Welcome Ron & Harriet to Charleston, South Carolina!

Welcome to our town! We’re so excited to help you explore the Charleston area and narrow down some favorite neighborhoods. Based on our conversations I’ve highlighted some specific areas I would recommend you drive around and get to know! Per our discussion, this is mostly focused on Mount Pleasant and Isle of Palms, with some additional areas sprinkled in.

Emma Falconer | Gentry Todd Group

*note: these driving tours include addresses not specifically for that particular property but the neighborhood/area itself!

Mount Pleasant Driving Tour
James & Johns Island Driving Tour
Daniel Island Driving Tour

Things to Do: December

  1. Drive through the Holiday Festival of Lights at James Island County Park

  2. Visit the Christmas Train and call the North Pole at The Charleston Place

  3. Walk along the beach on Isle of Palms (cooler but beautiful winter walks)

  4. Visit Shem Creek for waterfront views and dolphin spotting

  5. Explore the South Carolina Aquarium Aglow holiday lights event

  6. Shop and stroll the Charleston Farmers Market or holiday markets

  7. Take a holiday carriage tour in downtown Charleston

  8. Watch a performance of The Nutcracker or a Christmas Carol

  9. Drive by decorated homes and neighborhoods: Old Village, South of Broad, and I’on are known for their Christmas Decor.

  10. Enjoy indoor pickleball at Crush Yard (perfect for cooler days)

  11. Grab last minute holiday gifts at Mount Pleasant Towne Center, Freshfields Village, or King Street.

Charleston List of Events

Mount Pleasant

  • I’on

    Snee Farm

    Creekside

    Hobcaw Creek Plantation

    Gate Post (adjacent to old village)

    Hamlin Plantation

    Belle Hall

    Brickyard

    Dunes West

    Park West

    Carolina Park

    Wakendaw Lakes

  • Breakfast/Coffee: Vintage Coffee, Second State, Page’s Okra Grill

    Lunch: Five Loaves, Community Table, Melvins BBQ, Tavern & Table, Sesame Burgers

    Dinner: Post House Inn, NICO, Shellfire, Grace & Grit

  • Whole Foods, Publix, Trader Joes, Harris Teeter, Aldi

  • Shem Creek & Shem Creek Boardwalk, Pitt Street Bridge, Patriots Point Links Golf, Crushyard Pickleball, Mount Pleasant Towne Center, Sullivan’s and Isle of Palm Beaches, Boone Hall Plantation

  • Pitt Street Bridge, Shem Creek Boardwalk and Restaurants, Alhambra, I’on walking trails.

Isle of Palms / Sullivans Island

  • Breakfast/Coffee: Refuge, Sea Biscuit Cafe, Co-Op

    Lunch: Acme, Mex 1, Home Team BBQ

    Dinner: Obstinate Daughter, Coda Del Pesce, High Thyme

  • Harris Teeter, Trader Joes (just off the Isle of Palms Connector)

  • Wild Dunes, Isle of Palms and Sullivans Beach, Sullivans Lighthouse, Fort Moultrie, Fort Sumter and Fort Moultrie National Historic Park, Wild Dunes Golf & Tennis, The Spa at Sweetgrass

  • Both beaches are dog friendly. Sullivan’s beach requires a dog license. Dog hours allowed on beach change with seasons.

James Island

    • Riverland Terrace

    • Stiles Point Plantation

    • Fort Johnson Estates

    • Eastwood

    • Village at Secessionville

    • Clarks Pointe

    • Country Club II

  • Breakfast/Coffee: Millers All Day, Muddy Waters, Huriyali, Baguette Magic

    Lunch: Crust Pizza, Ellis Creek Fish Camp, Martins BBQ

    Dinner: The James, Lowdown Oven, Bowens Island

  • Harris Teeter, Publix, Aldi

  • Folly Beach, James Island County Park , Charleston Outdoor Adventures, Terrace Movie Theater, Charleston Municipal Golf Course, Fort Lamar Historic Preserve, McLeod Plantation.

    Annual Holiday Festival of Lights - James Island County Park (December)

  • Folly Beach, James Island County Park, Petsmart, Scenthound Grooming

Johns Island

    • Headquarters Plantation

    • The Preserve at Fenwick *new construction available

    • Rushland Plantation *new construction available

    • Royal Oaks

    • Briars Creek (golf)

    • Gift Plantation *new construction available

  • Breakfast/Coffee: KISS Cafe, Stono Market, Sunrise Bistro

    Lunch: Tattoed Moose, Minero Mexican, Salty Dog Seabrook Island

    Dinner: Wild Olive, Royal Tern,

  • Harris Teeter, Publix, Aldi

  • Angel Oak Tree, Kiawah Beach, Johns Kayaks & Boat Tours, Charleston Paddleboard, Freshfields Village, Bohicket Marina, Seabrook Island Equestrian Center

  • Beaches

Daniel Island

  • Breakfast/Coffee: Blondies Bagel

    Lunch: Heavy’s Burgers, Wasabi, New Realm Brewing, Agaves

    Dinner: Kings Tide, Sermets, Ristorante LIDI

  • Publix

  • Credit One Stadium, Daniel Island Tennis Club, Daniel Island Golf Club, Public boat to downtown Charleston, Pirate Park

  • very walkable neighborhood with sidewalks

Your Sample Itinerary

Day 1

Historic District Stroll

  • Your Walking Itinerary (Google Map Directions)

  • Drive (~20 minutes) to downtown Charleston’s South of Broad. Embark on a self-guided walking tour (~2 miles, ~1-3 hrs) past Rainbow Row’s pastel homes, Battery Park’s harbor views, and the iconic pineapple fountain— Stops along the way: Sorelle Mercado (coffees), King St Shoppes, Hotel Bennet and/or The Dewberry (lite bites / cocktails).

