Ultimate Hawaiian Island Hopping Adventure: San Francisco to Hawaii (September 23 - October 7, 2025)

Day 1: Travel to Hawaii

Honolulu, Oahu on September 23, 2025

8:00AM

Flight from San Francisco to Honolulu

Board your direct flight from San Francisco International Airport to Daniel K. Inouye International Airport, Honolulu. Enjoy the view of the Pacific Ocean during your flight.
USD400, 5 hours
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Day 2: Explore Oahu

Oahu, Hawaii on September 24, 2025

7:30AM

Breakfast at Leonard's Bakery

Start your day with a delicious malasada from Leonard's Bakery, an iconic stop in Honolulu known for its freshly made pastries.
USD10, 1 hour

9:00AM

Visit Pearl Harbor National Memorial

Explore the poignant memorials dedicated to those lost at Pearl Harbor, including the USS Arizona Memorial.
USD1, 2 hours

12:00PM

Lunch at Rainbow Drive-In

Enjoy a classic Hawaiian plate lunch at Rainbow Drive-In featuring their famous Loco Moco, with a view of the bustling district.
USD15, 1 hour

1:30PM

Hike Diamond Head

Trek up the iconic Diamond Head to enjoy breathtaking panoramic views of the island.
USD5, 2 hours

4:00PM

Relax at Waikiki Beach

Spend the afternoon soaking up the sun at the world-famous Waikiki Beach.
USD0, 3 hours

7:30PM

Dinner at Duke's Waikiki

Indulge in fresh seafood with ocean views at Duke's Waikiki. Don’t forget to try their Hula Pie!
USD40, 2 hours
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Day 3: Further Oahu Adventures

Oahu, Hawaii on September 25, 2025

8:00AM

Breakfast at Moana Surfrider

Enjoy a peaceful breakfast at the historic Moana Surfrider's Beach Bar, with views of the ocean.
USD25, 1 hour

9:30AM

Snorkeling at Hanauma Bay

Experience the rich marine life while snorkeling in Hanauma Bay, a nature preserve.
USD25 (Parking), 3 hours

1:00PM

Lunch at Nico’s Pier 38

Enjoy locally sourced seafood at Nico’s Pier 38, with options like poke tacos and fresh fish.
USD20, 1 hour

2:30PM

Visit Byodo-In Temple

Discover the stunning Japanese temple set in the lush Valley of the Temples.
USD5, 1.5 hours

5:00PM

Sunset Beach at North Shore

Head to Sunset Beach to catch beautiful Hawaiian sunsets. Perfect for some photo ops.
USD0, 2 hours

7:30PM

Dinner at Haleiwa Joe's

Savor dishes like fresh Ahi Tuna or a steak, surrounded by a beautiful tropical atmosphere.
USD35, 2 hours
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Day 4: Oahu to Maui

Maui, Hawaii on September 26, 2025

8:00AM

Breakfast at Gazebo Restaurant

Head to Gazebo Restaurant for their famous Macadamia Nut Pancakes.
USD15, 1 hour

9:30AM

Flight from Oahu to Maui

Fly from Oahu to Kahului Airport in Maui. A short flight but filled with stunning views.
USD100, 30 minutes

12:00PM

Lunch at Mama's Fish House

Experience the culinary delight of fresh fish caught that morning at Mama's Fish House, a must-visit for seafood lovers.
USD50, 2 hours

2:00PM

Explore Haleakalā National Park

Visit the breathtaking Haleakalā National Park, famous for its stunning volcano and unique flora.
USD30, 3 hours

5:30PM

Check-in at Hotel

Settle in at your hotel in Kihei. Relax and freshen up.
USD200, 1 hour

7:30PM

Dinner at The Pint & Cork

Casual dining with local brews and comfort food. Great spot for families.
USD30, 1.5 hours
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Day 5: Maui Adventure Day

Maui, Hawaii on September 27, 2025

6:30AM

Breakfast at Kihei Caffe

Start your day early with a hearty breakfast at Kihei Caffe, known for its large portions.
USD20, 1 hour

8:00AM

Road to Hana Tour

Embark on the famous Road to Hana drive in a tour bus, which includes stops at waterfalls, black sand beaches, and much more.
USD135, 10 hours (full day)

