Whether you are looking for a winter getaway filled with the shimmer and sparkle of Charleston decked out for the holidays, or a peek into the festivities along the beach, we have created a Charleston itinerary that has something for everyone. From a holiday boat parade along the Charleston Harbor to artists & tastemakers at the Holiday Market at Marion Square, or the time honored traditions of Gullah Christmas stories on the Battery, you’ll discover all the magic that comes with spending December in Charleston.
Day 1: Historic Downtown Charleston & Holiday Kick-Off
Morning: Begin your day with breakfast at Millers All Day, a popular spot known for its Southern brunch options and located on King Street, tucked alongside Charleston’s famous shopping and dining corridor.
Afternoon: Enjoy a “Holiday “Sleigh Ride” carriage tour” by Old South Carriage Co. through Charleston’s historic streets adorned with holiday decorations, complete with caroling and festive treats.
Evening: Experience “Aquarium Aglow” at the South Carolina Aquarium, where unique lighting effects transform exhibits into a festive winter wonderland
Day 2: Middleton Place for the Holidays and Candlelight on the Battery
Morning: Relax over a leisurely breakfast at Chef John Currence’s “Big Bad Breakfast,” serving iconic Southern breakfast staples like custom-created meats, southern-style grits, fresh biscuits and preserves, locally roasted coffee
Afternoon: Plan a drive to Middleton Place for a step back in time to experience the beauty of the lowcountry at this beloved historic home, decorated for the Holidays.
Evening: Head to Charleston’s iconic South of Broad neighborhood. Streets lined with Revolutionary War mansions, hidden gardens, courtyards surrounded by intricate Phillip-Simmons ironwork, all decked out for the holidays in the glow of gas lanterns. Here you can experience “Christmas on the Battery: Carols, Candlelight, and Gullah Christmas Stories” at the Edmondston-Alston House. Tour the festively decorated house by candlelight and hear the Charleston Caroling Company. Warm up in the courtyard with wine or hot cider where a local storyteller will perform Gullah Christmas stories.
Day 3: Illumination Charleston & Dock Street Theater
Morning: Head to Marion Square for Charleston’s Holiday Market, held on Saturday mornings, to shop for local crafts and gifts. Add a stop to attend the Charleston Tree Lighting ceremony Dec 05, 2024 5:30 PM – 7:30 PM, to welcome the holiday season at Bennett Hotel overlooking in the square.
Afternoon: December 6-7, tour Charleston’s historic homes decorated for the holidays with Illumination Charleston, https://www.southernlivingilluminationcharleston.com/ which includes exclusive access to the 2024 Southern Living Idea House.
Evening: Conclude with dinner at Husk, where Lowcountry ingredients shine, followed by “A Christmas Carol,” at Dock Street Theatre for an iconic holiday performance.
Day 4: Folly Beach & Holiday Festival of Lights
Morning: Head to Folly Beach and enjoy brunch at Lost Dog Café, a cozy spot with a laid-back surfers vibe, and serves breakfast all day featuring huge breakfast burritos, bagel sandwiches and some really good coffee.
Afternoon: Take a stroll along the beach in search of shark’s teeth and capture some winter beach views, or head to Center Street to explore the local boutiques and surf shops.
Evening: Load the family in the car and visit the “Holiday Festival of Lights,” at James Island County Park and experience the holiday magic of millions of twinkling lights, a sand sculpture, and interactive light displays.
Day 5: Beach walks on Isle of Palms and a Holiday Boat Parade
Morning: Start your day at Sea Biscuit Café for breakfast favorites that the locals love.
Afternoon: Spend the day unwinding on Isle of Palms beach or take a scenic walk along the coastline.
Evening: On December 14th you’ll want to pack hot chocolate and a blanket and head to the Charleston Harbor for the “Holiday Parade of Boats”, where festively decorated boats illuminate the water as they glide past the historic Charleston waterfront.
