Ultimate Two-Week Hawaii Adventure in July 2026

Day 1: Explore Oahu

Honolulu, Oahu, Hawaii on July 1, 2026

8:00am

Breakfast at Koko Head Cafe

Enjoy inventive brunch dishes at this popular Honolulu eatery known for its vibrant island flavors.
USD20, 1h

9:30am

Diamond Head State Monument Hike

Hike the iconic Diamond Head crater for spectacular panoramic views of Honolulu and the Pacific Ocean. Open from 6:00am to 6:00pm.
USD5, 2h

12:00pm

Lunch at Helena’s Hawaiian Food

Savor authentic Hawaiian dishes like Kalua pig and laulau in a casual, historic setting.
USD25, 1h

1:30pm

Waikiki Beach Relaxation

Spend a relaxing afternoon at Waikiki Beach enjoying the sun, swimming, or surfing lessons.
Free, 3h

5:00pm

Visit Iolani Palace

Tour the only royal palace in the United States, learning about Hawaiian monarchy history. Open from 9:00am to 4:00pm, so catch this before closing or swap to an evening stroll in downtown Honolulu.
USD27, 1h

7:00pm

Dinner at The Pig and the Lady

Dine on innovative Vietnamese fusion cuisine in a stylish setting.
USD35, 1.5h
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Day 2: Cultural and Nature Highlights

Honolulu, Oahu, Hawaii on July 2, 2026

7:30am

Breakfast at Leonard's Bakery

Try their famous malasadas, a Portuguese doughnut with Hawaiian flair.
USD8, 0.5h

8:30am

Pearl Harbor National Memorial

Explore the USS Arizona Memorial and learn about the pivotal events of World War II. Open 7:00am to 5:00pm. Free entry but reserve tickets in advance.
Free, 3h

12:00pm

Lunch at Nico’s Pier 38

Enjoy fresh seafood right by the water harbor at this casual eatery.
USD30, 1h

1:30pm

Drive to North Shore

Head out on a scenic drive to Oahu’s famous North Shore, known for big wave surfing and charming beach towns.
Free, 1h

2:30pm

Explore Haleiwa Town

Browse local shops, art galleries, and enjoy shave ice at Matsumoto's Shave Ice, open until 6:00pm.
USD7, 2h

5:00pm

Sunset at Sunset Beach

Watch the sunset over the famous Sunset Beach, an iconic surfing spot.
Free, 1h

7:00pm

Dinner at Haleiwa Beach House

Dine with ocean views and enjoy locally inspired dishes in a relaxed setting.
USD40, 1.5h
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Day 3: Travel to Maui & Beach Day

Lahaina, Maui, Hawaii on July 3, 2026

7:00am

Early Breakfast at Kamehameha Bakery

Grab fresh pastries and coffee for a quick and delicious start before your flight.
USD10, 0.5h

9:00am

Flight from Oahu to Maui

Take a short morning flight from Honolulu to Kahului Airport on Maui (approx. 40 minutes).
USD100, 1h

10:30am

Check-in and Refresh

Settle into your hotel in Lahaina and prepare for the day ahead.
Varies, 1h

12:00pm

Lunch at Down the Hatch

Sample fresh seafood and island favorites steps from the beach.
USD30, 1h

1:30pm

Relax at Kaanapali Beach

Spend the afternoon enjoying Maui’s famous Kaanapali Beach with swimming, snorkeling, or lounging.
Free, 4h

6:00pm

Dinner at Leilani’s on the Beach

Enjoy dinner with oceanfront views featuring locally sourced Hawaiian dishes.
USD45, 1.5h
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Day 4: Road to Hana Adventure

Maui, Hawaii on July 4, 2026

6:00am

Breakfast to Go from Maui Coffee Roasters

Grab coffee and breakfast sandwiches for a scenic drive.
USD15, 0.5h

6:30am

Road to Hana Drive

Drive the famous Road to Hana, stopping at waterfalls, black sand beaches, and lush rainforest. Plan your trip as it's a full-day experience with many stops open from 7:00am to sunset.
USD0, 10h

12:00pm

Lunch at Hana Farms Roadside Stand

Enjoy fresh, farm-to-table dishes amidst scenic surroundings.
USD20, 1h

4:00pm

Explore Wai'anapanapa State Park

Visit the park to see volcanic black sand beaches, lava tubes, and caves.
USD5, 1h

6:30pm

Return to Lahaina

Drive back to Lahaina after a full day of natural wonders and exploration.
Free, 2h
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Day 5: Big Island Exploration

Hilo, Big Island, Hawaii on July 5, 2026

7:00am

Breakfast at Kimo’s Restaurant, Lahaina

Enjoy an ocean-view breakfast with pancakes or traditional Hawaiian options.
USD25, 1h

9:00am

Flight to Big Island (Hilo Airport)

Take a short flight from Maui to Hilo, gateway to Hawaii Volcanoes National Park.
USD90, 1h

