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AIRBNB EXPERIENCES

Unique things to do in Charleston

Book unforgettable activities hosted by locals on Airbnb.

Travel like a local

This is a city with soul, one that has beauty and grace that is on full display with its architecture and vibrant historic neighborhoods. For unique things to do in Charleston, don’t miss activities that bring you closer to this South Carolina city’s story: do the Gateway Walk, visit PURE Theater, and eat more than the shrimp and grits. Locals can show you firsthand how to enjoy your time here on a Charleston sunset sail, a crabbing adventure at a downtown pier, and history walking tours, among other Airbnb Experiences.

Top-rated activities

The Best Charleston History Tour-10am
As the only Airbnb experience in Charleston with over 1800 Five-Star reviews, I promise you're going to learn more about history on this tour than on any other tour in this town. From modern-day Charleston, to how the city came to be, even mind-blowing facts about everything from Slavery to Santa Clause. But... we start by discussing what's important to you about history. What you like, and what you hope to learn. This allows me to focus the conversation where you want. I use a story format and I ask you a lot of questions to spur discussion. I'll walk you down the path of Charleston in a funny, interesting, sometimes irreverent way. I'm not going to sugar-coat anything or drone on about names and dates you won't remember. I will teach you things you did not know, and challenge things you think you know. We'll start at Waterfront Park and head south to the famous Charleston battery. We'll see some amazing sights and have some fascinating discussions about the very colorful history of the early fort of Charles Towne. When we’re finished we’ll end up very close to where we started, the proud new owners of the most valuable souvenir you can take home from your trip – knowledge. So come on ya'll, this tour ain't gonna book itself! :) (Note: Airbnb limit is 10 people. If the tour shows full, you can try booking directly on our website at Chucktown Tours)
The Best Charleston History Tour-2pm
As the only Airbnb experience in Charleston with over 1800 Five-Star reviews, I promise you're going to learn more about history on this tour than on any other tour in this town. From modern-day Charleston, to how the city came to be, even mind-blowing facts about everything from Slavery to Santa Clause. But... we start by discussing what's important to you about history. What you like, and what you hope to learn. This allows me to focus the conversation where you want. I use a story format and I ask you a lot of questions to spur discussion. I'll walk you down the path of Charleston in a funny, interesting, sometimes irreverent way. I'm not going to sugar-coat anything, show you old pictures, or drone on about names and dates you won't remember. I will teach you things you did not know, and challenge things you think you know. We'll start at Waterfront Park and head south to the famous Charleston Battery. We'll see some amazing sights and have some fascinating discussions about the very colorful history of the early fort of Charles Towne. When we’re finished we’ll end up very close to where we started, the proud new owners of the most valuable souvenir you can take home from your trip – knowledge. So come on ya'll, this tour ain't gonna book itself! :) (Note: if the tour shows full, you can try booking directly on our website at Chucktown Tours)
Boo-Hag and Brews Ghost/Bar Tour
