Ultimate 2-Week Hawaiian Adventure Itinerary

Day 1: Arrival in Oahu

Honolulu, Hawaii on March 10, 2025

10:00 AM

Check-in at Hotel

Get settled into your hotel in Waikiki, a famous beachfront area with stunning views.
USD200, 1 hour

11:00 AM

Breakfast at Eggs 'N Things

Start your day with a delicious brunch featuring fluffy pancakes and fresh local ingredients.
USD15, 1 hour

1:00 PM

Waikiki Beach

Relax on the iconic Waikiki Beach, swim in the warm ocean waters, or take a surfing lesson.
Free, 2-3 hours

5:00 PM

Dinner at Duke's Waikiki

Enjoy a beachfront dinner with a menu showcasing fresh seafood and Hawaiian specialties.
USD40, 2 hours
View Hotel Availability

Day 2: Explore Oahu

Honolulu, Hawaii on March 11, 2025

8:00 AM

Breakfast at Leonard's Bakery

Treat yourself to some Malasadas, a popular Portuguese doughnut, at this local favorite.
USD8, 1 hour

10:00 AM

Diamond Head Hike

Hike to the summit of Diamond Head for breathtaking views of the island and ocean.
USD5, 2 hours

1:00 PM

Lunch at Rainbow Drive-In

Experience a local plate lunch at this iconic drive-in for a taste of the islands.
USD12, 1 hour

3:00 PM

Iolani Palace

Visit the only royal palace in the United States and explore its rich history.
USD30, 1.5 hours

5:00 PM

Dinner at The Pig and the Lady

Dine at this trendy spot known for its inventive Vietnamese-Hawaiian fusion dishes.
USD35, 1.5 hours
View Hotel Availability

Day 3: Cultural Day in Oahu

Honolulu, Hawaii on March 12, 2025

8:00 AM

Breakfast at Hula Grill

Enjoy a scenic breakfast with a view of the beach, featuring fresh Hawaiian fruits.
USD20, 1 hour

10:00 AM

Pearl Harbor Tour

Take a guided tour of the historic site and the USS Arizona Memorial.
USD30, 3 hours

2:00 PM

Lunch at Zippy’s

Enjoy a casual lunch that features local Hawaiian comfort food dishes.
USD15, 1 hour

3:30 PM

Explore Chinatown

Stroll through colorful markets and shops in Honolulu's vibrant Chinatown.
Free, 2 hours

6:00 PM

Dinner at Rufino's Italian Restaurant

Savor delicious Italian dishes made from locally sourced ingredients.
USD40, 1.5 hours
View Hotel Availability

Day 4: Travel to Maui

Maui, Hawaii on March 13, 2025

7:00 AM

Breakfast at Hotel

Have a quick breakfast at the hotel before catching your flight to Maui.
USD0, 1 hour

9:00 AM

Flight to Maui

Travel to Maui, known for its breathtaking beaches and lush landscapes.
USD100, 1 hour

12:00 PM

Lunch at Mama’s Fish House

Indulge in a seafood dining experience with views of the beach at this renowned restaurant.
USD50, 1.5 hours

2:00 PM

Explore Lahaina Town

Wander through this historic town with art galleries and boutiques set in old whaling buildings.
Free, 2-3 hours

5:00 PM

Dinner at Lahaina Grill

End your day with a gourmet dinner featuring fresh farm-to-table fare in a cozy atmosphere.
USD65, 2 hours
View Hotel Availability

Day 5: Explore West Maui

Maui, Hawaii on March 14, 2025

8:00 AM

Breakfast at Gazebo Restaurant

Enjoy pancakes with a view at this popular spot overlooking Napili Bay.
USD15, 1 hour

10:00 AM

Road to Hana Tour

Embark on the scenic drive along the road to Hana, with stops at waterfalls and breathtaking views.
USD150, 5-6 hours

5:00 PM

Dinner at The Mill House

Dine in a unique setting with a menu that highlights freshly sourced ingredients from the area.
USD45, 2 hours
View Hotel Availability

Day 6: Adventure Day in Maui

Maui, Hawaii on March 15, 2025

7:00 AM

Breakfast at The Pancake House

Savor an enormous breakfast menu filled with pancakes and local delicacies.
USD15, 1 hour

9:00 AM

Snorkeling at Molokini Crater

Take a boat ride to this volcanic caldera for amazing underwater sights and vibrant marine life.
USD120, 3-4 hours

1:00 PM

Lunch at Leoda’s Kitchen and Pie Shop

Enjoy sandwiches, salads, and delicious homemade pies at this quaint spot.
USD20, 1 hour

3:00 PM

Stand Up Paddleboarding at Kihei

Try your hand at paddleboarding, a fun way to explore the ocean while staying active.
USD60, 2 hours

6:00 PM

Dinner at Monkeypod Kitchen

Enjoy a farm-to-table dining experience with a relaxing atmosphere and great cocktails.
USD40, 2 hours
View Hotel Availability

Day 7: Travel to Big Island

Big Island, Hawaii on March 16, 2025

7:00 AM

Breakfast at Two Ladies Kitchen

Try the famous mochi cakes and traditional Hawaiian breakfast dishes.
USD12, 1 hour

9:00 AM

Flight to Big Island

Enjoy a short flight to the Big Island, known for its diverse landscapes.
USD100, 1 hour

12:00 PM

Lunch at Kona Brewing Company

Relish delicious pizza and craft beer while enjoying the local brewery atmosphere.
USD30, 1.5 hours

