A Perfect Anniversary Itinerary in the Heart of Charleston
We have crafted the perfect 5 day anniversary trip in one of America's most enchanting cities, Charleston for our Lousianna clients. Four of The Hello Agency advisors call Charleston home, so crafting this itinerary had the best insider information. Charleston, a charming Southern gem offers a unique blend of historic elegance and modern luxury, making it the ideal destination for an unforgettable anniversary getaway. From strolling along cobblestone streets lined with centuries-old mansions to indulging in world-class dining and relaxing at luxurious spas, Charleston provides the perfect backdrop for a romantic escape. Immerse yourselves in the city's rich history, vibrant culture, and breathtaking scenery with this meticulously crafted itinerary, designed to create cherished memories and celebrate your special milestone in style.
Photo Courtesy of Kayla Jones Art
DAY ONE -
Your anniversary getaway begins at the luxurious Hotel Bennett. Nestled in the heart of downtown, this hotel offers unmatched elegance with its beautifully appointed rooms, rooftop pool, and impeccable service.
After settling in, take a leisurely stroll through Charleston's Historic District and be sure to visit the famous Rainbow Row! Wander along cobblestone streets lined with historic houses, each telling a story of the city's rich past. The architecture, gardens, and charm of this district will transport you back in time. *Fun fact about the historic homes in Charleston is that many of them feature a distinctive architectural style known as the "Charleston Single House." This style is unique to the city and is characterized by narrow, single-width homes with their longer sides facing the street. The front door of these homes typically opens onto a long porch, or "piazza," which runs along the side of the house. This design was practical for the hot, humid climate, as it maximized airflow and provided shade, helping to keep the homes cooler before the advent of modern air conditioning.
Before dinner, indulge in a delightful afternoon at Camellias, located within Hotel Bennett. Known as the most Instagrammable restaurant in South Carolina by Food Network, Camellias offers a picturesque setting with its stunning decor and delectable offerings. It's the perfect spot for a celebratory toast. *Cocktail Suggestion - Berry Bliss made with Gin, Blackberry, Mint, Lemon, Sparkling White Wine and of course the classic Old Fashion.
For dinner, head to Lenoir. This culinary gem offers a contemporary take on Southern cuisine, featuring dishes that highlight local ingredients and flavors. Explore Lenoir's menu and indulge in their exquisite creations. From chef, cookbook author and PBS star, Vivian Howard. Named for Vivian’s home county in eastern North Carolina, LENOIR exalts the pillars of Southern hospitality and leaves people feeling like they are guests in our home rather than patrons in our restaurant.
*Cocktail Recommendation - tight as a tick which is made with spicy tequila, blackberry basil agave, chartreuse, lemon and The Spittin’ Image - bourbon and a splash of lemon.
*Appetizer Recommenation - cornbread fritters with jalapeños, apple preserves
*Entree Recommendations - roasted tomato pie made with onions, mayo, basil, thyme, fontina, mozzarella and smoked half chicken with peach jalapeno glaze, squash casserole, cucumber salad
*Dessert Recommenations - Both the smores -chocolate mousse, italian meringue, house made graham crackers and carrot cake - coffee icing, amaretto chantilly, toasted almonds are divine!
Photos Courtesy of Lenoir
Start your day with breakfast at Ruby Sunshine which are famous biscuits are made completely from scratch and baked fresh all day, every day. Fun Fact... they serve over 40,000 biscuits a week! And the best part is that these butter clouds of goodness are served with their house-made cane-syrup butter.
Your day continures with a journey through Charleston's rich history, culture, and architecture with Charleston Sole. This walking tour offers an immersive experience, guiding you through the city's most iconic sites and hidden gems. Learn more about Charleston Sole and prepare to be captivated by the stories of Charleston.
For lunch, visit Poogan’s Porch, a beloved Charleston institution. Set in a charming Victorian house, this restaurant serves up Southern classics with a modern twist. Be sure to try their famous buttermilk fried chicken and pimento cheese fritters. *Fun Fact - Poogan's Porch is not only known for its delicious Southern cuisine but also for its ghostly tales. The restaurant is said to be haunted by the spirit of Zoe St. Amand, a schoolteacher who lived in the house with her sister, Elizabeth, in the early 1900s. After Elizabeth's death, Zoe became increasingly reclusive and distraught. She passed away in the home in 1954.