After that? End your Charleston holiday with dinner at “The Ordinary” in downtown Charleston, renowned for fresh, local seafood. Consider a stop at the “Sippin’ Santa pop-up Bar” at Prohibition Charleston for holiday-themed cocktails before heading home.
Its prime location on the Atlantic coast makes Charleston, South Carolina, a haven of pristine ecosystems just waiting to be explored. There’s nothing quite like taking in the downtown sites and getting out on the open water and see dolphins all in the same day. Charleston is a versatile destination that offers up miles of coastal nature alongside the all the history and charm of the downtown historic Charleston peninsula. When you’re here with a heart for the great outdoors, there are a few stops you won’t want to miss along the way to navigate Charleston and make the most of every minute you’re here. From boating out into the Atlantic for a deep sea fishing excursion and exploring Charleston’s inner waterways, there’s an array of things to do for the nature lover, and at the end of each adventure-filled day you’ll be searching for the best places to eat, stay, and relax.
The Ultimate 3-Day Nature and Wildlife Itinerary for Charleston, SC
Day 1: Sandlapper Water Tours
Operating out of the Charleston Maritime Center, Sandlapper Water Tours is a well-loved Charleston Harbor tour company that aims to customize cruises to the many visitors that make their way to Charleston each year. Hop aboard the Palmetto for an unforgettable experience at sea. This 45-foot catamaran can host up to 49 passengers at a time, and you can book it for everything from a nature tour complete with a naturalist onboard, to a sunset cruise or ghost tour. In addition, you can count on pelicans, herons, crabs, and playful dolphins being a common sight during your tour aboard this vessel, sure to deliver an insider’s view of these thriving waterways, so many creatures call home.
Charleston Maritime Center
10 Wharfside St Charleston, SC 29401
(843) 849-8687
Day 1: Dine along the Waterfront
Fleet Landing
186 Concord Street Charleston, SC
Charleston’s Best Waterfront Restaurant has a view that is a distinctive destination unto itself. Housed in a 1940s retired naval building on the east side of the Charleston peninsula, Fleet Landing Restaurant features classic and contemporary Southern seafood fare in a setting that celebrates the area’s waterfront heritage. Locally-owned, this locally-loved waterfront restaurant with jaw-dropping views overlooking Charleston Harbor, features a menu loaded with regional seafood and a commitment to freshness, quality, and sustainability.
Day 2: Angler Management
For those visitors who equate a wildlife adventure with a hook and line, Angler Management is a one-for-all solution. Providing options for customized nature tours and fishing charters, guests can personalize them based on their age and ability. Experience these beautiful waterways through the eyes of a local fishing expert. You can decide between opportunities to fish inshore, nearshore, or take to the waters with an eye on the sharks. Follow up your fishing excursions with a dolphin-spotting cruise or bird-watching tour to top off your outdoor experience. Regardless of whichever route you go, it’s sure to be a day you won’t soon forget!
1581 Kentwood Circle
Charleston, South Carolina 29412
(843) 259-1489
Day 2: Dine at the beach
Rita’s Seaside Grill
2 Center Street, Folly Beach SC
Just steps away from Folly Beach & The Pier, with American fare, from burgers to seafood, served with drinks in a casual setting, you can dine indoors or alfresco at Rita’s Seaside Grill. You’ll love to gather with family and friends on the inviting dog-friendly patio, home to live music and outdoor flatscreen TVs to watch the big games.
Day 3: Audubon Swamp Garden
Those looking for a wildlife encounter unlike any other will want to make their way towards Audubon Swamp Garden. This cypress swamp that lies on the Magnolia Plantation sprawls over 60-acres and is home to some of Charleston’s most exotic animals and plant species. Well-integrated walking paths make for a smooth meander through these lush lands as heron, waterfowl, and egrets’ nest nearby. Take time to enjoy the wide variety of turtles that rest on rocks rising out of black water surrounding miniature islands. Tupelo Gum trees provide a scenic backdrop of this truly unique place that aims to keep nature in its most pristine condition.
