Ultimate 10-Day Hawaii Adventure: Waterfalls, Beaches, Scenic Drives & Cultural Experiences in Maui and Oahu

Day 1: Arrival & Relaxation

Maui, Hawaii on September 1, 2025

10:00am

Arrival in Maui

Arrive and settle into your accommodation. Choose a beachfront hotel in Kihei or Wailea for easy beach access.
USD0, 1h0m

12:00pm

Lunch at Slappy Cakes

Enjoy a fun and delicious lunch at Slappy Cakes, where you can make your own pancakes right at your table. Open 7am-3pm daily.
USD15, 1h0m

2:00pm

Relax on Wailea Beach

Spend your afternoon relaxing and soaking up the sun on Wailea Beach, a calm and beautiful spot perfect for swimming and floating.
USD0, 3h0m

6:00pm

Dinner at Mama's Fish House

Dine at Mama's Fish House for an unforgettable seafood dinner with ocean views. Reservations recommended. Open 5pm-9pm.
USD50, 2h0m
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Day 2: Road to Hana & Waterfalls

Maui, Hawaii on September 2, 2025

7:00am

Breakfast at Kihei Caffe

Start early with a hearty breakfast at Kihei Caffe. Open 6am-3pm, known for generous portions and local favorites.
USD15, 1h0m

8:00am

Road to Hana Drive

Embark on the scenic Road to Hana, stopping at highlights like Twin Falls, Garden of Eden, and Seven Sacred Pools. Plan approximately 8-10 hours for a full round trip.
USD0, 9h0m

12:00pm

Picnic Lunch at Hana Bay

Enjoy a packed picnic lunch at Hana Bay or a local stand offering fresh fruit and sandwiches before continuing your hike to waterfalls.
USD20, 1h0m

4:00pm

Hike to Waimoku Falls

Take the Pipiwai Trail to the impressive 400-foot Waimoku Falls in Haleakala National Park. The hike is about 4 miles round-trip and offers lush rainforest views.
USD30 (park entrance), 2h0m

7:00pm

Dinner at Paia Fish Market

After returning, have a casual yet tasty dinner at Paia Fish Market offering fresh seafood and vibrant atmosphere. Open until 9pm.
USD25, 1h30m
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Day 3: Beach & Snorkeling

Maui, Hawaii on September 3, 2025

8:00am

Breakfast at Gazebo Restaurant

Head to Gazebo Restaurant in Napili for famous macadamia nut pancakes and ocean views. Opens at 7am, expect a wait.
USD20, 1h0m

10:00am

Snorkeling at Molokini Crater

Take a morning snorkeling boat tour to Molokini Crater, a protected marine reserve known for crystal-clear waters and abundant sea life. Tours typically last 3-4 hours.
USD100, 4h0m

2:00pm

Lunch at Coconut's Fish Cafe

Refuel with famous fish tacos at Coconut's Fish Cafe in Kihei. Open until 9pm, casual, with fresh ingredients.
USD15, 1h0m

4:00pm

Relax at Big Beach (Makena Beach)

Spend the late afternoon lounging or swimming at Big Beach, one of Maui’s largest and most beautiful beaches.
USD0, 3h0m

7:30pm

Attend a Luau – Old Lahaina Luau

Experience authentic Hawaiian culture, music, dance, and cuisine at the Old Lahaina Luau. Typically starts at 5:30pm or 7:30pm; book tickets in advance.
USD130, 3h0m
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Day 4: Dole Plantation & Scenic Drive

Maui to Oahu, Hawaii on September 4, 2025

7:00am

Breakfast at The Market Maui

Enjoy fresh local fare for breakfast at The Market Maui, featuring tropical fruits and island-inspired dishes.
USD18, 1h0m

8:00am

Morning Flight to Oahu

Catch a morning flight from Kahului Airport (Maui) to Honolulu (Oahu). Flight time is approximately 45 minutes.
USD100, 2h0m (including transit)

11:00am

Dole Plantation Visit

Explore the Dole Plantation's Pineapple Garden Maze and historic train tour, learning about Hawaii’s pineapple industry. Open 9am-5pm.
USD7 (garden maze), USD7 (train), 2h0m

1:30pm

Lunch at Haleiwa Joe's

Enjoy fresh seafood and island cuisine at Haleiwa Joe's north shore location. Open 11am-9pm.
USD30, 1h0m

3:00pm

Drive the North Shore Scenic Route

Take a leisurely drive along Oahu’s North Shore visiting famous beaches like Waimea Bay and Sunset Beach famous for surfing.
USD0, 3h0m

6:30pm

Dinner at Giovanni’s Shrimp Truck

Savor garlic shrimp plates from the iconic Giovanni’s Shrimp Truck, a North Shore staple. Open until dusk.
USD15, 1h0m
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Day 5: Jurassic Park & Surfing

Oahu, Hawaii on September 5, 2025

7:30am

Breakfast at Kono’s Northshore

Fuel up with breakfast bowls and coffee at Kono’s, a local favorite. Open 7am-2pm.
USD15, 1h0m

9:00am

Visit Kualoa Ranch (Jurassic Park site)

Take a guided tour at Kualoa Ranch to visit filming locations of Jurassic Park and other films, including scenic boat rides and ATV options. Open 7am-5pm.
USD90, 4h0m

1:30pm

Lunch at Kualoa Ranch Café

Enjoy a casual lunch onsite featuring fresh local ingredients and Hawaiian specialties.
USD20, 1h0m

3:00pm

Surfing Lesson at Waikiki Beach

Try beginner surfing lessons or rent a board at Waikiki Beach, the iconic surfing spot in Honolulu. Surf schools open daily, lessons typically 1.5-2 hours.
USD80, 2h0m

