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Holiday Strolls Cocktail Tour

Food Tours

Tour Details


Adults: Starting at $108
Must be 21+ years old


November 24th & 25th, Tuesdays, Fridays & Saturdays in December



Meeting Location

18 Anson St.
Charleston, SC 29401
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Ending Location

You'll return to the starting point after your tour ends.

Max Group Size:



No, must be 21yrs.

Activity Level


Wheelchair Accessible


What’s Included?

  • Holiday-themed walking history tour combined with stops at three boutique inns for a festive cocktail.

What’s Not Included

  • Gratuities
  • Food or additional beverages

What to Bring

  • Comfortable Walking Shoes

Cancellation Policy

  • Free cancellation up to 24h in advance; Tours run rain or shine

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  • Instant Confirmation
  • Email & Mobile Tickets Accepted

Tour Overview

Stroll your way into the holiday spirit with Bulldog Tours’ merriest culinary walking tour. Combine our yuletide history tour featuring stories of Charleston’s Christmases past with three stops by the Historic District’s most festive lounges for a signature holiday cocktail. The 2 hour tour includes our abbreviated holiday strolls walking tour and three signature cocktails (exclusively created for our tour guests).

Two Tours in One

Combining elements of our holiday history tour with festive cocktails and the history behind them - it’s like two tours in one and only available for a limited time.

Small Group Experience

In contrast to other tours in town, we keep our food tours to 12 guests or less. This means a more relaxed and casual experience, with more access to your guide and our friendly vendors.

Unforgettable Hosts

Experience the best of southern hospitality with our team of passionate, licensed tour guides. With more than ten thousand 5-star reviews you can be confident you aren’t wasting your valuable time on bad experiences.

Book With Confidence

The Lowest Price. Period.

Book directly on or call our office to get the best price on our tours. Find it cheaper? We'll refund the difference!

Free Cancellations

Cancel up to 24 hours in advance for a FULL refund. We know that plans can change, that’s why we offer one of the most generous cancellation policies in the industry.

Great Tour Guarantee

If you don't have a great tour, let us know and we promise to make it right with a full refund or voucher for a future visit.

What Our Guests are Saying

We had so much fun on this tour and it was the perfect way to celebrate the holidays with our group of friends. Delicious drinks and we learned so much from our guide Zach

Louise - Google Reviews

We are locals, but my husband and I thought this would be a fun thing to do as a date during the holidays. It did not disappoint. Our guide was so entertaining and knowledgeable and the drinks were tasty.

Catherine - Google Reviews

What a great little stroll of Charleston learning about Christmas-related history and enjoying tasty drinks in beautiful hotels. I’m a local, but I learned a lot and was pleasantly surprised that some hotels I thought I knew have been renovated into beautiful places. Zack, our tour guide was extremely knowledgeable, polite and fun! 5 stars!!!

Sharon - Google Reviews
Facebook: 4.8 out of 1,462+ Reviews
Google: 4.5 out of 8,395+ Reviews
Travelers' Choice 2013 - 2021
Tripadvisor: 4.5 out of 8,060+ Reviews

A Brand You Can Trust

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  • Over 1.5 Million Guests Since 2001
  • 10,000+ 5-Star Reviews
  • $4.9 Million Donated to Charleston's Historic Sites

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Frequently Asked Questions

  • What do the Tour Activity Levels mean?

    • EASY – Walking tours are designed for a leisurely pace but may include uneven sidewalks, some stairs and a combination of walking and standing for up to two hours.
    • MODERATE – Tours will include a more active pace at times including stairs and uneven terrain. Expect to be on your feet for the duration of the tour covering a minimum of a mile and half of the area.
    • ACTIVE – A high physical activity level is required to walk and climb narrow stairs. This tour is not recommended for guests who require canes or walkers.

  • What food will we be tasting?

    The Holiday Cocktail tour features festive adult beverages at three different locations. No food is served on this tour.

  • What if I have allergies or dietary restrictions?

    We do our best to accommodate the special dietary needs of our guests, however we can't guarantee all stops will be able to do so. When you book a food tour, let us know about any dietary needs/preferences (eg. allergies, vegetarian, kosher, gluten-free) and your guide will help identify items you might want to avoid.

  • How much food is served on the tour?

    Three cocktails are served on this tour, but no food is provided.

  • What if it rains?

    We present tours rain or shine, unless the conditions are dangerous. Charleston is famous for its summer afternoon passing showers.

  • How much walking is involved?

    Our tours cover approximately one and a half miles of walking and we move at a relaxed and leisurely pace. On our food tours, you’ll have regular opportunities to sit down during tastings.

  • What if I am hard of hearing?

    Our professional guides are skilled public speakers and work hard to make sure everyone can hear during the tour. If you are hard of hearing, please let your guide know and we’ll ensure you get a front-row seat.

  • Is parking available?

    For Downtown Tours:
    There are a few precious metered parking spaces throughout the Historic District, though they require constant feeding. For our 10 pm tours, meter parking is free. Otherwise, we recommend parking in a paid lot, parking at the Visitors Center and riding the Downtown Area Shuttle (DASH), or parking in one of the garages around The City Market. Here are some suggestions:

    Charleston Parking

    Cumberland Street Garage

    Concord/Cumberland Parking Garage

  • What if I need to cancel or change my booking?

    You can cancel up to 24 hours in advance for a FULL refund. If you need to change or modify your tickets, simply call us at 843-722-TOUR (8687). We offer trip protection which ensures a refund within the 24 hours prior to the tour if you need to cancel.

  • What if I am unhappy with the tour?

    Our #1 priority at Bulldog Tours is giving great tours. If you don't have a great experience, let us know and we promise to make it right with a full refund or voucher for a future visit.

  • Are bathrooms available during the tour?

    Yes, we have a free restroom at our office for your convenience and most tours have regular opportunities to use the restroom throughout the tour.

  • Are tours offered only in English?

    Yes, we only offer tours in English at this time. Please email or call us if you would like to make arrangements for your own interpreter to join the tour.

  • Should I tip my Bulldog tour guide?

    If you feel your tour guide has provided a great experience, gratuities are encouraged— and welcomed—at the end of your tour. We believe that recognizing excellent service is a personal matter, though 15-20% of your booking fee is a good rule of thumb. Gratuities for your guide are always appreciated, but never expected.

  • Do I have to purchase tickets in advance?

    Advanced purchase is strongly recommended, as tours often sell out well in advance. To maximize your chances of getting the day and time you prefer, please book well in advance.

  • What if I still have questions?

    We’re here to help! Simply call us at 843-722-TOUR (8687) if you have any additional questions or concerns.

  • Alcoholic beverages are included in this tour. Complimentary water is included at most stops.


We’re happy to arrange private tours or build custom group tours for schools, corporate teams, non-profits, family reunions, and more. Simply contact us or call 843-722-8687 to book.

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Sustaining Charleston's Historic Places

A portion of your ticket purchase is invested back into the properties we tour, ensuring that Charleston’s most historically significant landmarks, structures, sites, and stories endure. As of today, Bulldog Tours has raised $5,419,287 for the preservation of our historic site affiliates in Charleston. Thank you for your generous support.

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