2 Days in Charleston: The Perfect Itinerary

2 Day Charleston Itinerary South Carolina

To kick off 2016, we decided to escape a wintery Europe and head to the South of the US for comfort food, warm hospitality, sight-seeing, and a road trip.

Our adventure started out in Charleston, South Carolina, where we spent five days doing our best to see as many of the sights as possible, with the kind support of the Charleston tourism board.

This visit showed me that Charleston is the perfect place for a short getaway, and so I thought I’d put this post together highlighting some of the many options you have should you visit Charleston for two days, for example over a weekend. This two day Charleston itinerary could be expanded of course to cover more days should you wish!

A 2 Day Charleston Itinerary - Shopping street Charleston

We packed our five days in Charleston with sight-seeing, eating, and getting to know the town as well as we could. And we absolutely loved it! There was loads to see and do, incredible eateries, and the people were friendly and welcoming. We were sad to leave!

Read on to see just some of our favourite locations and activities in Charleston, followed by some tips and advice for your trip to Charleston!

A 2 Day Charleston Itinerary - Suggested Sights & Activities

Visit Patriots Point Naval and Maritime Museum

A definite favourite for both of us was the trip we took to the Patriot’s Point Naval and Maritime Museum. This location is home to an aircraft carrier, a submarine, an excellent Vietnam war exhibit and a destroyer, all of which you can explore.

Helicopter taking off Charleston tours

You can also take scenic helicopter rides from the museum, for a whole different vantage point of the museum and surrounding areas. Whilst I didn’t take a helicopter ride, I did take advantage of the one flying by to nab the above shot!

Submarine at USS Yorktown

The USS Clamagore submarine, built towards the end of World War 2. She never actually saw action in that war, but remained in active service during the Cold War before being decommissioned in 1975. Incredible to wander around, unless you’re claustrophobic!

F14 Tomcat flight deck USS Charleston

Yes, I did have a bit of a moment next to this F-14 Tomcat, sitting on the deck of the USS Yorktown which brought back all those memories of Tom Cruise flying around in that definitive 80’s movie!

Flight deck YSS Yorktown Charleston

Exploring the USS Yorktown was a fascinating experience. Above is the view from the bridge showing just two of the aircraft that are part of an extensive collection here – if you’re into military history, aviation or the sea, you are going to find something to excite you here. We spent a few hours here, but could have easily spent the whole day exploring everything on offer. A definite must if you’re in town.

Visit The Museums and Houses of Charleston

Opened in 1773, the Charleston Museum is recognised as the oldest museum in the US. A fact which makes it worth visiting by itself, but you’ll find plenty to do to keep you occupied as well.

There’s loads of information on the history of Charleston, the American Civil War, and a fascinating exhibit featuring some of the museums earliest pieces.

Civil war submarin H L Hunley

Just outside the front door of the museum, you’ll find a full size replica of the first submarine in history to sink an enemy vessel – the hand powered H. L. Hunley.

Water in fountain Charleston

As well as the excellent Charleston museum, Charleston is home to a wealth of grand old homes that you can tour (although unfortunately not photograph inside, hence another photo of a fountain in a Charleston Park!).

We toured a number of these houses, including the Aiken Rhett house, and the Joseph Manigault House, both of which were fascinating to tour, offering a glimpse of how the wealthy of Charleston may have lived when in town. If you’re interested in this side of Charleston’s history, taking a tour of one of these historic homes is well worth it.

Take a Boat Tour to Fort Sumter

Charleston is known as the place where the first shots of the American Civil War were fired, and the actual location of that first battle was Fort Sumter, situated on an island in Charleston Harbor. Captured by Confederate forces after a 34 hour battle, its strategic importance meant that it would continue to see battle throughout the rest of the war.

Fort Sumter Cannons Charleston

Now operated by the US National Park Service, Fort Sumter is a pleasant trip from Charleston by boat, giving you time to appreciate a view of Charleston from the water, followed by around an hour and a half on the island itself.

