Weekend Trips from Hilton Head Island, SC

Weekend Trips from Hilton Head Island, SC


Whenever I talk with clients about life on Hilton Head Island, I always mention one of my favorite perks: how easy it is to plan a memorable weekend getaway. Living here puts you within reach of charming coastal towns, historic cities, and scenic retreats that feel worlds away without requiring a long drive. Whether you’re in the mood for dining, history, relaxation, or outdoor adventure, there’s a perfect weekend escape waiting for you. Let me share the trips Hilton Head residents enjoy most.

Key Takeaways

  • Hilton Head Island offers convenient access to coastal towns, historic cities, and nature-focused getaways.
  • Each destination provides distinct experiences—from food and culture to quiet relaxation.
  • Short travel times make spontaneous weekend plans easy and enjoyable.
  • These nearby spots add depth and variety to life on the island.

Savannah, GA – A Historic City Rich in Culture

Just a short drive from Hilton Head, Savannah is one of the most popular weekend destinations for residents. Its historic squares, oak-lined streets, and incredible dining make it a perfect mix of charm and sophistication.

Why Savannah Is an Ideal Weekend Trip

  • Beautiful architecture: Classic row homes and cobblestone streets.
  • Dining and nightlife: From local bakeries to upscale Southern cuisine.
  • Riverfront views: A great place to stroll or enjoy a scenic meal.
  • Art and culture: Museums, galleries, and live performances.

Charleston, SC – A Blend of Luxury and Local Tradition

Charleston offers a timeless coastal atmosphere with exceptional food, boutique shopping, and centuries of history. It’s a favorite for anyone who enjoys elegance and vibrant culture.

Highlights of a Charleston Weekend

  • Award-winning restaurants: A renowned culinary destination.
  • Historic sites: Walkable streets filled with stories and preserved architecture.
  • Beach options nearby: Isle of Palms and Sullivan’s Island.
  • Boutique shopping: Find unique pieces throughout the historic district.

Bluffton, SC – A Quick, Relaxed Local Escape

Just across the bridge from Hilton Head, Bluffton is perfect for a low-key weekend close to home. Its small-town charm and scenic riverfront make it great for leisurely dining and strolling.

What Makes Bluffton Special

  • Old Town Bluffton: A walkable district with cafés and local shops.
  • May River views: Peaceful scenery perfect for slow mornings.
  • Local art scene: Galleries and studios showcasing regional talent.
  • Farmer’s markets: Great for fresh produce and handmade goods.

Beaufort, SC – A Waterfront Town with Southern Charm

Beaufort offers a slower pace, beautiful waterfront views, and some of the region’s best-preserved historic homes. It’s ideal for a quiet, scenic weekend.

Reasons to Visit Beaufort

  • Picturesque waterfront: Great spots for strolling or picnicking.
  • Historic architecture: Charming homes and quiet streets.
  • Outdoor activities: Kayaking, boating, and marsh tours.
  • Film history: Several movies were filmed in and around the town.

Tybee Island, GA – A Laid-Back Beach Retreat

If you're looking for a relaxed weekend filled with outdoor time, Tybee Island is an easy and fun escape. The beaches offer a more casual atmosphere compared to Hilton Head.

Tybee Weekend Favorites

  • Wide sandy beaches: Great for sunbathing or long walks.
  • Lighthouse and museum: A beloved local landmark.
  • Casual dining: Fresh seafood and waterfront restaurants.
  • Kayaking and dolphin tours: Perfect for families.

Jekyll Island, GA – A Nature-Focused Getaway

Jekyll Island feels calm and secluded, making it an excellent choice for anyone who wants to unwind. Its natural landscapes and family-friendly activities make it a standout destination.

What to Enjoy on Jekyll Island

  • Driftwood Beach: One of the most photographed beaches in the region.
  • Bike trails: Scenic paths through maritime forests.
  • Historic district: Beautiful homes from the island’s resort-era past.
  • Georgia Sea Turtle Center: A favorite for families and wildlife lovers.

Asheville, NC – A Scenic Mountain Escape

If you're craving cooler weather or mountain views, Asheville is worth the drive. Its artsy energy and outdoor recreation offer a refreshing contrast to coastal life.

Asheville Weekend Highlights

  • Blue Ridge Parkway views: Stunning drives and overlooks.
  • Biltmore Estate: A grand, memorable place to tour.
  • Craft breweries: A favorite scene for food and beverage lovers.
  • Hiking trails: Endless options for outdoor exploration.

FAQs

Are these weekend destinations easy to reach from Hilton Head?

Yes, most are only one to three hours away, making them ideal for short trips.

Which getaway is best for families?

Bluffton, Tybee Island, Jekyll Island, and Beaufort all offer great family-friendly experiences.

What’s the best trip for couples seeking a romantic weekend?

Savannah and Charleston both offer excellent dining, scenery, and boutique hotels.

Contact John Campbell Today

If you're thinking about making Hilton Head Island your home and want to better understand the lifestyle—including the great weekend trips from Hilton Head Island, SC—I’d be happy to guide you. Living here gives you access to incredible day trips and getaways that enrich everyday life.

For more insight into Hilton Head living or to begin exploring homes on the island, reach out to me and I’ll help you discover the communities and properties that fit your goals and lifestyle.

*Header photo by John Campbell



Work With John

Luxury real estate specialist. Years of experience and a track-record of success, we are here to exceed your expectations. Contact John today to discuss all your real estate needs!

Follow Me on Instagram