Charleston

Check In | Hotel Bennett

Drop the bags, change, and give everyone an hour to settle in. The weekend works best when you start right in the middle of King Street.

KALLAN NOTE If someone arrives early, send her to La Pâtisserie for coffee or a pastry instead of creating a whole extra stop.

5:15 PM | Champagne at Camellias

Make the first drink of the weekend the pink room. Order bubbles, caviar fries or a little something to share and let this be the official start.

KALLAN MOVE Evening lounge service is first come, first served. Go close to opening on Friday instead of trying to squeeze it in later when the room is full.

7:15 PM | Dinner at Legami

Walk a few blocks up King for a lively Italian dinner with cocktails, shareable plates and a room that actually feels like the beginning of a night out.

KALLAN PICK Ask for the Garden, Palm Room or upstairs Lounge if you can. The Lounge is especially good for a group that wants the energy to build after dinner.

11:00 AM | Boozy Brunch at Bodega

Sleep in a little, then start with the high-energy brunch. Think espresso martinis, mega mimosas and the kind of room that can handle a group having a very good time.

KALLAN MOVE This is not the quiet brunch. That's the point. For a larger group, inquire ahead instead of assuming you'll walk straight in.

1:00 PM | King Street Shopping

Work your way down King Street and keep the list edited: Hampden for fashion, Croghan's for jewelry, Worthwhile for something unexpected, then let the group wander a little.

KALLAN NOTE Don't turn shopping into a six-hour mission. Two good hours keeps the day fun and leaves enough energy for the night.

4:00 PM | Carriage Ride

Give your feet a break with a one-hour historic carriage ride. It is touristy in the best way for a first girls trip — sit down, see the city and reset before getting ready.

KALLAN MOVE Book ahead. Charleston assigns carriage routes, so you don't choose the exact streets you'll see — just enjoy the ride.

5:30 PM | Reset at the Hotel

Back to Hotel Bennett. Shower, change, charge phones, regroup. Do not add another bar here — you have a long night ahead.

8:30 AM | Coffee at Babas on Cannon

Start with espresso and something small, then head straight into the KALLAN walk before the heat and crowds build.

9:15 AM | The KALLAN Walk

Babas → Waterfront Park → Rainbow Row → The Battery → White Point Garden → Tradd Street → Philadelphia Alley → King Street.

KALLAN MOVE Keep this one unhurried. It is the reset after Saturday night: pretty streets, water, photos and no reservations.

11:30 AM | Spa at The Dewberry

Book massages or facials and let everyone disappear for an hour. The Dewberry Spa is quiet, polished and exactly the right contrast to Saturday night.

KALLAN NOTE Book treatments well before the trip if you want several appointments around the same time.

1:30 PM | Lunch at Citrus Club

Go upstairs after the spa for rooftop cocktails and light lunch. This is where Sunday starts feeling like vacation again.

KALLAN MOVE Lunch reservations are available in the 12–2 window; otherwise seating is first come, first served.

3:30 PM | Optional Pool Afternoon

If the weather is perfect and nobody wants the weekend to end, check ResortPass for Little Palm at The Ryder. It is downtown, social, and has poolside drinks and food.

KALLAN NOTE Pass and cabana inventory changes by date — check before the trip. If day passes aren't offered on your Sunday, a cabana may be the better group move.