This is plenty of time to take a look at the cannons, explore the small museum, and try to get a feel for what it must have been like to be around here during the time of the war. Not terribly wonderful, I suspect!

Go back in time with a Carriage Ride through downtown

One lovely feature of Charleston is that you can take a horse drawn buggy ride through the city to learn a bit about the history and see the sights. We took a tour with the Palmetto Carriage Works, one of a number of companies which offer carriage tours of Charleston.

Horse and Carriage Charleston

Our tour lasted around ninety minutes, and our driver and guide kept us entertained and informed throughout, despite the chilly weather.

Horse and carriage on street Charleston

Taking a carriage ride was a really good way to get a feel for the layout of the city, and gave me lots of ideas for where I wanted to wander with my camera for the rest of the stay. We also got restaurant recommendations and lots of laughs from our guide, so I can definitely recommend this as something to do early on in your visit.

Visit the Old Plantation Houses of Charleston

The wealth of early Charleston was generated from the land surrounding it, usually by wealthy white plantation owners, and the hard work of the slaves they owned. To find out more about the latter, I very much recommend taking time to visit the Old Slave Mart Museum in downtown Charleston.

To learn more about the plantations, you should head out and visit one of the plantations just outside Charleston. There are a number of these – we visited Magnolia Plantation, Boone Hall Plantation, Middleton Place Plantation and Drayton Hall.

These are all different, and if you are interested in gorgeous houses, stunning gardens, and the history of the south, then you should definitely visit at least one of them. Three of them are conveniently close to each other, about a twenty minute drive east from Charleston, whilst Boone Hall is about twenty minutes north-west.

Laurence and Jess on bridge Magnolia Plantation Charleston

Girl on bridge Magnolia Plantation Charleston


Flower in bloom Magnolia Plantation Charleston


Red bridge Magnolia Plantation Charleston


Magnolia plantation, which is featured in the above four images, is particularly well known for it’s stunning bridge covered lakes and gorgeous gardens. It’s the most visited of all the four plantations, and there is lots to do here, from wandering those gardens, to visiting the petting zoo, to touring the house itself. There’s even a maze to get lost in!

Oak alley Boone Hall plantation Charleston


Slave Alley Boone Hall plantation Charleston

If you’re heading to Patriot’s Point, you could make a day of it and head out to Boone Hall Plantation, which is a little further along in the same direction. This plantation has a spectacular avenue of oaks leading up to the main house, as well as an excellent exhibition on the slaves who lived and worked here – which is presented in the houses that the slaves themselves used to live in, the so called “slave alley” of the plantation.

The final two plantations are Drayton Hall and Middleton Place. Middleton Place is known as having the oldest landscaped gardens in the US, so if you like landscaped gardens, this would be the place for you. Drayton Hall is unique in that it’s the only property that still has the original house on the property, and it’s also not been restored – rather, it’s being preserved.

This means that the rooms are empty, and it has a very different feel compared to the formal grandeur of the other properties.

Personally, my two favourites were Magnolia Plantation and Boone Hall – the tour through these properties was excellent, and there was lots to see and do in the grounds and gardens.

I also very much enjoyed the old feel of vintage Drayton Hall. However, even if you only visit one out of these four I don’t think you’ll be disappointed by your choice!

Watch the Sunset at Folly Beach

It’s probably about time we found somewhere to watch a sunset, right? If you don’t want to leave town, then a good option is down on Battery Point, where you can watch the sun set across the river.

If you don’t mind a quick trip out of town though, then head to Folly Beach. The pier here is magnificent at sunset, and the beach is wonderful to wander along.

Sunset Folly Beach Charleston 2


Sunset Folly Beach Charleston


Pier Sunset Folly Beach Charleston


Once you’re done, there’s no shortage of places to grab a bit to eat – seafood is the obvious choice I’d suggest!

See the Driftwood Beach at Botany Bay

Heading a little bit further out of town, and this might not appeal to everyone, but it’s a fascinating location, and one that is worth visiting. Botany Bay Plantation, about an hours drive outside of Charleston, is a former plantation which is now a park. Buildings survive here from the 1840’s, and there’s a self guided driving tour you can take of the various structures and point sof interest inside the park.

