic to work with from the beginning of planning our trip to during our trip and even coming back home. She never had experience with our hotel and went above and beyond by researching everything for us to make our stay even better. She was so prompt in returning emails and calls and so organized at sending our entire itinerary to us. We stayed at Grand Princess Rivera and it was truly beautiful. The food was great, the rooms were very nice and the drinks were top notch. The environment was so peaceful and relaxing. It is a great resort for just adults wanting a trip but it is also very kid friendly as well. There is quite the variety offered at this hotel. The animal life is truly amazing on the property and one experience you won’t forget. We highly recommend this resort and highly recommend working with Chastity for any of your vacation needs! We are already in works for booking our next one! Thanks again, Chastity!
-Theresa Schmiemeier

Walt Disney World
Walt Disney World

My wife and I used this Travel Agency to plan our honeymoon to Disney World with Chastity Debro and it was amazing!! The process was super smooth and they gave us excellent tips for while we were there! If anyone needs help in planning a trip, we highly recommend Chastity to be your source of help and guidance during the process! We will definitely be using her and this agency for planning any trips we have in the future!
-Tyler and Elayna Durham

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