Weekend Couples Itinerary
Located in the heart of Charleston, Hotel Bennett invites you to experience three days of thoughtfully planned moments designed for connection and relaxation. From spa treatments and rooftop cocktails to walks along cobblestone streets and sunset cruises on the harbor, this curated itinerary offers a stylish introduction to the city's enduring charm. Discover the elegance, comfort, and warm hospitality that make Charleston an unforgettable destination for a couples’ escape.
Day 1: Morning
Start your day at The Spa at Hotel Bennett, where a soothing couples’ massage sets the tone for a serene and restorative getaway catered to your specific wellness journey. Afterwards, head to Gabrielle for a leisurely breakfast featuring signature dishes like Eggs Bennett and Gabrielle Avocado Toast.
Day 1: Afternoon
Spend your afternoon just steps from Hotel Bennett at the lively Saturday farmers market in Marion Square, where you can browse local goods and craft a custom bouquet at Sweet Jessamine Flower Truck. From there, continue your stroll down King Street, celebrated for its charming boutiques, antique shops, and galleries. Spend the rest of the day discovering unique finds, pausing for a coffee or a light bite at one of the cozy cafés along the way.
Day 1: Evening
End your day on a high note at Fiat Lux, Hotel Bennett’s sophisticated rooftop bar. Toast to your time together with handcrafted cocktails and shareable small plates. As the sun sets over Charleston’s historic skyline, take in the view and savor the moment side by side.
Day 2: Morning
Begin your morning with a delicious breakfast at La Patisserie, where you can enjoy buttery croissants, seasonal pastries, and expertly brewed coffee in a charming, Parisian-inspired setting. Then, take a short stroll to the Charleston City Market, a historic marketplace perfect for experiencing the city’s culture and picking up unique handcrafted goods like sweetgrass baskets and local art.
Day 2: Afternoon
In the afternoon, hop into a pedicab and wind through Charleston’s most picturesque alleyways, where cobblestone paths and ivy-draped walls evoke the charm of a bygone era. Longitude Lane feels like a hidden portal to the 17th century, while nearby Philadelphia Alley, so tucked away that even many locals miss it, offers a quiet, romantic escape and a perfect spot for capturing unforgettable photos.
Day 2: Evening
Take a scenic boat cruise along the beautiful Charleston Harbor as the sun begins to set. Charleston Harbor Tours offers a relaxing way to experience the water views and Charleston’s historical landmarks, such as Fort Sumter and the Ravenel Bridge.
Day 3: Morning
Indulge in a delicious breakfast at Virginia's on King, with Southern classics like shrimp and grits or fluffy biscuits and gravy. After breakfast, head back to the hotel to unwind and take a refreshing dip in the rooftop pool. Lounge in one of the private cabanas, soaking in the sun while enjoying the stunning views of the city.
Day 3: Afternoon
Take a short stroll from the hotel to The Battery, a celebrated waterfront area known for its charming views. Along the way, pass Rainbow Row, where the colorful pastel facades of 18th-century homes reflect Charleston’s distinctive character. Continue along the promenade, admire the historic mansions lining the route, and enjoy a peaceful walk through White Point Garden a quiet spot to unwind and take in the beauty of the city and its harbor.
Day 3: Evening
Finish your Charleston getaway with a memorable meal at one of Hutson Alley’s signature restaurants like Coast or Rue de Jean. To cap off your evening, stop by Camellias, South Carolina’s most Instagrammable bar, for champagne and perhaps a signature 24k gold martini.