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How to Spend 2 Days in Charleston | a Local's Itinerary

Updated: Nov 7

Welcome to the enchanting city of Charleston, SC, where cobblestone streets echo the footsteps of history, and Southern charm whispers through the swaying palmettos. This isn't just any ol' visit; this is your all-access, sun-drenched, culinary adventure-pass to experiencing Charleston like someone who calls it home. Over the next two days, you're about to sip, savor, and saunter your way through the hidden gems and beloved local spots that bring this city to life. So, embrace your curiosity as we delve into a curated guide to make the most of 48 unforgettable hours in the heart of the Lowcountry.


A view looking down Broad Street in Charleston SC toward st Michaels church on a 2 day itinerary
2 Days in Charleston seeing the architecture, tasting the Southern Coastal cuisine, visiting historic sites, shopping, sunrises, sunsets, coffee stops and so much more.




Day 1 in Charleston (and if you only have one day to spend)



1. Watching the Charleston Sunrise

If you have a full day, start with watching the Charleston sunrise at Waterfront Park. Arrive about 30 minutes early to witness the sky’s colors unfolding—a serene display with sea birds, the occasional dolphin, and sailboats drifting by. What you won’t find at this hour are large crowds. Sunrise is my favorite time here, as the golden light gives the park an ethereal glow.


Getting There: From Broad Street, turn right onto East Bay Street, then immediately left onto Exchange Street. You’ll see the water from there; follow this street to the steps and lookout point just beyond.


Pause Point: Picture yourself standing on the steps, the park quiet and bathed in morning light. The air is cool, the city just beginning to stir. What colors would fill the sky on your perfect Charleston morning?



2. Waterfront Park and Pineapple Fountain

After the sunrise, take a leisurely walk around Waterfront Park, admiring the harbor views and the iconic Pineapple Fountain. Wander through the tree-covered paths, or stroll to the end of the pier where plenty of seating awaits if you need a moment to sit and take it all in.


Local’s Tip: At the southern end of the park, you’ll find a smaller, quieter wooden pier that extends into the harbor. This hidden gem offers peaceful views of the water, the Ravenel Bridge, and historic sites in the harbor. Bring a coffee or sandwich, take a seat, and enjoy the gentle rhythm of the water and local wildlife.


Pause Point: Imagine sitting on the quiet pier, a gentle breeze off the harbor, with views of the bridge and birds gliding by. What details would you take in as you pause in this quiet corner of Charleston?



3. Breakfast in Downtown Charleston and Sight Seeing Along the Way

It’s time for breakfast in Charleston. From Waterfront Park, head out on E Elliott Street, crossing East Bay Street to Elliott Street. As you walk, take in the charming architecture, window boxes, and gas lanterns lining the way. Continue to Church Street, where you’ll pass art galleries, quaint eateries, and landmarks like Dock Street Theatre—the oldest theater in the U.S.—the pink French Huguenot Church, and St. Philip’s Church in the distance. Cross over Chalmers Street, Charleston’s iconic cobblestone street, and turn left on Queen Street.

This route, one of my favorite morning walks, will lead you to Harkin Cafe on Queen Street (opens 7–8 am) for a coffee and a quick breakfast, or you can continue along Queen to Poogan’s Porch (opens at 9 am) for a delightful Southern-inspired brunch. Alternatively, follow Queen to King Street and turn left for Miller’s All Day or right to head north toward Virginia’s on King.


Local’s Tip: Miller’s All Day is popular and can gather a line early. They open at 8 am, so arriving at opening time is a great way to enjoy breakfast without the wait.


Pause Point: Picture yourself strolling down these historic streets as the city slowly comes to life—cobblestones underfoot, the scent of freshly brewed coffee, and sunlight filtering through the trees. What details of Charleston’s morning would stand out to you?




4. Sightseeing (with Options for When it is Hot Outside)

Depending on the season, you may want to adjust your timing for sightseeing. On hot days, I prefer doing outdoor activities in the morning and saving indoor spots for the afternoon when the sun is strongest. Let’s assume it’s a warm day: start with a walking tour around town. Most tours cover the city’s iconic must-sees along with a rich overview of Charleston’s history, and they generally last about an hour.