Is this a walking brew tour with a side of ghosts or a ghost tour with a side of brews? While guests will have to decide on that, we can tell you this is not an average "sit there and shut up " tour, but rather an opportunity to engage back and forth with a 7th gen. local. As a combined bar and ghost tour guests will start out at a local Irish pub where an appetizer will be provided complimentary and guests can order some delicious cocktails or beers (yes the Guinness is on tap ) while the guide goes over the basics of local history and the ghosts present in the City of Charleston. From there guests will walk by several historic graveyards and alleyways to hear in-depth stories of local ghosts and spirits such as the notorious BOO-HAG which is only known to Charleston. Guests will begin to understand why/how ghostly activity can take place after particular circumstances of love, tragedy, and horror. Eventually the group will make its way over to the relative safety of another bar. The tour will wind down at a hauntingly beautiful local park to hear about one of the first female serial killers. Don't stick around too long after... -Please bring valid photo identification (license or passport). -Experience is for guests 21+ only. -This experience is Not for guests with walking difficulties -One small snack provided at beginning of tour - Two bars are visited
Strong Women of the South History Tour
This tour is an exploration of historical Charleston from the perspective of the founding mothers and women of every color who contributed to our Great American Dream. Along the way, you will discover the beautiful truth: Charleston is the matriarchal capital of the western world, a city once owned and controlled by women. Rated as a top Airbnb experience by Charleston Weddings Magazine, this tour is perfect for bachelorettes, couples, locals, and tourists who are looking for something more than a generic city tour. Our exploration begins at the alleged execution site of America's First Female Serial Killer. We stand in the spot where she met her fate and hear her story. Then, you get to decide: was she really a serial killer or a woman protecting her rights! Next, we visit the homes and sites of the “Old Maids," Women’s Rights Activists, Printers, Artisans, Madams, Shopkeepers, and Plantation owners while discovering their contributions and conundrums, all written over by modern history. Together, we will roll back time, and see the world from the perspective of women in their time. Last, we visit the homes and shops of the women who built this great city. We will hear their stories in the contemporary voice of their times. Together, we will smash the myth of the "Fainting Southern Belle," the "Woman behind the man," and Chattel Slavery.
Get a Photoshoot and a History Tour
*This tour is not recommended for babies and very young children. Children over ten only, please. Join a small group tour to hear stories of Charleston and have a little photoshoot at the same time! if you have a large group that is FINE just contact her for available dates! (Liz does not offer private tours at this time) (Bachelorette groups contact me first so we can plan something fun and different) Guests will meet Liz Duren in a Washington Square Park in the heart of the Historic District and be led on a 90-minute tour of the French Quarter, the infamous South of Broad neighborhood, and the Battery. Along the way, we will pause for portrait photography among beautiful backgrounds with cobbled stones, ironwork, window boxes, and more. After the tour, Liz will carefully edit your photographs and email a link to a gallery of your images. Photos are available as digital downloads for 14.95 each. You may also buy them all for a bulk discount so check with Liz after the tour! Other things to note We walk about one and a half miles at a slow pace. In the summer we dash from shade to shade to stay cool so don't worry about the heat! This tour is NOT recommended for young children.

