11-Day Road Trip Itinerary: Hilton Head Island, South Carolina

Day 1: Arrival

Hilton Head Island, USA on March 5, 2025

3:00 PM

Check-in to Resort

Settle into your beachfront resort and soak in the stunning ocean views.
Check-in process takes about 30 minutes.
USD200, 1 hour

5:30 PM

Beach Walk

Take a leisurely walk along the renowned Coligny Beach to watch the sunset.
Hotel is a short 10-minute drive or a 25-minute walk to Coligny Beach.
FREE, 1.5 hours

7:00 PM

Dinner at The Skull Creek Boathouse

Enjoy fresh seafood with a stunning view of the waterway.
10-minute drive from the beach.
USD75, 2 hours
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Day 2: Exploring Island

Hilton Head Island, USA on March 6, 2025

8:00 AM

Breakfast at Palmetto Bay Sunrise Cafe

Indulge in their famous pancakes and fresh fruit.
Short 5-minute drive from hotel.
USD20, 1 hour

9:30 AM

Visit Harbour Town Lighthouse

Climb the lighthouse for panoramic views of the island.
15-minute drive from breakfast spot.
USD10, 1 hour

12:00 PM

Lunch at The Quarterdeck

Enjoy delicious burgers and salads overlooking the harbor.
10-minute walk from the lighthouse.
USD30, 1.5 hours

1:30 PM

Explore Sea Pines Forest Preserve

Take a scenic bike ride or nature walk in this beautiful preserve.
15-minute drive from lunch.
USD5, 3 hours

5:00 PM

Happy Hour at Fishcamp on Broad Creek

Relax with discounted drinks while enjoying waterfront views.
20-minute drive from the forest preserve.
USD20, 1.5 hours

7:00 PM

Dinner at The Lost Dog Cafe

Dig into their renowned fish tacos and savory comfort foods.
10-minute drive from Fishcamp.
USD40, 1.5 hours
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Day 3: Outdoor Adventures

Hilton Head Island, USA on March 7, 2025

8:00 AM

Breakfast at Diner

Start your day with a classic southern breakfast of biscuits and gravy.
5-minute drive to diner.
USD15, 1 hour

9:30 AM

Kayaking in Broad Creek

Experience the tranquil waters of Broad Creek while paddling through mangroves.
Kayaking tours are 10-minute drive from diner.
USD50, 2.5 hours

12:30 PM

Lunch at Skull Creek Dockside

Sample their famous fish and chips while enjoying views of the water.
15-minute drive from kayaking.
USD30, 1.5 hours

2:00 PM

Fishing Trip

Try your luck at fishing with a local charter in the Atlantic Ocean.
Charter is arranged at Dockside.
USD100, 3 hours

6:00 PM

Dinner at The Old Fort Pub

Enjoy a delicious meal with southern charm and fantastic dinner specials.
20-minute drive from fishing location.
USD50, 1.5 hours
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Day 4: Water Activities

Hilton Head Island, USA on March 8, 2025

8:00 AM

Breakfast at The French Kiss

Savor French-inspired breakfast crepes to kick off your day.
5-minute drive from the hotel.
USD15, 1 hour

9:30 AM

Stand-Up Paddleboarding

Get adventurous with an exciting paddleboarding session in calm waters.
Rental shop is located nearby.
USD40, 2 hours

12:00 PM

Lunch at The Beach House

Dine at this oceanfront restaurant with delicious seafood options.
20-minute drive from paddleboarding.
USD35, 1.5 hours

1:30 PM

Relax on the Beach

Spend the afternoon soaking up the sun and enjoying the beach's tranquility.
Right outside the restaurant.
FREE, 4 hours

5:30 PM

Sunset Dolphin Cruise

Witness dolphins playfully swimming during this picturesque sunset cruise.
Cruise departs from nearby docks.
USD50, 2 hours

8:00 PM

Dinner at A Lowcountry Backyard

Enjoy a cozy meal featuring local shrimp and grits.
15-minute drive from cruise dock.
USD45, 2 hours
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Day 5: Cultural Exploration

Hilton Head Island, USA on March 9, 2025

8:00 AM

Breakfast at The Wreck of the Richard and Charlene

Savor a hearty breakfast with prize-winning shrimp and grits.
10-minute drive.
USD20, 1 hour

9:30 AM

Gullah Heritage Trail Tour

Experience the fascinating Gullah culture through this enriching tour.
Tour company will pick you up.
USD40, 2 hours

12:00 PM

Lunch at Deli & Bakery

Grab a sandwich or salad from this local favorite for lunch.
Close to the Gullah tour ending point.
USD15, 1 hour

1:30 PM

Visit Coastal Discovery Museum

Discover the regional art, history, and ecology at this engaging museum.
15-minute drive from lunch.
USD10, 2 hours

4:00 PM

Explore Art Galleries at Main Street

Wander through various art galleries showcasing local talent.
5-minute drive from museum.
FREE, 1.5 hours

5:30 PM

Dinner at The Sea Shack

Feast on fresh seafood in this cozy beachy atmosphere.
10-minute drive from Main Street.
USD30, 1.5 hours
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Day 6: Day Trip to Savannah

Savannah, Georgia, USA on March 10, 2025

8:00 AM

Breakfast at the Hotel

Fuel up with a quick breakfast at the resort before heading to Savannah.
Breakfast is included with your stay.
FREE, 1 hour

9:00 AM

Drive to Savannah

Enjoy a scenic drive to Savannah, only 45 minutes away.
Follow Highway 278 East.
FREE, 45 minutes

