Charleston, with its timeless allure and captivating beauty, is the perfect destination for a romantic getaway in Charleston. Imagine two days immersed in the elegance of the Holy City, where historic cobblestone streets wind through neighborhoods shaded by centuries-old oaks. Begin your journey with a stroll along The Battery promenade, where gentle breezes from Charleston Harbor and the pastel hues of Rainbow Row create a picture-perfect backdrop for moments shared with your beloved.
Each day is thoughtfully curated to inspire intimacy and delight. From candlelit dinners at renowned Lowcountry restaurants to carriage rides through Charleston’s storied streets, you’ll find countless ways to connect while exploring the city’s rich history and charm. Whether savoring a sunrise on Sullivan’s Island or discovering hidden gardens South of Broad, this 2-day itinerary for a romantic weekend in Charleston offers the perfect blend of cultural elegance and romantic enchantment.
This guide will lead you through a thoughtfully planned weekend of charm and elegance, featuring romantic accommodations, exquisite dining options, serene walks, and handpicked experiences designed to make your time in Charleston truly memorable.
Romantic Accommodations in Charleston
Begin your romantic getaway by checking into one of Charleston’s most enchanting hotels. Whether you prefer the Gilded Age grandeur of Wentworth Mansion, the mid-century elegance of The Dewberry, or the boutique charm of Zero George Street, these accommodations set the stage for an unforgettable stay.
Take a moment to settle in and enjoy the luxurious ambiance of your chosen retreat before heading out to explore the beauty and history of Charleston.
Day 1: Historic Elegance and Timeless Romantic Charm
Morning: Historic Elegance at Middleton Place
The first stop on your romantic getaway in Charleston at Middleton Place, a National Historic Landmark located along the Ashley River, renowned for its meticulously manicured French-inspired gardens and timeless elegance. Stroll hand-in-hand through America’s oldest landscaped gardens, where symmetrical paths wind through seasonally blooming camellias, vibrant azaleas, colorful hydrangeas, and a plethora of other flora. Pause to take in the serene reflecting pools, the grandeur of the live oaks—some over a century old and draped in Spanish moss—creating an enchanting backdrop for quiet moments together.
Meander by the Ashley River, where the gentle lapping of the water complements the tranquil beauty of the landscape. Explore the Middleton Place House Museum, a preserved slice of Charleston’s past, offering a glimpse into the lives of the Middleton family and the estate’s storied history. For couples who appreciate nature and history, Middleton Place provides the perfect blend of romance and cultural richness.
Tip: Plan your visit in the early morning to experience the gardens at their most serene, with soft light and fewer visitors, ensuring an intimate experience.
Pause Point: Find a secluded bench or shaded spot beneath an ancient tree. Reflect on the enduring beauty of nature and enjoy the quiet together.
Midday: A Charming Lunch in the Historic District
Head into Charleston’s historic district and enjoy lunch at a charming bistro, such as 82 Queen, renowned for its classic Lowcountry cuisine and inviting ambiance. Opt for a courtyard table to enjoy a private and intimate setting, or request a reservation in the Green Room for a refined atmosphere that perfectly complements your romantic getaway in Charleston.
Romantic Keepsakes
Take home a piece of Charleston’s natural beauty and craftsmanship by choosing a sweetgrass basket handwoven by Gullah artisans. These intricate works of art, a Lowcountry tradition, are not just functional but deeply meaningful. Find them at the Charleston City Market, the Preservation Society shop at the corner of Queen and King Streets, or from independent artists who bring their heritage to life throughout the city. A sweetgrass basket is a timeless keepsake, connecting you to the history and artistry of Charleston.
Afternoon: Timeless Romance Along The Battery
Step into Charleston’s storied past with a private horse-drawn carriage ride, a quintessential experience during your romantic getaway in Charleston. Your guide will share fascinating tales of the city’s history and architecture. This intimate journey through Charleston’s charming streets offers a glimpse into its rich cultural heritage.
