Upon your arrival, your private driver will greet you and escort you to your vehicle before seamlessly transferring you to your hotel.

Charleston is a food lover's paradise, offering a rich array of dining experiences that showcase the flavors of the Lowcountry. From award-winning fine dining restaurants like Husk and Fig, to casual seafood spots like The Ordinary and Fleet Landing, Charleston blends Southern tradition with innovative culinary flair. Don’t miss iconic dishes like shrimp and grits, she-crab soup, or fresh oysters, and be sure to explore local gems in neighborhoods like King Street and East Bay. Whether you're looking for farm-to-table freshness or classic Southern comfort food, Charleston's dining scene has something for everyone. Please speak to your Destination Expert to personalize suggestions and arrange dining reservations.

Experience Charleston’s illustrious heritage on a private walking tour, uncovering the city’s secrets through its charming streets and historic landmarks. Begin by marveling at the vibrant hues of Rainbow Row, where the pastel-colored 18th-century townhouses offer a glimpse into Charleston’s genteel past. Wander through The Battery, where majestic antebellum mansions line the waterfront, whispering tales of bygone eras. Stroll along cobblestone streets, where each step echoes with over 300 years of history. Experience the charm of Charleston’s historic district, from its grand architecture to its quaint alleys. The experience promises a rich tapestry of the Holy City’s evolution, unveiling the intricate layers of its past through captivating narratives and architectural splendor.

Set sail on Charleston's sleekest yacht for an exclusive private adventure that blends historical allure with stunning vistas. As you embark on this luxurious journey, the majestic USS Yorktown and the soaring Ravenel Bridge frame your view, offering a unique perspective on Charleston Harbor. Glide past the storied Fort Sumter and the historic Charleston Battery, immersing yourself in the rich tapestry of local history from the water's edge. With the gentle breeze and panoramic sights enhancing the experience, you might even take a refreshing dip if the weather allows. This intimate cruise provides an unparalleled opportunity to explore Charleston’s maritime beauty and iconic landmarks, all while enjoying the elegance and comfort of a private yacht.

Step into a flavorful adventure in Charleston with a delightful farm-to-table private experience that weaves together local flavors and historical charm. Start by heading independently to the Veggie Bin, where you'll spend time selecting the freshest ingredients to inspire your culinary masterpiece. Your journey continues through the Cannonborough Elliotborough neighborhood, where an expert guide reveals the rich tapestry of this historic district, brimming with tales of bygone eras. With your appetite stirred by the charming stroll, you'll reconvene with your chef to savor a sumptuous feast crafted from the very produce you handpicked. This intimate experience not only showcases Charleston’s vibrant culinary scene but also offers a unique insight into the city's heritage, making every bite a flavorful echo of history and local tradition.

As the sun sets over Charleston, the city comes alive with music, cocktails, and historic charm. At your leisure, enjoy live jazz at the Charleston Jazz Club at Charleston Grill, or venture to Folly Beach or select waterfront venues for a more lively, ocean‑side performance. Sip expertly crafted cocktails in stylish settings at Prohibition, the rooftop Watch Rooftop Kitchen & Spirits, or the intimate Gin Joint, each offering its own distinctive ambiance. Opt to take a leisurely stroll through the cobblestone streets of the Historic District, wandering down King Street, East Bay Street, or the Battery, where antebellum homes, charming squares, and softly glowing gas lamps create a magical nighttime atmosphere.

Meet your private driver for a transfer to Kiawah Island. Approximate travel time is 1 hour.

At Kiawah Island Resort, dining is a refined experience that celebrates the rich flavors of the region. The resort offers a variety of exquisite culinary venues, each promising a distinct and memorable experience. At The Ocean Room, guests savor a sophisticated menu of prime steaks and seasonal delights, paired with stunning ocean views and an elegant ambiance. The Jasmine Porch invites diners to enjoy a relaxed yet refined setting, featuring Southern-inspired cuisine and a selection of fine wines. For a more casual experience, The Players' Pub serves up flavorful, American fare in a vibrant atmosphere. Lastly, The Ryder Cup Bar offers a convivial space for enjoying craft cocktails and light bites while overlooking the resort’s lush golf course and the beach beyond. Each dining option at Kiawah Island Resort is thoughtfully crafted to enhance the guest experience with exceptional service and culinary excellence. Please speak to your Destination Expert to arrange reservations.