Most popular in Charleston

Sip History in a Secret Speakeasy - Cocktail Class
*3 Cocktails & Snacks Included! - Tommy “Alchemy” Paul teaches the history of prohibition through Cocktails. 2 parts learning, to 3 parts drinking. This dynamic Cocktail class teaches you how to make prohibition era Classic Cocktails while learning about prohibition and of course, drinking! Make your hazy trip to Charleston more historical through the lens of Cocktails. Hosted at a real speakeasy in the heart of Holy City. Book now for a boozy experience unlike anything else. *Must have a valid ID to participate*
Ghost Tour Charleston
Rare Insights into the Most Haunted Places in Charleston! [ Best price if you book direct at ghosttourcharleston . com ] The Holy City’s past is as intriguing as it is tragic. Fires, wars, witches, murder plots, mass graves, voodoo, poltergeists, and Boo-Hags are real elements of Lowcountry history. This tour will show you a dark, mystical side of Charleston that you may not expect. Follow a professional, historical tour-guide to locations that are as beautiful as they are haunted. This is a family-friendly, pet-friendly tour. *Although this is a family-tour, the historical stories and folklore can be frightening and / or graphic.
Dolphin/Sunset/Booze/Cruise Intimate and Relaxing
We will enjoy a cruise through the salt marshes of one of Charleston’s most scenic rivers. We will visit Morris Island, an uninhabited barrier island. You will have a breathtaking view of the famous Morris Island Lighthouse. If you wish, you may take a leisurely stroll on the beach to search for sea shells and sharks teeth. During our tour you will see a wide array of local wildlife including the Atlantic Bottlenose Dolphin. Bring whatever you’d like to eat or drink. (BYOB) Also feel free to bring music as well! This trip is great for a group of friends or the whole family. We are pet friendly!
Sail Charleston Harbor
Sail Charleston Harbor and photography tour will circle Charleston Harbor as you relax on the bow, amidships or cockpit and take it all in while our onboard professional photographer captures (with your permission and at no extra cost) this experience for you. We will sail along Charleston Peninsula, up the Ashley River, see the sunset off the Battery then head up to and under the Ravanel Bridge as the last of the day’s light fades behind the glow of the bridge and the city of Charleston. If you do not see the date or time you would like to go out on the schedule, drop us a line and we will see what we can do! Tuesday through Thursday are private charters only. Friday through Monday may be booked individually or private.
Farm Snuggle Sessions at Flowertown Charm Urban Farm
Follow us @flowertowncharm Baby goats due Fall 2023 Want more than an hour with the farm animals? Come stay with us! www.airbnb.com/h/flowertowncharm You will get up close (literally in your lap if you want) with our super friendly dwarf goats & their friends, chickens, barn cat, farm dog, sweet bunny, bee hives, & giant tortoise. Pretty much all of our animals can be pet, snuggled, & are very friendly! We have some of the friendliest animals you can meet and you will be up close to the animals not petting over a fence… The snuggle session will take place in our urban backyard and you can sit with them, bring them treats (apples or carrots), pet them, give hugs, or brush them! We will intoroduce you to the animals, and tell you some facts about them, but also give you the freedom to roam and pet whoever your favorite is! You can BYOB if you wish or also bring a picnic blanket! These sessions host up to 20 people. We are happy to do private sessions as well depending on our schedule, please message us. We are closed Mon & Tues. Our urban historic farmhouse and mini farm is located in Summerville, SC. Summerville is a historic town about 25 min outside of Charleston. Many folks are surprised with our mini-farm being in an urban setting. We are unique because this city was built up around our 1870's farmhouse.