Afterward, take a leisurely walk along The Battery, where the cool harbor breeze and stunning views of Rainbow Row and Fort Sumter set the perfect tone for romance. Stroll through Battery Park (White Point Gardens), pausing in the iconic gazebo for a quiet moment together as you look out over the water and lush surroundings.
Tips:
In winter, schedule your carriage ride for the afternoon to enjoy brisk yet comfortable temperatures.
During warmer months, plan your ride in the early morning or evening to avoid the heat.
The Battery provides a picturesque backdrop for keepsake photos or a peaceful and romantic picnic under the shade of ancient oak trees.
Evening: Dining and Strolling Under the Charleston Lights
{photo credits left to right: Husk Charleston, Hank's Seafood Restaurant, Peninsula Grill}
For dinner, immerse yourselves in the culinary artistry of Charleston at one of its most romantic restaurants. Consider Husk, Hank’s Seafood, or Peninsula Grill, each renowned for their elegant ambiance and thoughtfully curated menus that highlight Lowcountry flavors. For additional inspiration, explore this guide to fine dining restaurants in Charleston to find the perfect spot for your evening meal.
After dinner, take a quiet stroll through the gas-lit streets of the French Quarter or along Waterfront Park, where the gentle sound of lapping waves and the glow of city lights create a dreamy atmosphere. Alternatively, wander through the quieter streets South of Broad, a favorite pastime of locals, where the historic homes and lush gardens add an extra layer of charm to your evening.
Then, consider rounding out your evening with a shared dessert or a quiet drink with a view. Explore Charleston’s rooftops or intimate spots for a sweet ending to your romantic night. For ideas, see our guides to Charleston’s best rooftop views and best spots for Charleston desserts.
Tips:
A walk through the quieter streets South of Broad is one of my favorite pastimes in Charleston. Discover the top streets in Charleston to explore and loved by locals for a romantic stroll in this guide.
Waterfront Park provides a serene backdrop for a memorable moment—pause to sit on the swings along the pier or beneath the towering oaks on the park benches.
Pause Point: If you’re near Waterfront Park, sit for a moment on the swings or benches and let the day settle into a cherished memory. The sound of the water and the gentle glow of the city lights make it the perfect place to reflect on your romantic getaway in Charleston.
Day 2: Charleston’s Cultural Depth and Coastal Beauty
Morning: Sunrise Tranquility and Cultural Gems
{photo credits: Monica Edwards}
Start your day with a peaceful sunrise stroll along Sullivan’s Island Beach, where the soft morning light and gentle waves create a serene and romantic atmosphere. Walk hand-in-hand along the shoreline, taking in the tranquil beauty of the Atlantic as the day begins.
Afterward, enjoy breakfast at one of Charleston’s beloved spots. If you prefer to stay near Sullivan’s Island, head to Page’s Okra Grill in Mount Pleasant for a hearty Southern breakfast.
Alternatively, return downtown to Poogan’s Porch or Millers All Day, where you can savor fresh, locally inspired dishes in a cozy and welcoming setting. For a more intimate option, start your day with a leisurely breakfast at your hotel.
{photo credits: Monica Edwards}
Next, immerse yourselves in Charleston’s rich history and art. Visit The Gibbes Museum of Art, where an inspiring collection of Southern art and rotating exhibitions awaits. Then, step back in time with a tour of the Nathaniel Russell House, a Federal-style masterpiece where intricate details, grand architecture, and period furnishings offer a glimpse into Charleston’s storied past.
Tip: Reserve tickets in advance for museums and historic homes to ensure availability, especially during peak travel seasons.
Pause Point: At the Nathaniel Russell House, take a moment to soak in the natural light cascading through the tall windows of the second-floor entertaining rooms, where history and elegance converge.
Seasonal Charm
Charleston is a city of romance in every season, offering unique opportunities for couples year-round. In spring, stroll through gardens awash in vibrant blooms of wisteria and azaleas, where nature comes alive in breathtaking colors. Fall brings cooler weather and golden hues, making it perfect for outdoor adventures and leisurely walks. For a quieter, more intimate experience, visit in winter, when the city’s moderate temperatures create the ideal backdrop for exploring historic gardens and cozy indoor retreats.
