Top Charleston Holidays

Prohibition made have made liquor illegal in Charleston for a while, but it didn’t end the party for this South Carolina city. Learn all about the history of the 18th Amendment and get a taste of the wild Charleston scene of the 1920s on this prohibition-themed pub crawl. You’ll visit historic landmarks along with vintage restaurants and bars.

Charleston is said to be one of America's most haunted cities, and this evening ghost tour with pub stops is the most entertaining way to find out why. A costumed guide leads you and a group of no more than 15 others through historic streets, weaving together ghost stories and dark local legends, as you hop between some of the city's most atmospheric bars.

Spend the day outside of Charleston and discover the trees, tea, and wines of Wadmalaw Island. Travel by luxury minivan and admire the island’s majestic trees at Angel Oak Park before enjoying a trolley tour and unlimited tea at Charleston Tea Garden. Finally, explore the vineyards and enjoy wine tasting at Deep Water Vineyard.

This walking tour and interactive lunch combo provides a two-in-one experience in Charleston. With a celebrated local chef, Forrest Parker, you'll start with a 1.5-hour historical walking tour about the influences of Lowcountry food in the city of Charleston. Then watch a cooking demonstration from Parker before enjoying lunch paired with wine.

Combine history, storytelling, and drinks with this true crime focused pub crawl with an intimate group of just six people in Charleston. Follow your guide around to four different bars and pubs, and savor cocktails (own expense) as you hear about some of the Holy City’s most infamous criminals and their deeds.

Get all the thrills of a Charleston ghost tour without any walking on this haunted horse and carriage ride. A horse and carriage takes you down twisting side streets and cobbled alleyways with ease as your guide shares spooky stories from Charleston’s past. Make your way past the Mills House, the Circular Congregational Graveyard, and and Provost Dungeon in the heart of the Holy City.

Experience Charleston’s Festival of Lights the intimate way without crowded buses or big group tours. Chicora Tours provides a cozy small group journey with a maximum of twelve guests in a clean, spacious, and comfortable tour van with festive ambiance and holiday music. Enjoy hot chocolate and personal service as we explore millions of sparkling lights and magical displays. Avoid the hassle of parking and large tour groups. Our experience is relaxed, friendly, and perfect for couples, families, and friends seeking something truly special. Celebrate Charleston’s most enchanting holiday tradition in comfort and style. Please note that this experience also includes about 2 hours of free time to explore the park, roast marshmallows, explore Santa’s village or ride the Christmas light train. A moderate amount of walking is required.

We offer unforgettable private boat tours and party cruises on the beautiful waterways of Charleston. Perfect for celebrations like bachelorette parties, birthdays, or simply enjoying a cruise, these charters promise a fun and relaxing experience. Each tour includes a captain, a state-of-the-art sound system, coolers with ice for your beverages, and comfortable seating. Whether you opt for a 2-hour trip or a longer gathering with friends, prepare to make lasting memories on the water. - Choose from 2, 3, or 4-hour private charters, ideal for any occasion - All boats come equipped with a sound system, seating, coolers, and ice - Perfect for bachelorette parties, birthdays, and relaxing cruises

We offer unforgettable private boat tours and party cruises on the beautiful waterways of Charleston. Perfect for celebrations like bachelorette parties, birthdays, or simply enjoying a cruise, these charters promise a fun and relaxing experience. Each tour includes a captain, a state-of-the-art sound system, coolers with ice for your beverages, and comfortable seating. Whether you opt for a 2-hour trip or a longer gathering with friends, prepare to make lasting memories on the water. - Choose from 2, 3, or 4-hour private charters, ideal for any occasion - All boats come equipped with a sound system, seating, coolers, and ice - Perfect for bachelorette parties, birthdays, and relaxing cruises

Join this combination bar crawl and ghost tour with a local Charlestonian and spend your evening learning about the haunted side of the city. Visit two bars as part of the tour and enjoy a complimentary snack at the first bar location. Hear ghost stories as you stroll by graveyards and historic sites. Finish the tour at a hauntingly beautiful local park where you’ll learn about one of the most feared ghosts in Charleston. (Please note we do not enter the graveyards).

Travel back to Colonial times aboard a horse-drawn carriage and discover more than 300 years of history on this guided, 1-hour tour of Charleston. See the many mansions, churches and gardens of yesteryear on this narrated tour around historic Charleston. Enjoy the romantic clip-clop sound as this educational adventure winds through the streets and learn about this ‘Holy City’ and its rich history and role in Civil War times.

With more than 300 years of history as an established city, Charleston has its fair share of frightening ghost stories. Wander around these historical city streets with a guide and uncover the gruesome chapters of Charleston’s history. As you move from pub to pub, you’ll hear tales of pirates, bootleggers, brothels, and more. Learn about the history and haunts of the city from the days of the piracy to the nights of Prohibition.