Activities near top attractions

Photo of Historic Charleston City Market
Historic Charleston City Market350 locals recommend
Photo of Patriots Point
Patriots Point452 locals recommend
Photo of The Battery
The Battery629 locals recommend
Photo of Waterfront Park
Waterfront Park321 locals recommend
Photo of Rainbow Row
Rainbow Row467 locals recommend
Photo of South Carolina Aquarium
South Carolina Aquarium489 locals recommend

Things to do near Daniel Island

The Best Charleston History Tour-10am
As the only Airbnb experience in Charleston with over 1800 Five-Star reviews, I promise you're going to learn more about history on this tour than on any other tour in this town. From modern-day Charleston, to how the city came to be, even mind-blowing facts about everything from Slavery to Santa Clause. But... we start by discussing what's important to you about history. What you like, and what you hope to learn. This allows me to focus the conversation where you want. I use a story format and I ask you a lot of questions to spur discussion. I'll walk you down the path of Charleston in a funny, interesting, sometimes irreverent way. I'm not going to sugar-coat anything or drone on about names and dates you won't remember. I will teach you things you did not know, and challenge things you think you know. We'll start at Waterfront Park and head south to the famous Charleston battery. We'll see some amazing sights and have some fascinating discussions about the very colorful history of the early fort of Charles Towne. When we’re finished we’ll end up very close to where we started, the proud new owners of the most valuable souvenir you can take home from your trip – knowledge. So come on ya'll, this tour ain't gonna book itself! :) (Note: Airbnb limit is 10 people. If the tour shows full, you can try booking directly on our website at Chucktown Tours)
Luxury Sailing in the Charleston Harbor
We offer 2.5hr sunset and daytime sails on our beautiful 32ft Catalina sailboat. Prepare yourself for luxury on the water. Sit back and relax as we pamper you at sea. This is a BYOB event so bring a bottle of champagne/wine if you’d like and we will make sure your glass never empties. As we sail through the harbor you will capture sight of some of our famous landmarks like: the Charleston Battery, Castle Pinckney, USS Yorktown, the Ravenel Bridge, and Fort Sumter. Relax in our boat bean bags at the bow and watch for Dolphins while listening to your favorite tunes on our Bluetooth speakers. Our sailing vessel exists for your enjoyment and we will do our best to provide you with the most memorable experience possible while onboard. Booking Tip-We suggests booking early in your trip in the case we must reschedule due to weather. You may bring any snacks/beverages onboard that you desire. We have a full kitchen onboard to accommodate. Adults 21+ may bring alcoholic beverages onboard for the tour.
Sail Charleston Harbor
Sail Charleston Harbor and photography tour will circle Charleston Harbor as you relax on the bow, amidships or cockpit and take it all in while our onboard professional photographer captures (with your permission and at no extra cost) this experience for you. We will sail along Charleston Peninsula, up the Ashley River, see the sunset off the Battery then head up to and under the Ravanel Bridge as the last of the day’s light fades behind the glow of the bridge and the city of Charleston. If you do not see the date or time you would like to go out on the schedule, drop us a line and we will see what we can do! Tuesday through Thursday are private charters only. Friday through Monday may be booked individually or private.
Charleston Walking & Storytelling Tour
This tour is an exploration of Charleston that highlights the women and men who helped found Charleston and the United States. Did you know, without the pirates and patriots of Charleston, the United States may not exist today? We start our experience in front of the Old Exchange and Provost Dungeon, one of Charleston’s oldest and most historical buildings. Learn about George Washington’s visit in 1791, and the dungeon’s prisoners who met their fate. Next, we venture down East Bay Street, passing Rainbow Row. Behold gorgeous mansions, and witness breathtaking views of the Charleston Harbor and White Point Garden. Walk in the footsteps of pirates and their captors. Next, we turn inward and walk through Charleston’s South of Broad neighborhood. Learn about the man George Washington and Thomas Jefferson said was the true father of America. stand on the same grounds where many pirates and robber barons met their fate. Learn the true stories of how pirates looted and plundered to make their way. Last, we venture back to our starting point, passing by the Four Corners of the Law and the shops and residences on Broad Street. Join us for an exploration, an awakening, and an empowerment trip through time in Charleston’s oldest neighborhood.
Nennella Sailing on Charleston Harbor
Nennella Sailing offers year-round sunset and daytime charters on a classic 1964 Pearson Vanguard 32-foot sloop. Only about 400 of these yachts were built. Nennella is No. 109. When these boats were made, sailors navigated the seas using paper charts, sextants and the stars above. Step onto the boat -- with her high bow and raised transom, full keel, original spruce boom, and teak-lined cockpit -- and get unstuck in time: for three hours you will be transported, literally and metaphorically, across the waters of Charleston Harbor and through the history of one of the most fascinating cities in the United States. First settled in 1670, Charleston became the epicenter of rice production during the antebellum period, and the most significant port of entry in North America of the transatlantic slave trade. Here is where determined American Patriots defeated the mighty British Navy in the Battle of Sullivan's Island. Here is where the first shots of the Civil War rang out. In this harbor Robert Smalls commandeered the Confederate transport ship CSS Planter and piloted it and its enslaved passengers to freedom. Here the courageous 54th Massachusetts Infantry Regiment fought the Second Battle of Fort Wagner. The history is rich, troubling, fascinating. Learn about it, as well as the details of contemporary life in Charleston, aboard the classic sailing yacht Nennella!

