5-Day Charleston Adventure Itinerary

Start your day with a visit to the historical neighborhoods of South of Broad and French Quarter. Wander through the charming streets, admire the historic homes, and soak in the rich history.

Head to Rainbow Row for some colorful photo opportunities. Then, take a break for lunch at Black Sheep Burrito & Brews, offering a variety of delicious burritos and brews.

Conclude your day with a rooftop bar experience at one of Charleston's popular spots, enjoying drinks with a view.

Spend your morning exploring the beautiful Cypress Gardens. Take a boat ride through the swamp garden or stroll along the scenic walking trails.

Head back to downtown Charleston for some shopping on King Street. Enjoy lunch at Pies & Pints, known for its tasty pizzas and craft beers.

Dine at The Chop House - Charleston, renowned for its steaks and elegant dining experience.

Make your way to Sullivan's Island for a relaxing beach day. Enjoy sunbathing, swimming, or exploring Fort Moultrie.

Have lunch at one of Sullivan's Island's local eateries before heading back to Charleston. In the afternoon, explore more historical neighborhoods like Ansonborough or Meeting Street.

End your day with dinner at Bricks & Barrels, offering a cozy atmosphere and delicious dishes.

Start your final day with a visit to Battery. Walk along the promenade, enjoy the views of the harbor, and take in the historic mansions.

Head to Windjammer for a relaxing afternoon by the beach. Enjoy lunch at their beachfront restaurant while soaking in the sun and sea breeze.

Conclude your Charleston adventure with dinner at The Block Restaurant and Wine Cellar, known for its extensive wine list and gourmet dishes.