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Tropical Paradise: 16 Days in Waikiki, Honolulu Itinerary
Last updated: 2024 Jun 14Sun, Sand, and Sea Turtles
Morning
Start your Waikiki adventure with a delicious breakfast at Duke's Waikiki, a local favorite. Afterward, head to the famous Waikiki Beach for a relaxing morning by the turquoise waters.
Afternoon
For lunch, savor the fresh seafood at Ono Seafood. In the afternoon, embark on the Waikiki Sea Turtle Snorkeling Tour for a magical experience with these gentle creatures.
Evening
Enjoy a sunset dinner at Roy's Waikiki Beach and take a leisurely stroll along the beach to end your day.
Bedtime
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Waikiki Beach
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Waikiki Sea Turtle Snorkeling Tour
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Historic Pearl Harbor
Morning
Have a hearty breakfast at Rainbow Drive-In, known for its local plate lunches. Then, visit the Pearl Harbor National Memorial and the USS Arizona Memorial.
Afternoon
For lunch, try the traditional Hawaiian dishes at Helena's Hawaiian Food. Spend the afternoon exploring the Battleship Missouri Memorial and the Pacific Aviation Museum.
Evening
In the evening, have a memorable dinner at Helena's Hawaiian Food, known for its authentic cuisine.
Bedtime
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Pearl Harbor National Memorial
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USS Arizona Memorial
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Battleship Missouri Memorial
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Diamond Head Adventure
Morning
Start your day with a hike at Diamond Head. After working up an appetite, enjoy a late breakfast at Rainbow Drive-In.
Afternoon
Explore the Kahala Mall for some shopping and have lunch at Marukame Udon, a popular spot for udon noodles.
Evening
Relax and enjoy the evening with a sunset cocktail at Duke's Waikiki, followed by dinner at Roy's Waikiki Beach.
Bedtime
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Diamond Head
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Milan Wine Tasting Experience
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Cultural Immersion
Morning
Indulge in a leisurely breakfast at Duke's Waikiki. Then, visit the Iolani Palace and the Bernice Pauahi Bishop Museum to learn about the history of Hawaii.
Afternoon
For lunch, try the iconic malasadas at Leonard's Bakery. In the afternoon, explore the Chinatown Historic District and the Aloha Tower.
Evening
Enjoy a cultural dinner experience at Helena's Hawaiian Food, known for its traditional Hawaiian cuisine.
Bedtime
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Iolani Palace
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Field Museum
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Grant Park
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360 Chicago Observation Deck (Formerly John Hancock Observatory)
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Beach Day and Luau Night
Morning
Spend a relaxing morning at Waikiki Beach. For a late breakfast, try the acai bowls at Rainbow Drive-In.
Afternoon
Enjoy the water activities at the beach or opt for a Waikiki Surf Lesson. For lunch, have a beachside meal at Duke's Waikiki.
Evening
Conclude your day with a traditional Hawaiian luau at Oahu Ka Moana Luau Dinner and Show at Aloha Tower.
Bedtime
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Waikiki Beach
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Adler Planetarium
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Oahu Ka Moana Luau Dinner and Show at Aloha Tower
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Waikiki Sunset Sail
Morning
Start your day with a refreshing breakfast at Rainbow Drive-In. Then, take a leisurely walk along the Kalakaua Avenue.
Afternoon
For lunch, enjoy the ocean views at Duke's Waikiki. In the afternoon, go on the Oahu Waikiki Sunset Catamaran Sail and Swim.
Evening
Have a seafood dinner at Ono Seafood and watch the sunset from the beach.
Bedtime
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Shedd Aquarium
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Oahu Waikiki Sunset Catamaran Sail and Swim
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Relaxation and Retail Therapy
Morning
Enjoy a leisurely breakfast at Roy's Waikiki Beach. Spend the morning shopping at the Ala Moana Center, one of the largest open-air shopping malls in the world.
Afternoon
Have a variety of food options for lunch at the mall. After shopping, relax at Magic Island and enjoy the ocean views.
Evening
For dinner, try the international cuisine at Marukame Udon at the mall.
Bedtime
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Lincoln Park & Zoo
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Millennium Park
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Scenic Island Tour
Morning
Embark on the Oahu Ultimate Grand Circle Island Tour to explore the natural beauty and cultural sites of the island. Have a light breakfast before the tour.
