Ultimate 14-Day Hawaiian Adventure Itinerary

Day 1: Arrival in Honolulu

Honolulu, Oahu on March 10, 2025

10:00 AM

Arrival at Honolulu Airport

Begin your Hawaiian journey by arriving at Honolulu Airport where tropical breezes and warm welcomes await.
USD0, 1 Hour

11:00 AM

Check-in to Hotel

Settle into your hotel, such as the iconic Hilton Hawaiian Village, and soak in the views.
USD300, 1 Hour

12:30 PM

Lunch at Duke's Waikiki

Enjoy fresh Hawaiian poke and a beachfront view at Duke's, a local favorite known for its laid-back atmosphere.
USD30, 1.5 Hours

2:00 PM

Visit Pearl Harbor

Explore the historic site of Pearl Harbor and learn about the attack that changed the course of American history.
USD0, 3 Hours

5:30 PM

Dinner at Hula Grill

Dine on fresh seafood and local cuisine while enjoying sunset views over Waikiki Beach.
USD40, 2 Hours
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Day 2: Explore Oahu

Oahu, Hawaii on March 11, 2025

8:00 AM

Breakfast at Leonard's Bakery

Start your day with famous Malasadas, these Portuguese doughnuts are a must-try.
USD8, 1 Hour

9:30 AM

Hike Diamond Head

Take a morning hike up Diamond Head for panoramic views of the island's coastline.
USD5, 2 Hours

12:00 PM

Lunch at Rainbow Drive-In

Indulge in local plate lunches, such as Loco Moco, at this casual eatery cherished by locals.
USD15, 1 Hour

1:30 PM

Relax at Waikiki Beach

Unwind on the sandy beaches of Waikiki, take a swim, or rent a paddleboard.
USD20, 3 Hours

5:00 PM

Dinner at Roy's Waikiki

Savor a blend of Hawaiian and international flavors at this upscale restaurant by famous Chef Roy Yamaguchi.
USD60, 2 Hours
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Day 3: Cultural Discovery

Oahu, Hawaii on March 12, 2025

8:00 AM

Breakfast at Eggs 'n Things

Known for its fluffy pancakes, start your day with breakfast at this popular spot.
USD15, 1 Hour

9:30 AM

Explore Iolani Palace

Visit the only royal palace on U.S. soil, steeped in history and culture.
USD27, 2 Hours

12:00 PM

Lunch at Marukame Udon

Enjoy freshly made udon and tempura at this casual yet beloved Japanese noodle house.
USD12, 1 Hour

1:30 PM

Visit Bishop Museum

Delve into Hawaiian culture and history with engaging exhibits and artifacts.
USD25, 3 Hours

5:00 PM

Dinner at Side Street Inn

Treat yourself to hearty portions of local fare amidst a lively, welcoming atmosphere.
USD40, 2 Hours
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Day 4: Flying to Maui

Maui, Hawaii on March 13, 2025

8:00 AM

Breakfast at Kihei Caffe

Start with a hearty breakfast featuring local favorites like omelets and pancakes.
USD15, 1 Hour

9:30 AM

Check-out and Flight to Maui

Check out of your hotel and board your flight to Maui, a quick journey across the islands.
USD80, 3 Hours

2:00 PM

Lunch at Mama's Fish House

Experience fresh catch served in a breathtaking oceanfront setting at this iconic restaurant.
USD55, 2 Hours

4:30 PM

Relax at Kaanapali Beach

Spend a relaxing afternoon on one of Maui's most beautiful beaches, perfect for swimming and sunbathing.
USD0, 3 Hours

8:00 PM

Dinner at Leilani's on the Beach

Enjoy beachfront dining with fresh seafood and Hawaiian-inspired dishes while watching the sunset.
USD40, 2 Hours
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Day 5: Adventure in Maui

Maui, Hawaii on March 14, 2025

8:00 AM

Breakfast at The Gazebo

Delight in a breakfast of pancakes and omelets while enjoying ocean views.
USD15, 1 Hour

