After our morning of shopping and a fantastic lunch at Husk, we were fully refreshed and recharged and ready for our walking tour around Historic Charleston.

The Wandering Weekenders- Exploring Historic Charleston

Historic Walking Tour

Normally on our girls trips, we like to really get to know the city. One of the ways that we feel like we do that is by walking around and exploring the city, the other way is by taking a tour because you can learn some really valuable information from a knowledgeable tour guide. So obviously, the best of both worlds is a walking tour.

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

When we were doing our research for our trip, Stacy stumbled across the Highlights of Charleston with Oyster Point Historical Walking Tours. Not only would we get to know the historical part of Charleston, but we’d also get to walk down to the Harbor and see the famous Rainbow Row. The tour was only $20 which also made it very affordable too.

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

Our tour guide was fantastic, and we really learned so much about Charleston during the tour. I really had no idea that Charleston is one of the oldest cities in the United States, I mean obviously I knew that it was part of the 13 original colonies, but I didn’t know that it was founded in 1670. I also didn’t know that Charleston was actually founded by a company, and not by people that came over for religious freedom like the pilgrims. I actually makes a lot of sense, considering that Charleston is a huge harbor (I can’t remember if our tour guide said that it was even bigger than New Orleans).

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

One of the things that I thought that the tour guide did a great job of was talking about slavery and its effects in Charleston. Because Charleston was a major port, slavery was one of the principal imports in Charleston, and families were routinely ripped apart at the slave auctions. The tour guide also did a great job of explaining what it was like for slaves in the rice plantations, which was a major crop in the low country, where Charleston is located. The slaves were forced to work in the most horrible conditions (working in water of the rice plantations, getting bit by mosquitos carrying terrible diseases, and just all around toughness) where they would most likely die at a very early age because of the extreme conditions they were forced to work in. It’s not the normal idea that we have in our heads of slaves picking cotton in the South.

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston
One of the oldest theaters in the country!
The Wandering Weekenders- Exploring Historic Charleston
The oldest house in Charleston, and it’s pink!

After we explored the historic parts of Charleston, we made our way towards the Harbor, but not before taking a stop at Rainbow Row. If you can believe it, Rainbow Row was created because one woman decided to paint her house pink, and now it’s one of the most recognizable places in South Carolina!

The Wandering Weekenders- Exploring Historic Charleston

As we made our way along the Harbor, our tour guide pointed out some of the more famous houses along the way, but all I could do was just imagine living in a house as beautiful as some of those and waking up to the beautiful harbor every day!

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

The Wandering Weekenders- Exploring Historic Charleston

Historic Charleston City Market

After our tour ended, we had some time to kill before dinner, so we decided that we needed to do some more shopping, and the Historic Charleston City Market was just the perfect place for us to explore! While King Street is known for some amazing shops and boutiques, the Charleston City Market is known for more local and handmade gifts and souvenirs. Unfortunately, some of the shops were starting to close up when we got there, but we still managed to find some adorable magnets with Rainbow Row on them, of course!

The Wandering Weekenders- Exploring Historic Charleston

We still had a while before dinner, so we decided that it was time for some ice cream! There was a Ben & Jerry’s close and we all grabbed a cone for a snack. Since it was starting to warm up the ice cream was melting pretty fast, and I was eating the ice cream in the most unladylike of fashions when all of a sudden a guy with a camera literally walked up to me and flashed his camera in my face and took some pictures. I’m pretty sure that I had my mouth wide open and might have had a chocolate mustache, which made for a very unattractive picture. We were all so shocked that we didn’t have a chance to say anything to the guy! It was definitely the craziest thing to happen to us during the trip!

The Wandering Weekenders- Exploring Historic Charleston

And on that crazy note, I’m going to make y’all wait until next week to hear about our Saturday night dinner and our trip to the beautiful Boone Hall Plantation! I’m linking up with Lauren of Lauren on Location, Van of Snow in Tromso, Isabel of The Sunny Side of This and Marcella of What a Wonderful World for Wanderful Wednesday.

Other Charleston Posts:

6 Things I Learned While Visiting Charleston
Charleston: Shopping On King Street
Eating Our Way Through Charleston
Experiencing Beautiful Boone Hall

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A walking tour with Oyster Point Historical Walking Tours is the perfect for exploring historical Charleston and getting acquainted with the city!