Things to do near Park Circle

Gullah Geechee Adventures
During this tour, Gullah Geechee Adventures, we will explore the complex history of rice in America and how Gullah Geechee people were able to develop a beautiful culture under the inhumane system of chattel slavery. The tour takes place at Riverfront Park Address: is 100 Navy Way, North Charleston, SC 29405. Landmarks we will explore * Big Pink House : Explore how Gullah Geechee culture developed on rice plantations and ways enslaved African chefs resisted slavery through cooking. *Oak Trees: Hoodoo Medicine: Gullah Herbal Remedies * Gullah Bible: Origin of Gullah Geechee Language * Mini "Forest" : How enslaved Africans created secret communities in the forest. *Cooper River (Mama Wata): water offering to heal the spirits of the dead, the spirits of the living (us) and also the water in general. You can bring fruit or flowers just be mindful there’s nothing harmful that will pollute the water. *Dead House: Explore the story behind the fingerprints on the bricks in Charleston, SC and how this structure got its name. *Libation*: Water will be poured for the names of individuals who were enslaved. Avoid the tourist trap and embark a Gullah Geechee Adventure with a Beenya Beenya: A Gullah Geechee word that means Gullah Geechee native. Translates to “been here” or from here Kumya: Opposite of Beenya, means a person is not from the area or “came here”.
Boo-Hag and Brews Ghost/Bar Tour
Is this a walking brew tour with a side of ghosts or a ghost tour with a side of brews? While guests will have to decide on that, we can tell you this is not an average "sit there and shut up " tour, but rather an opportunity to engage back and forth with a 7th gen. local. As a combined bar and ghost tour guests will start out at a local Irish pub where an appetizer will be provided complimentary and guests can order some delicious cocktails or beers (yes the Guinness is on tap ) while the guide goes over the basics of local history and the ghosts present in the City of Charleston. From there guests will walk by several historic graveyards and alleyways to hear in-depth stories of local ghosts and spirits such as the notorious BOO-HAG which is only known to Charleston. Guests will begin to understand why/how ghostly activity can take place after particular circumstances of love, tragedy, and horror. Eventually the group will make its way over to the relative safety of another bar. The tour will wind down at a hauntingly beautiful local park to hear about one of the first female serial killers. Don't stick around too long after... -Please bring valid photo identification (license or passport). -Experience is for guests 21+ only. -This experience is Not for guests with walking difficulties -One small snack provided at beginning of tour - Two bars are visited
Goat Yoga @ Mini-Farm Flowertown Charm
Goat Yoga is a casual & gentle yoga class, with goats! The goats roam around, cuddle, and play, while in your yoga poses. Our class is for all levels. It is fun, stress-relieving, and often times just quite silly! We hold the class in the backyard of our urban historic home where the goats graze and it is a beautiful setting under the trees. We think this combination is perfect for making you smile all while calming your soul. The class will be about 45 minutes of yoga with our professional yoga instructor, Joe, who will guide you through the poses accompanied by the goats! Yoga will then be followed by Goat Happy Hour. Goat Happy Hour is extra time for you to spend with the animals and other class takers to take pictures, enjoy a drink (BYOB if you wish), or purchase any of the farm goods we make and sell here at our mini-farm. Our classes average 25 people. Our historic home and mini-farm are located in the Heart of Summerville and we are 15 minutes to beautiful Plantations, 35 minutes to downtown Charleston, and 15 minutes to the Charleston airport. We also host our guest rooms at our historic home with Airbnb, so come stay with us and walk right out the back door to take the class and have unlimited goat snuggles! We can also hold private groups of 10+ people, just message us!
Sip History in a Secret Speakeasy - Cocktail Class
*3 Cocktails & Snacks Included! - Tommy “Alchemy” Paul teaches the history of prohibition through Cocktails. 2 parts learning, to 3 parts drinking. This dynamic Cocktail class teaches you how to make prohibition era Classic Cocktails while learning about prohibition and of course, drinking! Make your hazy trip to Charleston more historical through the lens of Cocktails. Hosted at a real speakeasy in the heart of Holy City. Book now for a boozy experience unlike anything else. *Must have a valid ID to participate*
Private Photo Session in Historic Charleston
I would like to do my best to make guests in Charleston feel relaxed and happy and explore as much as possible during their trip. My main goal is to make you satisfied with travelling killing two birds with one stone. You will explore some interesting historic places of Charleston known only to a small group of locals and get professional photo session! I would be happy to guide you through cobbled street, cozy alley and avenue of oaks. It is a great opportunity for you to get a great experience of professional photography, gain unforgettable memories and learn more about a city with such a long and interesting history. Don’t hesitate and join our amazing walk with camera through Charleston hidden places! To see full quality and loads of my work check out my INSTA(@charlestonphotoart) What you get: -Good conversation, professionalism and assistance with posing; -The most prettiest and popular spots in town for professional photo session; -After photo session you'll get 10 photos of your choice, they will be professionally edited for social media. This experience would be an ideal match for: Family session; Wedding anniversary session; Elopement session; Maternity session; Bachelor session; Engagement session; Secret proposal session; Session for dating couples. Unfortunately, I don’t do: Single portrait session; Business headshot session.