Local’s Tip: Charleston’s afternoons can be quite hot and humid, even outside of summer. A morning walking tour or a horse-drawn carriage tour (opt for a private carriage tour if your budget allows) is a great way to stay comfortable and enjoy the sights.


Pause Point: As you reach The Battery, imagine standing by the water with the grand historic homes and towering oaks surrounding you. Picture the waves gently lapping along the seawall and the quiet elegance of Charleston’s waterfront. What would this view bring to your Charleston morning?



5. Where to Head for Lunch in Charleston

Charleston’s food scene is both diverse and renowned, making lunch choices an exciting (and sometimes challenging) decision. With just a day or two in town, I recommend visiting classic spots that capture the flavors Charleston is known for. For lunch, my top picks are Magnolia’s, Poogan’s Porch, or 82 Queen—each offering a taste of authentic Charleston.


Adjustment: If you’re short on time, check out my list of quick local lunch favorites [here].


Pause Point: Imagine sitting down to a meal in one of Charleston’s beloved restaurants, the air filled with the aroma of Lowcountry flavors. What Charleston dish would you be most excited to try?



6. Charleston Architecture, History, Art and Water Tours

Option 1: For a deep dive into Charleston’s architecture and history, consider one (or a few) of the Charleston's historic house tours. My top picks are the Heyward-Washington House and the Nathaniel Russell House, both of which offer rich stories and glimpses into the past. If you have extra time, the Aiken-Rhett House and the Edmondston-Alston House are also worth exploring. The first three homes also provide an in-depth look at the lives of the enslaved people who lived on-site. Plan for about an hour per house, except the Edmondston-Alston House, which offers a 30-minute guided tour.


Option 2: For art enthusiasts, the Gibbes Museum of Art on Meeting Street is a must-see. Home to an extensive collection of American art with ties to Charleston and the South, the museum features pieces spanning four centuries, from the Colonial period to the present day, including Charleston-made furniture and intricate “miniature” portraits. The building itself, opened in 1905, while the museum association began in 1858. Allow at least an hour to explore.


AND / OR: The Charleston Museum, founded in 1773 and located near the Aiken-Rhett House, is the oldest museum in the nation (the museum, not the building). One could easily spend an entire afternoon browsing the permeant collections which range from materials relating to Native Americans, the colonists, and the enslaved to historic weaponry, Charleston silver and textiles to Charleston’s role in the American Revolution and the Civil War as well as a look at natural history of the Lowcountry.



Water Option: Or, if you’d prefer to spend your afternoon outdoors, consider one of Charleston’s many water tours and activities.


Pause Point: Imagine stepping into a grand historic home, where every detail—from the architecture to the furnishings—holds a story of Charleston’s past. What moment from the city’s history would you most want to experience?



7. Dinner time in Charleston on Day 1

For dinner, Charleston offers a selection of renowned spots that showcase the city’s culinary talent. My recommendations are Hank’s Seafood, The Darling Oyster Bar, Husk, Chubby Fish, or FIG.



Adjustment: If you’re a foodie and want to trade some sightseeing for a tasting tour, try this itinerary: For lunch, make it an “and” instead of an “or” by visiting both Magnolia’s and 82 Queen. For dinner, start with happy hour at The Darling Oyster Bar around 4 pm, then head to Hank’s for a 5 pm reservation, and finish the evening at the Bar at Husk, where the full menu is available.


Note: While Husk remains an iconic Charleston spot, Chef Sean Brock, who made it famous, left in 2019.


Local’s Tip: As you wander through town, keep an eye out for these delightful coffee, bakery, and sandwich shops for a little something in between: Harken, Le Patisserie, Sorelle’s Mercato, Clerk’s, Black Door, or if you’re exploring further north, Harbinger or Welton’s Tiny Bakeshop.


Pause Point: Picture yourself at the end of a day filled with Charleston’s sights, settling in at a cozy restaurant with the city’s culinary charm on full display. What flavors would complete your perfect Charleston evening?