7:00PM

Dinner at Lahaina Grill

Enjoy a fine dining experience at Lahaina Grill, famous for its fresh seafood and exceptional service.
USD60, 2 hours
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Day 6: Maui Relaxation Day

Maui, Hawaii on September 28, 2025

8:00AM

Breakfast at The Café O'lei

Enjoy a picturesque breakfast with ocean views at Café O'lei, with plentiful breakfast options.
USD25, 1 hour

10:00AM

Beach Day at Wailea Beach

Relax and unwind at Wailea Beach, famous for its crystal-clear waters and tranquility.
USD0, 4 hours

2:00PM

Lunch at 808 Deli

Grab a quick and delicious sandwich at 808 Deli, a local favorite for lunch.
USD15, 1 hour

3:30PM

Explore Makena State Park

Visit the pristine Makena State Park to explore the beaches and enjoy nature.
USD0, 2 hours

6:00PM

Dinner at Flatbread Company

Enjoy organic pizzas with fresh ingredients at Flatbread Company in Paia.
USD25, 1.5 hours
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Day 7: Maui to Kauai

Kauai, Hawaii on September 29, 2025

8:00AM

Breakfast at Pancake Haus

Indulge in fluffy pancakes at Pancake Haus, a great spot to fuel up before your journey.
USD18, 1 hour

9:30AM

Flight from Maui to Kauai

Catch your flight from Kahului in Maui to Lihue Airport in Kauai. Enjoy the short scenic ride.
USD100, 30 minutes

12:00PM

Lunch at Tasty Crust

Try a delicious slice of pie or a local plate at Tasty Crust. A local favorite!
USD20, 1 hour

2:00PM

Visit Waimea Canyon State Park

Discover the stunning views from Waimea Canyon, often called the 'Grand Canyon of the Pacific'.
USD0, 3 hours

5:30PM

Check-in at Hotel

Arrive at your hotel in Poipu, check-in and relax.
USD200, 1 hour

7:30PM

Dinner at Beach House Restaurant

Dine with a spectacular sunset view at Beach House Restaurant, serving Hawaiian specialties.
USD50, 2 hours
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Day 8: Kauai Adventures

Kauai, Hawaii on September 30, 2025

7:30AM

Breakfast at Little Fish Coffee

Enjoy a refreshing breakfast with locally sourced coffee and homemade pastries.
USD15, 1 hour

9:00AM

Snorkeling at Tunnels Beach

Explore the vibrant underwater world while snorkeling at Tunnels Beach, known for its stunning coral reefs.
USD0, 3 hours

12:30PM

Lunch at Kalypso Island Bar & Grill

Savor tropical flavors with local dishes at Kalypso, a vibrant spot in Hanalei.
USD25, 1.5 hours

2:00PM

Hiking the Kalalau Trail

Take a hike on the famous Kalalau Trail with breathtaking views of the Na Pali Coast.
USD0, 4 hours

7:00PM

Dinner at Duke's Kauai

End your day with dinner at Duke's Kauai, featuring local dishes with a view.
USD45, 1.5 hours
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Day 9: Kauai Exploration

Kauai, Hawaii on October 1, 2025

8:00AM

Breakfast at Java Kai

Kick off your day with a stellar cup of coffee and breakfast burrito at Java Kai.
USD12, 1 hour

9:30AM

Visit Koke'e State Park

Explore the scenic views, hiking trails, and beautiful landscapes at Koke'e State Park.
USD0, 3 hours

1:00PM

Lunch at The Picnic

Enjoy a unique outdoor lunch experience with fresh ingredients at The Picnic, perfect for picnics.
USD18, 1 hour

2:30PM

Visit Allerton Garden

Discover the beautiful botanical gardens showcasing exotic plant species at Allerton Garden.
USD25, 2 hours

6:00PM

Dinner at Merriman's

Indulge in farm-to-table dining at Merriman's, which emphasizes local ingredients and seafood.
USD50, 2 hours
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Day 10: Departure Back to San Francisco

Kauai, Hawaii on October 2, 2025

8:00AM

Breakfast at the Hotel

Have a relaxed breakfast at your hotel before preparing for departure.
USD20, 1 hour

10:00AM

Check-out and Departure

Check-out of the hotel and head to Lihue Airport for your return flight to San Francisco.
USD0, 2 hours
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