Magnolia Plantation/Audubon Swamp Garden
3550 Ashley River Rd. Charleston, SC 29414
(843) 571-1266
Day 3: Dine downtown along a cobblestone street
Sorelle
88 Broad Street, Charleston SC
Inspired by Italy’s all-day cafes, abundant markets and rich culinary traditions, Southern Italy meets Southern hospitality at Sorelle. Sorelle is a dining destination like no other on Charleston’s storied Broad Street.
Let the Adventure Continue with Luxury Simplified Retreats
The beauty of Charleston continues well beyond its natural wonders and when you’re here, be sure to let the team at Luxury Simplified Retreats help you find a luxurious getaway that speaks to a spirit of exploration. Our team of experts brings passion into the vacation rental search and is dedicated to helping you find that beachfront retreat or urban residence that speaks to a personalized sense of style. Contact us today to start planning!
While it’s well-known that Charleston is one of the top destinations in the South for mouth watering cuisine it’s a common misconception for visitors to assume they need to travel to downtown Charleston for a top notch culinary experience. For vacationers who’ve chosen to vacation on the slower-paced, small town island of Folly Beach, this couldn’t be further from the truth. While the dining scene on Folly may cater to a “flip flop and shorts” kind of clientele, that doesn’t mean that they are serving up only corndogs and baskets of burgers & fries – delicious food can be found pretty much everywhere on Folly. From shrimp & grits at breakfast, to Spam sliders (yes! that’s even on a Folly Beach menu) and Kimchi Beef tacos, you’ll find the local dining spots on Folly Beach serving up some taste-bud-pleasing, delectable fare. You’ll definitely enjoy the casual, laid-back atmosphere of the area plus the diversity of food offerings awaiting you at each amazing restaurant. We’re sharing our guide for where to eat on Folly Beach.
And, before you plan your next trip to Charleston, don’t forget to request access to our Charleston Insider’s Guide. We’ve pulled together a guide to “where the locals go” for the best in dining, spas, parks, golf – you name it! Local recommendations can be invaluable when planning your itinerary and trying to make the most of your time in the Lowcountry.
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Your Guide for Where to Eat on Folly Beach
Chico Fei
From Vietnamese inspired Bun Cha, to a classic Cuban sandwich and an array of tacos, this local spot is a favorite among the surfer crowd – they even provide an up-to-the-minute surf report on their website. A go to for those in search of the perfect beach break.
Lost Dog Café
Indulge in traditional Southern cuisine with a twist! Lost Dog Café is one of the most delicious stops if you’re searching for breakfast to power up for a long day on the beach, or if you need a go-to eatery for a family brunch. With a diverse menu full of both classic favorites and innovative creations, there is something for everyone to enjoy. The Folly Benedict is a real crowd-pleaser, and you’ll be blown away by the Graham Cracker Peanut Butter French Toast.
Jack of Cups Saloon
Get an authentic taste of Folly’s food scene at Jack of Cups Saloon. As a long-standing local favorite, there’s a reason visitors and locals alike flock to this unique café in the heart of Folly. Here you can enjoy Asian Fusion, Indian cuisine, and Italian plates all in one seaside joint. Each plate offers a unique taste, so much so that it may even turn into a highlight of your trip.
The Crab Shack
Calling all seafood lovers! Experience some of Charleston’s freshest seafood at The Crab Shack on Folly Beach. After all, what’s a beach trip without a dozen oysters and a Lowcountry boil? That’s not all! You can often find live music at this Folly favorite while enjoying creative frozen cocktails and great times with family.
Taco Boy
With more than one location in Charleston, Taco Boy is considered a local legend for margaritas and tacos. The team at Taco Boy elevates the street taco of West Coast, beachside food trucks and adds a lowcountry twist. And with an all new location on Folly Beach Taco Boy now features an updated taco menu, frozen drink bar, festive décor, and a roof top mezcal and tequila bar with ocean views.
