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.
Are you daydreaming of your next vacation? Look no further than Isle of Palms, SC, where sun-filled beach days meet thrilling water sports, world-class dining, and easy access to the historic gems of Charleston. Whether you’re an adventurer or a beachcomber, this itinerary will help you enjoy the best of the island lifestyle. From sunrises over the Atlantic to dinners at sunset, here’s how to plan your perfect trip to Isle of Palms.
Day 1: Welcome to the Island!
Your journey begins with checking into your rental and taking in the views of Isle of Palms’ natural beauty. You’ll immediately feel the allure of this coastal paradise, where the ocean stretches before you and marshlands add a touch of the surrounding lowcountry vistas.
Pro Tip: Be sure to catch a stroll along the beach at low tide. This is prime time for hunting for shark teeth, one of the hidden treasures of Isle of Palms! With soft sands and the gentle lapping of waves, it’s the perfect introduction to your island adventure.
After you’ve settled in and soaked in the views, it’s time to fill your belly at The Refuge, a local favorite for fresh, flavorful dishes. Known for its laid-back vibe and coastal-inspired menu, The Refuge will offer you a taste of what this island is all about—fresh, delicious, and local.
Day 2: Explore History and Coastal Charm
Start your day early with a stop at Sea Biscuit Cafe, a charming spot where you can indulge in freshly made pastries and locally roasted coffee. It’s a great way to fuel up before a day filled with both exploration and relaxation.
Once you’re caffeinated and ready, take a quick 20-minute drive over the iconic Ravenel Bridge to historic downtown Charleston. The bridge itself offers breathtaking views of the Cooper River, so don’t rush the drive—take it in! Charleston’s Waterfront Park awaits you with its charming oak-lined paths and famous Pineapple Fountain, a symbol of Southern hospitality.
After soaking up the history and charm of downtown, head back to Isle of Palms to experience some of the island’s finest dining at Coastal Provisions. This refined restaurant at the Wild Dunes Resort offers seafood dishes that reflect the bounty of the surrounding waters. Enjoy oysters, fresh fish, and local specialties while taking in the relaxed, upscale atmosphere.
Day 3: Adventure on the Water
It wouldn’t be a trip to Isle of Palms without some time spent on the water. The island is a haven for watersports enthusiasts. Whether you’re into kayaking, paddleboarding, or kite surfing, the island offers something for everyone. The winds and tides here make it an ideal destination for kite surfers, and Isle of Palms is often touted as one of the best spots in South Carolina for this thrilling sport.
To experience life like a local, start your day early and head to the Isle of Palms Marina. Here, you’ll rent a boat for a day of fishing or cruising along the Intracoastal Waterway. The marina is a fantastic launch point, with easy access to nearby barrier islands and Charleston Harbor. Spend a day exploring nearby Deweese or Capers islands. If you’re lucky, you might spot dolphins playing in your boat’s wake!
After reeling in your catch of the day (or enjoying a leisurely cruise), head to Islander 71, located adjacent to the IOP Marina, serving up succulent seafood, local favorites, and simply breathtaking views of Morgan Creek and the Intracoastal Waterway.
Wrap Up Your Trip with a Tour
Before you head home, spend your last afternoon biking the palm tree-lined streets of Isle of Palms. The island is easy to navigate and offers scenic views at every turn. You’ll find beautiful beachfront homes, maritime forests, and quiet paths perfect for cycling. There’s something deeply relaxing about soaking in the sights at your own pace.
If you’re looking for a more structured activity, consider joining a guided eco-tour to Bull’s Bay to explore the island’s marshlands and learn about the local ecosystem. The island is teeming with wildlife, from seabirds to crabs to fish, making it a nature lover’s dream.
After a day spent exploring comes to an end, stop by Papi’s Taqueria for some well-deserved tacos. Located just steps from the beach, this casual eatery serves up creative takes on classic Mexican fare, with fresh ingredients and bold flavors and endless Atlantic Ocean views.
Why Isle of Palms?
