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Ultimate 14-Day Hawaiian Adventure: Kauai, Maui, Oahu

Ultimate 14-Day Hawaiian Adventure: Kauai, Maui, Oahu Itinerary

Last updated: 2024 Jun 14

Kauai Arrival and Beach Sunset

Morning
Arrive in Kauai and head to your hotel to check-in. Start your Hawaiian adventure with a relaxing morning at Poipu Beach Park. Enjoy the sun, sand, and turquoise waters.
Afternoon
For lunch, savor fresh seafood at The Beach House. In the afternoon, take a leisurely drive to the Spouting Horn, a natural blowhole, and watch the waves crash against the rocks.
Evening
Witness a magical sunset at the Poipu Beach Park. Afterward, indulge in a delightful dinner at Keoki's Paradise.
Bedtime
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Poipu Beach Park

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Spouting Horn

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Napali Coast Boat Tour and Jungle Expedition

Morning
Embark on a thrilling Na Pali Coast boat tour. Marvel at the majestic sea cliffs, waterfalls, and pristine beaches.
Afternoon
Enjoy a picnic lunch at a scenic spot along the coast. In the afternoon, go on a Kauai Jungle Expedition to discover the island's lush rainforests and hidden gems.
Evening
For dinner, experience the unique flavors of Hawaii at The Pig and the Lady.
Bedtime
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Na Pali Coast

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Kauai Jungle Expedition

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Waimea Canyon and Sunset at Kalalau Lookout

Morning
Visit the "Grand Canyon of the Pacific," Waimea Canyon. Take in the panoramic views and explore the various lookout points.
Afternoon
Have a late lunch at Red Salt in Poipu. Afterward, drive to the Kalalau Lookout for a breathtaking sunset over the Napali Coast.
Evening
Head to The Beach House for a romantic dinner by the ocean.
Bedtime
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Waimea Canyon

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Kalalau Lookout

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Waterfalls and Beach Day

Morning
Begin your day with a visit to the majestic Wailua Falls. Take some time to admire the beauty of the twin waterfalls.
Afternoon
For lunch, enjoy the local favorite, shrimp from Giovanni's Shrimp Truck. Spend the rest of the afternoon relaxing at Makua Beach (Tunnels Beach), known for its crystal-clear waters and snorkeling.
Evening
Dine at The Beach House and savor the fresh catch of the day.
Bedtime
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Wailua Falls

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Makua Beach (Tunnels Beach)

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Maui Arrival and Beach Time

Morning
Take a flight to Maui, the Valley Isle. Upon arrival, unwind at the beautiful Poipu Beach Park and soak in the Maui sunshine.
Afternoon
Enjoy a leisurely lunch at Tidepools at the Grand Wailea. Afterward, take a stroll along the Wailea Beach Path and explore the luxury resorts and stunning ocean views.
Evening
For dinner, experience the farm-to-table cuisine at Merriman's Fish House.
Bedtime
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Road to Hana and Waterfalls

Morning
Embark on the iconic Road to Hana drive. Make stops at the various waterfalls, such as Wailua Falls and Opaekaa Falls, and enjoy the lush scenery.
Afternoon
Have a picnic lunch at a scenic spot along the Hana Highway. Continue your journey to the black sand beach at Waianapanapa State Park.
Evening
Head back to your hotel for a relaxing evening. Order in from Mama's Fish House for a taste of Maui's best seafood.
Bedtime
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Road to Hana

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Wailua Falls

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Sunrise at Haleakala and Beach Day

Morning
Wake up early to experience the magical sunrise at Mt. Haleakala. After the sunrise, explore the summit area and take a hike if you're up for it.
Afternoon
Stop for a hearty breakfast at Kula Lodge & Restaurant. Spend the rest of the day relaxing at the beautiful Paia Fish Market.
Evening
Enjoy a laid-back dinner at Mama's Fish House and watch the sunset over the ocean.
Bedtime
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Mt. Haleakala