2:00 PM

Visit Punalu'u Black Sand Beach

Witness the unique black sand beaches created by volcanic activity, and spot sea turtles.
Free, 1-2 hours

5:00 PM

Dinner at Merriman's

Dine at an acclaimed farm-to-table restaurant known for sustaining local agriculture.
USD70, 2 hours
View Hotel Availability

Day 8: Kona Exploration

Big Island, Hawaii on March 17, 2025

8:00 AM

Breakfast at Hawaiian Style Cafe

Savor a hearty breakfast, including loco moco and Hawaiian pancakes.
USD15, 1 hour

10:00 AM

Kona Coffee Farm Tour

Experience a guided tour of a local coffee farm and learn about the coffee-making process.
USD25, 2 hours

1:00 PM

Lunch at Da Fish House

Relish fresh sashimi and poke bowls at this casual seafood spot.
USD25, 1 hour

3:00 PM

Snorkel at Kealakekua Bay

Explore the rich marine life at this beautiful bay, rich in history and scenery.
USD60, 3 hours

6:00 PM

Dinner at Splasher's Grill

Enjoy a relaxed beachfront dining experience with a variety of local dishes and tropical drinks.
USD30, 2 hours
View Hotel Availability

Day 9: Volcano National Park

Big Island, Hawaii on March 18, 2025

7:00 AM

Breakfast at the hotel

Quick breakfast at your hotel to prepare for a day of adventure.
USD0, 1 hour

9:00 AM

Hawaii Volcanoes National Park

Witness the majestic Kilauea volcano and explore hiking trails surrounding this natural wonder.
USD30, 5-6 hours

3:00 PM

Lunch at Volcano House

Enjoy lunch with a view overlooking the caldera at the park's restaurant.
USD25, 1.5 hours

6:00 PM

Dinner at The Kona Inn Restaurant

Savor delicious cuisine while enjoying sunset views over the ocean.
USD50, 1.5 hours
View Hotel Availability

Day 10: Travel to Kauai

Kauai, Hawaii on March 19, 2025

7:00 AM

Breakfast at the hotel

Fuel up with breakfast at your hotel before heading to Kauai.
USD0, 1 hour

9:00 AM

Flight to Kauai

Travel to Kauai, the garden island known for its lush landscapes.
USD100, 1 hour

12:00 PM

Lunch at Dukes Kauai

Enjoy a laid-back meal with ocean views and classic Hawaiian dishes.
USD30, 1.5 hours

2:00 PM

Waimea Canyon State Park

Explore the breathtaking views and hiking trails of Kauai's Grand Canyon.
USD10, 3 hours

6:00 PM

Dinner at Red Salt

Indulge in exquisite dining with local Hawaiian flavors and ocean views.
USD60, 2 hours
View Hotel Availability

Day 11: Explore Kauai

Kauai, Hawaii on March 20, 2025

8:00 AM

Breakfast at JoJo’s Shave Ice

Start your day with a cool and refreshing shave ice treat at this local spot.
USD5, 1 hour

10:00 AM

Napali Coast Boat Tour

Experience the stunning coastline with sea caves during this unforgettable boat tour.
USD130, 5-6 hours

5:00 PM

Dinner at The Beach House

Relax with a beachfront dinner that offers amazing sunset views and fresh seafood.
USD50, 2 hours
View Hotel Availability

Day 12: Last Day in Kauai

Kauai, Hawaii on March 21, 2025

8:00 AM

Breakfast at Aunty Lydia’s

Enjoy Hawaii’s traditional breakfast and homemade pastries at this charming spot.
USD15, 1 hour

10:00 AM

Kayaking on the Wailua River

Paddle along the serene Wailua River and explore lush surroundings.
USD50, 3 hours

2:00 PM

Lunch at Hukilau Lanai

Feast on local Hawaiian dishes in a relaxing setting before heading home.
USD25, 1.5 hours

6:00 PM

Dinner at Bar Acuda

Savor a delightful farm-to-table dinner with local ingredients and a cozy atmosphere.
USD45, 2 hours
View Hotel Availability

Day 13: Return to Oahu

Honolulu, Hawaii on March 22, 2025

7:00 AM

Breakfast at the hotel

Enjoy a final breakfast in Kauai before catching your flight back to Oahu.
USD0, 1 hour

9:00 AM

Flight back to Oahu

Travel back to Oahu for last-minute exploring or shopping.
USD100, 1 hour

12:00 PM

Lunch at Duke's Waikiki

Relish a final meal overlooking the beach at your favorite spot from the start of your journey.
USD40, 1.5 hours

2:00 PM

Shopping at Ala Moana Center

Explore the largest open-air shopping mall with a mix of local and designer brands.
Free, 3 hours

6:00 PM

Farewell Dinner at Nobu Hawaii

Indulge in world-class sushi in a setting known for its exquisite ambiance.
USD100, 2 hours
View Hotel Availability

Day 14: Departure

Honolulu, Hawaii on March 23, 2025

7:00 AM

Breakfast at the hotel

Final breakfast in Hawaii, reflecting on an unforgettable trip.
USD0, 1 hour

9:00 AM

Check-out from Hotel

Ensure you have all your belongings packed before heading to the airport.
Free, 1 hour

11:00 AM

Departure from Honolulu Airport

Catch your flight home, cherishing memories of your Hawaiian adventure.
Free, Variable
View Hotel Availability