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Ultimate 14-day Adventure in Hawaii Itinerary
Last updated: 2024 Jun 14Arrival in Paradise
Morning
Start your day with a delicious breakfast at Cafe Kaila. Afterward, explore the vibrant streets of Waikiki and take a ride on the Waikiki Trolley to get a glimpse of the city's iconic landmarks. Don't miss the chance to relax on the world-famous Waikiki Beach.
Afternoon
Head to Diamond Head State Monument and embark on a hike to the summit for breathtaking panoramic views of Honolulu. Afterward, grab a quick bite at Rainbow Drive-In to enjoy some local Hawaiian cuisine.
Evening
Indulge in a delicious dinner at Duke's Waikiki, a beachfront restaurant known for its fresh seafood and Hawaiian-inspired dishes. Afterward, catch a live performance at Blue Note Hawaii, a renowned jazz club in Waikiki.
Bedtime
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Waikiki Trolley
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Waikiki Trolley
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Waikiki Trolley
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Historical Exploration
Morning
Start your day by visiting the Pearl Harbor National Memorial and pay tribute to the lives lost during the attack on Pearl Harbor. Afterward, explore the USS Missouri, the famous battleship that hosted the surrender ceremony of World War II.
Afternoon
Enjoy a delicious lunch at The Pig and the Lady, a popular Vietnamese fusion restaurant in Chinatown. Afterward, visit the Iolani Palace, the only royal palace in the United States, and immerse yourself in Hawaiian history and culture.
Evening
Head to House Without A Key, located in the iconic Halekulani hotel, and enjoy a sunset cocktail while listening to live Hawaiian music and hula dancing.
Bedtime
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Waikiki Trolley
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Waikiki Trolley
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Waikiki Trolley
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Outdoor Adventures
Morning
Embark on a thrilling Lanai Island day trip and explore the stunning landscapes, pristine beaches, and unique rock formations of this secluded island. Make sure to pack a picnic lunch to enjoy amidst the natural beauty.
Afternoon
After returning from Lanai, head to Monkeypod Kitchen by Merriman - Ko Olina for a delicious farm-to-table lunch. Then, spend the afternoon snorkeling and swimming at the beautiful Hanauma Bay.
Evening
Treat yourself to a memorable dinner at Morimoto Asia, a renowned restaurant by Iron Chef Masaharu Morimoto, offering a fusion of Asian flavors and innovative dishes.
Bedtime
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Lanai Island
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Waikiki Trolley
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Road to Hana
Morning
Catch an early flight to Maui and start your day by embarking on the famous Road to Hana drive. Enjoy breathtaking coastal views, visit waterfalls, and explore the lush rainforests along the way.
Afternoon
Stop for a refreshing lunch at Mama's Fish House, a beachfront restaurant known for its fresh seafood and tropical ambiance. Afterward, continue your journey on the Road to Hana and make sure to visit the Waianapanapa State Park.
Evening
Check into your hotel in Maui and enjoy a relaxing evening by the beach, followed by dinner at Roy's Waikiki, a renowned restaurant offering a fusion of Hawaiian and international cuisine.
Bedtime
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Waikiki Trolley
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Waikiki Trolley
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Maui Adventures
Morning
Start your day with a thrilling Helicopter Tour of Maui and witness the breathtaking landscapes, including the famous Haleakala Crater. Afterward, enjoy a leisurely breakfast at The Gazebo.
Afternoon
Spend the afternoon exploring the Iao Valley State Park and take a hike through the lush rainforest. Afterward, head to Kai Market for a delicious lunch buffet featuring a variety of Hawaiian dishes.
Evening
Experience a traditional Hawaiian Luau at Old Lahaina Luau. Enjoy a feast of traditional Hawaiian food, live music, hula dancing, and Polynesian cultural performances.
Bedtime
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Waikiki Trolley
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Waikiki Trolley
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Waikiki Trolley
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Waikiki Trolley
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Beaches and Waterfalls
Morning
Spend the morning relaxing at Ka'anapali Beach and soak up the sun on the golden sands. Afterward, grab a quick breakfast at Sansei Seafood Restaurant & Sushi Bar before heading out for your adventure.
Afternoon
Explore the enchanting Waimoku Falls in the Haleakala National Park. Take a hike through bamboo forests and witness the stunning 400-foot waterfall.
Evening
Enjoy a romantic sunset dinner cruise with Pride of Maui and indulge in a gourmet dinner while admiring the breathtaking coastal views.
Bedtime
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Waikiki Trolley
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Waikiki Trolley
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Waikiki Trolley
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Waikiki Trolley
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Natural Wonders of Kauai
Morning
Catch a flight to Kauai and start your day by visiting the Na Pali Coast, one of the most stunning coastlines in the world. Take a boat tour or hike along the Kalalau Trail for unforgettable views.
Afternoon
Enjoy a delicious lunch at The Dolphin, a waterfront restaurant known for its fresh seafood and Hawaiian specialties. Afterward, explore the Waimea Canyon, often referred to as the "Grand Canyon of the Pacific."
Evening
Check into your hotel in Kauai and relax at The Royal Hawaiian - A Luxury Collection Resort. Indulge in a luxurious dinner at Tidepools, a restaurant nestled amidst a lagoon and waterfalls, offering a romantic ambiance.