This evening, enjoy an oceanfront dining experience at The Ocean Room. Renowned for its elegant ambiance and seasonal menu, the restaurant features a variety of fresh, locally sourced ingredients, showcasing the best of Lowcountry cuisine. Indulge in an array of delectable dishes, from succulent seafood to expertly grilled meats, all complemented by an extensive wine list curated to enhance every meal. Please note: This service is for a reservation only and payment for your meal is required in destination. All reservations are subject to availability.

At Kiawah Island Resort, a wealth of optional activities awaits, designed to immerse guests in the natural splendor and dynamic spirit of the island. Explore the scenic beauty on bike rentals, meandering through lush trails and coastal paths. For a more adventurous experience, kayak and stand-up paddleboard rentals offer a serene way to navigate the island's waterways, while surfing lessons cater to those eager to embrace the ocean waves. Families will find joy in a variety of engaging kids' activities, ensuring fun for younger guests. Beach rentals provide a seamless way to enjoy sun-soaked days on the pristine sands. Each activity is crafted to enhance the island’s immersive charm, promising a memorable and enriching stay at Kiawah Resort.

At Kiawah Island Resort, leisure takes on a luxurious dimension with its exceptional swimming pools and pristine beaches. Guests can revel in the expansive pool complex, which features multiple sparkling pools set amidst lush tropical landscaping, offering a haven for relaxation and recreation. The resort’s pool area includes private cabanas, inviting loungers, and tranquil water features, creating a sophisticated retreat for unwinding under the sun. For those seeking the embrace of the ocean, Kiawah Island’s beaches present an idyllic escape with their soft, sandy shores and gentle waves. Stroll along the picturesque coastline or bask in the sun while savoring the panoramic views of the Atlantic.

This evening, immerse yourself in the essence of Southern hospitality and Lowcountry flavors. The Sanctuary's Jasmine Porch features a warm and inviting atmosphere, with decor that reflects the region's rich heritage and stunning views of the lush surroundings. Savor a menu that highlights seasonal ingredients and traditional Southern dishes, from fresh seafood and hearty classics to innovative creations that showcase local produce. With its commitment to exceptional service and a cozy ambiance, Jasmine Porch is the perfect spot for a relaxed meal. Please note: This service is for a reservation only and payment for your meal is required in destination. All reservations are subject to availability.

Meet your private driver for a transfer to the airport. Approximate travel time is 1 hour.

Steeped in the rich heritage of Charleston’s historic L. Mendel Rivers Federal Building (circa 1964), The Dewberry is a testament to timeless elegance and understated luxury. Embodying the founder's vision of Southern Reimagined, this distinguished retreat marries historical charm with contemporary sophistication. Over eight years, a talented team of architects and designers meticulously transformed this landmark, creating a harmonious blend of past and present. Guests enter a world where every detail exudes refined opulence. The 153 guest rooms and suites feature custom Stickley armoires adorned with the Dewberry’s signature botanical pattern and bathrooms clad in Danby marble from Vermont. Imported Irish mattresses and chef-curated in-room bars offer indulgent comforts that make it difficult to depart. Culinary delights await at The Living Room and Citrus Club, where ingredient-driven dishes and handcrafted cocktails define the dining experience. The Dewberry Spa, promises restorative treatments with designer products, renowned for their innovation and luxury. Complimentary specialized bicycles provide an enchanting way to explore Charleston’s scenic peninsula, adding a unique touch to this quintessentially Charlestonian escape. Experience the epitome of Charleston’s charm and sophistication, where every moment at The Dewberry is a testament to the art of refined living.

The Sanctuary at Kiawah Island epitomizes oceanfront luxury, offering a tranquil escape where every element is thoughtfully designed for an exceptional experience. Nestled along the pristine Atlantic coastline, this grand beach resort features 255 impeccably appointed guestrooms, each boasting a private balcony with breathtaking ocean vistas. The interiors exude timeless Southern charm, combining light, traditional decor with antique furnishings and luxurious finishes that create an inviting yet sophisticated ambiance. The awe-inspiring lobby, with its soaring ceilings and hand-planked walnut floors, instantly transports you to a grand seaside mansion, complete with the subtle creaks that evoke a sense of history and warmth. From the moment you arrive, you are embraced by genuine Southern hospitality, where your every desire is catered to with grace. Culinary offerings at The Sanctuary are a journey in themselves, with gourmet dining experiences that fuse international influences with beloved regional flavors. The resort's two pools, one for families and one exclusively for adults overlook the ocean, offering serene spots for both relaxation and recreation. Rejuvenate your body, mind, and spirit at the luxurious spa, where treatments are designed to refresh and restore. The Sanctuary is where luxury and relaxation come together for an unforgettable escape.