Ultimate Island-Hopping Adventure: Detroit to Hawaii Itinerary

Day 1: Arrival in Hawaii

Honolulu, Hawaii on July 15, 2025

12:00PM

Check-in at Sheraton Waikiki

Relax at the hotel, which offers stunning ocean views and easy access to Waikiki Beach.
USD400, 2 hours

2:00PM

Waikiki Beach

Spend the afternoon soaking up the sun on the iconic beach, where you can swim, surf, or just relax.
Free, 3 hours

6:00PM

Dinner at Duke's Waikiki

Enjoy fresh seafood and tropical cocktails with a fantastic view of the sunset.
USD80, 2 hours
View Hotel Availability

Day 2: Explore Oahu

Oahu, Hawaii on July 16, 2025

8:00AM

Breakfast at Hula Grill Waikiki

Start your day with a delicious breakfast featuring local fruits and Hawaiian-inspired dishes.
USD50, 1 hour

9:30AM

Pearl Harbor Tour

Visit the USS Arizona Memorial to learn about the events of December 7, 1941, and pay respects to the fallen.
USD30, 3 hours

1:00PM

Lunch at Aloha Table

Grab a casual lunch serving traditional Hawaiian cuisine, like loco moco or poke bowls.
USD40, 1 hour

2:30PM

Diamond Head Hike

Hike up to Diamond Head crater for breathtaking views of the island and coastline.
USD5, 2 hours

6:00PM

Dinner at Charts Kaimuki

Enjoy a sumptuous dinner featuring local ingredients and Asian-inspired flavors.
USD70, 2 hours
View Hotel Availability

Day 3: Cultural Immersion

Oahu, Hawaii on July 17, 2025

8:00AM

Breakfast at Café Kaila

Feast on fluffy pancakes and omelets at this local favorite that prides itself on fresh ingredients.
USD50, 1 hour

9:30AM

Polynesian Cultural Center

Experience the rich cultures of Polynesia through shows, demonstrations, and authentic luau.
USD100, 5 hours

3:30PM

Return to Hotel and Relax

Enjoy some leisure time at the hotel pool or beach.
Free, 2 hours

6:00PM

Dinner at Royal Hawaiian Hotel’s Azure

Savor seafood delicacies while overlooking the breathtaking ocean view.
USD90, 2 hours
View Hotel Availability

Day 4: Travel to Maui

Maui, Hawaii on July 20, 2025

8:00AM

Breakfast at your hotel

Enjoy a relaxing breakfast at your hotel before departing, choosing from a variety of options.
Included with stay, 1 hour

10:00AM

Flight to Maui

Take a short flight from Honolulu to Maui, enjoying the views along the way.
USD200, 1 hour

11:30AM

Check-in at Wailea Resort

Settle in at a luxurious resort that offers beautiful beaches and fantastic amenities.
USD500, 1 hour

1:00PM

Lunch at The Market by Capische?

Delight in fresh salads and artisanal sandwiches in a stylish deli atmosphere.
USD60, 1.5 hours

3:00PM

Beach Time at Wailea Beach

Spend the afternoon enjoying the sun, swimming, and lounging on the beautiful beach.
Free, 4 hours

7:00PM

Luau at Old Lahaina Luau

Experience traditional Hawaiian songs, dances, and a buffet dinner of authentic Hawaiian dishes.
USD120, 3 hours
View Hotel Availability

Day 5: Adventure in Maui

Maui, Hawaii on July 21, 2025

6:00AM

Breakfast at your resort

Enjoy an early breakfast with options to fuel up before your next adventure.
Included with stay, 1 hour

7:00AM

Guided Road to Hana Tour

Discover the breathtaking scenery along the Road to Hana in a guided tour, including waterfalls and beaches.
USD150, 10 hours

6:00PM

Dinner at Mama’s Fish House

Enjoy locally caught seafood with a fancy ambiance overlooking the ocean, perfect for a romantic dinner.
USD150, 2 hours

8:00PM

Relax at the Resort

End your day with some relaxation at the resort, perhaps enjoying the spa or a night swim.
Varies, 2 hours
View Hotel Availability

Day 6: Travel to Big Island

Maui, Hawaii on July 22, 2025

8:00AM

Breakfast at the Wailea Resort

Indulge in breakfast at the resort, offering a variety of island-inspired choices.
Included with stay, 1 hour

10:00AM

Check-out and Flight to Big Island

Depart for a short flight to the Big Island, where volcano adventures await.
USD200, 1 hour

12:00PM

Lunch at Kilauea Lodge

Enjoy a hearty meal featuring local dishes like kalua pork and fresh salads.
USD50, 1 hour

2:00PM

Visit Hawaii Volcanoes National Park

Explore the unique landscapes and active volcanoes in one of the most fascinating parks.
USD30, 4 hours

6:00PM

Dinner at Volcano House

Dine at a historic lodge overlooking Kilauea, enjoying local dishes and stunning views.
USD70, 2 hours
View Hotel Availability

Day 7: Exploring Big Island

Big Island, Hawaii on July 23, 2025

8:00AM

Breakfast at the hotel

Enjoy a fresh breakfast at the hotel to fuel your adventurous day.
Included with stay, 1 hour

9:30AM

Explore the Black Sand Beaches

Take some stunning photos and relax at the unique Punalu'u Black Sand Beach.
Free, 2 hours

12:00PM

Lunch at Punalu'u Bake Shop

Indulge in delicious pastries and a variety of local lunch items at this charming eatery.
USD30, 1 hour

1:30PM

Take a Lava Tour

Experience the thrill of being up close with Hawaii's geological wonder on a lava flow tour.
USD150, 3 hours

6:00PM

Dinner at a local restaurant

Experience local Hawaiian cuisine at a recommended restaurant, focusing on farm-to-table ingredients.
USD50, 2 hours
View Hotel Availability

Day 8: Departure

Big Island, Hawaii on July 24, 2025

7:00AM

Breakfast at the hotel

Enjoy your last breakfast in Hawaii before your flight.
Included with stay, 1 hour

9:00AM

Check-out and airport transfer

Prepare for departure with a relaxed transfer to the airport.
Varies, 1 hour

11:00AM

Flight from Big Island to Detroit DTW

Begin your journey back home with beautiful memories from your Hawaiian adventure.
USD800, Varies
View Hotel Availability