Things to do near French Quarter

Historic Seven Course Dining Experience and Museum Tour
Charleston’s two biggest passions are food and history. We combine those two passions as you transport yourself through time on our unique tour where you never have to leave your seat. You will enjoy a generous SEVEN course meal served in “service a la Francais” in the dining room at the Fireproof Building, the first fireproof building built in US history in 1827. Each entree covers a different period of Charleston’s history, with food authentic to the times. It’s all fully narrated by your host and culinary historian, Mike Hebb. You will not only taste Charleston’s history, you’ll also learn about domestic life, the walled city of Charlestowne, the Revolution, slavery, and the Civil War. Plus, you’ll get a free “after hours” tour of the South Carolina Historical Society Museum!
Strong Women of the South History Tour
This tour is an exploration of historical Charleston from the perspective of the founding mothers and women of every color who contributed to our Great American Dream. Along the way, you will discover the beautiful truth: Charleston is the matriarchal capital of the western world, a city once owned and controlled by women. Rated as a top Airbnb experience by Charleston Weddings Magazine, this tour is perfect for bachelorettes, couples, locals, and tourists who are looking for something more than a generic city tour. Our exploration begins at the alleged execution site of America's First Female Serial Killer. We stand in the spot where she met her fate and hear her story. Then, you get to decide: was she really a serial killer or a woman protecting her rights! Next, we visit the homes and sites of the “Old Maids," Women’s Rights Activists, Printers, Artisans, Madams, Shopkeepers, and Plantation owners while discovering their contributions and conundrums, all written over by modern history. Together, we will roll back time, and see the world from the perspective of women in their time. Last, we visit the homes and shops of the women who built this great city. We will hear their stories in the contemporary voice of their times. Together, we will smash the myth of the "Fainting Southern Belle," the "Woman behind the man," and Chattel Slavery.
Dolphin/Sunset/Booze/Cruise Intimate and Relaxing
We will enjoy a cruise through the salt marshes of one of Charleston’s most scenic rivers. We will visit Morris Island, an uninhabited barrier island. You will have a breathtaking view of the famous Morris Island Lighthouse. If you wish, you may take a leisurely stroll on the beach to search for sea shells and sharks teeth. During our tour you will see a wide array of local wildlife including the Atlantic Bottlenose Dolphin. Bring whatever you’d like to eat or drink. (BYOB) Also feel free to bring music as well! This trip is great for a group of friends or the whole family. We are pet friendly!
One Bar & Tarot Cards
Join us, and learn the game of connections and communication through tarot, and explore the higher bonds between our spirits, our souls, and the occult. Tarot-like cards first appeared in 15th century Italy. The oldest surviving tarot cards are the 15 or so Visconti-Sforza tarot decks painted in the mid-15th century for the rulers of the Duchy of Milan. The earliest evidence of a tarot deck used for fortune-telling comes from an anonymous manuscript from around 1750. Jean-Baptiste Alliette was the first to issue a tarot deck specifically designed for occult purposes around 1789. In the modern Rider–Waite tarot deck, pull the Empress card, and you just might be the alpha female at the table. Strong, independent, and smart: you command the room. But, pull the Wheel of Fortune, and you might be in for a change: for better or for worse. Only you can answer that question. So join a group of new friends at a local bar to experience a personalized tarot reading. Learn something new about yourself and your fellow group members, and come away from the experience with a new outlook on the future.
Evening Haunted Ghost Tour
WE ARE OPEN YOU CAN BOOK DIRECT. GO TO www.scarycharleston.com or call: 843-343-9255 -TOUR DURATION: Hour and 15 minute *****HOT NEWS: Just proclaimed by "FROMMERS TRAVEL Guide" as "TOP seven ghosts tours in the nation. On your tour you will be taken to the top haunted locations in Charleston. Charleston is a beautiful city filled with many haunted houses. You will see beautiful old graveyards/ churches and historical buildings. You will also step away with a greater appreciation for spirits unable to pass to the other side. We carefully select the top haunted locations. These locations have been featured on the History Channel/ Discovery Channel/ Ghost Adventures. And the Travel Channel. And numerous periodicals. Their are several other tour companies in town. But we guarantee you will be escorted by a guide that has a unique PASSION for the macabre. If you want to be transported back in time. And walk the same streets as pirates and patriots, then this tour is for you. Please understand no dogs can be brought on the tour. -Guest's must be at least 12 years old. Tour is a walking tour, approximately 5 blocks. All flat surfaces. with frequent rest stops. ***** TOUR CAPACITY MAY EXCEDD 10 PEOPLE****