Afternoon
The tour will include stops at Hanauma Bay, the Byodo-In Temple, and the North Shore. Enjoy a local lunch during the tour.
Evening
Return to Waikiki in the evening and have a relaxing dinner at Duke's Waikiki.
Bedtime
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Oahu Oahu Ultimate Grand Circle Island Tour
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Hanauma Bay
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Byodo-In Temple
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Oahu North Shore
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Beach and Water Adventures
Morning
Spend the morning at Lanikai Beach, known for its pristine white sand and turquoise waters. Pack a picnic breakfast to enjoy by the beach.
Afternoon
In the afternoon, go on the Waikiki Parasailing for a thrilling experience. Have a late lunch at a local beachside restaurant.
Evening
Watch the sunset from the Makapuu Lighthouse and have a casual dinner at a nearby seafood spot.
Bedtime
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Lanikai Beach
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Oahu Waikiki Parasailing
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Makapuu Lighthouse
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Surfing and Sunsets
Morning
Take a Waikiki 2-Hour Beginner Group Surf Lesson in the morning. Refuel with a beachside brunch at Duke's Waikiki.
Afternoon
Spend the afternoon relaxing at the beach or exploring the Waikiki Aquarium. Have a light lunch at a nearby cafe.
Evening
Enjoy a sunset cocktail at Roy's Waikiki Beach followed by a seafood dinner at the restaurant.
Bedtime
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Oahu Waikiki 2-Hour Beginner Group Surf Lesson
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Museum of Science and Industry
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Nature and Wildlife
Morning
Visit the Hanauma Bay for a morning of snorkeling and exploring the marine life. Pack a picnic breakfast to enjoy at the bay.
Afternoon
After snorkeling, head to the Koko Crater Trail for a hike with panoramic views of the island. Have a late lunch at a local cafe.
Evening
For dinner, try the farm-to-table cuisine at Mud Hen Water.
Bedtime
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Hanauma Bay
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Navy Pier
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Culinary Delights
Morning
Indulge in a gourmet breakfast at Mud Hen Water. Spend the morning exploring the Kakaako Street Art.
Afternoon
For lunch, try the eclectic dishes at Piggy Smalls. In the afternoon, take a Honolulu Food Tour to sample the diverse culinary scene of the city.
Evening
Enjoy a fine dining experience at MW Restaurant for dinner.
Bedtime
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Skydeck Chicago at Willis Tower (Sears Tower)
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Wrigley Field
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Sunset and Stargazing
Morning
Have a leisurely breakfast at MW Restaurant. Spend the morning at the Ala Moana Beach Park.
Afternoon
For lunch, enjoy the ocean views at Duke's Waikiki. In the afternoon, visit the Bishop Museum Planetarium for a stargazing show.
Evening
Have a romantic dinner at La Mer, known for its French cuisine and stunning views of the city.
Bedtime
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Farewell to Paradise
Morning
Enjoy a final breakfast at La Mer. Spend the morning shopping for souvenirs at the International Market Place.
Afternoon
Have a last taste of Hawaiian cuisine for lunch at Helena's Hawaiian Food. In the afternoon, relax at the Waikiki Beach.
Evening
Watch the sunset from Magic Island and have a farewell dinner at Roy's Waikiki Beach.
Bedtime
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Chicago River
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Waikiki Beach
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Millennium Park
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Optional Day: Free to Explore
Morning
Enjoy a leisurely breakfast at a local cafe. Use this day to revisit your favorite spots, do any last-minute shopping, or simply relax at the beach.
Afternoon
Have a casual lunch at a beachside restaurant. You can also opt for a spa treatment or a leisurely walk around the neighborhood.
Evening
For your final evening, choose a restaurant you loved or try a new one for a special farewell dinner.
Bedtime
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Departure Day: A Hui Hou, Hawaii!
Morning
On your last day, have a relaxed breakfast at your hotel or a nearby cafe. Take a final stroll along the beach and soak in the last moments of the Hawaiian sun.
Afternoon
Check out of your hotel and head to the airport. If time allows, have a light lunch at the airport before your departure.
Evening
Depart from Honolulu with fond memories of your 16-day tropical paradise experience in Waikiki. A hui hou, Hawaii!
Bedtime
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