A walking tour with Oyster Point Historical Walking Tours is the perfect for exploring historical Charleston and getting acquainted with the city!

  • Darcy from A Memory of Us

    A walking tour seems like a great way to get to see a city!

    • It really was so great! I felt like we also got to know that area really well so it was pretty easy to navigate later on as well.

  • You are really making me want to go back to Charleston! That’s so weird about the guy who took your picture while you were eating ice cream! He’s lucky you didn’t shove your ice cream in his face lol! <3, Pamela Sequins & Sea Breezes

    • One of the things that I hate about doing these recaps so long after our trips is that it’s making me really want to go back too! I’m already wondering when I can take Chris back with me! That guy was seriously so weird! I think that I was just so shocked that I didn’t even have time to react because he walked away so fast!

  • Emily Dunham

    Gorgeous pictures. The only time I have been to Charleston was like for a 15 minute pit stop on the way back from Florida to check out where my friend was going to college. Such a beautiful city – I so want to go back!

    • Thank you! You definitely should try and take a trip to Charleston sometime soon, it’s so beautiful and so fun! We were able to do and see a lot in a weekend, but I want to go back for more time.

  • Okay, I seriously need to go to Charleston like yesterday. I love all the history of the city, and Rainbow Row looks so pretty. That is so random about that guy taking your picture!

    • Yes you do, and you would love Charleston so much! Rainbow Row was just as beautiful as I imagined, and I could have listened to our guide talk about the history of Charleston all day long! That guy was so weird and creepy! It all happened so fast that I didn’t even have time to react!

  • Beautiful pictures! Sorry about the weird guy taking your picture. I’m sure that was awkward. 🙁 Next time get Jeni’s ice cream; it’s better than Ben & Jerry’s. 🙂

    • Thank you! It was so strange that he just took my picture, but it all happened so fast that I didn’t even have time to react. And next time I’ll definitely stop by Jeni’s ice cream because there will definitely be a next time for Charleston!

  • Kerri Taylor

    LOVE it. i love a good walking tour too. you end up learning so much more than just walking around and you probably see so many things you wouldn’t have even thought to visit. i can’t get over the rainbow row either!

    xoxo cheshire kat

    • Exactly! I also think that doing a walking tour helps you to get to know that specific area of the city too, so it’s easier for you to find your way around later on. And Rainbow Row was so beautiful! I could have stayed there all day!

  • LOVE this post!! Everything is so beautiful and full of history. I had no idea that Charleston was that old, how cool! These Charleston posts are awesome

    • Thank you! From the moment we started walking around Charleston, I knew that I was going to love the city, it was just so beautiful and charming! Writing these posts have made me want to start planning my next trip so soon!

  • I love doing walking tours, that was my favorite thing about New Orleans and getting to know the history. Rainbow row is seriously so pretty and it’s crazy that one lady just decided to paint her house and that’s how it came to be. That is such a crazy thing with the photo, kinda creepy, but I too wouldn’t know what to say in the moment.

    • Exactly! We loved all of our walking tours in New Orleans too, so we always like to try and do them in the other cities that we visit. And nothing beats hoe beautiful Rainbiw Row was! It almost reminded me of the French Quarter in NOLA with all the beautiful colors. I couldn’t believe that guy just randomly took my picture, but it all happened so fast that I didn’t even have time to react!

  • Great post! I’m bookmarking this for future reference. I love all your pictures. I so want to visit Charleston one day.

  • Seriously, Charleston looks absolutely gorgeous. Every time I read another post or see another picture of it, it gets pushed up my list of places I need to go! I can’t believe some random dude just came up and took your picture though! What???

    • I know! I was so caught off guard by that, but it all happened so fast that I didn’t even have time to react! That’s exactly how it all happened for me too! I kept on seeing more and more pictures and posts about Charleston, that it kept on getting pushed farther and farther to the top of my list. I’m already trying to figure out when I can go back! I hope that you get to visit very soon!

  • Kristina @ MsModify

    Seeing this makes me want to go back to Charleston so bad! When I was there I bought a ring from the City Market, it’s big and silver and has the pattern of the historic gates in Charleston. Every time I wear I get compliments and then I get to share my Charleston stories! 🙂 xo, Kristina

    • Writing these recaps have been hard because it makes me want to go back so badly! That ring sounds gorgeous and like a perfect souvenir from your trip! I think it’s a great way to relive your trip all the time!