Legend has it that Zoe’s spirit remains at Poogan’s Porch, often seen wandering the halls and front porch, still searching for her sister. Numerous guests and staff have reported sightings of a spectral woman in a long dress, adding an eerie yet fascinating aspect to dining at this historic establishment.
In the afternoon, embark on a Schooner Sightseeing Dolphin Cruise/Sunset Sail on Charleston Harbor. Your adventure begins at Aquarium Wharf, where you'll board a genuine tall ship, powered by the wind. As the crew hoists the sails, you'll sail through historic waters once navigated by Blackbeard. Relax on deck, enjoy the sea breeze, and imagine a time when the harbor was filled with these magnificent ships. You can bring your own food on board, but drinks are available for purchase.
For dinner, make reservations at Magnolias. This iconic restaurant is known for its upscale Southern cuisine, offering dishes like Down South Egg Roll and Shellfish over Grits. Explore Magnolias' menu and savor the flavors of the Lowcountry.
Day Three:
Begin your day with a rejuvenating couples massage at The Bennett Spa. This serene retreat offers a range of treatments designed to relax and refresh. Learn more about the spa offerings and treat yourselves to some pampering.
Afterward, take a stroll down King Street, Charleston’s premier shopping destination. From high-end boutiques to charming local shops, you'll find everything you need. Don’t miss the Charleston City Market, a bustling marketplace where you can find unique souvenirs and local crafts. Explore the City Market for a true taste of Charleston.
Enjoy an early dinner, head to Hank’s Seafood. Known for its fresh seafood and classic preparations, this restaurant is a must-visit. Try the seafood tower or the Lowcountry Bouillabaisse. Discover more about Hank’s Seafood.
Photos Courtesy of Hank’s Seafood
In the evening, delve into the spooky side of Charleston with a Ghost & Graveyard Night-Time Guided Walking Tour. Peek into the city's shadowy history as you wind through dark corridors of the Historic District. Hear chilling tales of graveyard hauntings, voodoo, and botched burials from your local guide. Gain after-hours access to Charleston’s oldest cemetery and be captivated by tales of ghosts, voodoo, and medical patients accidentally buried alive.
Day Four:
Start your day with breakfast at La Patisserie inside Hotel Bennett. Enjoy freshly baked pastries, croissants, and artisan coffees in a charming French-inspired setting. Explore La Patisserie’s offerings.
Next, embark on a tour of Boone Hall Plantation. Founded in 1681, Boone Hall is one of America’s oldest working plantations. Your tour begins on the front porch with a presentation by a knowledgeable guide in historical dress, followed by a tour of the gardens and a presentation on Gullah culture. Learn more about Boone Hall Plantation.
For a late lunch, visit Post House in Mount Pleasant. This charming inn and restaurant offer a cozy atmosphere and a menu featuring seasonal, locally sourced ingredients. Discover the lunch menu and savor their delicious offerings. We recommend the Tomato and Burrata Sandwich and The Fried Fish Sandwich.
Photos Courtesy of Post House Inn
Spend your afternoon exploring Sullivan’s Island, a picturesque barrier island with pristine beaches and a relaxed, small-town charm. Known for its historic sites and stunning views, Sullivan’s Island is perfect for a leisurely stroll or a relaxing afternoon by the sea.
For dinner, you will enjoy an amzaing steak dinner at Halls Chophouse. This renowned steakhouse offers prime cuts of beef, fresh seafood, and an extensive wine list. Explore Halls Chophouse's menu and enjoy a memorable dining experience.
Day Five:
On your final day, check out of Hotel Bennett and spend the morning shopping on King Street. Pick up some last-minute gifts and souvenirs before heading to Leon’s Oyster Shop for lunch. Known for its oysters and fried chicken, Leon’s offers a casual yet delicious dining experience. Discover Leon’s menu and enjoy a delightful meal.
As your anniversary getaway comes to an end, reflect on the incredible experiences and memories made in Charleston. From its rich history and culture to its luxurious accommodations and exquisite dining, Charleston offers the perfect backdrop for a romantic celebration.
