8 Days in Hawaii Itinerary: the Ultimate Island Adventure

Are you planning a trip to Hawaii and wondering how to make the most of your time there? Look no further than this 8-day itinerary for the ultimate island adventure.

From hiking to waterfalls and relaxing on the beach, this itinerary has something for everyone. So pack your bags and get ready for an unforgettable trip to paradise.

8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Aerial view of Hawaii airport. (Source: ejs9/canva)

Day 1: Arrival in Hawaii

Congratulations, you’ve made it to Hawaii! After a long flight, it’s time to start your adventure. Here’s how to make the most of your first day:


  • Check into your hotel or Airbnb and drop off your bags. Make sure to choose a location that’s convenient for your itinerary.
  • Grab breakfast at a local spot. We recommend trying a traditional Hawaiian dish like Loco Moco or Spam Musubi.
  • Take a stroll on the beach and soak up the sun.


  • Visit Pearl Harbor and pay your respects at the USS Arizona Memorial.
  • Explore the historic town of Honolulu and its many shops and restaurants.
  • Take a hike up Diamond Head for stunning views of the city and ocean.


  • Experience a traditional Hawaiian Luau and enjoy a feast of local cuisine while watching hula dancers and fire knife performers.
  • Take a sunset catamaran cruise and enjoy the beautiful views of the coastline.
  • Relax and unwind with a cocktail at a beachfront bar.

Remember to stay hydrated and wear sunscreen throughout the day. Hawaii is known for its warm weather and high humidity, so be sure to dress comfortably and bring a hat and sunglasses.

Sources: Go Hawaii, Trip Advisor, Honolulu.gov

8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Aerial view of Honolulu. (Source: Art Wager / Canva)

Day 2: Exploring Honolulu

Now that you’ve had a chance to settle in, it’s time to explore the vibrant city of Honolulu. Here are some ideas for how to spend your day:


  • Start your day with a delicious breakfast at Koko Head Cafe, known for its creative twists on classic brunch dishes.
  • Take a stroll through the lush and peaceful Foster Botanical Garden, home to a stunning collection of tropical plants and trees.
  • Visit the Iolani Palace, the only royal palace in the United States, and learn about Hawaii’s fascinating history.


  • Head to the popular Waikiki Beach for some sun, sand, and surf. You can rent a paddleboard or take a surf lesson to try your hand at catching some waves.
  • For a unique and interactive experience, visit the Honolulu Museum of Art and take part in one of their art classes or workshops.
  • Take a short drive to the beautiful Manoa Falls Trail and hike through the lush rainforest to the stunning 150-foot waterfall.


  • Enjoy a delicious dinner at Alan Wong’s, one of Honolulu’s most renowned restaurants, known for their innovative and delicious Hawaiian cuisine.
  • Take a sunset sail with Hawaii Nautical and enjoy breathtaking views of the city skyline and Diamond Head.
  • End your evening with a visit to the lively Chinatown district, known for its vibrant nightlife and unique shops and restaurants.

Be sure to slip on something comfortable on your feet, don’t forget the sunscreen, and bring a bottle of water with you as you explore all the wonderful sights and activities in bustling Honolulu. Take your time and make the most of your visit!

8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Stunning view of Waikiki Beach (Source: Nob1234/Canva)

Day 3: Beach Day in Waikiki

Today is all about soaking up the sun and enjoying the beautiful beaches of Waikiki. Start your morning with a delicious breakfast at Eggs ‘n Things, a local favorite known for its fluffy pancakes and savory omelets.

In the afternoon, why not take a break from the sun and check out the fabulous Honolulu Museum of Art? Marvel at the gorgeous array of Asian and Pacific art pieces, as well as the modern ones. And don’t forget to wander through the outdoor sculpture garden – a tranquil spot right in the middle of Honolulu!

As the sun begins to set, head to Duke’s Waikiki for a refreshing cocktail and delicious dinner. This beachfront spot is named after legendary surfer Duke Kahanamoku and offers stunning views of the ocean. Try the fish tacos or the coconut shrimp for a taste of Hawaii’s fresh seafood.


