Charleston Itinerary 5 Days: The Ultimate Guide to Exploring the Holy City

Charleston's cobblestone streets, pastel antebellum architecture, and undeniable Southern charm beckon travelers seeking history, culture, and delicious Lowcountry cuisine. Nicknamed the "Holy City" for its many churches, Charleston offers something for everyone. This 5-day Charleston itinerary is your guide to experiencing the very best of this enchanting city.

Before getting into details, here are some other recommendations near this city:

Day 1: History & Southern Hospitality

Morning: Arrival and Orientation

Begin your Charleston adventure by arriving at Charleston International Airport (CHS) or driving into the city. Check into your hotel in the Historic District for easy access to major attractions. Some top accommodation options include:

Once settled, take a stroll through the Battery & Waterfront Park. Admire the stately antebellum homes and enjoy scenic views of Charleston Harbor. Don't miss the iconic Pineapple Fountain, a perfect photo opportunity.

Afternoon: Rainbow Row and Fort Sumter

Explore Rainbow Row, a series of colorful historic homes on East Bay Street. These pastel-painted Georgian townhouses are among Charleston's most photographed landmarks.

Next, embark on a ferry ride to Fort Sumter National Monument, where the first shots of the Civil War were fired. The 2.5-hour tour includes a narrated boat ride and time to explore the fort's museum and grounds.

Evening: Carriage Tour and Lowcountry Cuisine

As the sun begins to set, experience Charleston's charm on a classic horse-drawn carriage tour. Old South Carriage Co. offers informative and romantic rides through the historic district.

For dinner, savor authentic Lowcountry cuisine at a renowned Charleston restaurant. Consider 82 Queen for their famous She-Crab soup and charming courtyard dining.


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