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Ultimate 14-Day Hawaiian Adventure

Ultimate 14-Day Hawaiian Adventure Itinerary

Last updated: 2024 Jun 14

Arrival and Relaxation in Waikiki

Morning
Begin your Hawaiian journey with a leisurely morning in Waikiki. Enjoy a delicious breakfast at Duke's Waikiki, known for its oceanfront dining and famous Hula Pie. After breakfast, take a stroll along the iconic Waikiki Beach and feel the warm sand between your toes.
Afternoon
For lunch, savor the flavors of Hawaii at Marukame Udon, where you can watch the udon noodles being made fresh. Spend your afternoon exploring the underwater world with a Waikiki Snorkeling Cruise or visit the interactive exhibits at the Waikiki Aquarium.
Evening
As the sun sets, indulge in a luxurious dinner at La Mer at Halekulani, offering fine dining with breathtaking ocean views. End your evening with a romantic Waikiki Sunset Cruise with Live Music.
Bedtime
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Historic Sites and Island Views

Morning
Start your day with a hearty breakfast at Koko Head Cafe, known for its innovative island-style cuisine. Afterward, visit the somber yet historic Pearl Harbor, including the USS Arizona Memorial and the Pearl Harbor Aviation Museum.
Afternoon
For lunch, enjoy the fresh seafood and ocean breeze at Nico's Pier 38. Spend your afternoon exploring the unique marine life at Sea Life Park, where you can also catch entertaining dolphin shows.
Evening
Dine at Roy's Waikiki Beach for a taste of Hawaiian fusion cuisine. Cap off the evening with a stroll through the vibrant Honolulu Night Market, featuring local vendors, live music, and eclectic street food.
Bedtime
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Iconic Volcanoes and Lava Flows

Morning
Wake up early for an unforgettable experience at Hawaii Volcanoes National Park. Enjoy a breakfast picnic amid the otherworldly landscapes of the park, including the mesmerizing Kilauea Caldera and the Thurston Lava Tube.
Afternoon
Refuel with a lunch at Rainbow Drive-In, a local favorite known for its plate lunches. Afterward, continue your exploration of the park, visiting the Kilauea Iki Crater and the Jaggar Museum to learn about the island's volcanic activity.
Evening
As the day winds down, enjoy a relaxing dinner at Helena's Hawaiian Food, serving traditional Hawaiian cuisine in a casual setting. Consider joining a Volcano Night Lava Viewing to witness the glowing lava flows under the starry sky.
Bedtime
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Lush Waterfalls and Tropical Forests

Morning
Embark on the Big Island Full Day Adventure Tour of the Kohala Waterfalls, where you'll discover the island's stunning waterfalls and lush landscapes. Enjoy a picnic breakfast in the midst of this natural beauty.
Afternoon
After a morning of exploration, treat yourself to a sumptuous lunch at The Pig and the Lady, offering a fusion of flavors in the heart of Honolulu's Chinatown. Spend your afternoon at the Waimea Valley, where you can hike to the majestic Waimea Falls and learn about the area's cultural and natural history.
Evening
For dinner, head to Morimoto Asia Waikiki, created by Iron Chef Masaharu Morimoto, and indulge in innovative Pan-Asian cuisine. Cap off the evening with a visit to the Waikiki Shell for a memorable performance under the stars.
Bedtime
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Cultural Heritage and Sunset Serenity

Morning
Start your day with a visit to the Bishop Museum, where you can explore the rich history and culture of Hawaii and the Pacific. Enjoy a delightful breakfast at the museum's cafe.
Afternoon
Have lunch at Musubi Cafe Iyasume, a hidden gem offering a variety of musubi, a popular Hawaiian snack. Spend your afternoon at the Iolani Palace, the only royal palace in the United States, and the nearby King Kamehameha Statue.
Evening
As the sun sets, dine at Alan Wong's Restaurant, a pioneer of Hawaii Regional Cuisine, and enjoy a meal that reflects the diverse cultural heritage of the islands. End the day with a tranquil Honolulu Sunset Dinner Cruise, taking in the panoramic views of the Oahu coastline.
Bedtime
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Leisurely Beach Day and Tasty Treats

Morning
Take a relaxed morning to enjoy the sun, sand, and surf at Kailua Beach, consistently ranked as one of the best beaches in the world. Grab breakfast to go at Leonard's Bakery and savor their famous malasadas, a Portuguese donut.
Afternoon
For lunch, have a beachside picnic at Lanikai Beach, just a short walk from Kailua Beach. Afterward, explore the unique shops and boutiques in the charming town of Kailua.
Evening
Head back to Waikiki for dinner and enjoy the vibrant atmosphere of Waikiki Beach Walk. Choose from a variety of restaurants offering international cuisines, and end your evening with a stroll through the lively entertainment district.
Bedtime
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Maui's Magnificent Sights and Flavors

Morning
Begin your Maui adventure with a delightful breakfast at The Gazebo Restaurant at Napili Shores, known for its macadamia nut pancakes and breathtaking ocean views. Afterward, take a scenic drive on the Road to Hana, exploring waterfalls, lush landscapes, and hidden beaches.
Afternoon
Pack a lunch from a local market and enjoy a picnic at Waianapanapa State Park, where you can admire the stunning black sand beach and explore the park's volcanic coastline. Later, visit the Hana Lava Tube to witness an underground marvel.
Evening
Dine at Mama's Fish House, consistently voted as one of the best restaurants in the U.S., and savor fresh, innovative dishes in a Polynesian paradise setting. Conclude your day with a mesmerizing Maui Luau with Open-Bar and Polynesian Dance Show.
Bedtime
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Upcountry Exploration and Lavender Fields