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Paia Fish Market

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Beach Time and Snorkeling

Morning
Spend a leisurely morning at Paia Fish Market. Relax on the beach, take a dip in the ocean, or try your hand at some water sports.
Afternoon
For lunch, enjoy the fresh seafood at Paia Fish Market. In the afternoon, go snorkeling at the famous Molokini Crater.
Evening
Dine at Mama's Fish House for a memorable oceanfront dining experience.
Bedtime
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Molokini Crater

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Oahu Arrival and Pearl Harbor

Morning
Take a flight to Oahu, the Gathering Place. Upon arrival, visit the Pearl Harbor USS Arizona Memorial and pay your respects to the fallen heroes of the attack on Pearl Harbor.
Afternoon
Have a somber but informative experience with a Pearl Harbor, USS Arizona, and City Tour. Learn about the history of the area and the events of December 7, 1941.
Evening
Enjoy a peaceful evening at Waikiki Beach. Have dinner at Duke's Waikiki and take a leisurely walk along the iconic beach.
Bedtime
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Pearl Harbor USS Arizona Memorial

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Pearl Harbor, USS Arizona, and City Tour

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Surfing Lesson and Waikiki Beach

Morning
Start your day with a thrilling Surfing Lesson at Waikiki Beach. Learn to ride the waves from expert instructors.
Afternoon
For lunch, grab a bite at Duke's Waikiki. Spend the afternoon relaxing on the beach or exploring the shops and cafes along the Waikiki strip.
Evening
Watch the sunset from the water on a Waikiki Sunset Catamaran Sail and Swim. Afterward, have dinner at Duke's Waikiki.
Bedtime
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Surfing Lesson

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Waikiki Sunset Catamaran Sail and Swim

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Hiking and Luau Experience

Morning
Embark on a scenic Oahu Diamond Head Crater Adventure. Enjoy panoramic views of Waikiki and the sparkling ocean.
Afternoon
For lunch, try the local favorites at Rainbow Drive-In. In the afternoon, relax at your hotel or take a walk along the beach.
Evening
Immerse yourself in the Hawaiian culture with a traditional Oahu Polynesian Cultural Center Luau. Enjoy a feast of local dishes and a spectacular show.
Bedtime
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Oahu Diamond Head Crater Adventure

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Oahu Polynesian Cultural Center Luau

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Shopping and Waikiki Beach

Morning
Spend the morning shopping at the Ala Moana Center, one of the largest open-air shopping centers in the world. Browse through a wide range of stores and boutiques.
Afternoon
For lunch, try the international cuisine at Morimoto Asia Waikiki. Afterward, head to Waikiki Beach for some relaxation and water activities.
Evening
Enjoy a seafood dinner at Nico's Pier 38 and take a leisurely walk along the beach.
Bedtime
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North Shore Experience and Luau

Morning
Take a drive to the Oahu North Shore and explore the charming surf towns and world-famous beaches. Stop for a shrimp truck lunch at Giovanni's Shrimp Truck.
Afternoon
Visit the Polynesian Cultural Center and learn about the diverse cultures of the Pacific. Enjoy interactive exhibits, traditional performances, and a luau dinner.
Evening
Conclude your Hawaiian adventure with a memorable evening at the Oahu Polynesian Cultural Center Luau. Savor a delicious feast and watch the captivating Polynesian show.
Bedtime
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Oahu North Shore

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Polynesian Cultural Center

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Departure Day and Farewell to Hawaii

Morning
Spend your last morning in Hawaii relaxing at the hotel or taking a final stroll along the beach. Reflect on the amazing experiences and memories you've made during your 14-day Hawaiian adventure.
Afternoon
Enjoy a farewell lunch at Duke's Waikiki and do some last-minute souvenir shopping. Head to the airport for your departure, taking with you the spirit of aloha.
Evening
Depart Oahu and bid farewell to the beautiful islands of Hawaii. Take with you the memories of the stunning landscapes, warm hospitality, and the true essence of aloha.
Bedtime
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