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5-Day Adventure in Oahu, Hawaii

5-Day Adventure in Oahu, Hawaii Itinerary

Last updated: 2024 Jun 14

Island Welcome and Waterfront Luau

Morning
Begin your Oahu adventure with a hearty breakfast at Lanikai Juice Kailua to fuel up for the day. Afterward, enjoy a relaxing morning at the famous Waikiki Beach, taking in the sun and surf.
Afternoon
For lunch, head to Baci Bistro & Bar - Kailua for a taste of local Italian cuisine. Spend your afternoon exploring the historic Pearl Harbor and the USS Arizona Memorial on a self-guided tour. Witness the somber history and pay your respects to the fallen.
Evening
Conclude your day with a traditional Hawaiian welcome at the Oahu Ka Moana Luau Dinner and Show at Aloha Tower. Immerse yourself in the island's culture with a feast and a mesmerizing performance under the stars.
Bedtime
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Visit Oahu Ka Moana Luau Dinner and Show at Aloha Tower in Kailua, Hawaii
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Oahu Ka Moana Luau Dinner and Show at Aloha Tower

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Water Adventures and Jungle Expedition

Morning
Start with breakfast at Cinnamon's Restaurant, known for its delectable cinnamon rolls. Then, gear up for an exciting morning of snorkeling on the Oahu Turtle Canyon Snorkeling Boat Tour. Witness the vibrant marine life and the beauty of the underwater world.
Afternoon
After working up an appetite, head to Kalapawai Cafe & Deli for a casual lunch. Post-lunch, embark on the Oahu Kualoa Open Air Jungle Expedition Tour and discover the lush landscapes and famous filming locations of Kualoa Ranch.
Evening
Dine at Formaggio Wine Bar and Restaurant - Kailua, where you can enjoy a fine selection of wines with your meal. Then, take a leisurely stroll along the Lanikai Beach, known for its pristine waters and the iconic Mokulua Islands in the distance.
Bedtime
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Visit Oahu Turtle Canyon Snorkeling Boat Tour in Kailua, Hawaii
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Oahu Turtle Canyon Snorkeling Boat Tour

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Visit Oahu Kualoa Open Air Jungle Expedition Tour in Kailua, Hawaii
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Oahu Kualoa Open Air Jungle Expedition Tour

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Hiking, Falls, and Cultural Delights

Morning
Enjoy a breakfast with a view at Buzz's Original Steak House, known for its local charm. Then, set off on the Diamond Head Hike with Roundtrip Transportation. Reach the summit and be rewarded with panoramic views of the island.
Afternoon
Refuel at Moke's Bread & Breakfast with their signature dishes. Post-lunch, take a guided hike to the majestic Manoa Falls on the Manoa Falls Waterfall Hike with Lunch and Transfers. Immerse yourself in the tropical rainforest and witness the 150-foot cascade.
Evening
Experience the vibrant nightlife of Waikiki. Dine at Over Easy, a popular spot for dinner. Afterward, take a stroll along Kalakaua Avenue, known for its shopping, dining, and entertainment options.
Bedtime
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Visit Oahu Diamond Head Hike with Roundtrip Transportation in Kailua, Hawaii
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Diamond Head Hike with Roundtrip Transportation

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Visit Three Kings Monument (Anusawari Sam Kasat) in Kailua, Hawaii
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Manoa Falls

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Island Circle and Sunset Cruise

Morning
Start with breakfast at Kono's North Shore, famous for its local flavors. Then, embark on the Oahu Ultimate Grand Circle Island Tour by bus. Explore the diverse landscapes, beautiful beaches, and cultural sites as you circle the entire island.
Afternoon
Enjoy a beachside lunch at Boots & Kimo's Homestyle Kitchen, known for its Hawaiian pancakes. Afterward, relax at the Kailua Beach Park, one of the best beaches in the world.
Evening
Conclude your day with a memorable Oahu Waikiki Whale-Watching BYOB Sunset Cruise. Bring your own drinks and witness the majestic humpback whales (seasonal) as the sun sets on the horizon.
Bedtime
Find amazing hotels in Kailua, Hawaii.
Visit Oahu Oahu Ultimate Grand Circle Island Tour in Kailua, Hawaii
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Oahu Ultimate Grand Circle Island Tour

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Visit Oahu Waikiki BYOB Sunset Cruise in Kailua, Hawaii
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Oahu Waikiki Whale-Watching BYOB Sunset Cruise

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Culinary Delights and Departure Preparations

Morning
Indulge in a leisurely breakfast at Crepe House Hawaii, known for its sweet and savory crepes. Spend your morning exploring the local shops and boutiques in Kailua town, picking up some last-minute souvenirs.
Afternoon
For lunch, savor the flavors at Assaggio Ristorante Italiano - Kailua, offering a taste of Italy in the heart of Hawaii. Afterward, take some time to relax at the Lanikai Pillboxes Hike, a moderate hike with stunning views of the Mokulua Islands and the surrounding turquoise waters.
Evening
Enjoy a farewell dinner at The Food Company, where you can reminisce about your Oahu adventures over a delightful meal. End the evening with a serene walk on the Lanikai Beach, feeling the aloha spirit one last time.
Bedtime
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