Morning
Enjoy a breakfast with a view at Kula Lodge & Restaurant, nestled in the picturesque upcountry. Fuel up for the day before embarking on a journey through the unique flora at the Maui Tropical Plantation.
Afternoon
For lunch, visit Casual Dining at Grand Dining Room-Jeepers! Creepers!, where you can taste the flavors of Maui's upcountry. Spend your afternoon wandering through the fragrant lavender fields at Ali'i Kula Lavender Farm, with panoramic views of the island.
Evening
Dine at Merriman's Kapalua, known for its farm-to-table cuisine and commitment to local, sustainable sourcing. As the sun sets, enjoy a peaceful walk on the Kapalua Coastal Trail.
Bedtime
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Kauai's Natural Wonders and Culinary Delights

Morning
Start your day with a delicious breakfast at The Beach House Restaurant, offering stunning ocean views. Afterward, take in the breathtaking scenery at the Na Pali Coast on a morning boat tour or helicopter ride.
Afternoon
Enjoy a lunch at Duke's Kauai, a local favorite, and then explore the serene Limahuli Garden and Preserve, learning about the native plants and conservation efforts. Alternatively, visit the Kilauea Point National Wildlife Refuge to see the historic lighthouse and nesting seabirds.
Evening
Dine at Kauai Grill, located at the luxurious St. Regis Princeville Resort, and indulge in a fine dining experience with panoramic views of the island's north shore. Conclude your day with a Kauai Sunset Dinner Cruise, where you may spot humpback whales (seasonal) and enjoy live music on the water.
Bedtime
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Gardens, Waterfalls, and South Shore Splendor

Morning
Begin with breakfast at Tidepools, nestled in a tropical paradise at the Grand Hyatt Kauai. Then, explore the lush Allerton Garden, known for its beauty and as a filming location for "Jurassic Park."
Afternoon
For lunch, enjoy the casual elegance and Pacific Rim cuisine at Red Salt. Spend your afternoon at the Spouting Horn and Allerton Garden, where you can witness the natural blowhole and the stunning architecture of the garden.
Evening
Dine at Stevenson's Library, offering a sophisticated setting and a menu inspired by the travels of Robert Louis Stevenson. End your day with a memorable performance at Grand Hyatt Kauai Luau, immersing yourself in the rich cultural heritage of the islands.
Bedtime
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Relaxation and Sunset Romance

Morning
Enjoy a slow morning with breakfast at Lava Lava Beach Club, where your toes are in the sand as you dine. Afterward, take a morning swim at Anini Beach, known for its calm waters and vibrant marine life.
Afternoon
Have lunch at Beach House Restaurant, where you can enjoy the ocean views and a menu that highlights the best of Kauai's farms and seas. Spend your afternoon at Poipu Beach, one of the most popular and safest beaches on the island, perfect for sunbathing and snorkeling.
Evening
Dine at The Beach House Restaurant, known for its spectacular sunsets and Pacific Rim cuisine. End your day with a romantic walk on the Makawehi Lithified Cliffs, watching the colors of the sky reflect on the tranquil waters.
Bedtime
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Whale Watching and Waterfront Dining

Morning
Start your day with an exciting A-Bay Whale Watch from Waikoloa, where you'll have the opportunity to spot humpback whales (seasonal). Enjoy a light breakfast on the boat as you witness these majestic creatures in their natural habitat.
Afternoon
For lunch, head to Ono Seafood, a local favorite for its fresh poke bowls. Afterward, take a Waikoloa Snorkeling & Sailing Adventure to explore the vibrant underwater world and enjoy the coastal views.
Evening
Dine at Ruth's Chris Steak House - Waikiki Beach Walk, known for its sizzling steaks and elegant ambiance. Conclude your day with a leisurely Romantic Sunset Sail from Waikoloa, where you can enjoy the beautiful Hawaiian sunset with a glass of champagne in hand.
Bedtime
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Scenic Drives and Gourmet Delights

Morning
Enjoy a scenic breakfast at Haleiwa Joe's Seafood Grill, offering stunning views of the ocean. Afterward, take a drive on the North Shore Scenic Drive, passing by famous surf spots and the charming town of Haleiwa.
Afternoon
Stop for lunch at Giovanni's Shrimp Truck, a North Shore institution known for its garlic shrimp. Spend your afternoon at Waimea Falls, where you can take a refreshing swim at the base of the waterfall.
Evening
Dine at Monkeypod Kitchen by Merriman - Ko Olina, known for its farm-to-table cuisine and lively atmosphere. End your day with a magical Twilight at Turtle Bay with Show and Dinner, where you can enjoy traditional Hawaiian music and dance under the stars.
Bedtime
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Farewell to Hawaii with Fine Dining

Morning
Start your final day with breakfast at Chef Mavro Restaurant, a distinguished member of Hawaii Regional Cuisine. Savor the innovative dishes that reflect the diverse culinary heritage of the islands.
Afternoon
Spend your last afternoon in Hawaii with a visit to the Honolulu Zoo and the Waikiki Trolley, exploring the exhibits and enjoying the ease of transportation around the Waikiki area.
Evening
For your farewell dinner, choose Leonard's Bakery to enjoy their famous malasadas one last time, providing a sweet ending to your Hawaiian culinary journey. Reflect on your trip as you take a final walk along the beautiful Waikiki Beach, the perfect conclusion to your 14-day Hawaiian adventure.
Bedtime
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