9:30 AM

Drive the Road to Hana

Embark on a scenic drive filled with waterfalls, beaches, and lush rainforests.
USD0, 4 Hours

1:30 PM

Lunch at Hana Farms

Savor local cuisine made from fresh, farm-to-table ingredients in a beautiful setting.
USD25, 1.5 Hours

3:00 PM

Visit Wainapanapa State Park

Explore the black sand beaches and blowholes of this scenic park along the Road to Hana.
USD5, 2 Hours

6:00 PM

Dinner at Mama's Fish House

Indulge in a different culinary experience at this renowned location with fresh, local seafood.
USD55, 2 Hours
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Day 6: Nature and Wildlife

Maui, Hawaii on March 15, 2025

8:00 AM

Breakfast at Kula Lodge

Feast on hearty breakfasts with beautiful views of the mountains and ocean.
USD20, 1 Hour

9:30 AM

Visit Haleakalā National Park

Witness breathtaking views and unique landscapes at sunrise in this beautiful national park.
USD30, 3 Hours

1:00 PM

Lunch at Ulupalakua Ranch Store

Enjoy a casual lunch with local products like burgers and Hawaiian sweets at this ranch store.
USD25, 1.5 Hours

3:00 PM

Wine Tasting at MauiWine

Sample locally produced wine at this winery located near Ulupalakua Ranch.
USD20, 2 Hours

6:00 PM

Dinner at The Mill House

Savor farm-to-table dishes with fresh ingredients sourced from local farms.
USD50, 2 Hours
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Day 7: Travel to Big Island

Big Island, Hawaii on March 16, 2025

8:00 AM

Breakfast at Bumper's Grill

Fuel up with hearty breakfast burritos in this casual, family-friendly eatery.
USD15, 1 Hour

9:30 AM

Check-out and Flight to Big Island

Check out and hop on a short flight to the Big Island for more Hawaiian adventures.
USD80, 3 Hours

1:30 PM

Lunch at Pahu I'a

Sample innovative dishes at this organic farm-to-table restaurant in a luxury coastal setting.
USD45, 2 Hours

4:00 PM

Explore Volcanoes National Park

Discover the unique landscapes and geological features of one of the world’s most active volcanoes.
USD30, 2 Hours

6:30 PM

Dinner at Kona Brewing Company

Enjoy delicious pizza and craft beer while taking in scenic views of the ocean.
USD35, 2 Hours
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Day 8: Big Island Exploration

Big Island, Hawaii on March 17, 2025

8:00 AM

Breakfast at Island Lava Java

Start your day with coffee and breakfast while watching the waves roll in.
USD15, 1 Hour

9:30 AM

Snorkeling at Kailua Bay

Experience vibrant marine life as you snorkel the crystal-clear waters of this popular bay.
USD20, 4 Hours

2:00 PM

Lunch at Da Poke Shack

Try the freshest poke bowls made from local fish at this counter-style eatery.
USD15, 1 Hour

3:30 PM

Visit Akaka Falls State Park

Marvel at stunning waterfalls and lush landscapes as you hike through this beautiful park.
USD5, 2 Hours

6:00 PM

Dinner at Huggos on the Beach

Dine oceanfront with delightful seafood and island specials at this elegant setting.
USD55, 2 Hours
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Day 9: Adventure Awaits

Big Island, Hawaii on March 18, 2025

8:00 AM

Breakfast at Coffee Shack

Enjoy breakfast with stunning views, famous for their coffee and local dishes.
USD15, 1 Hour

9:30 AM

Visit the Green Sand Beach

Hike to one of the island's unique beaches, known for its distinct green sand created from olivine.
USD0, 3 Hours

1:00 PM

Lunch at Punalu’u Bake Shop

Grab a delicious snack at this bakery known for its sweet Hawaiian bread and pastries.
USD10, 1 Hour

2:30 PM

Explore Pu'uhonua o Hōnaunau National Historical Park

Step back in time at this historical site, once a sanctuary for those who broke the law.
USD20, 2 Hours

6:00 PM

Dinner at Lava Lava Beach Club

Enjoy a beachfront dinner with Hawaiian-inspired dishes and live music.
USD45, 2 Hours
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Day 10: Travel to Kauai