All activities near Charleston

The Best Charleston History Tour-10am
As the only Airbnb experience in Charleston with over 1800 Five-Star reviews, I promise you're going to learn more about history on this tour than on any other tour in this town. From modern-day Charleston, to how the city came to be, even mind-blowing facts about everything from Slavery to Santa Clause. But... we start by discussing what's important to you about history. What you like, and what you hope to learn. This allows me to focus the conversation where you want. I use a story format and I ask you a lot of questions to spur discussion. I'll walk you down the path of Charleston in a funny, interesting, sometimes irreverent way. I'm not going to sugar-coat anything or drone on about names and dates you won't remember. I will teach you things you did not know, and challenge things you think you know. We'll start at Waterfront Park and head south to the famous Charleston battery. We'll see some amazing sights and have some fascinating discussions about the very colorful history of the early fort of Charles Towne. When we’re finished we’ll end up very close to where we started, the proud new owners of the most valuable souvenir you can take home from your trip – knowledge. So come on ya'll, this tour ain't gonna book itself! :) (Note: Airbnb limit is 10 people. If the tour shows full, you can try booking directly on our website at Chucktown Tours)
Luxury Sailing in the Charleston Harbor
We offer 2.5hr sunset and daytime sails on our beautiful 32ft Catalina sailboat. Prepare yourself for luxury on the water. Sit back and relax as we pamper you at sea. This is a BYOB event so bring a bottle of champagne/wine if you’d like and we will make sure your glass never empties. As we sail through the harbor you will capture sight of some of our famous landmarks like: the Charleston Battery, Castle Pinckney, USS Yorktown, the Ravenel Bridge, and Fort Sumter. Relax in our boat bean bags at the bow and watch for Dolphins while listening to your favorite tunes on our Bluetooth speakers. Our sailing vessel exists for your enjoyment and we will do our best to provide you with the most memorable experience possible while onboard. Booking Tip-We suggests booking early in your trip in the case we must reschedule due to weather. You may bring any snacks/beverages onboard that you desire. We have a full kitchen onboard to accommodate. Adults 21+ may bring alcoholic beverages onboard for the tour.
Charleston Walking & Storytelling Tour
This tour is an exploration of Charleston that highlights the women and men who helped found Charleston and the United States. Did you know, without the pirates and patriots of Charleston, the United States may not exist today? We start our experience in front of the Old Exchange and Provost Dungeon, one of Charleston’s oldest and most historical buildings. Learn about George Washington’s visit in 1791, and the dungeon’s prisoners who met their fate. Next, we venture down East Bay Street, passing Rainbow Row. Behold gorgeous mansions, and witness breathtaking views of the Charleston Harbor and White Point Garden. Walk in the footsteps of pirates and their captors. Next, we turn inward and walk through Charleston’s South of Broad neighborhood. Learn about the man George Washington and Thomas Jefferson said was the true father of America. stand on the same grounds where many pirates and robber barons met their fate. Learn the true stories of how pirates looted and plundered to make their way. Last, we venture back to our starting point, passing by the Four Corners of the Law and the shops and residences on Broad Street. Join us for an exploration, an awakening, and an empowerment trip through time in Charleston’s oldest neighborhood.
Sail Charleston Harbor
Sail Charleston Harbor and photography tour will circle Charleston Harbor as you relax on the bow, amidships or cockpit and take it all in while our onboard professional photographer captures (with your permission and at no extra cost) this experience for you. We will sail along Charleston Peninsula, up the Ashley River, see the sunset off the Battery then head up to and under the Ravanel Bridge as the last of the day’s light fades behind the glow of the bridge and the city of Charleston. If you do not see the date or time you would like to go out on the schedule, drop us a line and we will see what we can do! Tuesday through Thursday are private charters only. Friday through Monday may be booked individually or private.
Ghost Tour Charleston
Rare Insights into the Most Haunted Places in Charleston! [ Best price if you book direct at ghosttourcharleston . com ] The Holy City’s past is as intriguing as it is tragic. Fires, wars, witches, murder plots, mass graves, voodoo, poltergeists, and Boo-Hags are real elements of Lowcountry history. This tour will show you a dark, mystical side of Charleston that you may not expect. Follow a professional, historical tour-guide to locations that are as beautiful as they are haunted. This is a family-friendly, pet-friendly tour. *Although this is a family-tour, the historical stories and folklore can be frightening and / or graphic.

