Ultimate 10-Day Hawaiian Adventure: Hiking, Beaches, Scenic Drives, and Local Experiences on Maui and Oahu

Day 1: Arrive & Explore Maui

Kahului, Maui, Hawaii on September 1, 2025

8:00am

Breakfast at Gazebo Restaurant

Enjoy a hearty Hawaiian-style breakfast with ocean views near Napili. Try their famous macadamia nut pancakes. Open 7:00am–2:00pm.
USD20, 1h0m

10:00am

Explore Iao Valley State Park

Visit the lush Iao Needle and walk short trails through a tropical valley. Park open 7:00am–6:45pm. Entry fee required.
USD5, 2h0m

12:30pm

Lunch at Tin Roof Maui

Casual spot serving fresh, local Hawaiian comfort food. Popular dishes include garlic chicken and poke bowls.
USD15, 1h0m

2:00pm

Relax on Wailea Beach

Spend your afternoon unwinding on the beautiful white sand beach with calm waters perfect for swimming and floating.
Free, 3h0m

6:30pm

Dinner at Monkeypod Kitchen

Enjoy farm-to-table Hawaiian cuisine with creative cocktails. Open 4:00pm–9:00pm in Wailea.
USD35, 1h30m
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Day 2: Road to Hana & Waterfalls

Maui, Hawaii on September 2, 2025

6:00am

Early Breakfast Grab at Local Maui Bakery

Pick up coffee and pastries for the long scenic day ahead.
USD10, 0h30m

6:30am

Road to Hana Drive

Drive the iconic Road to Hana with stops at Twin Falls, Wailua Valley State Wayside, and see waterfalls including the Seven Sacred Pools at Ohe'o Gulch. Allow full day for the round trip with stops. Park open 7:00am–6:00pm.
USD5 parking, 9h0m

12:30pm

Lunch at Hana Farms Roadside Stand

Fresh local fruits, poke bowls, and homemade treats to refuel during your hike and drive.
USD15, 1h0m

4:00pm

Return Drive & Relax

Head back toward Kahului after exploring Hana with time to relax at your hotel or nearby beach.
Free, 2h0m

7:00pm

Dinner at Maui Brewing Company

Taste craft beers and casual American fare in Kihei with a lively yet relaxed atmosphere.
USD30, 1h30m
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Day 3: Snorkeling & Scenic Beaches

Maui, Hawaii on September 3, 2025

7:30am

Breakfast at Kihei Caffe

A local favorite for traditional breakfasts with generous portions and fresh ingredients.
USD18, 1h0m

9:00am

Snorkeling at Molokini Crater

Book a half-day guided boat tour to the crescent-shaped volcanic crater with crystal-clear water and abundant marine life. Tours usually run from 7:00am–12:00pm or 1:00pm–6:00pm.
USD120, 4h0m

1:30pm

Lunch on board or post-tour in Maalaea Harbor

Enjoy light meals provided on tour or dine at nearby Harbor House Restaurant with ocean views.
USD20, 1h0m

3:30pm

Visit Makena Beach (Big Beach)

Relax and soak up the sun on one of Maui’s largest and most stunning beaches with golden sand.
Free, 2h0m

6:30pm

Dinner at Flatbread Company

Enjoy artisan pizzas with local organic ingredients in Paia town, open until 9:00pm.
USD25, 1h0m
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Day 4: Fly to Oahu & North Shore

Oahu, Hawaii on September 4, 2025

7:00am

Early Breakfast at Hotel

Fuel up with a quick breakfast before your flight to Oahu.
Included, 1h0m

9:00am

Fly Maui to Honolulu

Approximately 40-minute flight from Kahului (Maui) to Honolulu (Oahu).
USD100, 1h0m

10:30am

Drive to North Shore and Explore Haleiwa Town

Explore the charming surf town of Haleiwa with historic shops and eateries, then visit nearby beaches including Waimea Bay and Chun’s Reef for snorkeling.
Free, 3h0m

1:30pm

Lunch at Giovanni’s Shrimp Truck

Savor the famous garlic shrimp plates at this iconic North Shore food truck, open 10:30am–6:00pm.
USD18, 1h0m

3:00pm

Relax or surf at Sunset Beach

Sunset Beach offers world-class surf in winter and calm swimming in summer, perfect for floating or beginner surfing.
Free, 2h0m

6:30pm

Dinner at Haleiwa Joe’s Seafood Grill

Enjoy fresh seafood and prime rib in a lively atmosphere with views of the bay.
USD40, 1h30m
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Day 5: Dole & Kualoa Ranch

Oahu, Hawaii on September 5, 2025

7:30am

Breakfast at Koko Head Cafe

Start with inventive brunch fare focusing on local ingredients, open 7:00am–2:30pm.
USD20, 1h0m

9:00am

Visit Dole Plantation

Take the Pineapple Express Train Tour, explore the gardens, and try famous pineapple ice cream. Open 9:00am–5:30pm.
USD7, 2h0m

11:30am

Drive to Kualoa Ranch

Enjoy scenic views en route to the ranch, located on Oahu’s east coast.
Free, 1h0m

12:30pm

Lunch at Ranch Café

Simple local fare at the ranch restaurant with mountain views.
USD20, 1h0m

1:30pm

Tour Kualoa Ranch (Jurassic Park Filming Site)

Take a 2-3 hour tour exploring the valleys and movie locations from Jurassic Park and other films. Tours start at 1:30pm and must be booked ahead.
USD65, 3h0m

