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Ultimate 5-Day Oahu and Kauai Island Adventure

Ultimate 5-Day Oahu and Kauai Island Adventure Itinerary

Last updated: 2024 Jun 14

Pearl Harbor and Sunset Cruise

Morning
Begin your day with a visit to the iconic Pearl Harbor USS Arizona Memorial & Battleship Missouri. Pay your respects to the fallen and delve into the history of the area.
Afternoon
For lunch, savor the flavors of Hawaii at Rainbow Drive-In, a local favorite known for its plate lunches. Afterward, take a leisurely stroll around the Waikiki Beach Walk and enjoy the vibrant atmosphere.
Evening
Conclude your day with a relaxing Waikiki Sunset Catamaran Cruise, where you can enjoy the stunning views of the coastline as the sun sets. Dinner can be at Duke's Waikiki, a beachfront restaurant with a laid-back Hawaiian vibe.
Bedtime
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Visit Pearl Harbor USS Arizona Memorial & Battleship Missouri in Oahu, Hawaii
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Pearl Harbor USS Arizona Memorial & Battleship Missouri

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Waikiki Sunset Catamaran Cruise

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North Shore Adventure

Morning
Embark on a journey to the famous Oahu North Shore and visit the Dole Plantation. Enjoy the scenic drive and take in the natural beauty of the island.
Afternoon
For a late lunch, stop by Giovanni's Shrimp Truck, a local food truck known for its garlic shrimp. Afterward, explore the charming town of Haleiwa and browse the boutiques and art galleries.
Evening
End your day with a traditional Hawaiian luau at Queens Waikiki Luau. Immerse yourself in the local culture with hula dancing, live music, and a feast of Hawaiian delicacies.
Bedtime
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Queens Waikiki Luau

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Nature and Adventure

Morning
Start your day with a hike up Diamond Head Crater for panoramic views of the island. Afterward, refuel with a delicious brunch at Koko Head Cafe, known for its creative Hawaiian-inspired dishes.
Afternoon
Spend the afternoon exploring the lush Manoa Falls and the Lyon Arboretum. Immerse yourself in the tropical beauty of the island.
Evening
For dinner, experience the farm-to-table cuisine at Merriman's Honolulu, a restaurant that showcases the best of Hawaii's local ingredients.
Bedtime
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Diamond Head Crater

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Manoa Falls

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Garden Isle Discovery

Morning
Catch a flight to the island of Kauai and start your day with a visit to the majestic Waimea Canyon, known as the "Grand Canyon of the Pacific." Take in the breathtaking views and explore the surrounding area.
Afternoon
Enjoy a leisurely lunch at The Dolphin Restaurant, a waterfront eatery with a focus on fresh seafood. Afterward, take a boat tour along the Na Pali Coast to see the dramatic cliffs and pristine beaches.
Evening
Relax and unwind at your hotel, or take a sunset stroll along the beach. For dinner, indulge in the fine dining experience at The Beach House Restaurant, known for its oceanfront setting and Pacific Rim cuisine.
Bedtime
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Waimea Canyon

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Na Pali Coast

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Waterfalls and Farewell

Morning
Explore the enchanting Wailua Falls and the sacred Wailua River. Take a scenic boat ride to the Fern Grotto and learn about the cultural significance of the area.
Afternoon
For lunch, enjoy a picnic at Poipu Beach Park, one of the most beautiful beaches in Kauai. Spend the rest of the afternoon relaxing on the golden sands and swimming in the crystal-clear waters.
Evening
Conclude your Hawaiian adventure with a farewell dinner at Merriman's Fish House, a restaurant that celebrates the flavors of the Pacific. Reflect on your journey and savor the last moments in paradise.
Bedtime
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Wailua Falls

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Wailua River

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