Midday: A Relaxing Culinary Experience
{photo credits: Monica Edwards}
Pause for lunch at a tucked-away spot like Sorelle’s Mercato, where you can dine alfresco on the sidewalkand enjoy a relaxed yet elevated Italian-inspired meal. For a more refined, yet equally inviting experience, reserve a table at Magnolias, where fresh, locally inspired dishes are served in an elegant setting that embodies Charleston’s culinary artistry.
Tip: At Magnolias, request a table by the windows overlooking East Bay Street for a touch of charm. At Gaulart & Maliclet, be sure to try the French Onion Soup—a favorite among locals.
Afternoon: Peaceful Strolls and Scenic Adventures
{photo credits left to right: Monica Edwards, Cypress Gardens}
Spend your afternoon soaking in Charleston’s natural beauty and quiet charm. Head to Hampton Park, one of the city’s largest and most picturesque parks, where vibrant blooms and shaded oak-lined paths create an idyllic setting for a romantic stroll.
For a more adventurous option, take a short drive to Cypress Gardens and paddle through the enchanting blackwater swamp. Surrounded by towering cypress trees draped in Spanish moss, this peaceful setting feels like stepping into another world—a truly memorable experience to share together.
Tip: At Hampton Park, bring along a picnic to enjoy under the oaks or on a cozy blanket by the flower beds. Your hotel may be able to arrange this for you.
Pause Point: As you paddle through the enchanting swamp at Cypress Gardens, take a moment to appreciate its cinematic beauty. This peaceful setting, framed by mirrored waters and cypress trees, was featured in The Notebook’s famous rowboat scene—a fitting backdrop for your own romantic moment.
Romantic Keepsakes
Commemorate your romantic weekend in Charleston with a keepsake that captures the city’s elegance and charm. Visit Croghan’s Jewel Box, a historic King Street institution, to explore their handcrafted jewelry, including the iconic Goldbug Collection, which embodies Charleston’s distinctive character. Alternatively, frame a photo taken in front of the Nathaniel Russell House or along The Battery to preserve the memory of your time exploring Charleston’s rich history and scenic beauty.
Evening: Coastal Elegance to End the Day
{photo credits, left to right:Circa 1886; sunset by Monica Edwards}
For dinner, indulge in one of Charleston’s refined dining experiences. Consider Sorelle for modern Italian elegance, Circa 1886 for historic charm with a seasonal menu, or Chez Nous for a cozy, intimate setting with a daily changing menu. For more inspiration, explore this guide to Charleston’s finest dining spots to plan your perfect romantic evening.
End your romantic weekend in Charleston with a memorable evening filled with charm and elegance. For a breathtaking sunset, book a private cruise where you can watch the city glow as the day fades into night. If you prefer to stay on land, consider a stroll along the Charleston Harbor at The Battery or relax at a scenic spot like White Point Garden, where the evening light adds a golden hue to the historic surroundings.
Tip: Plan your evening based on the seaon. In winter, the sun sets as early as 5:13 p.m. and in summer as late as 8:33 p.m. And remember, the best time to watch the sun set is during the hour prior to the actual setting of the sun. This time is called "the golden hour" and is when the sky is most vibrant with colors.
Pause Point: Before the day ends, find a quiet spot to share your favorite memory from the trip. Whether it’s a stolen moment at the Nathaniel Russell House, a laugh shared over dinner, or the serene beauty of the sunset, this reflection will make your getaway even more special.
Cherishing Your Romantic Getaway in Charleston
As your time in Charleston comes to a close, the memories you’ve created—strolling through historic streets, savoring exquisite Lowcountry cuisine, and sharing quiet moments by the water—will linger long after you’ve left. This enchanting city, with its timeless charm and cultural richness, offers the perfect backdrop for romance, making every moment feel special and unforgettable.
Whether you’re drawn to the elegance of its historic homes, the beauty of its gardens, or the serenity of its coastal views, Charleston provides endless opportunities to connect and create lasting memories. Your romantic getaway in Charleston is just the beginning of a love affair with this captivating Southern city.