The Bounty Bar
A neighborhood bar and restaurant brought to you by the folks from The Royal American, the Bounty Bar provides a great backdrop to enjoy simple bar fare and a beach-centric cocktail plus catch Lowcountry rock ‘n’ roll all while the surfers catch the last rides of the day. Try the crispy fried fish sandwich, loaded nachos or a frozen creative beach cocktail menu. It will easily become your favorite spot to relax and wind down the day.
Bowens Island
While this long time, locally loved restaurant isn’t “technically” on Folly Beach, we think it’s close enough. Located at the tip of a 13-acre island, 5 minutes from Folly Beach, Bowens Island is famous for its locally harvested oysters, fried shrimp, hushpuppies, cold beer, and its undisturbed view of the river, marshes, islands, and wildlife. When the locals say “there is no place else like it in Charleston” well, they’re not kidding. It doesn’t even have air conditioning, but the food is so good, you won’t even notice.
Loggerhead’s Beach Grill
Loggerhead’s Beach Grill offers a classic beachy atmosphere with plenty of outdoor seating, so you don’t have to say goodbye to the sunshine, even on a lunch break! The atmosphere is only made complete by the old bright blue Volkswagen bus parked outside and the frequent live music found here. Don’t forget to try the conch fritters for a true taste of Charleston’s seafood offerings.
Find Your Charleston Getaway with Luxury Simplified Retreats
When you’re looking for a vacation that delivers all the rest and relaxation mixed with once-in-a-lifetime experiences Luxury Simplified Retreats is here to help craft your unique Charleston vacation. Whether you’re staying on Folly Beach, Downtown, Isle of Palms or even a luxury destination like Palmetto Bluff in Bluffton, SC, you can rest knowing that you’ll be in good hands. From a friendly, professional concierge service team to assist you every step of the way, to exquisite rental homes in Charleston’s most desirable areas, you’ll find everything you need when staying with Luxury Simplified Retreats. Contact us to begin planning your uniquely tailored getaway and book your stay in one of our luxury Charleston rentals homes.
As the vibrant hues of autumn take over the landscape, Charleston, South Carolina, emerges as an enchanting destination for a fall weekend getaway in 2023. With its historic allure, captivating architecture, and a delightful blend of culture and relaxation, Charleston offers a splendid escape that promises a memorable experience. From exploring the cobblestone streets of historic downtown to basking in the mild October weather and indulging in beachside activities, this charming city has it all.
One of the highlights of visiting Charleston in the fall is the delightful weather. By October, there’s a good chance that the stifling summer heat has subsided, giving way to milder temperatures that are perfect for exploring the city on foot. With highs ranging from the mid-70s to low 80s°F (24-28°C) and pleasantly cool evenings, you can comfortably enjoy outdoor activities without worrying about the sweltering heat. Pack a light jacket or sweater for the evenings, and you’ll be all set to enjoy Charleston’s fall ambiance.
Lace up your shoes and head out for a stroll
Stepping foot in historic downtown Charleston is like entering a living history book. As you wander through cobblestone streets lined with colorful antebellum houses, you’ll be transported back in time to an era of Southern elegance and charm. The historic district is brimming with well-preserved architecture, quaint shops, and an abundance of. Take a guided walking tour to learn about the city’s rich history, from its role in the American Revolution to the Civil War and beyond.
Step inside a hidden garden
A celebration of architecture, history and gardens, this beloved event takes you inside some of Charleston’s most iconic historic homes and intricate gardens. Each year, for one month only, the Preservation Society of Charleston invites you to get up close and personal with some of Charleston’s oldest and most exquisite homes. During “The Fall Tours: Architecture, History and Gardens” you can step inside private homes and gardens, ordinarily closed to the public, and walk through history.