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Na Pali Coast
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Waimea Canyon
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Garden Isle Exploration
Morning
Embark on a scenic Helicopter Tour of Kauai and witness the stunning landscapes, including the Mt. Waialeale, one of the wettest spots on Earth. Afterward, enjoy a picnic breakfast at Kalaheo Cafe & Coffee Company.
Afternoon
Visit the picturesque Hanalei Bay and spend the afternoon relaxing on the beach or trying out water sports activities. Grab a quick lunch at Sushi Girl Kauai for some delicious sushi rolls.
Evening
Enjoy a traditional Hawaiian dinner at Duke's Kauai, a beachfront restaurant known for its fresh seafood and Hawaiian hospitality. Afterward, take a leisurely stroll along the Kapaa Bike Path and enjoy the scenic ocean views.
Bedtime
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Waikiki Trolley
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Mt. Waialeale
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Hanalei Bay
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Waikiki Trolley
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Cultural Immersion
Morning
Start your day by visiting the Wailua River and embark on a scenic boat tour to the Fern Grotto. Immerse yourself in the lush tropical scenery and enjoy live Hawaiian music during the tour.
Afternoon
Explore the Kilohana Plantation and learn about the rich history of sugar plantations in Hawaii. Enjoy a delicious lunch at Gaylord's Restaurant, located in a historic plantation manor.
Evening
Experience a traditional Hawaiian Luau Kalamaku and indulge in a feast of Hawaiian cuisine, Polynesian cultural performances, and fire dancing.
Bedtime
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Wailua River
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Fern Grotto
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Kilohana Plantation
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Luau Kalamaku
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Hidden Gems of Kauai
Morning
Visit the Daniel K. Inouye Kilauea Point Lighthouse and enjoy panoramic views of the coastline. Afterward, head to The Right Slice for a delicious breakfast of homemade pies and pastries.
Afternoon
Explore the Polihale State Park, a remote and stunning beach on the west side of Kauai. Pack a picnic lunch and enjoy the tranquility of this hidden gem.
Evening
Witness the natural wonder of the Spouting Horn, a blowhole that shoots water high into the air. Enjoy dinner at Beach House Restaurant, located right next to the Spouting Horn, and savor fresh seafood while watching the sunset.
Bedtime
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Daniel K. Inouye Kilauea Point Lighthouse
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Polihale State Park
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Spouting Horn
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Return to Oahu
Morning
Catch a flight back to Honolulu and start your day by visiting the Waikiki Aquarium. Explore the diverse marine life and learn about Hawaiian conservation efforts.
Afternoon
Enjoy a leisurely lunch at Musubi Cafe Iyasume, a local favorite known for its delicious musubi. Afterward, visit the Honolulu Museum of Art and immerse yourself in the world of art and culture.
Evening
Indulge in a gourmet dinner at Michel's at the Colony Surf, a renowned restaurant offering French and Pacific Rim cuisine. Afterward, take a stroll along the Waikiki Beach Walk and enjoy the vibrant nightlife.
Bedtime
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Waikiki Trolley
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Waikiki Trolley
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Waikiki Trolley
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Island Delights
Morning
Start your day with a visit to the Kauai Coffee Company and learn about the coffee production process. Enjoy a delicious breakfast at Goofy Cafe & Dine, known for its creative and flavorful dishes.
Afternoon
Explore the Menehune Fish Pond, a historic and sacred site on the island. Take a guided tour to learn about the legends and cultural significance of this ancient fishpond.
Evening
Enjoy a sunset dinner at Yard House, a popular restaurant known for its extensive beer selection and diverse menu. Afterward, head to Rum Fire for a night of live music and tropical cocktails.
Bedtime
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Kauai Coffee Company
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Menehune Fish Pond
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Adventure Time
Morning
Embark on a thrilling Big Island Full Day Adventure Tour of the Kohala Waterfalls and explore the stunning waterfalls, lush valleys, and ancient Hawaiian sites on the Big Island. Enjoy a picnic lunch amidst the natural beauty.
Afternoon
After returning from the Big Island, relax and unwind at Kickin Kajun, a Cajun seafood restaurant offering a unique fusion of flavors. Spend the afternoon exploring the Ala Moana Beach Park and enjoy water sports activities.
Evening
Indulge in a delicious dinner at Over Easy, a trendy restaurant known for its creative breakfast and brunch dishes. Afterward, head to Brew'd Craft Pub and sample a wide selection of craft beers from Hawaii and around the world.
Bedtime
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Big Island Full Day Adventure Tour of the Kohala Waterfalls
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Waikiki Trolley
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Farewell to Paradise
Morning
Start your day with a visit to the Waikiki Beach Walk and enjoy a leisurely walk along the beach. Grab a quick breakfast at Island Vintage Shave Ice for a refreshing Hawaiian treat.
Afternoon
Spend the afternoon shopping at the Ala Moana Center, Hawaii's largest open-air shopping mall. Enjoy a delicious lunch at Basalt, a modern restaurant offering farm-to-table cuisine.
Evening
End your trip with a memorable dinner at The Cheesecake Factory, located in the heart of Waikiki. Indulge in a variety of delicious dishes and save room for their famous cheesecake.
Bedtime
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Waikiki Trolley
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Waikiki Trolley
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