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Did you know Charleston is considered one of the most romantic city in the US!  From cozy sidewalk cafes perfect for mornings filled with coffees and pastries, to strolling hand-in-hand through gardens overflowing with camellias, jasmine and magnolias,  and incredible restaurants for those whose “one & only” is also a foodie at heart,  no other southern city offers such an endless array of activities filled with romantic possibilities.

You can discover all of Charleston’s best-kept secrets by downloading the Insider’s Guide to Charleston. This curated guide is bursting with restaurants, activities, and top destinations, and it includes some of our Top 5 favorite things to see and DO in Charleston, for any kind of vacation you can dream of.

Here are some of our favorite ways to experience Charleston when love is in the air.

Indulge in The Best Brunch

Voted the Second-Best Brunch Restaurant in the US, Charleston’s High Cotton serves up classy southern brunch in a soft, romantic atmosphere. Located in the French Quarter of Charleston, this elegant spot surprises and delights brunch go-ers daily. Our favorite offerings are the Chicken and Waffles and the Crabcake Benedict. Keep the celebration going by ordering a bottle of bubbly and the Mimosa Trio.

(Sight) See the Romance!

Spend your days exploring the historic city of Charleston! Book a private horse-drawn carriage tour and learn about the rich history of Charleston from a local. You’ll be an expert in no time. Fans of The Notebook will enjoy a trip to Cypress Gardens. The Gardens are the backdrop of the famous rowboat scene. Take one of the rowboats for a spin yourself while you’re there – it’s the perfect romantic photo op.

 

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A Day Trip for Two

After you’ve made the most of your time in the city, take a day trip to Sullivan’s Island for a beach day! This 2.5 mile beach sits along a charming coastal town with trendy eateries and fun boutique shops. Complete your day trip with cocktails at a new local favorite, The Longboard. At this beautiful escape, you’ll find unique cocktail creations with exotic flavors, and the freshest oysters in town. We recommend cooling down with the Passion Fruit Frosé, the Wadma-Law-Breaker, or the Sullivan’s 1040.

 

Date Night Every Night

A week away means a week of date nights! Charleston is known for its incredible food scene, and these places do not disappoint. We’ve hand-selected the most romantic and memorable Charleston dining to end every night on a high note. Looking for more? Browse our Insider’s Guide to Charleston to see more of our favorite restaurants in the Holy City.

Fine Dining

 

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Elevated Dining

 

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Casual Dining

 

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Nightlife

Rooftop Bars

What’s more romantic than seeing the twinkling lights of the city from above at one of Charleston’s famous rooftop bars?  Delight in handcrafted cocktails, live entertainment, and beautiful views of Charleston skyline.

Dessert Bar

 

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After a delicious dinner in the city, stop by Carmella’s, a trendy dessert bar on East Bay Street —just a short walk from Waterfront Park. A local favorite, this spot is known for its cakes and cannolis, as well as its cocktail offerings. Our favorite pairings are the Espresso Martini and the Cannoli Cake or the Frosé and Lemon Blueberry Cake.

Natural Wine Tasting

If you haven’t tried natural wine yet, we highly recommend that you try Monarch Wine Merchants. Taste, sample, and shop at this neighborhood natural wine shop located King street, Charleston’s popular downtown shopping destination.  From Orange Wine to Rosato, you’re sure to find a new favorite at Monarch.

Stay with the Best

Whether you’re planning a weekend getaway or a month-long visit to the Holy City, you’ll find that our team at Luxury Simplified Retreats goes above and beyond to provide an unforgettable experience. Choose your dream vacation home from an impressive portfolio of high-end properties tucked alongside grand historic homes and some of the top historic sites located on the Charleston peninsula. Each property boasts its own unique character and features stylish furnishings and contemporary décor.

Browse our high-end accommodations and start start planning your romantic getaway today!