The Perfect Itinerary for a Memorable Day in Charleston

Charleston (AKA The Holy City) is a city with a lot to offer. From the food to the history to the scenic views, there is something for everyone in this city. And while one day may not seem like enough time to explore everything that Charleston has to offer, we have put together the perfect itinerary for a memorable day in this beautiful city.

We know that visitors of the Rosé Getaway are looking for healthy mix of relaxation and fun. And one of the best ways to experience Charleston is by eating, drinking, and walking your way through it. With all that in mind, we’ll take you through what we think is the perfect day in Charleston, S.C.

Begin with a stretch (or not) & caffeine kick at Harken Café

For the more ambitious vacationer, a great way to start the day is with a sweat sesh. A five-minute walk will have you and your friends at the doors of The Works, a soulful sweat studio with class options including yoga and HIIT.

If sleeping in is more your style, we are not here to judge. Stay cozy underneath the covers on our luxury Saatva mattresses while catching those extra zzz’s.

Whether you decided to sweat it out or snuggle down, head down to Harken Café for a caffeine kick and a rich selection of the most delicious pastries and light breakfast items.

Take a stroll along Waterfront Park

Now that you’ve gotten some sustenance, head over to Charleston must-see Waterfront Park. Stroll down the pier and relax on the swings overlooking the water. Keep walking to dip a toe in the pineapple fountain and check out the beautiful architecture of the Battery and Rainbow Row. Take advantage of the scenery and make sure to get in a photo op before walking through White Point Garden.

Eat, drink, and shop merry on King Street

Make your way over to the always-bustling King Street where the next stop is 167 Raw Oyster Bar. Here you’ll be served up the freshest seafood by the hippest bartenders and servers. It’s an experience that feels warm and intimate with every detail thought through-but it will require a wait. They don’t take reservations, but you can add your name to the list, and they’ll call when your table is ready. So, what better way to pass the time than by doing a little shopping? Right down the street, you’ll find a well-curated selection of women’s clothing brands at Beau & Ro. And if you go a bit further, you’ll walk into arguably Charleston’s most cozy store, LAKE, celebrating pajama perfection.

Grab a cocktail at The Dewberry’s Citrus Club

Refreshed and revived, it’s time to head back out. A little over a half mile walk or quick pedicab ride away is The Dewberry, a luxury hotel with mid-century vibes. There you can head up to their whimsical rooftop cocktail lounge, Citrus Club. As the highest rooftop in Charleston, you can take in the views while sipping a Bridge Runner.

Indulge in dining & nightlife on Upper King Street

From there, it’s on to dinner. The options in Charleston are endless with some of the best located right outside 182 Saint Philip Street’s door. For a high-end, European feel, reserve a spot at Chez Nous. Want all the seafood one weekend can handle? Drop by The Ordinary. Or for a place that’s sure to accommodate any size party, try relaxed Italian at Indaco.

After that, it’s up to you! You can head back to the Rosé Getaway for a relaxing night in chatting in the courtyard or keep the party going at any of Charleston’s late-night haunts like Ink Cocktail Lounge, Vintage Lounge, the Cocktail Club, and more. The best part? All the options only steps from your home away from home at the Rosé Getaway.

Pack even more of Charleston’s best into your day

If that’s simply not enough, here are five iconic ways to experience Charleston.

1. Take a horse-drawn carriage tour - Rest your feet while exploring some of Charleston’s most historic streets. Carriage tours are offered all day with guides sharing stories of the Holy City’s past.
2. Explore the Charleston City Market - The Charleston City Market is a must-see for any visitor where you can shop for souvenirs, soak in local culture, and get to know local artisans. It’s also where you can see Gullah artisans crafting intricate sweetgrass baskets and snag one of these quintessential Charleston treasures to take home with you.  
3. Visit a historic landmark - Charleston’s history is as vibrant as it is eye-opening. Take time to explore periods of historical significance by visiting landmarks like the Old Slave Mart Museum, Nathaniel Russell House, or the Old Exchange & Provost Dungeon.
4. See Charleston from the water - If you really want to get the full Charleston experience, then you’ve got to get out on the water. Take your pick from sailboat cruises, sightseeing cruises, and sunset dining cruises through Charleston Tours & Events.
5. Take in the Charleston art scene - Whether you head to the Gibbes Museum of Art or explore some of the many local artist’s galleries throughout the city, you can experience all aspects of the city’s vibrant art scene.

Charleston is a city full of history, culture, and charm. Over the years, Charleston has been featured on many "best-of" destination lists over the years and that's because there's something here for everyone to enjoy! By following our suggested itinerary, you're sure to have a memorable day during your stay in the Holy City. From savoring southern cuisine to exploring iconic landmarks, we guarantee you'll fall in love with Charleston just like we did!Safe travels!