  • Optional: Private historian-led tour for deeper insights (~$200/couple). We can recommend

Evening: Culinary Introduction

  • Option 1: Husk (76 Queen Street, ~10-minute drive) – Elevated Southern cuisine in a historic setting, featuring dishes like Carolina shrimp or crispy pig ear lettuce wraps. Reservations recommended for 7:00 PM; ~$150–$200/person (excluding wine).

  • Option 2: The Ordinary (544 King Street, ~12-minute drive) – Vibrant oyster hall with raw bar towers and smoked fish platters, perfect for a lively coastal vibe. Walk-ins welcome; ~$80–$150/person.

Day 2

Morning: Breakfast & Sullivan’s Island Exploration

  • For indulgent breakfast, try Vicious Biscuit (409 Coleman Blvd, ~$15–$25/person), or any of the other bfast/coffee options in ‘Mount Pleasant’ below

  • Your Sullivans Itinerary (Google Map Directions)

  • Drive to Sullivan’s Island and cruise using this itinerary. Put your toes in the sand by using the Nature walk through the Dunes. The elbow of the island gives a stunning ocean/harbor view.

Midday: Lunch

  • Option 1: The Obstinate Daughter (2063 Middle Street, ~2-minute drive) – Coastal Italian with local clams and wood-fired pizzas, capturing Lowcountry flavors. Reservations at 12:30 PM; ~$40–$60/person.

  • Option 2: Poe’s Tavern (2210 Middle Street, walkable) – Casual beachside burgers and fish tacos in a lively, laid-back setting. Walk-ins welcome; ~$20–$40/person.

  • Option 3: Old Village Post House (Pitt St, Mt Pleasant) – Contemporary Americana tucked into the heart of Old Village. Reservations at 12:30 PM; ~$50-70/person.

Afternoon: Old Village Mount Pleasant

  • Drive to the Old Village, a charming enclave with historic cottages and tree-lined streets, akin to Falmouth’s quaint village feel. Stroll Pitt Street’s boutiques & stop by the pharmacy for ice cream—then walk the 1/2-mile Pitt Street Bridge (located at the end of Pitt St) for panoramic harbor views. (~1.5 hours).

Evening: Shopping & Fine Dining Downtown

  • Drive to King Street for curated shopping at boutiques, luxury stores, or Charleston Place offering a sophisticated edge over other destinations (~2 hours).

  • Option 1: VERNS – Intimate seasonal tasting menus, blending Lowcountry ingredients with global flair. Reservations at 7:30 PM; ~$150–$250/person.

  • Additional Dinner Options: 167 Raw, Halls Chophouse, Brasserie La Banque, High Cotton.

Day 3

Morning: Breakfast & Daniel Island Tour

  • Breakfast at Beech (315 Island Park Drive, ~10-minute drive on Daniel Island) for acai bowls or smoothies (~$15–$25/person)

  • Explore Smythe Lake, Credit One Stadium, and community spaces. Daniel Island’s blend of modern amenities, parks, and coastal access outshines other relocation options.

Midday: Lunch & Island Leisure

  • Option 1: The Kingstide (32 River Landing Drive, Daniel Island, ~5-minute drive) – Waterfront dining with fresh seafood and local craft beers, showcasing the island’s lively community. Reservations at 1:00 PM; ~$40–$70/person.

  • Option 2: New Realm Brewing (880 Island Park Drive, ~3-minute drive) – Casual brewery with elevated pub fare and Lowcountry views, ideal for a relaxed lunch. Walk-ins welcome; ~$20–$40/person.

Afternoon: Mount Pleasant

  • Explore Mount Pleasant Neighborhoods and Amenities. Mount Pleasant Town Center, Shem Creek, Boone Hall Plantation.

  • Neighborhoods: I’on, Hobcaw, Wakendaw Lakes, Brickyard, Belle Hall, Rivertowne, Dunes West, Park West, Carolina Park. Hamlin Plantation.

Evening: Elevated Southern Farewell

  • Option 1: Halls Chophouse (434 King Street – Charleston’s premier steakhouse with dry-aged cuts and live jazz, offering a sophisticated farewell. Reservations at 7:00 PM; ~$100–$200/person.

  • Option 2: Charleston Grill (224 King Street) – Elegant Southern tasting menus with live music, perfect for a memorable evening. Reservations recommended; ~$120–$220/person.

  • Conclude with cocktails at The Rooftop at The Vendue, toasting Charleston’s skyline and your potential new home.

Guidebook cover titled 'Your Charleston Guide' with a landscape photo of marshland and water in Charleston, South Carolina, with a blue sky in the background.

Welcome to Charleston, South Carolina

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