My favouite part though is the beach. Here, hundreds of trees have been engulfed by the rising waters, creating frozen driftwood sculptures that are beautiful and otherworldy to behold.

Trees on beach Botany Bay Charleston

The drive in to the plantation, featuring moss covered oaks, is also stunning.

Oak avenue Botany Bay Charleston


Drink Tea at America’s only Tea Plantation

I had no idea that tea was grown in the US, something I learned when we took a tour of the Charleston Tea Plantation – the only place in the US where tea is actually grown.

jess at tea plantation Charleston

You can take a tour of the factory to see how tea is grown, hop on a trolley for a tour of the plantation itself, and spend time drinking unlimited amounts of delicious tea, both hot and cold, in the gift shop.

Whilst you’re out here, do be sure to stop off at the stunning Angel Oak, one of the oldest Live Oak trees in the US!

Other highlights of Charleston

It seems like I’ve covered a lot, but I’ve barely got started with what Charleston has to offer – it’s no real surprise that the town has won the award for best small town in the US five years in a row!

From improv comedy at Theatre 99, to moss covered graveyards, to the City Market, to the park at battery point, to the many gorgeous dwellings that fill the tree-lined streets – there’s huge amounts to do and see here, certainly more than we could manage over five days, let alone fit into a 2 day itinerary!

Grave Charleston

I don’t think you’ll have any problems filling your time, instead, you’ll just be working out when you can next return.

Information for Visiting Charleston

Getting here and away

Charleston has a well serviced airport offering flights to 19 cities in the US, meaning it’s easy to get here from most places. If you’re coming from outside the US, you’ll have to go via an international hub such as Washington or New York. We recommend Priceline’s flight comparison tool as the fastest way to find the best deals on flights. From the airport we took an Uber, but there are also regular taxis and a shuttle bus service.

If you're looking to get around town and explore further afield, then as previously mentioned, a rental car is a great option. We usually recommend and use AutoEurope's car rental price comparison tool, which works worldwide to find the best price on a rental car – it checks all the major car hire companies and we find it usually comes up with the best deal.

By car, US Highway 17 runs down the coast through Charleston, whilst I-26 terminates here if you’re coming from the west.

Charleston is also serviced by Amtrak or Greyhound. As you can see, plenty of options for getting here!

Charleston bridge


Where to Stay in Charleston

We stayed at a couple of properties in Charleston during our five nights in town, both of which were lovely.

We were hosted for three out of our five nights at the gorgeous historic four star Mills House Wyndham Grand. Located slap bang in the heart of Charleston, and within walking distance of the majority of sights and attractions – not to mention being across the road from the finest dining spots in Charleston – we can very much recommend this hotel if you’re looking for something nice. The breakfast was also excellent, and was the first place I got to try grits!

We also spent a couple of nights half a mile uptown, closer to the museum and shopping area, in the Francis Marion Hotel. Another historic Charleston property, this one afforded us a lovely view across the city from our 9th floor room.

If you are heading to Charleston, and looking for an accommodation deal, here are a couple of the ways we save money when travelling and looking for the best deal.

  • Our current favourite way to find the best deals on accommodation is with HotelsCombined. These guys let you search over 100 booking sites at once, including Booking.com and Agoda, and nearly always get the best price. Check out their Charleston listings here!
  • If you prefer an apartment or more of a hosted stay, then we recommend AirBnB. We've tried all the others, and AirBnB consistently has the most options for locations around the world. Plus, if you've never used them before, you'll get up to a $100 discount on your first booking with this link!

Between these options, you should find the best prices and places to stay for your trip, as well as a good selection of reviews and feedback to help you make an informed decision.

Where to Eat and Drink in Charleston

When we asked for advice on the best places to eat in Charleston, we were universally told that it’s basically impossible to have a bad meal in the city. Competition is fierce, so poor quality venues just don’t survive for long.