5:00pm

Return to Honolulu

Head back to Honolulu for dinner and overnight stay.
Free, 1h0m

7:00pm

Dinner at Alan Wong’s Honolulu

Experience high-end Hawaiian fusion cuisine from one of the islands’ premier chefs. Open 5:30pm–9:00pm. Reservations recommended.
USD80, 1h30m
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Day 6: Waterfalls & Hiking

Oahu, Hawaii on September 6, 2025

7:00am

Breakfast at Island Vintage Coffee

Enjoy excellent coffee and acai bowls to energize your morning.
USD15, 1h0m

8:30am

Hiking to Manoa Falls

A beautiful 1.6-mile round trip hike through rainforest leading to a 150-foot waterfall. Trail open dawn to dusk, no fee.
Free, 2h0m

11:00am

Lunch at The Nook in Makiki

Casual cafe serving Hawaiian comfort food like loco moco and garlic shrimp.
USD20, 1h0m

12:30pm

Snorkeling at Hanauma Bay Nature Preserve

Famous snorkeling spot with abundant marine life and coral reefs. Closed Tuesdays, open 6:30am–4:00pm; entry fee required.
USD25, 2h30m

3:30pm

Relax at Kaimana Beach

Peaceful beach near Waikiki, great for swimming and floating with less crowd.
Free, 2h0m

6:30pm

Attend Paradise Cove Luau

Enjoy a traditional Hawaiian luau with dinner, cultural performances, and interactive activities. Starts 5:30pm–9:00pm, reservations required.
USD120, 4h0m
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Day 7: Scenic Drive & Shopping

Oahu, Hawaii on September 7, 2025

8:00am

Breakfast at Leonard’s Bakery

Try freshly made malasadas, a sweet Portuguese doughnut, perfect for a quick start.
USD5, 0h30m

9:00am

Drive the Pali Highway & Visit Nuuanu Pali Lookout

Drive from Honolulu to this famous lookout with panoramic views of the windward coast. Free and open all day.
Free, 2h0m

11:30am

Lunch at Helena’s Hawaiian Food

Savor authentic Hawaiian dishes like Kalua pig and pipikaula beef in this cash-only, local favorite eatery open till 3:00pm.
USD25, 1h0m

1:00pm

Shopping & Exploration at Ala Moana Center

Experience the largest open-air shopping mall in the world with hundreds of shops and eateries. Open 9:30am–9:00pm.
Free, 3h0m

5:00pm

Stroll Waikiki Beach & Sunset

Enjoy a relaxing beach walk and vibrant sunset views along Waikiki Beach.
Free, 1h0m

6:30pm

Dinner at Roy’s Hawaii Kai

Upscale Hawaiian fusion dining with impeccable service and views of the marina. Open 5:00pm–9:00pm.
USD50, 1h30m
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Day 8: Beach Day & Surfing

Oahu, Hawaii on September 8, 2025

7:30am

Breakfast at Koko Café

Enjoy classic Hawaiian breakfast fare including loco moco and fresh fruit plates.
USD18, 1h0m

9:00am

Surf Lesson at Waikiki Beach

Book a beginner’s surf lesson with a certified instructor; Waikiki offers safe surf breaks for novices. Lessons last about 2 hours.
USD80, 2h0m

11:30am

Lunch at Lulu’s Waikiki Surf Club

Casual lunch with Hawaiian seafood and tropical cocktails right by the ocean.
USD25, 1h0m

1:00pm

Visit Honolulu Museum of Art

Explore Hawaiian and Asian art collections, beautiful gardens, and rotating exhibitions. Open 10:00am–4:30pm except Mondays.
USD20, 2h0m

3:30pm

Afternoon Float & Swim at Ala Moana Beach Park

Relax in protected waters ideal for floating and swimming close to Honolulu city center.
Free, 2h0m

6:30pm

Dinner at The Pig & The Lady

Innovative Vietnamese-fusion dishes in a trendy downtown Honolulu spot. Open 5:00pm–9:00pm.
USD35, 1h30m
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Day 9: Final Relax & Departure Prep

Honolulu, Oahu, Hawaii on September 9, 2025

7:30am

Breakfast at Island Vintage Coffee

Grab a refreshing acai bowl and strong Kona coffee to start your last full day in paradise.
USD15, 1h0m

9:00am

Morning Beach Walk at Magic Island Lagoon

Enjoy calm waters and a serene atmosphere for one last swim or float near Ala Moana Beach Park.
Free, 2h0m

11:30am

Lunch at Nico’s Pier 38

Fresh seafood market-style dining with views of the harbor and local fish auction.
USD25, 1h0m

1:00pm

Souvenir Shopping at Aloha Stadium Swap Meet

Find unique locally made crafts, souvenirs, and gifts at this popular outdoor market open Wed, Sat, and Sun.
USD1 entry, 2h0m

4:00pm

Relax and Pack for Departure

Unwind at your hotel and prepare for your flight home the next day.
Included, 2h0m

6:30pm

Farewell Dinner at MW Restaurant

Enjoy modern Hawaiian cuisine with a creative twist, ideal for a memorable last meal. Open until 9:00pm.
USD60, 1h30m
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Day 10: Departure Day

Honolulu, Oahu, Hawaii on September 10, 2025

7:00am

Breakfast at Hotel or Nearby Café

Grab a quick bite and coffee before checking out and heading to the airport.
Included or USD15, 1h0m

8:30am

Final Beach Walk at Waikiki

Enjoy a peaceful morning stroll on Waikiki Beach, taking in the last moments of Hawaiian sun and surf.
Free, 1h0m

10:00am

Hotel Checkout & Transfer to Airport

Arrive at Daniel K. Inouye International Airport in time for your flight home.
Varies, 1h0m
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