Kauai, Hawaii on March 19, 2025

8:00 AM

Breakfast at Bubba's Burgers

Have a hearty breakfast burger to start your day right before your flight.
USD15, 1 Hour

9:30 AM

Check-out and Flight to Kauai

Check out and take a short flight to the beautiful island of Kauai.
USD80, 3 Hours

1:00 PM

Lunch at Hanalei National Wildlife Refuge

Enjoy a casual picnic while observing the stunning wildlife in this serene setting.
USD10, 2 Hours

3:00 PM

Visit Waimea Canyon

Dubbed the 'Grand Canyon of the Pacific', take in breathtaking views of lush landscapes and cliffs.
USD5, 2 Hours

6:30 PM

Dinner at Bar Acuda

Savor fresh farm-to-table cuisine in a chic atmosphere, known for its tapas-style dishes.
USD40, 2 Hours
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Day 11: Explore Kauai

Kauai, Hawaii on March 20, 2025

8:00 AM

Breakfast at Kountry Kitchen

Start your day with hearty breakfast plates that showcase local ingredients in a homey setting.
USD15, 1 Hour

9:30 AM

Hike the Kalalau Trail

Experience stunning views on this famous 11-mile luxurious coastal hike along the Na Pali Coast.
USD0, 6 Hours

4:30 PM

Lunch on the Trail

Pack a lunch and enjoy a scenic picnic while hiking amidst breathtaking views.
USD10, 1.5 Hours

6:30 PM

Dinner at The Beach House

Unwind with an elegant dinner featuring local seafood and fabulous sunset views.
USD60, 2 Hours
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Day 12: Culinary and Cultural Day

Kauai, Hawaii on March 21, 2025

8:00 AM

Breakfast at Little Fish Coffee

Enjoy fresh coffee and delicious breakfast options in a charming setting.
USD15, 1 Hour

9:30 AM

Visit the Kauai Museum

Learn about the history and culture of Kauai through engaging exhibits.
USD10, 2 Hours

12:00 PM

Lunch at Chow's Waterfront Restaurant

Savor Asian fusion dishes with scenic views of the marina at this lovely restaurant.
USD30, 1.5 Hours

1:30 PM

Cooking Class

Participate in a Hawaiian cooking class to learn traditional recipes using local ingredients.
USD75, 3 Hours

6:00 PM

Dinner at Hukilau Lanai

Indulge in exquisite local cuisine crafted with fresh ingredients and stunning food presentation.
USD60, 2 Hours
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Day 13: Return to Oahu

Oahu, Hawaii on March 22, 2025

8:00 AM

Breakfast at Coffee Bean & Tea Leaf

Enjoy a quick breakfast with coffee and pastries as you prepare for your departure.
USD12, 1 Hour

9:30 AM

Check-out and Flight to Oahu

Check out and return to Oahu for one last day of adventure.
USD80, 3 Hours

1:00 PM

Lunch at Tiki's Grill & Bar

Sip on tropical drinks while enjoying lunch with ocean views at this beachside location.
USD25, 2 Hours

3:30 PM

Relax and Shop at Ala Moana Center

Spend your afternoon shopping at one of the largest open-air shopping centers in the world.
USD0, 3 Hours

7:00 PM

Final Dinner at Nobu Honolulu

Celebrate your Hawaiian adventure with a fabulous dinner at the renowned Nobu, known for its sushi and innovative dishes.
USD100, 2 Hours
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Day 14: Departure from Hawaii

Honolulu, Oahu on March 23, 2025

8:00 AM

Breakfast at Hotel

Enjoy a final breakfast at your hotel reflecting on the incredible memories made during your trip.
USD30, 1 Hour

10:00 AM

Check-out and Head to Airport

Check out of your hotel and head to the airport for your departure flight.
USD0, 1 Hour

12:00 PM

Departure from Honolulu

Bid farewell to paradise as you board your flight home, forever cherishing the beauty of Hawaii.
USD0, 2 Hours
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