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Hawaiian Island Adventure: Hiking, Dolphins, and Beach Bliss Itinerary

Last updated: 2024 Jun 14

Arrival in Paradise

Morning

Aloha! Start your Hawaiian adventure with a delicious breakfast at Duke's Waikiki, known for its oceanfront dining and famous Hula Pie.

Afternoon

After fueling up, head to the iconic Waikiki Beach for some relaxation and a dip in the crystal-clear waters. Enjoy the vibrant atmosphere of this world-renowned beach.

Evening

For dinner, savor the fresh seafood at Roy's Waikiki Beach and take a leisurely stroll along the Waikiki Beach Walk to soak in the evening views.

Bedtime

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4.61
Waikiki Beach
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Hiking and History

Morning

Enjoy a hearty breakfast at Morning Glass Coffee + Cafe, known for its delicious local fare and artisanal coffee.

Afternoon

Embark on a hike up the famous Diamond Head crater. Take in panoramic views of the island from the summit. After the hike, visit the Hanauma Bay Nature Preserve for some snorkeling and marine life exploration.

Evening

Indulge in a traditional Hawaiian dinner at Helena's Hawaiian Food, a local favorite for authentic island cuisine.

Bedtime

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4.76
Diamond Head
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4.75
Hanauma Bay
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Dolphin Discovery

Morning

Start your day with a delicious breakfast at Moke's Bread & Breakfast, known for its fresh pastries and island-inspired dishes.

Afternoon

Head to the west coast for a dolphin watching cruise with Wild Side Specialty Tours. Spend the afternoon in the company of these majestic creatures in their natural habitat.

Evening

For dinner, enjoy the casual beach vibes and seafood at Ono Seafood.

Bedtime

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Beach Day and Luau Night

Morning

Enjoy a leisurely breakfast at Koko Head Cafe, a popular spot for its unique brunch offerings and stunning views.

Afternoon

Spend the day relaxing at the beautiful Lanikai Beach on the windward side of the island. Take in the views of the Mokulua Islands and enjoy the soft white sand.

Evening

In the evening, experience a traditional Hawaiian luau at Paradise Cove Luau. Enjoy a feast, cultural performances, and a stunning sunset over the ocean.

Bedtime

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4.84
Lanikai Beach
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4.30
Paradise Cove Luau
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Historic Sites and Sunset Sail

Morning

Start your day with a visit to the Pearl Harbor USS Arizona Memorial and the Battleship Missouri Memorial. Pay your respects to the fallen and learn about the history of the area.

Afternoon

For lunch, try the famous plate lunches at Rainbow Drive-In, a local institution. Afterward, take a stroll through the Iolani Palace and the King Kamehameha Statue.

Evening

End the day with a romantic sunset catamaran sail with Oahu Waikiki Sunset Catamaran Sail and Swim. Enjoy the views of the coastline and the colors of the sunset.

Bedtime

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4.38
Pearl Harbor USS Arizona Memorial
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4.48
Battleship Missouri Memorial
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Culinary Delights and City Exploration

Morning

Indulge in a delicious brunch at Moku Kitchen, known for its farm-to-table cuisine and laid-back atmosphere.

Afternoon

Spend the afternoon exploring the eclectic neighborhood of Kakaako, known for its street art and trendy shops. Visit the Ward Village and the Salt at Our Kakaako.

Evening

For dinner, try the innovative Hawaiian-Japanese fusion cuisine at MW Restaurant, a favorite among locals and visitors alike.

Bedtime

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4.89
Salt at Our Kakaako
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Nature and Culture

Morning

Start your day with a visit to the Byodo-In Temple on the windward side of the island. Explore the beautiful Japanese temple and its surroundings.

Afternoon

Head to the North Shore for a visit to the Polynesian Cultural Center. Immerse yourself in the culture and traditions of the Pacific Islands with authentic performances and activities.

Evening

For dinner, enjoy the farm-to-table cuisine at Merriman's Honolulu, overlooking the ocean at Ward Village.

Bedtime

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4.75
Byodo-In Temple
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4.55
Polynesian Cultural Center
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Water Adventures and Sunset Views

Morning

Start your day with a breakfast at Koko Head Cafe, a local favorite for its creative dishes and stunning views.

Afternoon

Head to the North Shore for a day of water adventures. Try your hand at surfing at Haleiwa Beach Park or go for a swim at Shark's Cove. Don't miss the famous Matsumoto Shave Ice for a refreshing treat.

Evening

End the day with a sunset beach picnic at Sunset Beach. Watch the sun dip below the horizon and enjoy the peaceful atmosphere of the North Shore.

Bedtime

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4.77
Haleiwa Beach Park
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4.90
Shark's Cove
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Mountain Views and Local Eats

Morning

Enjoy a leisurely breakfast at Cinnamon's Restaurant, a local favorite for its macadamia nut pancakes and island-inspired dishes.

Afternoon

Take a drive to the central part of the island and visit the Dole Plantation. Explore the pineapple fields, take a ride on the train, and try the famous Dole Whip.

Evening

For dinner, savor the flavors of Hawaii at Haleiwa Joe's, a waterfront restaurant known for its fresh seafood and stunning views of the marina.

Bedtime

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4.85
Dole Plantation
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Relaxation and Reflection

Morning

Spend the morning at the Nu'uanu Pali Lookout, where you can take in panoramic views of the windward coast. Don't forget to visit the Valley of the Temples nearby.

Afternoon

Head back to Waikiki and spend the afternoon relaxing at the Moana Surfrider, A Westin Resort & Spa. Treat yourself to a spa treatment or simply enjoy the beachfront setting.

Evening

For your final night in Honolulu, have a memorable dinner at La Mer, a fine dining restaurant with French cuisine and ocean views.

Bedtime

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4.79
Nu'uanu Pali Lookout
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4.73
Valley of the Temples
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Maui Arrival and Beach Time

Morning

Aloha! Arrive in Maui and start your day with a delicious breakfast at The Gazebo Restaurant at Napili Shores, known for its macadamia nut pancakes and ocean views.

Afternoon

After checking in to your hotel, spend the afternoon relaxing at Kaanapali Beach. Take a dip in the clear blue waters and soak up the Maui sunshine.

Evening

For dinner, enjoy the fresh seafood at Mama's Fish House, a Maui institution with a focus on local ingredients and Polynesian flavors.

Bedtime

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4.76
Kaanapali Beach
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Road to Hana Adventure

Morning

Start early and grab some breakfast at Charley's Restaurant & Saloon in Paia, a favorite stop for those heading to the Road to Hana.

Afternoon

Embark on the legendary Road to Hana drive. Stop at the Twin Falls, Hana Lava Tube, Wai'anapanapa State Park, and other scenic spots along the way.

Evening

For dinner, enjoy a meal at Prison Street Pizza in Lahaina, known for its wood-fired pizzas and casual atmosphere.

Bedtime

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4.66
Road to Hana
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4.50
Hana Lava Tube
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Haleakalā Sunrise and Upcountry Exploration

Morning

Wake up early to experience the sunrise at the summit of Haleakalā. After the sunrise, warm up with a hearty breakfast at Kula Lodge & Restaurant in the upcountry.

Afternoon

Explore the upcountry area, visiting the Ali'i Kula Lavender Farm, Surfing Goat Dairy, and Tedeschi Vineyards. Enjoy the cool mountain air and panoramic views.

Evening

For dinner, dine at Makawao Steak House, a local favorite for its grilled meats and cozy atmosphere.

Bedtime

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