Chicora Walk: An American History Tour

Chicora Walk: A Historical Tour of Charleston

Walking the streets of Charleston, one of the oldest cities in America, is walking through an important part of 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.

On our walk together, you’ll become part of a city with a rich and fascinating story to tell. From its wealth and opulence to the many disasters that fell upon our great city and we'll also discuss its participation in the darkest parts of American history and humanity. Like any city with opportunity, people of great diversity came from near and far to participate in the building of one of the early melting pots in America. They 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

Plan Your Tour

Price

$25 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

  •   Our guide Jonathan was informed, entertaining, and passionate. While I was aware of some of the women he spoke about, I learned about a few new ones. Stories were great.

    JoanZ071
    3/15/2020

      My boyfriend and I booked a tour through Jwalk tours and it was such a memorable experience. Jonathan has a unique way of taking you back into time and his... read more

    darthamay10
    10/23/2019

      Great personal tour. Very informative. The really seem to support local businesses. We have been a lot of walking tours, this was one of the best

    garycZ2609QD
    3/30/2020

      Jon was a great tour guide. He knew all the details along our walk and answered all of our questions very thoroughly. It was so informative and interesting. I cannot... read more

    Kelli B
    7/01/2019
  •   Our tour was very informative and entertaining. Jonathon’s delivery of information was fabulous....not at all boring!! He made sure to ask if we had any questions before... read more

    Tundra1998
    11/26/2019

      Jonathan is a very knowledgeable guide to learn about Charleston’s history. He covered all of the history: good, bad, and ugly! He was very personable and answered questions along our... read more

    648parisw
    6/20/2020

      Loved, loved, loved it! So much more interesting than most. We learned the history behind the history and went at our pace. I would recommend to anyone.

    lalasueb2004
    9/22/2020

      We had an excellent, informative walk with Jonathan. He knows his Charleston history and his love for the city and it’s unique place in both the Revolutionary and Civil War... read more

    sharon w
    10/04/2019
  •   My husband and I took have taken walking tours in Italy, Chicago and New Orleans. None were as informative and engaging as the time we spent with Jonathan walking in... read more

    ontheroadalot_9
    3/10/2020

      The pace was easy going, the knowledge was in-depth and incredibly well delivered, even the weather didn't let us down. This is the absolute best tour I've taken in... read more

    55coltj
    3/27/2020

      I have been a tour guide for 4 years and this one of the best tours and experiences I’ve had in Charleston. John not only provides amazing and interesting “herstory”... read more

    52elliottc
    2/04/2020

      We all really enjoyed our tour today. Jonathan is an extremely knowledgeable tour guide and passionate about the tour information. I’ve lived in Charleston for over 15 years and have... read more

    Emily K
    11/08/2019
  •   What a great way to end our 2 day visit in Charleston. What a passionate yet very knowledgeable guide Jonathan was. You can tell this is... read more

    O6985VElisad
    2/27/2020

      Really enjoyed the route and wonderful packed history. Our guide Jon was extremely informative, warm, and engaging. The way he shared his knowledge was fun and really entertaining too. We... read more

    Ashley L
    6/12/2019

      My wife and I have lived in Charleston for almost 2 years now and have wanted to do a walking tour since day 1. With our hectic schedules we always... read more

    hookdizzle
    1/03/2020

      I would highly recommend this walking tour to anyone visiting Charleston. Tour guide John was knowledgeable, informative & fun!

    stevegK8243WF
    1/15/2020
  •   Jonathan is fantastic! He is very knowledgeable, friendly and will answer any questions you have. My boyfriend and I learned things we never knew about Charleston I definitely got the... read more

    MaureenC1354
    1/20/2020

      Our group of 7 from Ohio joined our guide Jonathan today for a walking tour to learn about some badass women who through determination, grit, perseverance, and passion, helped change... read more

    Bindy G
    11/14/2019

      I have lived in the Charleston area for almost one year. I’ve been on many carriage, walking and culinary tours. This was by far the most fun and the most... read more