Explore Charleston's historic pub culture with this all-inclusive tour uncovering 350+ years of history and Pub Culture on this expertly guided tour. Journey through the Historic French Quarter, visiting local pubs where you’ll learn about the city's rich heritage and intriguing tales of Pints, Pubs, Prostitutes, Pirates, and Politics*. Each tour includes a City-Certified guide, drinks at three pubs, and at least one sharable appetizer to complement your experience. Perfect for culture buffs and beer enthusiasts alike, this tour promises education, entertainment, and enlightenment! - Professional guides certified in history and beer (Unique in Charleston!) - Enjoy craft beer, wine, or cider at three local pubs - Includes at least one sharable appetizer - Ideal for guests aged 21 and older, with a maximum of 15-20 minutes of actual walking. *No Politics after 1940

For 2.5 hours, you will visit the most haunted pubs in Charleston and hear tragic ghost stories of one of America's oldest cities. Along the way, you will learn about the paranormal history of the Holy City from Charleston's best storytellers and have the opportunity to purchase some of the best local libations. From ghostly forgotten ships and murderous pirates to vengeful poltergeists and tormented lovers, come join our fully licensed guides for the darkest stories Charleston has to offer.

Charleston's rich history and vibrant pub culture come alive on this expertly guided pub tour. Journey through the historic French Quarter, visiting local pubs while savoring craft beer, wine, or cider at each stop. This 3-hour tour offers an engaging mix of education and entertainment, ensuring a memorable experience as you learn about Charleston's past through its '5 P's'—Pints, Pubs, Prostitutes, Pirates, and Politics. With certified guides, indulge in fascinating stories, share appetizers, and enjoy a relaxed atmosphere. Perfect for history buffs and beer enthusiasts alike, this tour is for guests 21 and over only. - Professionally guided tour through Charleston's French Quarter - Sample local craft beer, wine, or cider at three pubs - Enjoy at least one sharable appetizer along the way - Maximum of 10-15 minutes walking over the 3-hour duration

Looking for a night out that’s equal parts thrills and chills? Grab your crew and join us for "Till Death Do Us Part," the haunted pub crawl that dives into the darker side of love, betrayal, and revenge. With a heartbreaking route along Market Street, The Four Corners of Law, and Washington Square, you'll be reconsidering your own path to love. These aren’t your average love stories - think affairs, tragic endings, and revenge so sweet it could raise the dead. Get ready to hear tales of restless spirits who refuse to move on from their bitter love affairs, long after the final toast was made. You’ll discover that love may just be the deadliest - and most entertaining thing of all. So, come for the ghosts, stay for the good times, and see why sometimes, till death isn't just a vow- it’s a thrilling adventure. Cheers to betrayal, booze, and one unforgettable night! Drinks not included.

Cruise through the serene waters of Charleston Harbor on a private tour, designed for up to six guests. Departing from Ashley Marina, this exclusive experience allows you to soak in stunning sunset views while enjoying the tranquility of the harbor. This intimate setting is perfect for families, couples, or friends looking to create lasting memories against a picturesque backdrop. - Enjoy a private boat experience, perfect for small groups - Depart from Ashley Marina for a scenic sunset cruise - Capacity for up to 6 guests ensures an intimate atmosphere - Ideal for special occasions or a relaxing evening on the water

Enjoy a private, exclusive tour with your own local guide. Yuletide Splendor: A Christmas Walking Tour in Charleston” invites you to bask in the festive spirit and historical charm of Charleston during the holiday season. Begin your tour at Marion Square, transformed into a winter wonderland with twinkling lights and holiday decorations. Next, visit the Citadel Square Baptist Church, an architectural marvel often adorned with festive decor, resonating with the joy of the season. Continue to the historic Mother Emanuel AME Church, a site of deep cultural and spiritual significance, offering a reflective pause in the midst of holiday festivities. Conclude your tour at Charleston Christmas Collectibles, a treasure trove of holiday ornaments and decorations, perfect for finding a keepsake to remember your Charleston Christmas experience.

Looking for a totally unique and unforgettable experience in Charleston? Join us for a fun, beginner-friendly life drawing class where you’ll sip champagne and sketch a gorgeous male model in his underwear. No art experience needed—just a sense of humor and a desire to try something new! This lighthearted class is designed for all skill levels and all types of celebrations. Whether you're throwing a bachelorette party, celebrating a Dirty Thirty, hosting a birthday bash, gathering the girls for a night out, or even toasting to a fresh new chapter post-divorce—this is the perfect blend of cheeky fun and creative expression. We provide everything you need: art supplies, a glass of bubbly, a charismatic (and easy-on-the-eyes) muse, and an upbeat atmosphere that encourages laughter, connection, and maybe even a little blushing. It’s a night you and your group won’t forget—equal parts classy, sexy and super fun!

Relax and enjoy a refreshing beverage as we cruise the Charleston harbor, take in a history tour or enjoy a swim or do it all! BYOB or add catering.. All charters are private, only those you bring will be onboard, there is a captain and 1st mate who operate the vessel. A true luxury yachting experience! Yes 15 passengers total, Kismet is a Coast Guard inspected vessel and can legally take large parties with no bareboat contracts. BYOB, yes you can bring anything you want, including beer, wine, liquor, and food. You can make it easy on yourself and order beer, wine, and gourmet catering through Caviar and Bananas. They can deliver the food and drinks directly to the boat. A clean bathroom is onboard. We allow you to swim off the boat or lounge in our floats. If you want the best customer service and the longest running private charter company in Charleston, look no further!