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Hilton Head Island Adventure 5 Days Itinerary

Last updated: 2024 Jun 14

Discovering Hilton Head's Nature and History

Morning

Start your day with a visit to the Coastal Discovery Museum. This museum offers a great introduction to the natural history and cultural heritage of Hilton Head Island. You can explore the beautiful grounds, including gardens and marshes, and learn about the island's ecology and history.

Afternoon

After your museum visit, head over to Hudson’s Seafood House On The Docks for a delicious seafood lunch. Enjoy fresh catches with stunning waterfront views. Post-lunch, embark on the Hilton Head Guided Kayak Tour. This guided tour will take you through serene waterways where you can spot local wildlife and enjoy the peaceful surroundings.

Evening

In the evening, dine at The Jazz Corner, one of Hilton Head's premier spots for live jazz music and gourmet dining. It's an excellent way to unwind after a day of exploration.

Bedtime

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4.96
Coastal Discovery Museum
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4.70
Hilton Head Guided Kayak Tour
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Island Adventures on Water and Land

Morning

Begin your second day with an exciting Hilton Head Half-Day Electric Bike Rental Options. Explore the island at your own pace while enjoying the fresh air and scenic views.

Afternoon

For lunch, stop by A Lowcountry Backyard Restaurant for some authentic Southern cuisine in a charming setting. Afterward, experience the thrill of parasailing with the Hilton Head Island High-Flying Parasail Experience. Get a bird's-eye view of Hilton Head from high above!

Evening

End your day with dinner at Michael Anthony’s Cucina Italiana, where you can savor Italian dishes made from fresh ingredients in an elegant atmosphere.

Bedtime

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5.00
Hilton Head Half-Day Electric Bike Rental Options
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4.90
Hilton Head Island High-Flying Parasail Experience
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Exploring Marine Life and Local Cuisine

Morning

Kick off your third day with an early morning adventure on the Hilton Head Island Dolphin Watching Cruise with Donuts. Enjoy donuts while watching dolphins play in their natural habitat.

Afternoon

Have lunch at Red Fish, known for its creative menu that blends Southern flavors with international influences. In the afternoon, take part in the unique Hilton Head Island Crabbing Expedition Boat Tour, where you can learn about crabbing techniques and maybe even catch some yourself!

Evening

For dinner, head to Nunzio Restaurant + Bar for a delightful meal featuring Italian classics with a modern twist.

Bedtime

Find amazing hotels in Hilton Head Island, South Carolina.

5.00
Hilton Head Island Dolphin Watching Cruise with Donuts
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5.00
Hilton Head Island Crabbing Expedition Boat Tour
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Cultural Insights and Scenic Views

Morning

Start your fourth day by visiting Daufuskie Island via the Daufuskie Island Round Trip Ferry. Spend some time exploring this historic island known for its rich Gullah culture and beautiful landscapes.

Afternoon

Return to Hilton Head for lunch at Charlie’s L’Etoile Verte, offering French-inspired cuisine made from locally sourced ingredients. In the afternoon, embark on a scenic adventure with the Hilton Head Calibogue Sound Private Dolphin Boat Charter, providing stunning views of Calibogue Sound while searching for dolphins.

Evening

Conclude your day with dinner at Vine, where you can enjoy fine dining in an intimate setting.

Bedtime

Find amazing hotels in Hilton Head Island, South Carolina.

5.00
Daufuskie Island Round Trip Ferry
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5.00
Hilton Head Calibogue Sound Private Dolphin Boat Charter
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Final Day of Relaxation and Farewell

Morning

Begin your final day with a relaxing breakfast at Hilton Head Social Bakery. Enjoy freshly baked pastries and coffee while taking in the serene views of the marina.

Afternoon

After breakfast, embark on the Hilton Head Island 90-Minute Dolphin & Nature Tour. This tour offers a fantastic opportunity to see dolphins and learn about the local ecosystem. For lunch, head to The Sea Shack, a casual spot known for its delicious seafood dishes.

Evening

Spend your last evening on Hilton Head Island with a memorable dinner at Poseidon Coastal Cuisine & Rooftop Bar. Enjoy coastal cuisine with stunning rooftop views, making it a perfect way to end your trip.

Bedtime

Find amazing hotels in Hilton Head Island, South Carolina.