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Ultimate 5-Day Hawaiian Adventure: Big Island, Kauai, and Oahu

Ultimate 5-Day Hawaiian Adventure: Big Island, Kauai, and Oahu Itinerary

Last updated: 2024 Jun 14

Volcanoes, Waterfalls, and Sunset Sailing

Morning
Start your Hawaiian adventure with a visit to the majestic Volcano National Park. Witness the power of nature as you explore the Kilauea Caldera and walk through the Thurston Lava Tube. Afterward, enjoy a delightful breakfast at The Surfing Pig Hawaii, known for its island-inspired cuisine.
Afternoon
After breakfast, embark on the Big Island Highlight Coffee, Black Sand, Volcano, Waterfall Tour. Experience the unique flavors of Hawaiian coffee, visit the stunning black sand beach at Punaluu, and witness the cascading beauty of Akaka Falls. For lunch, savor the local favorites at ULU Ocean Grill, offering a panoramic ocean view.
Evening
Conclude your day with a romantic 1.5-Hour Sunset Sail from Waikoloa. Glide across the serene waters, enjoying the vibrant colors of the Hawaiian sunset. As the day turns to dusk, indulge in a sumptuous dinner at Lava Lava Beach Club, where the toes-in-the-sand dining experience perfectly complements the tropical ambiance.
Bedtime
Find amazing hotels in Kona, Hawaii.

Snorkeling, Sailing, and Marine Wonders

Morning
Gear up for an aquatic morning with the 3 Hour Waikoloa Snorkeling & Sailing Adventure. Explore the vibrant underwater world of the Big Island and keep an eye out for marine life. Enjoy a light breakfast at A-Bay's Island Grill before setting off on this memorable journey.
Afternoon
Post-snorkeling, satisfy your appetite with a lunch at Ko Tiki Terrace, offering a fusion of Polynesian flavors. Spend the rest of your afternoon at leisure, perhaps relaxing on the beach or exploring the local shops and galleries in Kona.
Evening
For dinner, head to Hā Bar and enjoy their innovative cocktails and a menu that celebrates the flavors of Hawaii. Afterward, take a stroll along the Historic Kailua Village (Kailua-Kona), immersing yourself in the rich history and vibrant nightlife of the area.
Bedtime
Find amazing hotels in Kona, Hawaii.

Waterfalls, Canyons, and Luau Delights

Morning
Begin your day with a hearty breakfast at Highway Inn Kaka'ako, known for its traditional Hawaiian dishes. Then, set out to explore the breathtaking Waimea Canyon, often referred to as the "Grand Canyon of the Pacific." Take in the panoramic views and snap memorable photos at the various lookout points.
Afternoon
After the canyon, continue to the lush Wailua Falls, a majestic double waterfall that has been featured in numerous films and TV shows. For lunch, enjoy a picnic at the falls or dine at Copper Bar, offering a casual yet sophisticated atmosphere.
Evening
Conclude your day with an authentic Hawaiian experience at the Luau Kalamaku. Immerse yourself in the island's history and culture, enjoy traditional music and dance, and indulge in a sumptuous luau feast. It's the perfect way to celebrate your time on Kauai.
Bedtime
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North Shore Wonders and Beach Day Bliss

Morning
Catch the morning sun with a visit to the iconic Waimea Bay. Enjoy the tranquility of the morning and, if you're lucky, witness the daring surfers taking on the famous waves. For breakfast, stop by Tommy Bahama Restaurant, Bar & Store for a relaxed start to your day.
Afternoon
Spend your afternoon exploring the natural beauty of the North Shore. Visit the serene Lanai Island and then head to the picturesque Hanalei Bay. For lunch, indulge in the fresh seafood at Duke's Waikiki, a beachfront institution with a menu to match the stunning views.
Evening
As the day winds down, take a leisurely swim at the North Shore (Oahu) or simply relax on the beach. For dinner, experience the laid-back atmosphere and delicious cuisine at Lulu's Restaurant Waikiki, a local favorite. End the evening with a stroll along the shore, taking in the peaceful ambiance of the North Shore after dark.
Bedtime
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Cultural Treasures and City Lights

Morning
Begin your final day with a visit to the Pearl Harbor National Memorial. Pay your respects at the USS Arizona Memorial and explore the museums to gain a deeper understanding of the events that shaped history. For breakfast, enjoy the ocean view at 100 Sails Restaurant & Bar, where the elegant setting complements the morning meal.
Afternoon
After Pearl Harbor, immerse yourself in the vibrant local culture at the Waikiki Trolley. Hop on and off at various stops, exploring the shopping districts, cultural sites, and beautiful beaches. For lunch, try the innovative Hawaiian cuisine at Mahina & Sun’s, known for its commitment to local, organic ingredients.
Evening
Conclude your Hawaiian journey with a memorable dinner at DECK. at Queen Kapiʻolani Hotel, where the modern, island-inspired dishes are as delightful as the panoramic views. Afterward, take a stroll through the Waikiki Beach Walk, enjoying the lively atmosphere and the sounds of the ocean as you reflect on your amazing trip.
Bedtime
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