I can report that we had incredible meals in Charleston, and if you’re a foodie, you might just be arriving into heaven. We also took a food tour with Bulldog Tours, which is an excellent way to get an introduction to some of the specialities of the city.

Over our five days in town, four locations stand out as being particularly memorable. The first place was Poogan’s Smokehouse. This is an awesome BBQ joint set in , and we got messy with a pulled pork sandwich, cornbread, okra, collards – al the classics of the south.

Our next delicious bites were at Jestine’s kitchen, notable for home style southern cooking in a friendly atmosphere. This was where I had my first fried chicken of the trip, and it was excellent! We chatted for a while with the owner who was really friendly, and gave us a run down of all the history of the venue and the lady for whom the place is named. If you’re hankering after some southern comfort food, this is the place to come.

Fried Chicken and white beans Charleston southern comfort food


The final two locations on my favourites list are two of Charleston’s most iconic restaurants – Poogan’s Porch and 82 Queen. Practically next door to each other, these two restaurants exemplify all that is great about Charleston cuisine.

Poogan’s Porch (who also own the smokehouse mentioned previously), are famous for a number of things, but in particular their Shrimp and Grits, which was the people’s choice award in Charleston for this dish. Charleston is notable for a number of dishes, but Shrimp and Grits and She Crab soup are the two most famous, with every restaurant making their own special variant.

We had the Shrimp and Grits, and it was delicious.

Shrimp and grits poogan's porch

We also had a whole range of other delicious dishes, including the duck below, and I can’t see you being unhappy with anything you have here!

Duck at Poogans porch charleston

And last, but not least, 82 Queen. With Poogan’s Porch being known for the Shrimp and Grits, 82 Queen is where you go for She Crab soup. This is a very rich, creamy soup, which has a little bit of crab roe added (hence the name).

I found it excellent to eat, and impossible to photograph. So instead, here’s a picture of some fried oysters, another signature 82 Queen dish.

Fried Oyster 82 Queen Charleston


And finally, let’s talk about drinking. Whilst we drank in fine style at all the above locations (in particular the IPA’s at Poogan’s Smokehouse), one notable venue where we enjoyed something a little bit stronger was the High Wire distillery.

For a mere $5, you can do a tasting of some of their more popular drinks, including bourbon, rum, vodka, and gin, as well as take a short tour of the factory itself. This is a lot of fun, and well worth doing. Naturally, they also sell their products on site for you to buy.

If you want some more food suggestions for Charleston, check out this awesome post on places to eat in Charleston from my friend Ayngelina.

High wire distilling company charleston

Getting Around Charleston

The majority of downtown Charleston is easily walkable, but there is also a free trolley service that runs to the majority of the tourist hotspots if your feet get tired. Check out the route and timetables for that, here.

To get to Patriots Point you can take a water taxi, if you don’t have a car.

For all the sights out of town, you’re going to be best off hiring a car. We hired a car to cover our last couple of nights in town, which let us visit all the plantations and out of town sights like Botany Bay and Folly Beach, before starting our road trip of the South. You can also book local bus tours that visit the plantations, Patriots Point, and other locations outside Charleston.

We usually recommend and use AutoEurope's car rental price comparison tool, which despite the name, works worldwide to find the best price on a rental car – it checks all the major car hire companies and we find it  usually comes up with the best deal. Check it out here.

USS Yorktown Charleston

Further Reading for your stay in Charleston

We've written a number of guides on travel in the USA and beyond, and we have some other resources you might find useful. In no particular order:

And that sums up some of our favourite activities in Charleston! As you can see – absolutely loads of ways to keep yourself entertained for a short break (or longer!), with everything from excellent food through to history, culture and sights. What would you choose to do on your trip to Charleston? Let us know in the comments below!

Tips and ideas for visiting Charleston, including sightseeing highlights, accommodation options and the best dining options

We’d like to thank the Mills House Wyndham Grand Hotel for our accommodation, Charleston CVB for arranging entry to all the attractions we visited and 82 Queen and Poogan’s Porch for feeding us. All other expenses were covered by us. Find out more about who we choose to work with on our code of ethics page.

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