8. Ending Day 1 in Charleston with a Stroll, Sunset, and Scenic Views

After a full day of exploring, it’s time to unwind and soak in Charleston’s evening charm. You could take a leisurely stroll along King Street and discover one of the rooftop spots known for their scenic views and delectable bites, offering a perfect place to relax as you watch the sunset over the city.


Or, for a quieter close to the day, my favorite option is a peaceful walk down Church Street toward The Battery. As you head south, the street grows increasingly serene, almost otherworldly, setting the stage for a breathtaking sunset over The Battery.


If you continue down Church Street, you’ll pass through Battery Park (White Point Gardens) on your way to the promenade. Take a moment to wander beneath the canopy of ancient oaks, absorbing the tranquil atmosphere. In certain seasons, you might spot night herons nesting above, their calls adding to the park’s natural symphony. History buffs will appreciate the historic markers placed around the park. Extra points if you find a bench and linger a while, savoring the peace of the evening.


Local’s Tip: Long before I made Charleston my home, I was a frequent visitor, and The Battery was always my first and final stop. Walking down Church Street remains my favorite way to immerse myself in Charleston’s quiet beauty. Here’s a list of other favorite Charleston streets to explore.


Pause Point: Imagine sitting on a bench under the sweeping oaks of Battery Park, the last light of day fading as the city falls into a peaceful hush. What feelings would this serene moment add to your Charleston experience?


 

How to Spend Day 2 in Charleston

For Day 2, you could revisit any stops from Day 1 that you missed or focus on exploring just outside of downtown Charleston. If you’re ready to experience some Lowcountry charm beyond the city center, here’s a perfect second-day itinerary.




1. The Beach and Sunrise

Get an early start to make the most of your second day. Cross over the Ravenel Bridge and head to Sullivan’s Island, my favorite Charleston beach for a quieter, more relaxed morning. Arriving early, you’ll find street parking as you approach the end of Ben Sawyer Boulevard (the road that brings you in from Mt Pleasant and Ravenel Bridge), near station 22 1/2, which offers public access to the beach. This pathway to the beach is a beautiful walk in the early hours, with the sound of the ocean greeting you most mornings as soon as you begin.


After watching the sunrise, take a peaceful stroll along the beach, enjoying the cool morning air and the gentle ocean breeze. On your walk back, look down for beach treasures—shells, sand dollars, and other finds near the shoreline. When you’re ready, find a spot to sit and bask in the morning sun before the day warms up. Then, head back to your car and set off for breakfast.



Pause Point: Imagine yourself standing on the sands of Sullivan’s Island as the sun rises over the water, the beach nearly empty, the sound of waves filling the air. What would this peaceful moment add to your Charleston experience?


2. Breakfast or Lunch on Day 2 in Mount Pleasant or Sullivan's Island

After a relaxing morning at the beach, it’s time for breakfast. On your way back toward downtown, make a stop in Mount Pleasant at Vicious Biscuit (they don’t call it ‘vicious’ lightly!) or Page’s Okra Grill for a classic Charleston breakfast, full of Southern charm.


Adjustment: If you prefer to skip the sunrise and arrive at the beach a little later, grab breakfast at Vicious Biscuit on your way. Follow the beach steps as outlined above, and then, in time for lunch, head into downtown Sullivan’s Island, just a short walk from the beach access. For a casual meal, try Mex 1 (my favorite), Home Team BBQ, or Obstinate Daughter—all great for a post-beach bite (just remember a cover-up will be needed).




Decision Time: Water, Land or History.

3.  Getting On or Near the Water in Charleston

After breakfast, stop by Shem Creek (still on the Mount Pleasant side), a favorite spot for water activities. Here, you can kayak along the river or bay, paddleboard, or take a boat tour for sightseeing. You can even join an island tour to hunt for shark teeth and fossils. If you opt for water adventures here, plan to have lunch along the pier afterward. My favorites are Tavern & Table and Wreck of the Richard & Charlene (the latter opens for dinner only).