  • Enjoy breakfast at Eggs ‘n Things
  • Rent a surfboard or paddleboard and hit the waves




  • Bring plenty of sunscreens and reapply often to protect your skin from the strong Hawaiian sun
  • Wear a rash guard or t-shirt to protect your skin while surfing or paddleboarding
  • Check the surf report before heading out to the beach to ensure safe conditions
  • Make a reservation at Duke’s Waikiki to secure a table with a view
8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Legendary wave at Waimea Bay, North Shore (Source: tropicalpixsingapore/Canva)

Day 4: Road Trip to North Shore

Get ready to explore some of the most beautiful beaches in Hawaii, iconic eateries, and unique attractions. Here’s your itinerary for Day 4:


  • Start your day early and drive to the North Shore, which is about 35 miles from Waikiki Beach.
  • Stop by the Dole Pineapple Plantation, a popular tourist attraction that offers a variety of activities such as a train tour, a garden tour, and a pineapple-cutting demonstration.


  • Head to Haleiwa, a charming town in the North Shore that’s known for its art galleries, surf shops, and food trucks.
  • Grab lunch at one of the many food trucks in Haleiwa, such as Giovanni’s Shrimp Truck, which serves garlic shrimp that’s out of this world.
  • Visit the North Shore’s famous beaches, such as Waimea Bay, Sunset Beach, and Banzai Pipeline. These beaches are known for their big waves and are popular among surfers.


  • End your day with a sunset at Turtle Bay Resort, a beautiful resort that offers stunning views of the ocean. You can also grab dinner at one of the resort’s restaurants.
  • Alternatively, you can head back to Haleiwa and have dinner at one of its many restaurants, such as Haleiwa Joe’s or Beet Box Cafe.

Tip: Make sure to bring sunscreen, towels, and water for your beach day. Also, keep in mind that traffic can be heavy on the way back to Waikiki, so plan accordingly.

8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Snorkeling at Hanauma Bay with palm trees and blue sky. (Source: Koyama Akiko / Canva)

Day 5: Snorkeling in Hanauma Bay

On day 5 of your 8-day Hawaii itinerary, you will experience the best snorkeling on the island for beginners at Hanauma Bay Nature Preserve. This former volcanic crater, now a national reserve, is located on the eastern windward side of Oahu and is known for its calm, shallow waters that protect the reef from large ocean swells.


  • Get an early start and arrive at Hanauma Bay Nature Preserve when it opens at 6:00 am to avoid the crowds.
  • Take the trolley to go up and down the huge hill and save your energy for snorkeling.
  • Rent snorkeling equipment and lockers on-site or bring your own gear.


  • Explore the incredible marine life and coral reefs in the crystal-clear waters of Hanauma Bay.
  • Keep an eye out for sea turtles, colorful fish, and other marine creatures.
  • Follow the guidelines provided by the lifeguards and respect the natural environment.


  • Enjoy a picnic lunch on the beach or at one of the picnic tables on-site.
  • Take a break from the sun and explore the educational exhibits at the Hanauma Bay Education Center.
  • Leave the park by 4:00 pm to avoid traffic and to have time to freshen up for dinner.

Remember to wear reef-safe sunscreen, bring plenty of water, and pack snacks for the day. Also, be sure to make a reservation in advance as the park has limited capacity and can fill up quickly.

With its stunning natural beauty and incredible marine life, Hanauma Bay is a must-visit destination for anyone traveling to Oahu.

8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Pearl Harbour. (Source: Eric BVD / Canva)

Day 6: Visit Pearl Harbor

This is a must-see attraction that commemorates the attack on Pearl Harbor by the Japanese in 1941. Here is your itinerary for the day:


  • Start your day early and arrive at the Pearl Harbor Visitor Center by 7:00 am to get your tickets for the USS Arizona Memorial tour. Tickets are free, but they are on a first-come, first-served basis, so it’s best to arrive early.
  • Watch the documentary film about the attack on Pearl Harbor, which is shown every 15 minutes.
  • Visit the museum exhibits and displays at the Visitor Center, which includes artifacts and memorabilia from the attack.


