Secret Strolls in Charleston
Charleston, United States

Secret Strolls

Outty Ranking 64 5.0 · 5 traveler reviews2 hoursFrom $35

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September 2026

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Adults

Age 13 and over

2

Children

Age 12 and under

0

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From, per person$35
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Outty Ranking

64/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 5 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Secret Strolls worth booking?

Secret Strolls is a 2-hour experience in Charleston, United States, from $35 per person. It scores 64 out of 100 on the Outty Ranking, which we label “Solid Choice, based on a 5/5 rating across 5 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
64 / 100
Rating
5/5 (5)
Duration
2 hours
From
$35 per person

Embark on Secret Strolls, a unique walking tour that unveils Charleston's most hidden charms. Your expertly guided journey takes you through exclusive alleyways (some)only accessible on foot, presenting a side of the Hol

What you get

    About this experience

    Embark on Secret Strolls, a unique walking tour that unveils Charleston's most hidden charms. Your expertly guided journey takes you through exclusive alleyways (some)only accessible on foot, presenting a side of the Holy City rarely seen by the casual visitor. You'll wander past picturesque, cobblestone streets, discover breathtaking architecture, and find serenity among historic churches. The tour showcases quintessential Southern beauty, from majestic Spanish moss-draped live oaks to vibrant crepe myrtles. As you stroll through these tucked-away paths, you'll be immersed in captivating stories steeped in low country tradition, learning the intriguing origins of the alleys and intimate details about Charlestonian life. This experience offers unparalleled photography opportunities and promises a fresh, magnificent perspective on your treasured city.

    What travelers are saying

    Outty’s summary of the themes that recur across 5 traveler reviews. Written by us, not quoted from reviewers.

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    The guide

    2 mentions

    Travelers single out the guide as the reason the experience works.

    Traveler reviews

    5 verified traveler reviews for Secret Strolls. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    5
    4 star
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    3 star
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    Sort
    yvonnefW8177MM · May 2026

    Guide Kay Abrams is THE BEST!!

    Nine individuals were in our group. A great size. Kay Abrams was our guide. Do not book with anyone else but Kay is you want a fun and informative experience. And she quickly remembered everyone's name. With Kay, two hours was not long enough. She is such a wealth of information there was so much more she had to share. The path of the trip gave a very good insight to Charleston's history of war times, wealth, political events, visionaries, and so much more. Thank you Kay for your passion of sharing the importance your town in the history books. And you have become a true southern lady.

    Response from the operator: Thanks Yvonne! I had a great time with y'all! I agree that 9-10 people on a tour is perfect, that is why I keep my groups small. I am so glad you enjoyed walking with me and appreciate you sharing your experience. I can't wait for you to come back!

    via Tripadvisor

    Barbara_H · May 2026

    Good Investment

    In two hours it's impressive how much history is learned about Charleston. Worthwhile. Would highly recommend.

    Response from the operator: Thanks! I try to share as much as I can in 2 hours but there is always more! Thank you for choosing me as your guide and I am so glad you enjoyed the tour!

    via Viator

    AD5 · March 2026

    Hidden gem

    Kay was super knowledgeable and friendly. We loved the hidden cut- throughs and alleys of Charleston and learned so much about the history of this beautiful city. The window boxes and architecture were highlights for sure. Thank you for a wonderful introduction to Charleston.

    Response from the operator: Thank you! I am glad you enjoyed the tour and appreciate the beautiful alleys too! Thanks again for choosing me as your guide and for sharing your experience.

    via Tripadvisor

    J9288PRsusanl · March 2026

    Exceptional CharlestonTour Guide!

    I believe this was my fourth tour with Kay over the last ten years. Having hired guides in many places around the world, I feel that I am qualified to say that Kay is one of the very top guides I have ever hired. She is exceptionally knowledgeable in the history, architecture and flora of Charleston. I especially enjoy that she is friends with the homeowners and local artisans on the streets of the historic district. Scheduling a tour with Kay is at the top of my list when bringing friends to Charleston. I highly recommend her!

    Response from the operator: Thank you Susan! It was so much fun walking around with you and Stacey-I hope you got some fun shoes and enjoyed your lunch after the tour. Thanks as always for thinking of me when you come to Charleston!

    via Tripadvisor

    344joannee · January 2026

    Secret Strolls by Walk It Charleston with Kay was amazing!

    My husband and I came to Charleston from Savannah to spend a few days. We booked a tour with Kay - Walk It Charleston. Her Secret Strolls was so interesting. We saw places we would never have on our own. Kay is super knowledgeable and tons of fun. We plan on coming back and will book a different tour with Kay. Find out all that she has to offer and book your tour.

    Response from the operator: Thank you!! I loved meeting y'all and showing you some of my favorites places to walk. Thank YOU for choosing me as your guide and I can't wait for your next visit...

    via Tripadvisor

    Good to know

    Duration
    2 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Booked in 30 days
    2
    Verdict
    Solid Choice

    Why this scores 64

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)88
    Review evidence (18% weight)22
    Booking momentum (14% weight)15
    Value for money (12% weight)92
    Listing quality (10% weight)84
    Local standing (8% weight)55
    Booking flexibility (8% weight)100

    Secret Strolls: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Charleston.

    How much does Secret Strolls cost?

    +

    Prices start at $35 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Charleston usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Secret Strolls take?

    +

    Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Charleston is not rushed.

    Is Secret Strolls worth it?

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    It holds an Outty Ranking of 64 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 5 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Charleston, and how flexible the cancellation terms are.

    Can I cancel or reschedule Secret Strolls?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Secret Strolls suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Secret Strolls?

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    Around 2 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Charleston can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

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    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Charleston and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.

    Where does Secret Strolls start and how do I get there?

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    The exact meeting point and directions are on your voucher once you book, and they sit in central Charleston within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Charleston?

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    Charleston's best experiences are small: house museum tours with an architectural historian, Gullah heritage walks, harbour sails at sunset and Lowcountry food crawls through the market district. Plantation day trips vary enormously in how honestly they handle the history, and our ranking factors that in directly. On Outty we rank every Charleston experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Historic Charleston Guided Sightseeing Walking Tour, Charleston historical walking tour with a Professor of History at The Citadel, Charleston Eco Boat Cruise with stop at Morris Island Lighthouse. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Charleston?

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    March to May and September to November, the two mild shoulder windows. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Charleston?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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