Take a step back in time
Aside from the taking in the sights and sounds of historic downtown Charleston by foot, Charleston is also a hub for cultural experiences from incredible art galleries to world-class museums. The Charleston Museum is notable as the oldest museum in the United States. The Gibbes Museum of Art showcases Southern art and Lowcountry history, offering a unique perspective on the region’s artistic heritage.
In early 2023, Charleston, celebrated the opening the International African American Museum as a fitting addition to its historic landscape. Situated at the Gadsden Wharf, where countless enslaved Africans disembarked, the museum stands as a powerful testament to resilience and history. The museum’s compelling exhibits narrate the African American journey, from the depths of the Middle Passage to the heights of cultural contributions. Through immersive displays, interactive installations, and personal stories, visitors gain profound insights into the rich tapestry and enduring legacy of the African American experience.
Slip on your flip flops and head to the beach
No trip to Charleston would be complete without spending time at its pristine beaches. Head to Folly Beach or Isle of Palms, where you can sink your toes into the soft sand, soak up the sun, and listen to the soothing sound of the waves. Cast a line from one of the popular fishing piers, or even try your hand at paddleboarding or kayaking. As the sun sets over the ocean, you’ll be treated to a breathtaking display of colors that paints the sky. You’ll find great dining options offering up coastal fare at both of these oceanfront communities.
Folly Beach
Located on the iconic fishing pier of Folly Beach, Pier 101 serves up family friendly plates for the whole group. Sit inside or outside on the pier, enjoy ocean views, sea breezes, and watch the sky dance in vibrant colors as the sun sets over the Atlantic Ocean. You’ll find some of Folly Beach’s top restaurant’s located along Center Street, including Taco Boy, Jack of Cups, Rita’s Seaside Grill or Lost Dog Cafe. Head over to Dolce Banana Cafe for ice cream and frozen treats and for the cherry on top of a fun night on Folly, take a cone of your favorite flavor for a stroll on the beach.
Isle of Palms
This island paradise just a short drive from downtown Charleston is a favorite among kiteboarders who flock to Breach Inlet where the winds are reliably brisk year round. In addition to six miles of beaches, Isle of Palms includes a quaint downtown retail and dining district along Ocean Boulevard. Popular restaurants and cafes along this stretch of the island offer a wide variety of delicious seafood and other local specialties, including Coda del Pesce, Coconut Joes Beach Grill, Acme Lowcountry Kitchen and the locally loved Sea Biscuit Cafe, that serves up only breakfast, but is well worth the wait!
Nothing says fall in the South like a coastal fair
The October weather makes this the perfect time to celebrate fall at the fair, and there’s plenty for everybody to do at this favorite, family-friendly fair. Held in nearby Ladson, SC, just an easy 25 minute drive from the downtown Charleston peninsula, this is a fun-filled, small town fair filled with food, rides and entertainment. From the recognizable ferris wheel, to fiddler competitions, 4-H events, arcade games and cotton candy, The Coastal Carolina Fair is a fun-filled destination for kids – big and small alike.
Stay in Luxury
A fall weekend trip to Charleston, SC promises a blend of historic charm, cultural richness, and coastal beauty. With its historic downtown, captivating museums, mild October weather, and inviting beaches, Charleston beckons travelers to experience the very best of the Lowcountry. Whether you’re a history enthusiast, an art lover, or simply seeking relaxation by the sea, Charleston is the ideal destination to create lasting memories against the backdrop of a picturesque Southern fall. Book a stay at any of our luxury vacation homes in the heart of Downtown Charleston or on Folly Beach, Isle of Palms or Sullivan’s Island and be that much closer to having your toes in the sand. The team at Luxury Simplified Retreats goes above and beyond to offer guests an outstanding experience with beautiful beach rentals and unparalleled concierge services. Browse our Experience Packages to consider making your trip especially unique, then sit back, relax, and leave all of the planning to us.