  • Take the boat ride to the USS Arizona Memorial, which is built over the remains of the sunken battleship.
  • Pay your respects to the 1,177 sailors and Marines who lost their lives on the USS Arizona.
  • Explore the Battleship Missouri Memorial, which is located nearby. This is where the Japanese signed the surrender documents that ended World War II.


  • End your day by watching the sunset at Pearl Harbor. It’s a beautiful sight and a fitting end to a day of reflection and remembrance.
  • Have dinner at one of the nearby restaurants, such as the Pacific Aviation Museum Cafe or the Laniakea Cafe.


  • Wear comfortable shoes, as there is a lot of walking involved.
  • Bring sunscreen, a hat, and sunglasses, as it can get hot and sunny.
  • Leave large bags and backpacks at home, as they are not allowed inside the Visitor Center or the USS Arizona Memorial.
  • Plan to spend at least half a day at Pearl Harbor to see everything.

Visiting Pearl Harbor is a moving and educational experience that you won’t forget. It’s a chance to pay your respects to the brave men and women who served our country and to learn about an important moment in history. Don’t miss it!

8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Hiking and enjoying the stunning views in Hawaii (Source: Kamchatka/Canva)

Day 7: Hiking in Diamond Head

This iconic landmark is a must-visit for any Hawaii traveler, offering stunning views of the Pacific Ocean and the city of Honolulu.

Start your morning early with a light breakfast and plenty of water, as the hike can be steep and challenging. Arrive at the park entrance before 8 am to avoid the crowds and heat of the day. The hike is approximately 1.6 miles round-trip and takes about 1-2 hours to complete, depending on your pace.


  • Arrive at Diamond Head State Monument before 8 am
  • Pay the entrance fee and start the hike
  • Take your time and enjoy the breathtaking views along the way


  • Finish the hike and head back down to the park entrance
  • Grab a refreshing drink or snack at the snack bar
  • Relax and soak up the sun on the nearby beach


  • Head back to your hotel to freshen up
  • Enjoy a sunset dinner at a nearby restaurant
  • Reflect on your amazing trip and start planning your next Hawaii adventure

Ensure that you have a pleasant experience by wearing cozy shoes, carrying enough water, and donning sunscreen and a cap to block out the sun! And don’t forget to bring your camera to take some amazing shots of the scenery from the summit of Diamond Head.

For more information on Diamond Head State Monument, visit TravelAwaits.

8 Days in Hawaii Itinerary: the Ultimate Island Adventure
Hawaii flower Lei with Waikiki Beach in the background (Source: Maridav/Canva)

Day 8: Departure from Hawaii

It’s hard to believe that your 8-day adventure in Hawaii has come to an end. As you prepare to leave this beautiful paradise, take some time to reflect on all the amazing memories you’ve made during your stay. Here are some tips to help make your departure as smooth as possible:


  • Check out of your hotel and make sure you have all your belongings with you.
  • If you have time, grab a quick breakfast at a local cafe or bakery. Try some of the local favorites like malasadas or acai bowls.
  • Double-check your flight details and make sure you have enough time to get to the airport.


  • Return your rental car if you have one. Make sure to fill up the gas tank before you drop it off.
  • Head to the airport and check-in for your flight. If you have any extra time, do some last-minute souvenir shopping at the airport shops.
  • Grab a bite to eat before your flight. Many airports have local restaurants that serve Hawaiian cuisine.


  • Board your flight and say goodbye to Hawaii. Don’t forget to take one last look at the beautiful scenery as you take off.
  • Relax on your flight home and reminisce about all the amazing experiences you had during your trip.
  • Once you land, pick up your luggage and head home. Don’t forget to unpack your souvenirs and share your stories with your friends and family.

Leaving Hawaii can be bittersweet, but you can always plan another trip back to this beautiful paradise. Mahalo for visiting and we hope to see you again soon! Sources:

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