Chicora Walk: An American History Tour

Chicora Walk: A Historical Tour of Charleston

The Chicora Walk has been selected by TripAdviser users for a 2021 Traveler's Choice award - Best of the Best. Almost every guest has told us that we have created the best walking history tour in Charleston. On our walk through one of the oldest cities in America, we will explore the tapestry of American history. Established in 1670, Charleston grew to become one of the nation’s leading ports and was an especially important for trade and military defense in the South. In fact, by 1750 Charleston was the largest and wealthiest city south of Philadelphia.

Our guides love to pull you into the narrative of Charleston's rich and fascinating history. From its wealth and opulence to the many disasters that fell upon this great city. We also explore its place in the darkest parts of American history and humanity. As a city abound with generations of opportunity, people of great diversity came from near and far to participate in the building of one of the early melting pots in America. Charlestonians built enduring structures; houses, churches, businesses and forts all with their own stories to tell. These streets and structures have been walked by presidents and foreign dignitaries, generals and soldiers, slaves and slave traders, and pirates and merchants. You will feel a part of the celebrations held for visiting presidents to the devastating fires, earthquake, hurricanes along with attacks by foreign invaders, pirates and eventually Union armies that were defended against.

Let's Take a Walk

"History is a mighty drama, enacted upon the theatre of times, with suns for lamps and eternity for a background.”
Thomas Carlyle

Trip Advisor Traveler's Choice 2021 Best of the Best

Plan Your Tour

Price

$32 per ticket

Time

Starts 10AM Daily,
Duration 2 Hours

Starting Point

Bitty & Beau's
159 Church St.
Charleston, SC

We had an amazing time! Have not stopped talking about it and all of the stories we learned. You have such a gift of story telling and your passion and knowledge of the city make your tours amazing!! - Jennifer P. (Florida)

The Badass Broads tour is truly badass. Jonathan' knowledge and passion for Charleston's history is simply amazing. We laughed, we cried and enjoyed every minute of it. - Warren G. (Texas)

“Chicora” are the fresh coastal breezes that add to Charleston’s charm and natural beauty. Legend has it that during a particularly deadly outbreak of disease the natives suggested that their foreign neighbors move down to the peninsula where the healing, “chicora” breezes would restore their health. It may be that these breezes also limited the population of mosquitos that were vectoring their ailments and so the settlers indeed found improved health. They probably found other things such as fertile soil and other resources that made it an ideal place to build give rise to Charleston, South Carolina. 

Tour of the Tour

St. Philip’s Episcopal Church

  • Oldest congregation in Charleston
  • John C. Calhoun, 2 time VP buried here
  • Christopher Gadsen, William Rhett, Charles Pinckney and Edward Rutledge buried here
  • Four degree tilt due to earthquake of 1886
Oldest congregation in Charleston, John C. Calhoun, 2 time VP buried here, Christopher Gadsen, William Rhett, Charles Pinckney and Edward Rutledge buried here, Four-degree tilt due to earthquake of 1886

Dock Street Theater

  • First building in America to be used for theatrical performances
  • Destroyed in Great Fire of 1740
  • Reopened as Planter’s Hotel in 1809
  • Planter’s punch invented here
  • Reopened in 1937 as a theater
  • Reopened in 2010 as a theater
Dock Street Theater

French Huguenot Church

  • Also known as the Church of the Tides

Chalmers Street

  • One of 8 remaining cobblestone streets in Charleston

The Pink House

  • 2nd oldest house in Charleston

Ryan’s Mart

  • 40 to 50 slave markets
  • This is the only one that is still standing
  • Currently a museum
  • 40% of all slaves brought to this country came in through the port of Charleston
  • Here we discuss this part of our city’s history
Ryan's Mart

8 ½ State Street

  • Discuss different architectural features and why Charleston is one of the most well-preserved cities in America

Old Exchange

  • Built in 1771
  • It is the last building built with British money
  • This was a gift from the British
  • August 1776, the Declaration of Independence was read to the citizens of Charleston from these steps
  • In 1788, the Constitution was ratified by South Carolina in this building
  • In 1791, President Washington visited and a three-day ball was held for him where he danced with over 250 women
Old Exchange

Rainbow Row

  • Originally merchants’ homes
  • Shops were on the first floor and the merchant’s families lived on the second and third floors
  • Was rehabbed in the 1930’s
  • Painted these colors to celebrate our connection with Barbados
Rainbow Row

