Nature-Focused Hawaii Itinerary: 5 Days of Exploration

Day 1: Oahu Nature Adventure

Oahu, Hawaii on March 25, 2025

8:00AM

Breakfast at Koko Head Cafe

Start your day with a delicious breakfast at Koko Head Cafe, known for its inventive brunch menu featuring local ingredients.
USD20, 1 hour

9:30AM

Private Tour to Diamond Head

Embark on a guided private tour to hike Diamond Head Crater, where you'll experience breathtaking views of Oahu from the summit.
USD80 (tour cost per person), 2 hours

12:00PM

Lunch at Helena's Hawaiian Food

Savor traditional Hawaiian dishes, like kalua pig and poi, at Helena's, a local favorite for authentic Hawaiian cuisine.
USD25, 1 hour

1:30PM

Fly to Maui

Catch a quick flight from Oahu to Maui for your next adventure in about 30 minutes.
USD90 (flight cost), 2 hours (including transfer and wait time)

4:00PM

Check-in at Hotel in Maui

After arrival, check into your hotel and get settled.
USD200 (hotel cost per night), 1 hour

5:30PM

Dinner at Mama's Fish House

Indulge in a gourmet dining experience featuring fresh catch of the day and a beautiful beachside view.
USD70, 2 hours

Day 2: Maui Nature Exploration

Maui, Hawaii on March 26, 2025

7:00AM

Breakfast at Gazebo Restaurant

Try the famous macadamia nut pancakes at Gazebo Restaurant, overlooking beautiful Napili Bay.
USD22, 1 hour

8:30AM

Private Tour on the Road to Hana

Enjoy a scenic private tour along the Road to Hana, making stops at gorgeous waterfalls, black sand beaches, and lush green landscapes.
USD200 (tour cost per person), 8 hours

5:00PM

Return from Road to Hana

Take in the stunning scenery on your return journey, reminiscing about the sights seen throughout the day.
Free, 1 hour

6:30PM

Dinner at Fleetwood's on Front St.

Experience a great meal at this popular restaurant owned by Mick Fleetwood, combining delicious food and music.
USD60, 2 hours

Day 3: Big Island Nature Wonders

Big Island, Hawaii on March 27, 2025

7:30AM

Breakfast at Island Lava Java

Start your day with great coffee and a hearty breakfast at Island Lava Java while enjoying the ocean view.
USD18, 1 hour

9:00AM

Fly to Big Island

Catch a morning flight from Maui to the Big Island, taking just about 30 minutes.
USD90 (flight cost), 2 hours (including transfer and wait time)

11:30AM

Join a Guided Tour of Hawaii Volcanoes National Park

Explore the unique volcanic landscapes with a knowledgeable guide who will share insights about the park's geology and ecology.
USD100 (tour cost per person), 4 hours

4:00PM

Explore Akaka Falls State Park

A short hike through lush rainforest leads to stunning views of the 442-foot Akaka Falls.
USD5, 2 hours

6:00PM

Dinner at Merriman’s

Enjoy farm-to-table dining at Merriman’s, with locally sourced ingredients and innovative dishes.
USD60, 2 hours

Day 4: Kauai Scenic Adventure

Kauai, Hawaii on March 28, 2025

8:00AM

Breakfast at Kalaheo Cafe & Coffee

Delight in a locally-inspired breakfast at Kalaheo Cafe & Coffee, featuring fresh fruits and scrumptious pastries.
USD15, 1 hour

9:30AM

Fly to Kauai

Travel from the Big Island to Kauai with a quick flight that takes approximately 45 minutes.
USD100 (flight cost), 2 hours (including transfer and wait time)

11:30AM

Join a Guided Tour of Waimea Canyon

Embark on a guided tour to Waimea Canyon for breathtaking views and photography opportunities, learning about the landscape along the way.
USD80 (tour cost per person), 3 hours

3:00PM

Lunch at Puka Dog

Try the unique Hawaiian-style hot dogs with tropical flavors at Puka Dog, a must-visit on Kauai.
USD12, 1 hour

4:30PM

Relax at Poipu Beach

Spend a leisurely afternoon at Poipu Beach, perfect for swimming, snorkeling, and sunbathing.
Free, 2 hours

6:30PM

Dinner at The Beach House

Conclude your day with dinner at The Beach House, offering upscale dining with stunning sunset views.
USD65, 2 hours

Day 5: Oahu Finale

Oahu, Hawaii on March 29, 2025

8:00AM

Breakfast at Leonard's Bakery

End your trip with a sweet treat, enjoying a classic Hawaiian malasada at Leonard's Bakery, famous for its delicious donuts.
USD10, 1 hour

9:30AM

Fly back to Oahu

Catch a morning flight from Kauai back to Oahu, which takes about 45 minutes.
USD100 (flight cost), 2 hours (including transfer and wait time)

12:00PM

Lunch at Nico's Pier 38

Feast on fresh seafood at Nico's Pier 38, known for its poke and Hawaiian-style fish dishes.
USD30, 1 hour

1:30PM

Private Tour to Manoa Falls

Join a private tour to Manoa Falls where you can trek through lush rainforest to the stunning 150-foot waterfall.
USD80 (tour cost per person), 2 hours

4:00PM

Free Time at Lanikai Beach

Spend your last afternoon relaxing at the stunning Lanikai Beach, often rated among the best beaches in the world.
Free, 2 hours

6:30PM

Dinner at Roy's Waikiki

Savor innovative Hawaiian cuisine at Roy's, known for its exquisite dining experience combining local ingredients with Asian influences.
USD70, 2 hours