10:00 AM

Explore Forsyth Park

Stroll through this iconic park known for its stunning fountain and pathways.
5-minute drive from parking.
FREE, 1.5 hours

11:30 AM

Savannah Historic District Tour

Join a guided walking tour to explore the rich history and architecture.
Tour starts in the Historic District.
USD30, 1.5 hours

1:00 PM

Lunch at Mrs. Wilkes' Dining Room

Experience authentic Southern food served family-style.
5-minute walk from the tour end point.
USD25, 2 hours

3:00 PM

Visit Savannah Riverboat Cruises

Relax on a scenic riverboat cruise for a unique perspective of Savannah.
15-minute walk from lunch.
USD45, 2 hours

5:30 PM

Drive Back to Hilton Head Island

Return to Hilton Head for dinner and relaxation.
45-minute drive.
FREE, 45 minutes

7:00 PM

Dinner at The Boathouse

Indulge in fresh local seafood upon returning to Hilton Head.
10-minute drive from the hotel.
USD50, 2 hours
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Day 7: More Beach Time

Hilton Head Island, USA on March 11, 2025

8:00 AM

Breakfast at Waffle House

Grab a classic Southern breakfast of waffles and hash browns.
15-minute drive.
USD10, 1 hour

9:30 AM

Relax at Folly Field Beach

Spend the morning soaking up the sun and enjoying beach activities.
10-minute drive from breakfast.
FREE, 3 hours

12:30 PM

Lunch at Oceanfront Restaurants

Choose from a selection of oceanfront establishments serving seafood.
Right by the beach.
USD25, 1.5 hours

2:00 PM

Shell Collecting

Explore the shoreline and collect beautiful sea shells as mementos.
Walk around on the beach.
FREE, 2 hours

4:00 PM

Ice Cream Stop

Treat yourself to some ice cream at the local favorite, The Ice Cream Cone.
Quick 5-minute drive.
USD10, 30 minutes

5:00 PM

Dinner at The Sandbar

Unwind with a casual meal featuring delicious burgers and seafood.
Near the ice cream stop.
USD30, 1.5 hours
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Day 8: Island Bike Tour

Hilton Head Island, USA on March 12, 2025

8:00 AM

Breakfast at The Corner Cafe

Enjoy a hearty breakfast sandwich to gear up for the day.
5-minute drive from the hotel.
USD15, 1 hour

9:30 AM

Bike Rental and Tour

Rent bikes and take a guided tour around the island’s beautiful paths.
Rental shop is close by.
USD50, 3 hours

12:30 PM

Lunch at Loggerhead Grill

Refuel with blackened fish tacos and cold beverages.
15-minute drive each from bike tour.
USD25, 1.5 hours

2:00 PM

Visit Shelter Cove

Stroll around Shelter Cove Marina, watching boats and enjoying the scene.
10-minute drive from lunch.
FREE, 1 hour

3:30 PM

Relax at the Marina Park

Sit by the water, unwind and soak in the views.
Just a short walk from the marina.
FREE, 1.5 hours

5:00 PM

Dinner at The Sea Pines Beach Club

Enjoy beachfront dining with a lovely sunset ambiance.
30-minute drive from the marina.
USD40, 2 hours
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Day 9: Golf and Spa Day

Hilton Head Island, USA on March 13, 2025

8:00 AM

Breakfast at the Resort

Indulge in a leisurely breakfast at your hotel before the day's activities.
Onsite dining.
FREE, 1 hour

9:30 AM

Golf at Harbour Town Golf Links

Play a round at the prestigious course with scenic views of the ocean.
15-minute drive from the hotel.
USD200, 4 hours

2:00 PM

Lunch at The Links, an American Grill

Savor a satisfying meal at the golf club.
Located at the golf course.
USD30, 1.5 hours

3:30 PM

Spa Treatment at the Resort

Unwind with a relaxing spa treatment to soothe your muscles and replenish energy.
Back to the resort where the spa is located.
USD120, 2 hours

6:00 PM

Dinner at Truffles Cafe

Delight in a gourmet dinner featuring local ingredients and creative dishes.
15-minute drive from the resort.
USD60, 2 hours
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Day 10: Relaxation Day

Hilton Head Island, USA on March 14, 2025

8:00 AM

Breakfast at The Diner

Start your day with classic comfort food in a friendly atmosphere.
5-minute drive.
USD15, 1 hour

9:30 AM

Poolside Relaxation

Enjoy a relaxing morning by the pool at your resort.
Back to the resort.
FREE, 3 hours

12:30 PM

Lunch at Poolside Bar

Enjoy light snacks and refreshing drinks poolside.
Onsite at the hotel.
USD25, 1.5 hours

2:00 PM

Option for Activities

Choose to swim, walk on the beach, or grab a book and lounge.
Your choice at the resort or beach.
FREE, 3 hours

5:00 PM

Sunset on the Beach

Grab a beverage and watch the sunset on the beach one last time.
Take a short walk from the resort.
FREE, 1 hour

6:00 PM

Farewell Dinner at The Oyster Factory

Savor a final dinner featuring the freshest oysters and local dishes.
10-minute drive.
USD70, 2 hours
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Day 11: Departure

Hilton Head Island, USA on March 15, 2025

8:00 AM

Breakfast at the Resort

Enjoy a final breakfast before departure, taking in the ocean view one last time.
Onsite dining.
FREE, 1 hour

9:00 AM

Check-out

Check-out of the resort and prepare for your next adventure.
Check-out is quick and orderly.
USD0, 30 minutes
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