The Perfect 3-Day Charleston Itinerary: What to See & Do

Charleston, South Carolina, is the kind of place that feels timeless yet fresh, historic yet vibrant. 

With its cobblestone streets, pastel-colored houses, and stunning waterfront views, this city is pure Southern charm. 

Whether you’re a history buff, a foodie, or someone who just loves a beautiful place to wander, Charleston has something for you.

If you’re visiting for a long weekend or a short getaway, this 3-day itinerary covers all the must-see landmarks, best restaurants, and hidden gems—so you can experience Charleston at its finest.

Day 1: Historic Charm & Waterfront Views

Start your Charleston adventure by diving into its rich history and picture-perfect streets. 

The city’s historic district is one of the most well-preserved in the country, and every corner feels straight out of a storybook.

Morning: Stroll Through the Historic District & Rainbow Row

Begin your day bright and early with a walk through Charleston’s Historic District. 

As you wander, you’ll pass gorgeous antebellum mansions, gas lanterns flickering on sidewalks, and hidden gardens peeking through iron gates.

One of the city’s most iconic spots, Rainbow Row, is a must-see. This row of pastel-colored 18th-century houses along East Bay Street is one of Charleston’s most photographed spots. The soft hues against the blue sky make for the perfect Instagram-worthy moment.

Midday: Waterfront Park & Lunch with a View

Just a short walk away, Waterfront Park offers some of the best views of Charleston Harbor. 

The Pineapple Fountain, a symbol of hospitality, is the perfect place to snap a photo or relax by the water.

For lunch, head to Fleet Landing, a popular waterfront restaurant serving fresh seafood with a view. 

Try their shrimp and grits—a Charleston classic—or enjoy their famous crab cakes while watching boats glide across the harbor.

Afternoon: Visit the Battery & White Point Garden

After lunch, take a scenic walk along The Battery, a historic promenade lined with grand mansions and ancient oak trees. 

The view of the water, dotted with sailboats, is simply breathtaking.

At the southern tip, you’ll find White Point Garden, a quiet park filled with historic cannons, shady pathways, and stunning views of Fort Sumter in the distance. 

It’s the perfect spot to rest and soak in Charleston’s peaceful atmosphere.

Evening: Sunset at the Rooftop Bar & Dinner in a Historic Home

As the sun begins to set, grab a cocktail at The Rooftop at The Vendue, one of the best rooftop bars in the city. 

The panoramic view of Charleston’s church steeples and harbor is absolutely stunning at golden hour.

For dinner, make a reservation at Husk, one of Charleston’s most famous restaurants. 

Located in a beautifully restored historic home, Husk serves locally sourced Southern cuisine with a modern twist. 

Their cornbread and smoked pork chop are unforgettable.

Day 2: Plantations, Beaches & Shopping

After a day of soaking up Charleston’s historic charm, it’s time to explore its lush gardens, relax on the beach, and dive into its stylish shopping scene.

Morning: Explore Magnolia Plantation & Gardens

Start your second day with a visit to Magnolia Plantation & Gardens, one of the most beautiful plantations in the South. 

Founded in 1676, this property is known for its romantic gardens, moss-draped oak trees, and tranquil ponds filled with swans.

Take a guided tour of the historic house, stroll through the picturesque bridges and gazebos, and don’t miss the wildlife boat tour, where you might spot alligators and egrets.

Midday: Sullivan’s Island Beach Escape

After a morning of history, it’s time to relax by the water. Just a 20-minute drive from downtown Charleston, Sullivan’s Island offers soft sandy beaches, calm blue waters, and a laid-back coastal vibe.

Enjoy a leisurely lunch at Poe’s Tavern, a local favorite with some of the best burgers and fish tacos in town. 

Named after Edgar Allan Poe, who was stationed here in the 1820s, this spot has a cool literary theme and a fun atmosphere.

Afternoon: Shopping on King Street

Back in Charleston, spend your afternoon browsing the boutiques of King Street, the city’s premier shopping destination.

You’ll find everything from high-end designer shops and chic home decor stores to local artisan markets. 

Stop by Candlefish to create your own custom-scented candle or browse The Preservation Society of Charleston for unique Lowcountry gifts.

Evening: Dinner at a Hidden Courtyard Gem

For dinner, escape the crowds and head to 82 Queen, a charming Southern restaurant with a hidden courtyard tucked away in a historic 300-year-old building.

Order the she-crab soup, a Charleston specialty, and pair it with a plate of succulent shrimp and grits for the ultimate Lowcountry dining experience.

Day 3: Boat Rides, Hidden Alleys & Local Eats

For your final day in Charleston, slow down and soak in the city’s hidden gems, beautiful alleys, and coastal beauty.

Morning: Sunrise Boat Tour or Kayaking Adventure

Start your last day with a peaceful sunrise boat tour of Charleston Harbor. Seeing the city from the water as the sun rises is an unforgettable experience.

For something more active, rent a kayak or paddleboard and explore the calm waterways of Shem Creek, where you’ll spot dolphins swimming alongside you.

Midday: Hidden Alleyways & Brunch in a Secret Garden

Back on land, take some time to explore Charleston’s hidden alleys and cobblestone pathways. 

Streets like Philadelphia Alley and Stoll’s Alley are tucked away from the main tourist paths and feel like stepping back in time.

For brunch, visit Blind Tiger Pub, a historic speakeasy-style restaurant with a gorgeous secret garden courtyard. Their chicken and waffles or pimento cheese dip are local favorites.

Afternoon: Visit a Historic Cemetery & Relax at a Café

Before heading home, take a peaceful stroll through St. Philip’s Church Cemetery, one of Charleston’s oldest and most beautiful resting places. 

The towering Spanish moss and weathered gravestones create an eerie yet serene atmosphere.

End your trip with a coffee and pastry at The Harbinger Café, a cozy local spot that’s known for its delicious homemade granola bars and iced lavender lattes.