Robert Smalls

  • Born into slavery
  • Was sent to Charleston and became a wheelman in the harbor
  • Assigned to the CSS Planter
  • Stole the ship and turned it over to the Union
  • He became a Captain in the Union Army
  • Returned to Beaufort after the War and bought the plantation that he was born on
  • Served one term in the South Carolina General Assembly and five terms in the US House of Representatives
Robert Smalls

Stoll’s Alley

  • We will see several great examples of ironwork made by Philip Simmons
  • Philip Simmons was one of the most well-known blacksmiths in America

Let's Take a Walk

  • star rating  I know that these reviews sound like an echo chamber, but I can only repeat what others have already said. We have taken many guided tours, and I rate this... read more

    rogbrunell
    September 23, 2022

    star rating  We have traveled all over the world and Jonathan is easily in top 1% of guides. Passionate, professional, educated on the subject matter and a damn fine person.

    Bill M
    September 21, 2022

    star rating  This tour was everything advertised and more! Jonathan is a very knowledgeable guide and his presentation of the women who molded Charleston history was awesome. We learned so... read more

    Tea4us
    September 19, 2022

    star rating  A Charleston must see! Jonathan gave a fantastic tour! We had the best time learning all about awesome women from Charleston. He was so friendly and knowledgable, can’t recommend this... read more

    Sarah M
    September 15, 2022
  • star rating  My sister and I went on a private tour of the Badass Women of Charleston with Jonathan. It was a fantastic and memorable highlight of our entire 3 week trip... read more

    Nirvanagrrl
    September 15, 2022

    star rating  Jonathan is the best tour guide! He shared his love for Charleston as we visited the historical sites, he knows stories that add depth to the experience. He... read more

    jackiekS8600MV
    September 9, 2022

    star rating  Jonathan was incredible. His passion and extensive knowledge made our time in Charleston memorable. We would take any of his tours in the future and certainly hope to again soon!

    Kristen E
    September 5, 2022

    star rating  My cousin and I celebrated her birthday by taking the Badass Broads Walking Tour. Jonathan gave us a great overview of Charleston filled with wonderful, heartfelt historical stories. We highly... read more

    17loram
    August 23, 2022
  • star rating  Like other reviewers, we have taken walking tours in other cities, some of which are in other countries. This was the best walking tour we have taken. It... read more

    ianfO7125BT
    August 8, 2022

    star rating  The tour around Charleston was fantastic, filled with so many great sites, and the best part is the stories that go along with many of the buildings. This is... read more

    jeffkb
    August 6, 2022

    star rating  Jon was an awesome guide. We walked for a couple of miles around town, visiting famous historical places of the badass women who made their marks in Charleston. ... read more

    Fearless41190729910
    August 3, 2022

    star rating  Awesome tour !! Jonathan was delivered the most heartfelt and genuine stories ever! Very knowledgeable and sincere, I will be recommending to everyone

    brandygO9678PW
    July 29, 2022
  • star rating  Hands down one of the best walking tours that I’ve taken of any city. It had something for everyone - architecture, history, and more. Even my 7 year... read more

    MSeltzer22
    July 26, 2022

    star rating  I have been to over 50 countries and the first thing that I do when I go someplace is take a walking tour to get a lay of the land... read more

    Linda J
    July 17, 2022

    star rating  My husband brought me to Charleston for my birthday. He thought it would be entertaining to take me to ‘Badass Broads of Charleston,’ for my birthday and he wasn’t wrong.... read more

    Elizabeth N
    July 15, 2022

    star rating  WOW what a great way to experience Charleston, knowledgeable fun and passionate. We learned so much.

    toddw808
    July 10, 2022
  • star rating  Jonathan brought history to life. He has a heart for Charleston and shared so much of it with us. He was an amazing guide. This was by far the best... read more

    2022CindyS
    June 30, 2022

    star rating  We had an incredible time with Johnathan! We learned so much about the history of Charleston. It was a great way to see the city. Exactly what we were looking... read more

    U838SCnicoles
    June 27, 2022

    star rating  Excellant knowledge and great presentation skills! Connected facts with great story telling! Highly recommend Jonathan!