  • I’m a big, big, big fan of walking around in new cities in
    order to get to know them. That’s by far the best way I think! You never know
    what you’ll stumble on. I am not a big fan of guided tours just because I like
    to go at my own pace so that’s awesome that you really liked yours. I know tour
    guides are generally really awesome I just don’t like the act itself. Man, does
    this place look super pretty!! I love the shutters!

    • Exactly! Plus I feel like it helps you to find your way around as well because sometimes you don’t have the best sense of direction in a new city.

      Sometimes guided tours can be rough because they go faster or slower than you would go at your own pace, but if you find a good company, you can’t beat the knowledge the guides have. But that’s also the best thing about vacations, you can make them your own and do what’s best for you.

      Charleston was seriously so beautiful! I kept on thinking that it wasn’t possible for it to get anymore gorgeous, and it continued to blow my mind!

  • I love the architecture there! All those pretty pastel houses! And walking tours are great. You can learn so much about the place and really have the time to look around and take pictures – so much better than those bus sightseeing tours!

    • Everything was so beautiful in Charleston! One of my friends was actually an architecture major in school, so we knew that she was going to love all of the details of the buildings in the city.

      And so true about he hop on and hop off buses. For some trips they’re a great way to see a lot if you don’t have that much time, but walking tours really give you a way to see the details of where you’re visiting.

  • Love love love! Charleston is so pretty! Because of my limited time there, I just wandered, but I’d love to do a walking tour whenever I go back! Dock street theater is so pretty!

    • I remember seeing all of your pictures from your trip, and you really got to see so much in the time that you did have there! I’m already counting down the days until I can start planning my next trip back too!

  • Nadine

    I love love love all the pretty houses in that area!!! The historic tour would be so fun! I like walking around and exploring a new city by foot.

    • All of the houses really were so gorgeous! All of the bright colors really reminded me of the French Quarter too. I think walking really is the best way to get to know a city! You get to see all the amazing little details, and it helps you to find your way around too!

  • Living on Cloud Nine

    A beautiful city rich in history and definitely on our bucket list!! I’m saving this too cause I’m bound and determined to get there someday!!

    • I hope that you get the chance to make it to Charleston sometime soon! It’s just so beautiful and filled with a ton of history! I’m already wondering when I can make my next trip there!

  • Rachel

    What wonderful snaps from your time in Charleston! Rainbow Row has always been my favorite. Whenever we go down to visit our family that lives outside of the city, it’s always one of our first stops. Who doesn’t love colorful houses?!

    xo, Rachel
    A Blonde’s Moment

    • Thank you! Rainbow Row was easily one of our favorite parts of the city too, and since we kind of glazed over it on our tour, we stopped by to take more pictures the next day! I felt like such a blogger when we were taking our pictures there!

  • Beautiful pictures- it really shows why I love living here! I’ve never done a tour but I feel like I could probably learn a lot. That’s really weird about the camera guy …

    • As ,if has I love Texas, I could easily see myself moving to Charleston one day! It’s just so beautiful and full of so much history! I’m very jealous that you get to experience it on a daily basis! You should totally be a tourist in your own city! I feel like there’s always something new to learn, no matter what.

  • Girl, you have some serious photograph skills. Loved your pictures! It sounds like the perfect weekend getaway to me. Thanks for linking up again!! Can’t wait to hear more stories!

    • Thank you so much! I’m slowly but surely learning all about shooting in manual mode so hopefully I’ll be ready for my trip to Europe in September! Thanks again for hosting a great linkup! I’ve loved getting to read all about everybody else’s amazing travel stories too!

  • That tour sounds so interesting-I love historic walking tours! You make me want to book a flight right now!

    • I know that you would seriously love Charleston! It seems like a city that you’d fall in love with! The walking tour was so awesome! I felt like I learned so much about Charleston and South Carolina that I didn’t know before!

  • Christina Sotherden

    The walking tour looks fantastic because all the spots in these photos look gorgeous! Oh and your ice cream looks pretty good too!

