Curator’s statement
Charleston, SC is romantic because of its historic charm, scenic waterfront and picturesque streets lined with cobblestones and oak trees. The city’s timeless beauty, intimate atmosphere and timeless vibe make this getaway destination memorable.
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Day 1: Arrival & classic Charleston romance
Morning: Arrive in Charleston and check into a romantic stay
The Spectator Hotel – luxurious, 1920s-style with butler service.
Zero George – charming, historic inn with a serene courtyard.
Afternoon: Light lunch at The Harbinger Café (adorable spot with pastries & charcuterie).
Explore South of Broad: stroll hand-in-hand past pastel homes, cobblestone streets and Rainbow Row. Visit White Point Garden and swing under the oak trees.
Evening: Sunset private carriage ride through the historic district (super charming and intimate).
Dinner at Husk – upscale Southern cuisine in a historic home.
Optional: End with cocktails at The Bar at The Spectator — dark, moody and elegant.
Proposal moment idea: Just after the carriage ride in Waterfront Park, under the famous pineapple fountain or on a bench by the harbor as the sun sets.
Day 2: Seaside love & intimate adventures
Morning: Breakfast in bed or a cozy brunch at Millers All Day. Head out to Sullivan’s Island for a calm, romantic beach morning. Bring a blanket and coffee to watch the waves roll in. Stop by The Co-Op for a midday frosé fix.
Afternoon: Spa session for two at The Spa at Belmond Charleston Place or Wild Dunes Spa. Return to your stay and relax in a robe with a glass of wine.
Evening: Dinner on the water at Fleet Landing or The Obstinate Daughter (if you’re still on the island). After dinner, take a sunset harbor cruise — just the two of you with wine, ocean breeze and golden skies.
Proposal moment idea: On the deck of the boat during golden hour with the Ravenel Bridge in the background.
Day 3: Garden dreams & farewell feels
Morning: Light breakfast at Clerks Coffee Company, then head to Middleton Place or Magnolia Plantation.
Walk through America’s oldest landscaped gardens, take in the reflections on the water and maybe pack a picnic.
Afternoon: Grab lunch at 82 Queen – tucked away with a hidden garden courtyard. Explore local art galleries or do some last-minute shopping on King Street.
Evening: Final romantic dinner at Zero Restaurant + Bar – cozy, candlelit, unforgettable tasting menu.
Toast to your love with champagne under the stars back at your hotel or on your private balcony.
Extra touches: Arrange for a flower bouquet or champagne in the room or have rose petals and candles set up for your return after dinner.
Need to know
The best time to visit Charleston, SC, is during the spring or fall, when the weather is just right for exploring, and the city comes alive with plenty of festivals and special events. Charleston is in the South, which has a mild, balmy climate all year round.
Optional add-ons:
Couples’ photography session in the historic district or on the beach.
Love letter scavenger hunt ending with your proposal.
Cooking class for two at Zero George.
Travel Advisor
Hannah Bogle
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For more inspiration and insider recommendations, visit our Charleston page.