August 8, 2024

Charleston, South Carolina, is a treasure trove of history, culture and charm. It’s a city full of character and adventure. Most excitingly, it’s just a short drive from the beautiful Isle of Palms. Whether staying in one of our luxurious vacation rentals or just starting to plan a visit, the Holy City offers experiences that will make for an unforgettable day trip during your time in the Lowcountry.

Morning: Dive into History

Breakfast at Callie’s Hot Little Biscuit

Start your day with a Southern staple at Callie’s Hot Little Biscuit. Located in the bustling City Market, this quaint spot offers a variety of biscuits that are sure to satisfy. Try their classic buttermilk biscuit or indulge in a savory selection of pimento cheese.

Stroll Through the Historic District

After breakfast, take a stroll through Charleston’s Historic District. Begin at the Charleston City Market, where you can browse local crafts and goods. From there, make your way to Rainbow Row, a series of colorful historic houses perfect for a photo op.

Visit a Historic House Museum

There’s no better way to immerse yourself in Charleston’s rich history than with a visit to one of our many historic house museums. The Nathaniel-Russell House and the Aiken-Rhett House offer guided tours that provide insight into the city’s past and its beautifully preserved homes.

Afternoon: Embrace the Culture

Lunch at Fleet Landing

Head to Fleet Landing for a waterfront lunch with stunning views of Charleston Harbor. Located in a former naval building, this restaurant offers fresh seafood and Lowcountry favorites, like classic shrimp and grits.

Explore the Battery and White Point Garden

Next, take a short drive to The Battery, a defensive seawall and promenade. Walk along the waterfront, taking in views of Fort Sumter and the stately mansions that line the street. White Point Garden, located at the southern tip of The Battery, is a beautiful park filled with monuments and live oak trees draped in Spanish moss.

Shopping on King Street

No trip to Charleston is complete without a bit of shopping. King Street is the city’s premier shopping destination, offering a mix of high-end boutiques, antique stores and local shops. Whether you’re looking for a unique souvenir or a new outfit for the night out, you’ll find it here.

Nightlife: Experience Charleston After Dark

Dinner at Husk

For dinner, treat yourself to an exceptional meal at Husk. Located in a historic building, Husk focuses on redefining Southern cuisine with locally sourced ingredients. The ever-changing menu ensures a fresh and unique dining experience every time.

Drinks at The Rooftop at The Vendue

End your day with a drink at The Rooftop at The Vendue, a rooftop bar offering panoramic views of Charleston. Enjoy a craft cocktail as you watch the sunset over the city, providing the perfect conclusion to your day trip.

Heading Back to Isle of Palms

After a day of exploring Charleston, head back to the tranquility of Isle of Palms. Our vacation rentals offer the perfect retreat to relax and unwind, ensuring you’re refreshed for another day of Lowcountry adventures.

Discover History in the Heart of the Lowcountry

Founded in 2009, Deserving Vacations property management has welcomed over 28,000 individual guest reservations across our diverse portfolio of properties and garnered thousands of 5-star reviews. Curious to learn more about Isle of Palms or have specific questions? Don't hesitate to reach out to us! You can contact Deserving Vacations at 843-906-1227, email us at nathan@deservingvacations.com, or use the convenient contact form located at the bottom of our website. Join us on this exciting journey as we continue to redefine excellence in the vacation rental industry!