EXPLORING OAHU FOR THE FIRST TIME: WHAT NOT TO MISS
A 5-Day Itinerary to Make the Most of Your Trip
Unforgettable Experiences at Your Fingertips!
We’ve made it easy for you to book the best rated experiences—during your vacation.
Exclusive Deals & Upgrades
Enjoy activities within walking distance or with hassle-free pick-up directly from your hotel.
Locally Owned & Operated
Immerse yourself in authentic Hawaiian culture with tours curated by locals who know the islands inside and out.
Easy Cancellations
Travel plans change, and we get it! Enjoy flexible cancellations up to 72 hrs before your tour.
Oahu is where the heartbeat of Hawaii truly comes alive. In Honolulu, you’ll feel the buzz of a vibrant city with world-class dining, shopping, and nightlife. But just a short drive away, the high-rises fade, palm trees sway, and you’re reminded—you’re in paradise.
Whether it’s your first island or your last stop, Oahu is the perfect gateway to Hawai‘i. With the state’s largest airport, it’s a natural starting (or ending) point for your adventure.
To help you make the most of your time, we’ve curated the very best of Oahu—saving you hours of research and planning. From the top-rated tours to insider tips, we’ve partnered with the island’s most trusted local providers to bring you unforgettable experiences on land, in the air, on the water, and through the rich culture that makes Hawai‘i truly special.
Scroll down to explore a handcrafted, day-by-day itinerary based on years of experience creating dream vacations. Let’s turn your first time in Oahu into the trip of a lifetime.
Day 1: Soak in the Sun & Celebrate with a Luau
Welcome to paradise! Your first day on Oʻahu is the perfect time to ease into island life. Whether you’ve just flown in or hopped over from another island, take the morning to breathe in the ocean air, stroll along Waikīkī Beach, and simply enjoy being in one of the most beautiful places on Earth. Let the rhythm of the island guide your pace as you settle into your Hawaiian getaway.
As the sun begins to set, prepare for an unforgettable evening at a traditional Hawaiian Lūʻau —a must-do for first-time visitors. These vibrant celebrations of Polynesian culture are filled with music, hula, fire dancing, and an epic island feast. Imagine sipping a tropical Mai Tai as waves crash nearby, the scent of roasted pig and sweet pineapple in the air, and the beat of the drums transporting you to ancient Hawaiʻi. With several lūʻau options around the island—from beachfront resorts to cultural centers—you’ll find the perfect one for your ʻohana (family). It’s more than just a show—it’s a warm, joyful welcome to the spirit of aloha.
Day 2: Discover Oʻahu’s Beauty on a Circle Island Tour
Get ready to fall in love with Oʻahu as you embark on an unforgettable full-day circle island tour. Kicking off from Waikīkī in the morning, this scenic 120-mile journey showcases the island’s most iconic landscapes—from rugged coastlines and lush rainforests to golden beaches and cascading waterfalls.
Along the way, you’ll visit hidden gems like the serene Byodo-In Temple, tucked beneath the towering Koʻolau Mountains, and gaze out from the dramatic cliffs of Nuʻuanu Pali Lookout, where one of Hawaiʻi’s most historic battles took place.
Savor island flavors with tastings at local macadamia nut and pineapple farms, and explore the peaceful Waimea Valley Botanical Gardens, where you can stroll through tropical gardens and cool off with a swim beneath a waterfall.
With the insights and stories shared by your expert local guide, this immersive tour connects you to the heart, history, and natural beauty of Oʻahu. It's a day full of “wow” moments and deep cultural connection—don’t forget your camera!
Day 3: Step Back in Time at Pearl Harbor
No trip to Oʻahu is complete without visiting one of the most powerful and historically significant sites in the United States—Pearl Harbor. Nearly two million people each year walk these hallowed grounds where history was forever changed on December 7, 1941, “…a date which will live in infamy.”
Start your day at the Pearl Harbor Visitor Center, where immersive exhibits and archived footage bring the events of that fateful morning to life. Then take a solemn boat ride to the USS Arizona Memorial, built above the sunken battleship where over 1,100 sailors lost their lives.
Continue your journey through history aboard the USS Missouri, the “Mighty Mo,” where World War II officially ended with the signing of the Japanese surrender documents in 1945. Walk the decks, explore the inner quarters, and experience the legacy of bravery and resilience.
Just steps away, dive deeper into history with a self-guided tour of the USS Bowfin submarine—nicknamed the “Pearl Harbor Avenger”—and visit the Pearl Harbor Aviation Museum, where historic aircraft and interactive exhibits bring the war in the Pacific vividly to life.