    VicChesser
    June 25, 2022

    star rating  Absolutely fascinating tour - we hugely enjoyed our time with Jonathan and came away with a great deal to think about. Inspiring - catalyzing - and deeply enjoyable. Thank you... read more

    Paula S
    June 24, 2022
  • star rating  Thoroughly enjoyed this tour, Jonathan has a unique perspective on his beloved city. He's a great ambassador for Charleston, very knowledgeable and open to any questions.

    lab1900
    June 17, 2022

    star rating  Jonathan was so passionate about his love for Charleston and shared so much information about the city. He was engaging and funny and answered all of our questions. The tour... read more

    BackPacker481881
    June 16, 2022

    star rating  Perfect insider tour of the city. Learned so much about the architecture and historical backdrop. This tour addressed Charleston’s past history of slavery and highlighted some great stories about slaves... read more

    atv313
    June 14, 2022

    star rating  Jonathan clearly has a love of Charleston and presents everything with feeling and flair.
    Open to all questions.
    Wonderful tour!

    379calvinb
    June 12, 2022
  • star rating  Thank you so much Jonathan! We had such an amazing time with you and your knowledge and celebration of some pretty badass women of Charleston was inspiring and wonderful to... read more

    christinesF5298DL
    May 19, 2022

    star rating  Highly recommend Jonathan with JWalk Tours, who we got as a result of this booking! Very good presentation on his part and interesting sites and facts!

    D6071JOcarolb
    May 15, 2022

    star rating  Jon Green was the best tour guide we have had in many tours we’ve done in Charleston over the years. His passion and knowledge for the Badass Women of Charleston... read more

    Vacation781902
    May 14, 2022

    star rating  Jonathan made this tour excellent. Highly recommend this tour over any of the other tours offered throughout Charleston. If we had more time, we would’ve signed up for his Bad... read more

    BenLowBuf
    May 12, 2022
  • star rating  A fantastic tour and history of the badass women of Charleston SC. The tour guide is one of the best in Charleston.

    jeffB61
    May 12, 2022

    star rating  Most enjoyable tour we have taken filled with fascinating historical facts by a passionate, knowledgeable guide. Jonathan mesmerized us with his skillful storytellings. Highly recommend him.

    Katerina F
    May 5, 2022

    star rating  Jonathan was engaging with thorough knowledge of Charleston's history and architecture. He was respectful of the past and a big fan of Charleston's now.

    kennethfQ4100MU
    May 5, 2022

    star rating  Jonathan was extremely knowledgeable about Charleston history and was very engaging when telling stories about the city’s past. He didn’t gloss over the more shameful parts of Charleston’s history... read more

    R9248JYsusand
    May 4, 2022
  • star rating  Jonathan was an excellent guide!! I learned so much today ... along with getting to know Charleston better. His knowledge was impressive and so entertaining! If you're not taking this... read more

    Cindy D
    April 28, 2022

    star rating  Johnathan took us on an enchanting walk through Charleston, sharing interesting facts and captivating stories. Highly recommend this 2-hour trek.

    Libs627
    April 26, 2022

    star rating  What a great tour! This is a must do while your in Charleston!! We learned about some amazing women! I would have to say this was my favorite... read more

    730justinag
    April 24, 2022

    star rating  If you want a great introduction to Charleston or want to understand the history of the city then this tour is for you. This was our first time to Charleston... read more

    Connector12724056506
    April 19, 2022
  • star rating  Amazing walking tour! A must do for any fan of history who wants to get the whole picture. The women covered in the story go from the precolonial to the... read more

    Anamika47
    April 15, 2022

    star rating  Although we had a family emergency and couldn't participate in the walking tour I felt it was important to let you know that the guide contacted us when we didn't... read more

    nancyt635
    April 13, 2022

    star rating  My friend Wendy & I took the Badass Broads tour with Jonathan Green today. We had a private tour & it exceeded expectations (which was no easy feat as I’d... read more

    GiaStewar
    April 11, 2022

    star rating  Our tour guide, Johnathan Green, was excellent. He was very informative and made the walking tour one of our best experiences in Charleston. His passion about the city and its... read more

    richardfS1135YX
    April 7, 2022

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JWalk Tours

Let's Take a Walk

Visit Charleston, SC and take a walk with us! " Walking the streets of Charleston, one of the oldest cities in America, is walking through an important part of the tapestry of American history.

Contact Info
Questions + Booking Group and Private Tours

+1 843-608-1911

Email

jonathan@jwalktours.com

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