    • Seriously everything about Charleston was so perfect, and I loved taking pictures of it! Sometimes after a long day if walking, all you need is an ice cream cone! It really hit the spot!

  • Gorgeous snaps! I love all the variety of houses, I’m such a sucker for a row of coloured houses with pretty flowers – isn’t that just the dream combination?! Such a pretty looking place. Thanks so much for joining us on Wanderful Wednesday.

    • Thank you! One of the things that I love about older cities is all of the amazing architecture of the older homes. Everything just has such a personality and is always so beautiful! We really didn’t have that much time to see Rainbow Row on our tour so we had to go back and take more pictures the next day. It was just too beautiful! Thanks again for hosting such a great linkup!

  • The tour sounds fun and the houses are so pretty! How weird about that guy taking pictures!!

    • I thought that the tour was such a great way to get to know the city, and Rainbow Row was definitely one of our favorite parts if the whole trip! I couldn’t believe that guy! I was so weirded out by the whole thing!

  • I’m such a history nerd so i know i’m going to love Charleston when I final make it there! I’ve been living in Alabama for almost two months and just in that short amount of time i’ve learned so much about our country in its very young ages and it’s been the most fascinating thing to me!

    • Even though we’re a young country, I feel like we still have a very rich history! It just goes to show that you really don’t have to go to Europe for an amazing history lesson! I hope that you make it to Charleston sometime soon because I think that you’d really love it!

  • that walking tour sounds so good, and super affordable. the ice cream.. yum! i love that you got it before dinner haha but what the heck with that guy taking a photo of you?! what the HECK?!

    • I know! I was seriously like WTF just happened? I didn’t even have time to react because it happened so quickly!
      Ice cream before dinner seemed like the perfect thing for a girls trip! Plus calories don’t count when you’re on vacation, right?
      We loved the walking tour so much! I thought it was a great way to see the city and we learned so much!

  • Love walking tours! I really need to get up to Charleston soon with it being so close, and ooooh Rainbow Row why must you be so pretty? <3
    Green Fashionista

    • You really do need to get to Charleston soon! It’s just so beautiful with so much to do, plus they really know how to brunch in Charleston! My friends and I were actually talking about how we thought that Charleston would be a great babymoon destination too 🙂

  • Wow Charleston sounds amazing to explore and get some history in. So sad to learn about the conditions of the slaves but I’m sure we’re sheltered from a lot of the details. I think a historic tour is a must in a city like Charleston.

    • Exactly! I don’t think that well ever really know how bad the slave population was really treated. We just have to learn from, it so that it doesn’t happen again. Charleston really was so history rich that the walking tour was the perfect way to see the city and learn about it.

  • Katey Haines

    Gorgeous pics! We love Charleston, it’s such a beautiful city! And I’m lucky to live only a few hrs away! Husk is one of our fav restaurants, always amazing food!
    We’d love to have you join our Tuesday Fashion Party Link Up
    Betsy and Katey

    • Thank you! I’m so jealous that you live so close to such an amazing city! I think that I’d be taking lots of weekend trips there if I lived close! We loved our lunch at Husk, and I’m so glad that we were able to get in for lunch because they were so booked for dinner!

  • Charleston was so much fun, and the walking tour was awesome! I’ll never forget walking on the promenade with the cool waves crashing behind us while we looked at the BEAUTIFUL houses. The ice cream was perfect for the hot afternoon, and for your impromptu photoshoot 🙂

    • Yes! I’m so glad that you found that tour online because it ended up being perfect! Even though the weather was kind of crappy during the morning, it turned into a beautiful day in the afternoon that was perfect for exploring! That guy was seriously so weird, right? I think that we were all just so stunned about what had happened!

  • That is bizarre photography behaviour by that strange man. I always thought you were supposed to ask permission to take someone’s photo, especially if they’re in the middle of stuffing their face! Anyway, that aside, it looks like you had a fabulous time, I always enjoy a good walking tour. I think you can take in more that way. Sounds like you had a great guide, too. And it’s my dream to have an ocean view one day! Looking forward to reading the rest!

    • I think that you are supposed to ask promisssion! It all happened so fast that all we could do was just look at each other and ask WTF! It was beyond bizarre!
      Besides that little experience, everything else about our trip was awesome! We really did have an amazing guide for our tour and we just overall fell in love with Charleston!