10:30am

Check-in hotel and quick refresh

Arrive at your accommodation and prepare for afternoon exploration.
Varies, 1h

12:00pm

Lunch at Hilo Bay Cafe

Enjoy freshly prepared dishes overlooking Hilo Bay.
USD30, 1h

1:30pm

Hawaii Volcanoes National Park Visitor Center

Start your visit at the park’s visitor center to learn about the park’s geology and activity. Open 7:45am to 5:00pm.
USD30 per vehicle, 1h

2:30pm

Explore Kilauea Iki Trail

Hike this scenic trail that descends into a volcanic crater offering unique landscapes. Trail is about 4 miles roundtrip and can take approximately 2-3 hours.
Included, 3h

6:00pm

Dinner at Café Pesto in Hilo

Enjoy Italian and seafood dishes made from local ingredients in a cozy atmosphere.
USD35, 1.5h
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Day 6: Big Island Volcano & Coast

Big Island, Hawaii on July 6, 2026

7:30am

Breakfast at Hawaiian Style Cafe, Hilo

Fuel up with hearty and delicious local breakfast favorites.
USD15, 1h

9:00am

Thurston Lava Tube

Walk through a majestic lava tube at Hawaii Volcanoes National Park. Open 24/7, but daylight is best for visibility.
Included with park entry, 1h

10:00am

Drive to Kona side

Head west to Kailua-Kona, about 2.5 hours drive, experiencing diverse island landscapes.
Free, 3h

1:30pm

Lunch at Kona Brewing Company

Try handcrafted beers and pizzas in the laid-back town of Kona.
USD30, 1.5h

3:00pm

Visit Pu’uhonua o Honaunau National Historical Park

Explore this sacred place of refuge with restored temples and cultural sites. Open 8:00am to 4:30pm.
USD20, 1.5h

5:00pm

Relax at Magic Sands Beach

Unwind on one of Kona’s popular white sand beaches with good swimming conditions.
Free, 1h

7:00pm

Dinner at Umekes Fishmarket Bar & Grill

Enjoy fresh poke bowls and local Hawaiian cuisine in Kona.
USD35, 1.5h
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Day 7: Kauai Arrival & Relax

Lihue, Kauai, Hawaii on July 7, 2026

7:00am

Breakfast at Island Breakfast

Enjoy a classic island breakfast before heading to the airport.
USD15, 1h

9:00am

Flight to Kauai (Lihue Airport)

Fly from Kona to Kauai, the Garden Isle, to continue your Hawaiian adventure.
USD100, 1h

10:30am

Check-in hotel and unpack

Settle into your hotel in Lihue or nearby Princeville or Poipu.
Varies, 1h

12:00pm

Lunch at Mark’s Place

Enjoy a local casual meal with fresh seafood and island flavors.
USD25, 1h

1:30pm

Wailua River Kayak Tour

Enjoy a guided kayak and hike tour to Secret Falls on the Wailua River, tours generally start in the early afternoon and last about 3 hours.
USD100, 3h

5:00pm

Relax at Lydgate Beach Park

End the day at this family-friendly beach park with protected swimming areas.
Free, 1h

7:00pm

Dinner at Duke's Kauai

Dine on beachfront Hawaiian classics and enjoy live music in Poipu.
USD40, 1.5h
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Day 8: Napali Coast Scenic

Kauai, Hawaii on July 8, 2026

7:00am

Breakfast at Kountry Kitchen

Fuel up with a hearty breakfast in Kapaa before your day of adventure.
USD15, 1h

8:00am

Na Pali Coast Boat Tour

Experience the breathtaking cliffs and sea caves of the Na Pali Coast by boat; tours depart early morning and last approximately 5 hours.
USD150, 5h

2:00pm

Lunch at the Hanalei Dolphin

Enjoy fresh fish and casual island dining in Hanalei.
USD35, 1h

3:30pm

Explore Hanalei Bay

Relax or take a swim in this picturesque bay surrounded by mountains.
Free, 2h

6:00pm

Dinner at Bar Acuda

Decadent small plates and farm-to-table dining in Hanalei.
USD50, 1.5h
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Day 9: Kauai Adventure & Departure

Kauai, Hawaii on July 9, 2026

7:30am

Breakfast at Java Kai

Delicious coffee and breakfast wraps in Kapaa.
USD15, 1h

8:30am

Waimea Canyon State Park

Drive to and explore Waimea Canyon, known as the Grand Canyon of the Pacific. Open 6:00am to 6:00pm.
USD5, 4h

1:00pm

Lunch at Ishihara Market

Grab bento boxes and local snacks for a picnic style lunch.
USD15, 1h

2:00pm

Relax or last-minute shopping

Spend your afternoon enjoying local shops or relaxing before your flight home.
Varies, 3h

5:00pm

Dinner at a casual local spot near airport

Enjoy a final Hawaiian meal close to Lihue Airport at Hamura Saimin Stand.
USD20, 1h
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