Your guide to Charleston

What are some of the best neighborhoods in Charleston?

Downtown, also known as the Peninsula, is packed with action: shopping, dining, events, and historic attractions. While it does attract out-of-town visitors with its historic mansions, ghost stories, horse-drawn carriages, and lively energy, it’s also where many locals hang out — with plenty of walkable neighborhoods offering their own spins on Lowcountry hospitality.

King Street

This part of the Historic District often gets pinned as the place to enjoy upscale shopping, but it’s also an extremely walkable (and beloved) part of the city to grab drinks, catch live music, and enjoy ​​some of the city’s most acclaimed restaurants. On Saturdays, don’t miss the Charleston Farmers Market for fresh fare and locally made arts and crafts.

Ansonborough

While not technically downtown, its close proximity to King Street, Marion Square, and the bustling City Market makes it easy to get to for those who want to enjoy the grandeur of the Historic District in a quieter setting. Beautiful homes are nestled between oak trees strewn with Spanish moss, and there are still plenty of places to grab a 5-star bite, or check out galleries and boutiques. It’s also where you can find lush gardens.

Harleston Village

Students, families, professors, and young professionals love this area, in part because it’s within walking distance to the College of Charleston. The 10-acre Colonial Lake Park is a favorite place to unwind, while the Halsey Institute of Contemporary Art and Library Society (one of the first of its kind in the United States) are hot spots for exhibits and events.

Cannonborough/Elliotborough

While they are technically two neighborhoods, most residents would consider them one. This revitalized area of downtown is where to come for a glimpse into today’s Charleston: a place for classic Southern cooking and Victorian homes as much as new housing development, global cuisine, and thriving independent businesses.


What do locals recommend doing?

Spend the day on Folly Island

Locals and out-of-towners don’t mind sharing here, where you can take surfing lessons, a dolphin cruise, or just relax on Folly Beach.

Walk (or jog, or bike) the Arthur Ravenel Jr. Bridge

The iconic bridge that swoops over Cooper River is a favorite local spot for a walk, jog, or bike ride. The bridge spans about 2.5 miles, connecting Charleston to the nearby suburb of Mount Pleasant, where you’ll find fresh seafood, local dives, and fun fishing outings in the Shem Creek area.

Spend time in the West Ashley suburb

Head out to get some quintessential South Carolina barbecue, and stroll the neighborhoods of Avondale and River Terrace for gorgeous green spaces.


What are important historical landmarks in Charleston?

History is down every cobblestoned alley and extends to the rivers and marshes of this Lowcountry city founded in 1670. Here’s some of the most important historical things to do in Charleston.

Visit the Boroughs of Charleston

The Boroughs — Cannonborough/Elliotborough, Radcliffeborough, Ansonborough and Mazyk-Wraggborough — are home to important landmarks, including the Aiken-Rhett House Museum, that educate on what life was like here in the 18th and 19th centuries. Set to open in 2022, the International African American Museum sheds light on the history and ancestry of the African Americans of South Carolina (and beyond) with exhibits, a family center where people can trace their genealogy, and a memorial garden, among other innovative programs in Radcliffeborough.

Take a ferry to Fort Sumter

This is the site where the Civil War began, and a national historical park shrouded in significant American history best told by a park ranger, or a local historian as your guide. You can reach the monument via ferry at Fort Sumter Visitor Education Center in Charleston or Patriots Point in Mount Pleasant.

Experience the French Quarter

This area, and the neighboring South of Broad, host some of Charleston’s most known attractions such as Rainbow Row, the Battery, White Point Garden, historic mansions, and more. If it’s your first time in Charleston, a historic walking tour around here is an important and fascinating introduction to Charleston’s past. For an immersive experience, visit the Historic Charleston Supper Club. What do locals do in an area like this? Spend time with friends and family at Waterfront Park where kids splash in the fountains and residents relax in the grass. Each year, the Dock Street Theatre is a must for those attending the annual Spoleto Festival.