  • While I’m not always keen on walking tours, when you get a good guide with a passion for the history they are totally worth it! Rainbow Row looks delightful – like Notting Hill here in London 🙂

    • Exactly! If you’re on a guided tour, the guide’s passions and knowledge can make or break the tour. We got very lucky that ours was so great! We could have spent all day at Rainbow Row, it was just so beautiful! I’ve heard how beautiful Notting Hill is, and I’d love to visit one day!

  • How pretty! I may have told you this before, but I really want to go there for our anniversary. I love your photos! Do you think we could do it in a weekend/long weekend or is that too short??

    • Charleston really was just so beautiful, and I already want to go back sometime soon! You could totally do a long weekend in Charleston and see and do a lot. We were there for just a weekend and we saw a ton, but I still have some things on my that I want to do. I hope y’all make it out there for your anniversary!

  • Ah such a beautiful city! Rainbow Row is totally on my bucket list. I am also especially interested in learning about slavery and the civil war history. Thanks for including that little bit from your tour!
    Evelina @ Fortunate House

    • Charleston really is so gorgeous, especially the area around Rainbow Row! All those colorful houses just make me melt! I think y’all should try and tack it onto one of your trips to North Carolina one year! You could see a lot in a few days!

  • Ah so pretty! I want to go even more now!! 🙂 XO – Alexandra

    Simply Alexandra: My Favorite Things

    • I hope that you make it out there soon! It’s such a beautiful city that’s filled with so much amazing history!

  • I think if I went back to Charleston, I would do the tour. We did a ghost tour last time, which was fun, but I think the walking tour might be more fun. Why in the world was that guy taking pictures of you guys?

    • I really thought that it was a great way to experience the city and learn a little more about its history. Ghost tours can be a lot of fun too, especially in an older city like Charleston. I have no idea why he was taking pictures! It was so weird and creepy, and I know it wasn’t because I was being so attractive while eating my ice cream.

  • Biana Perez

    i love how walkable charleston is – I think when we were there we walked something like 20,000 steps in one day!! Rainbow row continues to be one of my favorite places in the country!! xo, Biana –BlovedBoston

    • We didn’t get that many steps when we were there, but I totally agree that Charleston is extremely walkable. We had an uber drop us off in the morning and pick us up after dinner, but other than that we just walked everywhere. If I could live on Rainbow Row, I totally would!

  • I love walking tours and all the quirky little facts you can learn on them! So funny that Rainbow Row is all because of one woman. I seriously had no idea! The stories about the slaves are very heartbreaking though… such a history there! Thanks for sharing and for linking up for #wanderfulwednesday Ashley!! 😀

    • Thanks again for hosting a great linkup! I love getting to read all about everybody’s travel stories! I felt like the walking tour really helped us to learn all about the history of Charleston, a lot of it I had no idea about! Slavery is definitely a low part in the history of our country, but a story that still needs to be told. I had no idea how different it was to be a slave on a cotton plantation versus a rice plantation. It would’ve been two totally different lives.

  • Love getting to know Charleston through your eyes! I’m so impressed you remembered all this historical information! Love the photos!!

    • I definitely have a very weird mind and can remember these one off historical facts, but sometimes I can’t even remember what I did yesterday! Charleston was such a fun city, and I’m already wanting to go back!

  • Clare Thomson

    You’re so right, walking tours are such a brilliant way to discover a new place. Charleston looks absolutely gorgeous. Such a terrible history though. #WanderfulWednesdays

    • Slavery is definitely a low point in the history of our country, but it’s still a story that has to be told so we don’t forget. Charleston really was just so beautiful, and I’m already wanting to plan another trip back soon!

  • i’ve been there several times, done tours, but never a walking tour. that’s a great idea!!

    • I hope that you get a chance to go back soon! Our friend drove up from ATL, so I know it’s not too far away from you, which I’m totally jealous of! And walking tours have become one of our favorite things to do on trips now!

  • Charleston is on my list and I will remember this when I plan my trip!

  • Charleston is so pretty (but incredibly hot this time of year)! Walking tours are my favorite ways to explore a new city. You learn so much more!

    • We try to go on walking tours whenever we’re visiting a new city because they really do teach you so much about the city! We were very lucky that we went in March because it was so beautiful, but without it being so hot!