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Hilton Head Island Adventure - 5 Days Itinerary

Last updated: 2024 Jun 14

Discovering Hilton Head's Natural Beauty

Morning

Start your day with a visit to the Coastal Discovery Museum. This museum offers a fascinating insight into the natural history and cultural heritage of the Lowcountry. Wander through the beautiful gardens and explore the various exhibits that showcase the island's rich biodiversity. For breakfast, head to Skillet's Cafe, known for its delicious Southern-style breakfast options.

Afternoon

In the afternoon, embark on an exciting Hilton Head Guided Kayak Tour. Paddle through serene waterways and get up close with local wildlife. This guided tour is perfect for nature enthusiasts and offers a unique perspective of Hilton Head's stunning landscapes. After working up an appetite, enjoy lunch at Old Oyster Factory, which offers fantastic seafood dishes with a view.

Evening

As the sun begins to set, experience the magic of Hilton Head with a Hilton Head Private 2-hour Sunset Cruise. This private cruise allows you to relax and take in the breathtaking sunset views over Calibogue Sound. End your day with dinner at The Jazz Corner, where you can enjoy live jazz music alongside gourmet cuisine.

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 and Marine Life Encounters

Morning

Kick off your second day with an exhilarating Hilton Head Island High-Flying Parasail Experience. Soar above the island and take in panoramic views of Hilton Head's coastline. For breakfast, stop by Palmetto Bay Sunrise Cafe for some hearty morning fare.

Afternoon

After your parasailing adventure, head out on a thrilling Hilton Head Calibogue Sound Private Dolphin Boat Charter. This private charter will take you through Calibogue Sound where you can spot playful dolphins in their natural habitat. Enjoy lunch at Coast Oceanfront Dining, offering fresh seafood right by the beach.

Evening

In the evening, unwind with a peaceful Hilton Head Guided Kayak Sunrise or Sunset Tour. Paddle through calm waters as you watch the sky change colors during sunset. Conclude your day with dinner at Red Fish, known for its innovative cuisine and extensive wine list.

Bedtime

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4.90
Hilton Head Island High-Flying Parasail Experience
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5.00
Hilton Head Calibogue Sound Private Dolphin Boat Charter
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Exploring Hidden Gems and Local Culture

Morning

Begin your third day by exploring Hilton Head's hidden gems on a fun-filled Hilton Head Half-Day Electric Bike Rental Options. Ride along scenic bike paths and discover lesser-known spots around the island. Have breakfast at Southern Coney & Breakfast, famous for its classic Southern breakfast dishes.

Afternoon

In the afternoon, take part in an educational yet entertaining experience with a visit to Daufuskie Island via the Daufuskie Island Round Trip Ferry. Explore this historic island known for its unique Gullah culture and pristine beaches. Grab lunch at Marshside Mama’s Cafe on Daufuskie Island for some local flavor.

Evening

Return to Hilton Head in time for an exciting evening activity: join a whimsical adventure on board a pirate ship with the family-friendly Hilton Head: cruzeiro pirata para crianças com pintura facial. End your night dining at Alexander’s Restaurant & Wine Bar, which offers elegant dishes made from locally sourced ingredients.

Bedtime

Find amazing hotels in Hilton Head Island, SC.

5.00
Hilton Head Half-Day Electric Bike Rental Options
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5.00
Daufuskie Island Round Trip Ferry
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Aquatic Adventures and Scenic Tours

Morning

Start your fourth day with an exciting Hilton Head Island Dolphin Watching Cruise with Donuts. This unique tour combines dolphin watching with a delicious donut breakfast, making for a delightful morning on the water. For a hearty breakfast before the tour, visit Skillet's Cafe, known for its Southern-style breakfast options.

Afternoon

After your morning cruise, continue your aquatic adventures with a Hilton Head Island Private Tubing Trip. Enjoy the thrill of tubing in the beautiful waters of Hilton Head. For lunch, head to The Crazy Crab Jarvis Creek, where you can enjoy fresh seafood and stunning waterfront views.

Evening

As evening approaches, unwind with a serene Hilton Head Private Sunset Cruise. Take in the breathtaking sunset views over Calibogue Sound while enjoying the tranquility of the water. End your day with dinner at ELA'S On The Water, offering gourmet cuisine and picturesque harbor views.

Bedtime

Find amazing hotels in Hilton Head Island, SC.

5.00
Hilton Head Island Dolphin Watching Cruise with Donuts
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5.00
Hilton Head Island Private Tubing Trip
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Final Day of Exploration and Relaxation

Morning

On your final day, begin with an adventurous Hilton Head Island Jet Ski Tour. Speed through the waters and explore Hilton Head's coastline from a thrilling perspective. Have breakfast at Palmetto Bay Sunrise Cafe to fuel up for the day.

Afternoon

In the afternoon, take part in a relaxing yet educational experience with a visit to Daufuskie Island via the Hilton Head Island Daufuskie Island Ferry Roundtrip Ticket. Discover this historic island's unique culture and natural beauty. Enjoy lunch at Marshside Mama’s Cafe on Daufuskie Island for some local flavor.

Evening

Conclude your trip with an enchanting evening activity: join a whimsical adventure on board a pirate ship with the family-friendly Hilton Head: cruzeiro pirata para crianças com pintura facial. End your night dining at Alexander’s Restaurant & Wine Bar, which offers elegant dishes made from locally sourced ingredients.

Bedtime

Find amazing hotels in Hilton Head Island, SC.