6:00pm

Dinner at Lulu's Waikiki Surf Club

Dine with ocean views on fresh seafood and Hawaiian fusion dishes at Lulu's, open until 10pm.
USD35, 1h30m
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Day 6: Coffee & Rum Tour

Oahu, Hawaii on September 6, 2025

7:30am

Breakfast at Island Vintage Coffee

Start your day with premium Hawaiian coffee and breakfast at Island Vintage Coffee in Waikiki. Open 6:30am-9pm.
USD15, 1h0m

9:00am

Coffee Plantation Tour at Ola Brew Coffee

Visit Ola Brew Coffee plantation and roastery to learn about Kona coffee production (though on Big Island is iconic, Ola Brew offers educational experiences about Hawaiian coffee culture).
USD25, 2h0m

12:00pm

Lunch at Highway Inn

Taste authentic Hawaiian plate lunch and traditional dishes at Highway Inn in Kaneohe. Open 11am-8pm.
USD20, 1h0m

2:00pm

Koloa Rum Factory Tour (adjusted location - Maui Rum Factory alternative)

Since the famous Koloa Rum Factory is on Kauai, visit Maui's Hali’imaile Distilling Company for a rum tasting and tour. Open 10am-5pm.
USD15, 1h30m

4:00pm

Beach time at Ala Moana Beach Park

Relax and float in calm waters at Ala Moana Beach Park, a popular local spot with peaceful lagoon-like conditions.
USD0, 3h0m

7:30pm

Dinner at Roy's Hawaii Kai

Enjoy upscale Hawaiian-fusion cuisine at Roy’s Hawaii Kai. Reservations recommended. Open 5pm-9pm.
USD50, 2h0m
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Day 7: Snorkeling & Shopping

Oahu, Hawaii on September 7, 2025

8:00am

Breakfast at Leonard's Bakery

Try the famous malasadas, Portuguese doughnuts, at Leonard's Bakery. Open 6am-7pm.
USD5, 0h30m

9:00am

Snorkeling at Hanauma Bay

Explore the vibrant coral reefs and tropical fish at Hanauma Bay Nature Preserve. Reservations required; open 6am-6:45pm (closed Tuesdays).
USD7.50, 3h0m

1:00pm

Lunch at Nico’s Pier 38

Enjoy fresh seafood at Nico’s Pier 38 in Honolulu’s fish auction area. Known for poke bowls and daily catches.
USD20, 1h0m

2:30pm

Shopping at Ala Moana Center

Spend the afternoon exploring Ala Moana Center, the world’s largest open-air shopping mall offering local and international brands.
USD0, 3h0m

6:00pm

Dinner at The Pig and the Lady

Relish innovative Vietnamese fusion dishes at The Pig and the Lady, a favorite in Honolulu. Open until 9pm.
USD35, 1h30m
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Day 8: Historic Sites Exploration

Oahu, Hawaii on September 8, 2025

7:30am

Breakfast at Mojo Bar & Grill

Start with Hawaiian-inspired classic breakfast at Mojo Bar & Grill. Open daily from 7am.
USD15, 1h0m

9:00am

Pearl Harbor & USS Arizona Memorial

Visit the historic Pearl Harbor site and USS Arizona Memorial. Entry is free but reserve passes online in advance. Open 7am-5pm.
USD0, 3h0m

12:30pm

Lunch at Aloha Kitchen

Enjoy traditional Hawaiian plate lunches and local favorites at Aloha Kitchen in Honolulu.
USD15, 1h0m

2:00pm

Iolani Palace and Downtown Honolulu

Tour Iolani Palace, the only royal palace in the United States. Guided tours available daily 9am-4pm.
USD30, 2h0m

5:00pm

Sunset at Tantalus Lookout

Drive up to Tantalus Lookout for panoramic views of Honolulu at sunset, a perfect photo opportunity.
USD0, 1h0m

7:00pm

Dinner at House Without A Key

Dine with live Hawaiian music and hula at House Without A Key at the Halekulani Hotel. Reservations recommended. Open 5:30pm-10pm.
USD50, 2h0m
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Day 9: Final Day Chill

Oahu, Hawaii on September 9, 2025

8:00am

Breakfast at Koko Head Cafe

One last amazing breakfast spot featuring island-inspired brunch classics. Open 7am-2pm.
USD20, 1h0m

10:00am

Morning Floating & Snorkeling at Shark’s Cove

Explore corals and marine life by snorkeling or floating at Shark’s Cove, a beautiful spot on the North Shore. Best during summer months.
USD0, 3h0m

1:00pm

Lunch at Haleiwa Bowls

Enjoy refreshing acai bowls and light bites at Haleiwa Bowls near the North Shore.
USD15, 1h0m

2:30pm

Last-minute souvenir shopping & stroll in Haleiwa Town

Spend your last afternoon exploring local shops and art galleries in charming Haleiwa Town before heading back.
USD0, 2h0m

5:00pm

Farewell Dinner at Merriman’s Honolulu

Celebrate your Hawaiian adventure with farm-to-table dishes at Merriman’s, known for fresh island ingredients. Reservations recommended. Open 5:30pm-9pm.
USD60, 2h0m
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Day 10: Departure

Oahu, Hawaii on September 10, 2025

8:00am

Breakfast at Leonard’s Bakery (grab and go)

Pick up some famous malasadas for your journey home.
USD5, 0h30m

10:00am

Departure from Honolulu Airport

Head to the airport for your flight back home with unforgettable memories of Hawaii.
USD0, 1h0m
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