Four-Day Ultimate Itinerary in Hilton Head, SC

Day 1: Explore the Beach

Hilton Head Island, SC

8:00AM

Breakfast at Skull Creek Boathouse

Start your day with delicious southern-style breakfast while overlooking the scenic docks.
From your hotel, head northeast towards Skull Creek Boathouse.
USD15, 1 hour

9:30AM

Visit Coligny Beach Park

Enjoy the sun, sand, and surf at Hilton Head's most popular beach, perfect for relaxation and swimming.
Drive south from breakfast, only a 15-minute drive.
Free, 2 hours

12:00PM

Lunch at The Sandbar Beach Eats

Grab a quick and informal beachfront lunch featuring sandwiches and salads.
Walk over from Coligny Beach Park.
USD12, 1 hour

1:00PM

Bike Ride on the Island's Pathways

Rent a bike and explore Hilton Head's extensive network of bike paths surrounded by nature.
Bike rental locations are approximately 5 minutes away from the beach.
USD30 (for rental), 3 hours

4:00PM

Relax at Pool or Beach

Take some downtime to recharge at your hotel pool or the nearest beach.
Return to your lodging, 10 minutes from the bike rental.
Free, 2 hours

6:00PM

Dinner at Truffles Cafe

Enjoy an upscale dining experience with a broad menu that showcases local seafood.
A quick 10-minute drive from the beach.
USD40, 1.5 hours
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Day 2: Outdoor Adventures

Hilton Head Island, SC

7:30AM

Breakfast at The Harbour Town Bakery and Cafe

Fuel up with freshly baked pastries and locally roasted coffee in the heart of Harbour Town.
Drive towards Harbour Town, a 30-minute trip.
USD15, 1 hour

8:30AM

Climb the Harbour Town Lighthouse

Take in spectacular views of the coast and landscape after climbing the iconic red-and-white striped lighthouse.
The lighthouse is a short walk from breakfast.
USD5, 1 hour

10:00AM

Sea Kayaking Tour

Join a guided kayaking tour through the beautiful waters and explore local marine life.
Tour service is nearby in Harbour Town.
USD65, 2.5 hours

12:30PM

Lunch at The Crazy Crab

Savor Lowcountry dishes with fresh seafood selections and outdoor seating.
Enjoy a scenic stroll from the kayaking location.
USD25, 1 hour

1:30PM

Visit Sea Pines Forest Preserve

Explore winding trails and wildlife in this peaceful preserve, perfect for photos.
Drive back to the preserve, about 10-minute drive.
Free, 2 hours

3:30PM

Relax at the Beach or Pool

Take the afternoon to unwind again at your hotel's beach or poolside.
Return to your hotel, approximately 15 minutes away.
Free, 2 hours

6:00PM

Dinner at Coco's on the Beach

Enjoy fresh seafood while overlooking the ocean during sunset.
A quick 10-minute drive from the hotel.
USD35, 1.5 hours
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Day 3: Cultural Exploration

Hilton Head Island, SC

8:00AM

Breakfast at Diner 65

Dig into a classic American breakfast including hearty pancakes and eggs.
Drive for around 15 minutes to Diner 65.
USD12, 1 hour

9:00AM

Explore the Coastal Discovery Museum

Learn about the coastal environment through interactive exhibits and nature walks.
A 10-minute drive from the diner.
USD10, 1.5 hours

10:30AM

Visit Pinckney Island National Wildlife Refuge

Witness diverse wildlife and scenic views while walking the trails and boardwalks.
About 15-minute drive from the museum.
Free, 2 hours

12:30PM

Lunch at The Salty Dog Cafe

Enjoy an oceanfront lunch with a casual atmosphere and iconic view of Braddock Cove.
10 minute drive from the refuge.
USD25, 1 hour

2:00PM

Stroll Through Harbour Town

Take in the charming shops, waterfront views, and vibrant atmosphere of this historic area.
Return to Harbour Town, a 15-minute drive.
Free to explore, 2 hours

4:00PM

Visit to the Art Gallery at The Coastal Discovery Museum

Explore local artwork and exhibits that reflect the history of Hilton Head.
Located within the Coastal Discovery Museum.
Included with admission, 1 hour

5:00PM

Relax at Hotel

Enjoy some leisure time to reflect on the day's experiences.
Return directly to your hotel.
Free, 1 hour

6:30PM

Dinner at The Sea Shack

Indulge in casual dining featuring fresh local seafood and a laid-back atmosphere.
Only a 10-minute drive from your hotel.
USD30, 1.5 hours
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Day 4: Leisure and Relaxation

Hilton Head Island, SC

8:30AM

Breakfast at The Breakfast Club

Start your last day with a hearty breakfast and friendly service at this local favorite.
Just a short 10-minute drive.
USD12, 1 hour

9:30AM

Morning Yoga on the Beach

Experience tranquility and beautiful views as you stretch and meditate on the beach.
Participate in a local class at the beach.
USD20 (for class), 1 hour

11:00AM

Explore Driessen Beach Park

Spend time relaxing on a less crowded beach and enjoy a picnic under the oaks.
10-minute drive from the yoga studio.
Free, 2 hours

1:00PM

Lunch at Fishcamp on Broad Creek

Dine with a view of the creek, featuring a menu of seafood and southern comfort food.
A 15-minute drive from Driessen Beach Park.
USD30, 1.5 hours

2:30PM

Enjoy a Spa Treatment

Indulge in a relaxing spa treatment at one of the local spas to rejuvenate.
Choose a spa near the Broad Creek area.
USD100 (varies by treatment), 2 hours

5:00PM

Final Relaxation at the Beach

Spend your final hours soaking up the sun on the beach before heading home.
Return to the nearest beach, 15 minutes away.
Free, 1.5 hours

7:00PM

Farewell Dinner at Michael Anthony's Cucina Italiana

End your trip with a memorable Italian dining experience in an elegant setting.
A 20-minute journey from the beach.
USD50, 2 hours
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