The Obstinate Daughter The Proper Stays Charleston Guide Charleston Beaches and Day Trips Every island has its own personality. Pick your day trip, and we will tell you where to eat when you get there.
20 local picks 7 categories Interactive map Updated October 2026
Poe's Tavern Mex 1 Coastal Cantina Jump to Sullivan's Island 4 Isle of Palms 3 Folly Beach 3 Mount Pleasant 3 Park Circle 3 Kiawah & Seabrook 3 Places to Swim Downtown 1
Our picks (numbers match the list below) Proper Stays homes nearby
Sullivan's Island 4 picks Quiet, residential, and 15 minutes from downtown. Wide beach, no hotels, and a short strip of very good restaurants.
1 Reservations recommended
The Obstinate Daughter 2063 Middle St
Inventive coastal cooking upstairs; gelato downstairs at Beardcat's.
2 Poe's Tavern 2210 Middle St
Burgers and beers in honor of the island's most famous soldier, Edgar Allan Poe.
3 Mex 1 Coastal Cantina 2205 Middle St
Baja tacos and margaritas after a beach day.
4 The Co-Op 2019 Middle St
Grab-and-go sandwiches and frose for the sand.
Isle of Palms 3 picks A classic family beach town with a livelier boardwalk. About 25 minutes from downtown.
5 Reservations recommended
The Boathouse at Breach Inlet 101 Palm Blvd
Local seafood and sunset views over the inlet.
6 Live music
The Windjammer 1008 Ocean Blvd
Beachfront bar with volleyball courts and live bands.
7 Acme Lowcountry Kitchen 31 J C Long Blvd
No-frills shrimp and grits a block from the sand.
Folly Beach 3 picks The bohemian one. Surf shops, food trucks, and a fishing pier, 20 minutes south of downtown.
8 Live music
Chico Feo 122 E Ashley Ave
Open-air island cooking with live music and a festival feel.
9 Lost Dog Cafe 106 W Huron Ave
All-day breakfast and a wall of dog photos.
10 Taco Boy 15 Center St
Tacos and frozen screwdrivers steps from the pier.
Mount Pleasant 3 picks Across the Ravenel Bridge. Shem Creek shrimp boats, waterfront decks, and easy parking.
11 Walk from our homes Reservations recommended
Post House 101 Pitt St
A charming Old Village inn with a New American menu.
12 Walk from our homes
Red's Ice House 98 Church St
Dockside seafood and cold beer over Shem Creek.
13 Walk from our homes Reservations recommended
Tavern & Table 100 Church St
Rustic-chic plates on the creek. Watch the dolphins at dusk.
Park Circle 3 picks North Charleston's most walkable neighborhood, built around a mile-wide 1912 circle. Breweries and front porches.
14 The Codfather 4254 Spruill Ave
Proper British fish and chips from an unassuming specialist.
15 King BBQ 2029 Carver Ave
Chinese barbecue traditions meet Carolina smoke.
16 Madra Rua Irish Pub 1034 E Montague Ave
A proper pint and a proper pour.
Kiawah & Seabrook 3 picks Forty-five minutes south: golf, tennis, bike paths under the oaks, and ten miles of protected beach.
17 The Sanctuary at Kiawah 1 Sanctuary Beach Dr
Resort dining, spa days, and ocean-view cocktails open to visitors.
18 Freshfields Village 165 Village Green Ln
Shops, restaurants, and green-space concerts between the two islands.
19 The Salty Dog Cafe 1882 Andell Bluff Blvd, Johns Island
Waterfront seafood at Bohicket Marina on the way home.
Places to Swim Downtown 1 picks No pool at your home? The Ryder Hotel downtown welcomes Proper Stays guests at its pool: just tell the front desk you are staying with us. It is also a lovely first stop if you arrive before check-in. Drop your bags, order a cocktail and a bite, and enjoy a little hotel scene before settling into your own private home.
20 Walk from our homes
The Ryder Hotel 237 Meeting St
Palm-lined pool deck in the middle of downtown, with frozen drinks and poolside bites from Little Palm.
Stay the Proper Way Furnished homes near these spots Fully furnished monthly rentals, 30+ nights, managed by our local team.