Curator’s statement
Waikiki holds a special place in my heart because it offers the perfect mix of convenience, beauty and relaxation. It’s so easy to get around Waikiki, with its stunning beaches, vibrant food scene and countless activities to enjoy. Whether you’re exploring the island’s iconic landmarks or simply unwinding by the ocean, Waikiki provides a much-needed escape from the busyness of life. Let this guide inspire your next Hawaiian adventure!
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Day 1: Arrival and relaxation
Arrival: Check in to your resort and I would recommend staying at the Hilton Hawaiian Village Waikiki Resort. This luxurious resort offers world-class dining, the largest pool in Waikiki and signature cocktails like the "Blue Hawaii."
Evening: Settle in with dinner at a nearby restaurant or enjoy the Tropics Bar & Grill at the resort for oceanfront vibes.
Day 2: Pearl Harbor and history
Morning: Take a rideshare to the Pearl Harbor Visitor Center and visit the USS Arizona Memorial and Battleship Missouri. Plan for about four hours to explore these historic landmarks.
Lunch: Grab a plate lunch at Slider’s Grill with views of the harbor.
Afternoon: Return to the resort to relax by the pool or stroll along the beach.
Evening: Enjoy a laid-back dinner and explore the resort’s shops or nearby Waikiki attractions.
Day 3: Tour around Oahu
Full Day: Take a tour around the island of Oahu, starting in the early morning. You can always rent a car or you can join a tour. Most tours are around 8–9 hours and include stops at scenic beaches, viewpoints and local eateries like Tanaka Kahuku Shrimp. Bring a swimsuit, comfortable shoes and a camera!
Evening: Unwind with a casual dinner at Tropics Waikiki Tacos & Tequila.
Day 4: Relaxation and celebration
Morning: Start with breakfast at the resort, then enjoy a peaceful morning by the lagoon or pool.
Afternoon: Have lunch at Goofy Cafe & Dine, just a short walk away, and shop around Waikiki Beach Walk for souvenirs.
Evening: Celebrate with dinner at Monkeypod Kitchen at the Outrigger Reef Waikiki Beach Resort. Don’t miss their signature Mai Tai.
Day 5: Marine life and farewell
Morning: Visit the Waikiki Aquarium to explore Hawaii’s marine life, followed by lunch at Barefoot Beach Cafe with oceanfront views.
Afternoon: Return to the resort for some downtime, packing and a final stroll along the beach.
Evening: Dine at Duke’s Waikiki to enjoy oceanfront views and live music. Wrap up your evening with a nightcap at the Tapa Bar.
Need to know
Additional Recommendations
Activities: Consider adding a sunset catamaran cruise or a glass-bottom boat tour for extra adventure.
Food Spots: Check out Maui Brewing Co. Waikiki, Angry Shrimp Seafood Kitchen and Kelly O’Neil’s Irish Pub for unique dining experiences.
Ready to plan your dream Hawai'i vacation? Let’s make it happen! Contact me for personalized itineraries and bookings.
Travel Advisor
Aaron Richards
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