Top Charleston Seasonal & Special Occasions

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.

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.

Sip your way through historical Charleston on this walking tour and bar crawl. Start the tour at a pub where you will receive a snack and the opportunity to purchase beer and mixed drinks as you learn about the history of the city. Travel through the alleyways and along the cobblestone streets of Charleston in order to reach cultural sites including the Old Exchange & Provost Dungeon and the Dock Street Theater.

CELEBRATE your milestone in a meaningful way. Plan a secret proposal, capture your engagement, honor your anniversary, honeymoon, babymoon, or simply document a special trip with the people you love. CUSTOMIZE your experience to match your vision. Choose from: historic downtown Charleston, Boone Hall, Isle of Palms, Cypress Gardens, Shem Creek. Together, we’ll create the perfect setting for your story. ENJOY a relaxed, private experience designed just for you. I’ll guide you through beautiful locations and help you with simple, natural posing so you always know where to stand and what to do, while I capture professional photographs along the way. CHERISH the memories long after your trip is over. Leave Charleston with timeless photographs that will remind you of this special chapter for years to come. At the moment, I don’t offer portrait sessions for a single person unless it’s for graduation or senior photos.

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.

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).

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.

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Charleston, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

Celebrates the city’s rich musical heritage with a captivating concert, featuring a range of genres from gospel to Gershwin. As part of America’s 250th birthday celebration, this performance highlights the historical music that has shaped both Charleston and the nation. Experience a 75-minute show filled with light classics heard at concerts of the St. Cecelia Society, gospel spirituals, Civil War songs, music of George Gershwin, and classic jazz that entertains and educates. Join us at the Circular Congregational Church for an evening where history and music intertwine, culminating in the beloved "Amazing Grace", composed by John Newton, who worshipped in your concert venue, Circular Congregational Church, to conclude the night.

This Charleston ghost cruise brings you to the city’s spooky sites that can’t be reached on foot. Board a 45-foot catamaran and set sail on the Charleston Harbor, passing by the sites of pirate attacks, naval battles, and more. As you sail, your guide tells haunting stories of Charleston’s past.

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.

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.

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.

Experience the top-rated escape rooms in Charleston with our "Serial Killer" game, a 60-minute immersive adventure in the house of Chainsaw Chuck. Navigate through multiple rooms filled with unique puzzles and hidden clues, challenging you and your friends with adrenaline-pumping excitement and suspense. Whether you escape or not, this thrilling experience will leave you with lasting memories. Book your adventure and see if you can outsmart Chainsaw Chuck, or fall victim to his sadistic games.

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor since 2012, our sailing yachts are the highest quality and operated by two professional crew to give you the best experience possible. Standard 2 hour charters are private, only you and the guests in your party will be on board. Additional hours can be added by request. We depart from the safe Harbor City Marina downtown Charleston and sail out towards fort Sumter or the Arthur Ravenel Jr bridge, past the battery and the historic forts on the Charleston Harbor. We always point out the bottlenose dolphins that we see and try to get as close as we can for your viewing pleasure. Great for children and adults alike, we have plenty of shade, two bathrooms and soft drinks refreshments are included. We strive to provide the best customer service giving our guests the finest sailing experience available in Charleston.

We are an interactive trucker hat making experience with a nostalgic camp themed cafeteria twist. You won't find mashed potatoes on our menu. Book a private in-store experience for just you and all your friends! You will enjoy the entire storefront to yourself, a personal hat barista to guide you through your hat making experience, access to play your own music, and champagne for each guest!

Although Charleston may be more famous for its bars than its beaches, visitors would be remiss to overlook the Holy City's natural charms. Join a certified naturalist for a 2-hour nature boat tour through the waterways off Charleston Harbor, including a stop to explore the historical Morris Island. Throughout the tour, take in views of the Charleston skyline and spot wildlife like dolphins and seabirds with the help of your guide.

Take in the beauty of the Charleston coastline and even spot dolphins along the way with this exclusive sailboat charter directly from the downtown Harbor City Marina. Enjoy the luxury of an entire boat to yourself as you skirt the coast past highlights like the Arthur Ravenel Jr Bridge, the battery, and historic forts on the Charleston Harbor. Keep your eyes peeled for bottlenose dolphins and stay cool with drinks and shade on board.

So much of what we think we know about history is wrong. On this tour, we'll explore the truth behind the myths of history. Find out what really happened. Not the stories you were told, or the facts your teacher taught you. Oh no, we're going to explore things like why they never taught us there were FOUR Emancipation Proclamations. While absolutely nothing happened on the 4th of July, yet we celebrate it every year. We'll even tell the real story behind Santa Claus. So buckle up! We'll start at Waterfront Park, head past the famous Rainbow Row and Washington Park, down cobblestone streets, and past the oldest building in Charleston, from 1685. We promise the things you see will be beautiful, and the historical facts will be different than what you think they are! So come on ya'll...let's learn some real history

Experience Charleston’s breathtaking beauty from above on our Sunset Helicopter Tour! As the sun dips below the horizon, soar around our historic downtown, golden beaches, and marshlands glowing in twilight. Locally owned and serving Charleston for over 10 years, we guarantee stunning views and unforgettable memories. Book now to catch golden hour from the sky!

Step away from the crowds and see Charleston from the water on this private boat trip. With only your group on board, you set the tone—whether you want a relaxed drift past the city's storied waterfront, a lively celebration on the open water complete with drinks and music, or a few hours sunbathing and dropping anchor at a secluded local beach.

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

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