Whether you spend the day here or combine it with other experiences like a Circle Island Tour or Polynesian Cultural Center, Pearl Harbor is an unforgettable tribute to the heroes who shaped history.
Day 4: Take to the Skies – See Oʻahu from Above
Experience the breathtaking beauty of Oʻahu from a whole new perspective—the sky. A helicopter tour offers an unforgettable thrill as you soar above lush valleys, cascading waterfalls, and legendary coastlines. Whether you're chasing cinematic views or seeking the ultimate photo op, this is your chance to feel like a star in your own Hawai‘i adventure.
Choose from quick 30-minute highlights or a full 60-minute circle-island flight. Glide over iconic spots like Diamond Head, Waimea Bay, Sacred Falls, and even Pearl Harbor, all narrated by expert pilots who bring the island’s stories to life.
Whether you go private or join a group flight, you’ll witness the magic of Oʻahu from an awe-inspiring vantage point—an experience that’s as exhilarating as it is unforgettable.
Day 5: Dive into Oʻahu’s Ocean Adventures
No trip to Hawaiʻi is complete without experiencing the magic of the ocean. Whether you're craving serenity or a splash of adrenaline, Oʻahu’s waters have something for everyone.
Paddle through the calm, crystal-clear waters of Kāneʻohe Bay by kayak, or hop aboard a guided boat tour to encounter sea turtles (honu) and vibrant marine life up close. If you're feeling bold, take to the skies with parasailing, zip around on a jet ski, or try the futuristic thrill of flyboarding.
Prefer to wind down? Set sail on a scenic catamaran cruise, or treat yourself to a sunset dinner cruise, complete with ocean breezes, tropical drinks, and unforgettable views of the horizon.
Visiting between December and April? Don’t miss the chance to spot humpback whales as they breach and play during their annual migration—an awe-inspiring sight from the deck of a guided whale-watching tour.
Whatever you choose, getting into (or on) the ocean will give you a deeper connection to the island—and a memory that will last a lifetime.
DESIGN YOUR PERFECT ADVENTURE
Looking for something unique? We offer personalized services for a truly unforgettable experience!
Private Tours & VIP Transportation
Romantic & Honeymoon Experiences
Special Event Planning & Custom Requests
Hear From Our Customers
Hear from happy guests who’ve explored Oahu with our private tours
Had a great day today exploring all the hot spots in Honolulu. Lincoln was helpful, answered all our questions, took us where we wanted to see and made a wonderful, fun day out of it. Highlight recommended him.
- Moll Steph
We had a great day with Lincoln as our tour guide! He was personable, fun, thoughtful, and flexible. I would highly recommend his service! We have hired him twice. Definitely a great decision!
- Ronnie Bader
Our family had an amazing day with our guide, Lincoln! This was the highlight of our trip, we are grateful for the personal touches of the tour, well worth the money for the memories we made that will last a lifetime. #Broncobros
- Heide J.
We had a great day with Lincoln as our tour guide! He was personable, fun, thoughtful, and flexible. I would highly recommend his service! We have hired him twice. Definitely a great decision!
- Allison C.
Frequently Asked Questions
Is transportation included in the tours?
Some activities include transportation, while others may require you to meet at the activity location. This information is listed in each tour’s description.
Are meals included in the tours?
Certain tours, such as luaus or full-day excursions, may include meals. Please check the individual tour details for what’s included.
Are tips included in the booking price?
No, tips are not included and are non-refundable. Gratuity is optional but 100% appreciated.
What happens in case of bad weather?
Most tours run rain or shine, but safety is always a priority. In case of cancellations due to severe weather, we’ll assist in rescheduling or processing a refund according to the vendor’s policy.
Can I request specific tour customizations?
For private tours, yes—Let us know what you're looking for, and we'll help find the best option.
What is your cancellation policy?
Cancellation policies vary depending on the vendor. Most activities allow full refunds with 48-72 hours' notice.
Am I able to use an international credit card for payment?
Yes, as long as they fall under the following credit card brands:
VISA
MasterCard
Discover
American Express
Please note that the prices are charged in USD and are subject to exchange rates and your bank fees.
Do you have a physical Desk or Location?
Yes, we proudly operate the Tours & Activities Desk at the Ilikai Hotel, located conveniently in the main lobby. The address is 1777 Ala Moana Blvd, Honolulu, HI 96815, United States.
How can I get in touch with you?
You can reach us at (808) 824-4324 or email us at [email protected]. We’re happy to help you choose the right experience!
ADVENTURE AWAITS IN PARADISE – BOOK YOUR HAWAII TOUR TODAY!
© 2022 Vohana LLC - All Rights Reserved