Charleston South Carolina is always near the top vote-getters for the “most romantic” cities in America (sources: Travel & Leisure, People Magazine, USA Today).

If she’s a history buff, architecture aficionado or lover of great Southern cooking, you should consider making some marriage proposal magic in Charleston (also known as “The Holy City”).

We’re talking about historic, cobblestone streets with oodles of charm.

Waterfront parks with stately towering oaks and rustic, wrought-iron benches.

Covered, pedestrian bridges for hand-in-hand starlit walks over gurgling creeks.

Stroll past antebellum mansions, restored plantation homes, and three-hundred-year-old brownstone townhouse with national landmark homes on every other block.

Wine bars with live music are all over the place.

Greenery and colorful flowers abound.

romantic proposal ideas in charleston south carolina

(date hints: a) during April and May, azaleas and other beautiful, colorful flowers fill the air and flutter down from the trees in a way that’sabout as chick-flickesque as you can get; b) during late November through Christmas, Charleston has some of the most beautiful Christmas lights this hopeless romantic has ever seen).  


You want specific recos? We’ve got you covered…

Spend a few days or a long weekend at The Planters Inn, the same luxury bed & breakfast where Ryan Phillipe proposed to Reese Witherspoon. This boutique bed & breakfast in the Charleston Historic District was first established in 1803, renovated to 4 star status in the 1990s, and has a genteel southern charm like none other. Romance is practically built-in to every moment with uniformed doormen, private courtyard garden lit by lantern, king-size 4-poster beds straight out of Southern Living Magazine, dozens of working fireplaces, dedicated concierge service and yummy snacks at regular intervals throughout the day—all included in your stay.This place is on all kinds of “best bed and breakfast in America” lists, and often at number one (e.g. Travel & Leisure Magazine 2014). If you let your hosts know ahead of time you plan to propose there, they'll help make your proposal a moment to remember.

Here are some other great places in town to enjoy during your romantic getaway…or locations to propose:

-         Kaminsky's Dessert Café offers the most delicious desserts in town, baked and whipped decadence great with coffee or a proposal question pop;

-          Take her on a carriage ride around historic downtown under the night time sky;

-          Head over to Waterfront Park and grab a swing on the dock, sway in the breeze hand-in-hand as the two of you watch the sunrise over Charleston Harbor;

-          Dining at Bowens Island Restaurant, watching the sun set over tidal creeks while enjoying some fresh, locally-caught steamed oysters (reservations in advance recommended, expect a line out the door from 5pm onward for non-reservation seating).

We hope that these fun and creative proposal ideas for a romantic getaway to CHarleston South Carolina got your romantic juices flowing. Until next time!

P.S. If a marriage proposal is long in the rear-view window...don’t sweat it. You don’t always need a one-in-a-lifetime reason for a romantic couples’ getaway. Just because works, too.


The memories of your proposal will last a lifetime, so when guys want to make it as special as possible with a unique, one-of-a-kind, incredibly romantic and creative marriage proposal idea...we're here to help. And thankfully, so are some of our very generous past customers.

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