Local’s Tip: Shem Creek is also a fantastic spot for sunset views. If you prefer, switch the order and end your day here with dinner and a sunset walk along the boardwalk, with views of Charleston Harbor and the Ravenel Bridge.


OR


Land. Exploring Charleston's Plantations

Alternatively, after breakfast, you may wish to return to your room to freshen up before visiting Charleston’s historic plantations along the Ashley River. Dating back to the 1600s, these sites are rich with complex history and natural beauty, featuring centuries-old live oaks draped in Spanish moss, formal gardens, and cypress swamps. The historic homes at Drayton Hall, Magnolia Gardens, and Middleton Place offer tours that share the stories of the people who lived and worked there, including the enslaved individuals whose labor shaped these estates. These tours offer a deeper understanding of the lives, resilience, and contributions of the enslaved, whose stories are an integral part of Charleston’s history. Middleton Place also has an on-site restaurant, and all three plantations welcome picnics.



Pause Point: As you explore the beauty of these historic gardens, take a moment to consider the hands that cultivated them, honoring both the resilience and artistry that shaped these landscapes. How does the serenity of this setting add depth to your Charleston experience?


OR


Military and War HistoryTours in Charleston

For history enthusiasts, the Sullivan’s Island area also offers fascinating military sites to explore. Visit Patriot’s Point Naval & Maritime Museum, Fort Sumter, Fort Moultrie, or the USS Yorktown to dive into Charleston’s military heritage.



4. More Tours or Wandering South of Broad

By this point, you’ve had a full Charleston experience and may want to keep exploring with a relaxed pace. You could embark on another tour, or simply wander the charming Charleston streets South of Broad, discovering hidden gardens, alleyways, unique shops, and eateries that capture Charleston’s character.


Local’s Tip: The South of Broad area is home to some of Charleston’s most beautiful residences and historic architecture. It’s also a peaceful, residential area—so please be courteous, remembering that people live in these homes.


Or, take a stroll along King Street for some shopping and souvenir hunting.




OR an Indoor Option with Local Coffee Shops and Bakeries

If you’re visiting during Charleston’s warmer months, you might prefer a break from the heat. Consider relaxing in one of Charleston’s cozy coffee shops or bakeries—or maybe even visiting a few! You could also return to your room to rest and refresh before dinner.


Pause Point: Imagine yourself strolling through Charleston’s quieter streets, the warmth of the afternoon softened by the shade of live oaks. Hidden gardens and historic facades invite you to pause, take a deep breath, and savor the slower pace. What unexpected details might you find tucked away in this part of the city?


5. Winding Down Your Final Day of 2 Days in Charleston

For your final dinner in Charleston, consider revisiting the restaurant options from Day 1 and choosing a spot you didn’t get to try. Afterward, end your two-day trip with a peaceful walk down Church Street (or King or Meeting) to The Battery for a sunset view, or take a relaxed stroll along King Street for a bit of evening shopping and exploration.

Alternatively, a sunset boat tour or dinner cruise offers a unique perspective on the city from the water—a memorable way to close out your last evening in Charleston.


Local’s Tip: Some of the busiest spots in Charleston, like the City Market and King Street, draw large crowds. While they’re worth a visit, for a quieter experience, take time to wander South of Broad or near Broad Street, where Charleston’s charm feels especially tranquil.


Pause Point: As you savor your last evening in Charleston, imagine the glow of the city as twilight settles over the historic streets. What moments from your visit will linger with you as you bid Charleston farewell?


Rainbow Row in Charleston a stop on a 2 day itinerary to Charleston
Rainbow Row, one of the Iconic Stops along the way on this 2 day Charleston SC itinerary

Final Thoughts on 2 Days in Charleston from a Local

As a local who spent over 25 years visiting Charleston before making it my home, I can honestly say there’s always more to discover in this charming city. This two-day itinerary covers some of my favorite spots, streets, and experiences, giving you a taste of Charleston’s iconic sights and hidden gems. I hope this guide helps you enjoy your visit and inspires you to return many times. If you have any questions or need further recommendations, feel free to reach out to me on Instagram or by email—I’m always happy to help.

 

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