    407cathleenh
    6/25/2019

      I visited with my wife and 2 daughters (15 and 17) and we were all hanging on every word. many cool things you won’t see or hear about on other... read more

    4daughtersstillsane
    2/17/2020
  •   A personal tour with our guide Will through the lovely city of Charleston. The Badass women of Charleston tour was the best tour we had taken on our trip. ... read more

    kassam99
    7/17/2020

      My husband and I took a tour with Jonathan Green and are already discussing when we should do this again! So much history, enthusiasm and energy comes with the... read more

    IowaGuiness
    11/22/2019

      I have lived in Charleston for 5 years and my fiancée for 2. We have a broad knowledge of the city’s history, but when we hosted my future father in... read more

    F2760ABandyd
    10/30/2019

      Jon truly knows and cares about the history of this beautiful town. Not only does he understand the basic background, he is a true historian and researches the facts in... read more

    Sally V
    7/04/2019
  •   Jonathan's knowledge and passion for Charleston's history is simply amazing. We laughed, we cried and downright enjoyed every minute of the walk. He spent two hours with us because couldn't... read more

    groovopolis
    9/23/2019

      Outstanding guide, group, and topic. Immediately at ease with the plan and our guide. He clearly has a passion for Charleston, its history, charm, and beauty. He took every comment... read more

    725jillc
    2/02/2020

      This tour was amazing!! It was so informational and fun at the same time, Jonathan was so charismatic and really made EVERYTHING he said very interesting. At times my hair... read more

    Nebsmith23
    1/15/2020

      This tour is hands down THE BEST in Charleston and very family friendly! Our tour guide Jonathan was so nice and had so much information on the History of the... read more

    Shanshalala
    1/23/2020
  •   Best tour I’ve ever taken! Jonathan has a ton of knowledge and he’s able to take that knowledge and share it with amazing stories! I can’t wait to take more... read more

    amandaeP8069XM
    1/23/2020

      Jonathan was a fantastic and passionate wealth of information about the badass women in Charleston's history. He spoke directly from the heart about women who achieved incredible things despite the... read more

    Tyler H
    10/23/2019

      We enjoyed this walking tour! We found it to be one of the most interesting tours and we walked away with so much more knowledgeable of Charleston! ... read more

    Jennifer B
    4/14/2020

      Will was very enthusiastic and knowledgeable. We felt free to ask questions and he even varied the tour because of our interests. We learned about several fascinating and somewhat notorious... read more

    judyjudy10606
    3/01/2020
  •   My mom (visiting from California) and I had the best time walking with Jonathan! He was very informative, and the historical stories he told were detailed and captivating. I feel... read more

    951shelbic
    12/02/2019

      Me and a co worker really enjoyed the tour. Our guide’s knowledge was amazing and also his passion for history made it more interesting!

    Companion745824
    3/31/2020

      Jonathon was an amazing and informative tour guide. He has a shining personality that really brings the HER-story of Charleston to life. If you’re looking for something more exciting than... read more

    Koreindian
    11/19/2019

      Jonathan was so knowledgeable and passionate about the history and stories he shared on this tour. He was charismatic, fun and a pleasure to walk with! He showed... read more

    Tracy A
    10/18/2019
  •   We had Jonathan give us the Chicora tour and had a blast! Beautiful Charleston weather and inspirational stories told with passion. I learned a lot and am looking forward to... read more

    WitchOfMarketSt
    11/28/2019

      We had the absolute best time touring Charleston with our wonderful guide Jonathan! He makes the history of this city really come alive with his energy and passion! I would... read more

    Julietcoleman
    1/17/2020

      No matter how you look at our history here in the united states, we've always had many events that have been apart of history but would never get the recognition... read more

    frontline2020
    1/09/2020

      Jonathan is incredibly informative, personable and energetic! His knowledge of the Charleston history is so extensive and he is a natural teacher! He makes history fun! He also is so... read more

    thwright
    10/26/2019

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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
General Tour Booking Phone

+1 843-974-8632

Group and Private Tours

+1 843-608-1911

Email

jonathan@jwalktours.com

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