Isle of Palms isn’t just a beach destination—it’s an adventure lover’s playground, a foodie’s paradise, and a history buff’s dream all rolled into one. You’re just minutes away from Mount Pleasant, a charming town that’s home to Shem Creek, still an active hub today for Charleston’s shrimping fleet, plus restaurants, shopping, and parks, and only a short drive from the historic wonder of downtown Charleston.
Whether you’re into watersports like kayaking and kite surfing or you prefer a more laid-back experience of boating and fishing, Isle of Palms offers a wide array of opportunities to connect with nature and enjoy Southern hospitality at its finest. With its gentle waves and pristine beaches, it’s the perfect setting for both action-packed days and long, lazy afternoons.
So, what are you waiting for? Bookmark this itinerary and get ready to experience the best of Isle of Palms! From beach walks and shark tooth hunting to savoring fresh seafood and experiencing the thrill of water sports, your ideal island getaway awaits.
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.
What is your ideal day at the beach? A big umbrella and a good book? Boogie boarding and sand castles? Wading in the waves? Whether you are planning a day trip or a weeklong summer stay, the top beaches to visit in Charleston SC include these four easily accessible public beaches, each with its own unique scene and amenities. Locals tend to visit the beach closest to their home (for obvious reasons), which means the beaches often mirror the communities that border them, but no matter where you are staying in Charleston, you’re always just a few minutes from putting your toes in the sand.
Isle of Palms
Across the intercostal waterway from Mount Pleasant awaits Isle of Palms (lovingly referred to by locals as just “IOP”). Ocean Boulevard is home to a several local beachfront restaurants serving up tasty food with a view. With the Isle of Palms County Park offering convenient parking, beachfront lifeguards, public restrooms and other amenities, IOP is frequented by families of all sizes. And beyond lounging on the sand, you’ll find countless fishermen on the pier just waiting to reel in the catch of the day. Isle of Palms offers a lot for families to do and is one of the most popular beach destinations in Charleston.
Folly Beach
Affectionately known by locals as “funky Folly” for its laid back vibes, Folly Beach offers a classic, casual beach experience. The iconic fishing pier, home to local eatery Pier 101, is the perfect place to take in the panoramic ocean views and look back at the island’s shore. The pier and surrounding beach are part of Folly Beach County Park, which offers amenities including lifeguard supervision, beach patrol, public restrooms, snack bar and equipment rentals (beach chair/umbrella, fishing tackle, etc.). A short way down the beach surfing hotspot ‘The Washout’ draws amateurs and pro’s alike with some of the best surf in the Carolina’s.
Sullivan’s Island
Though it is the smallest of Charleston’s area beaches, Sullivan’s Island beach is among the most pristine. Less frequented than other area beaches, it’s often uncrowded, ideal for morning walks on the beach, or picnics on the sand with views of the Ravenel Bridge. With nearly a dozen local restaurants right off the beach – from tacos and margaritas at Mex 1 Coastal Cantina or dinner at the eclectic Poe’s Tavern – it’s no wonder Sullivan’s is a favorite for local Charlestonians. The island is also home to Fort Moultrie and the iconic Sullivan’s Island lighthouse (commonly called “Charleston Light”), which has the distinction of being among the country’s most modern lighthouses. Fully operational, it serves not only to guide ships safely to shore but also as a reminder of Charleston’s role as a bustling seaport importing and exporting food, goods, and tourists daily.
Beachwalker Park Kiawah Island
A picturesque drive just south of downtown Charleston, Kiawah Island Beach is a tranquil and serene retreat complete with winding oak trees, marsh views, and coastal landscape. As Kiawah Island is a private, gated community, Beachwalker County Park is one of the best kept local secrets – it’s open to the public, with everything you need from lifeguards to changing rooms, showers, handicap access, and plenty of shade. If you’re heading out for a long walk on the beach, make sure you bring a bag or bucket to collect the many sand dollars you’ll find along the way.
Stay in luxury
Choose your favorite beach, or explore them all and discover a few of Charleston’s treasures and secrets along the way. Don’t forget to pack all the beach bag essentials for your fun day on the sand! 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.
