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Charleston Holiday Strolls Cocktail Tour

Charleston, South Carolina

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Charleston Holiday Strolls Cocktail Tour

Charleston, South Carolina

Duration: 2 hours 30 minutes

2 hours 30 minutes

1 - 6 people

Overview

Step into the festive charm of Charleston, South Carolina with a Holiday Strolls Cocktail Tour that blends seasonal history, spirited storytelling, and handcrafted holiday cocktails. This guided walking experience offers a fun, laid-back way to explore Charleston’s Historic District while sipping exclusive drinks made just for the tour.

🍸 Sip three exclusive holiday cocktails crafted just for tour guests

🎄 Explore Charleston’s Historic District while soaking in festive decor

📚 Hear stories of Charleston’s Christmases past

👟 Enjoy a relaxed small-group stroll with plenty of time to take in the sights

Read More

Enjoy the festive charm of Charleston, South Carolina with a holiday cocktail tour that blends spirited sipping with the city’s warm, historic glow. This seasonal walking experience pairs stories from Charleston’s Christmases past with visits to three of the Historic District’s most decked-out lounges, each serving a signature holiday cocktail crafted just for this tour. It’s a chance to soak in twinkling streets, timeless traditions, and the flavors that make the season feel extra merry—without the typical touristy fuss.

Part history stroll and part cocktail adventure, this limited-time outing gives you the best of both worlds in one smooth experience. Groups are intentionally kept small, creating a relaxed atmosphere where you can actually chat with your guide, connect with fellow guests, and enjoy the festive surroundings at an easy pace. With knowledgeable hosts known for true Southern hospitality, this Charleston holiday cocktail tour is an unforgettable way to toast the season and experience the city in a fresh, festive way.

Enjoy the festive charm of Charleston, South Carolina with a holiday cocktail tour that blends spirited sipping with the city’s warm, historic glow. This seasonal walking experience pairs stories from Charleston’s Christmases past with visits to three of the Historic District’s most decked-out lounges, each serving a signature holiday cocktail crafted just for this tour. It’s a chance to soak in twinkling streets, timeless traditions, and the flavors that make the season feel extra merry—without the typical touristy fuss.

Part history stroll and part cocktail adventure, this limited-time outing gives you the best of both worlds in one smooth experience. Groups are intentionally kept small, creating a relaxed atmosphere where you can actually chat with your guide, connect with fellow guests, and enjoy the festive surroundings at an easy pace. With knowledgeable hosts known for true Southern hospitality, this Charleston holiday cocktail tour is an unforgettable way to toast the season and experience the city in a fresh, festive way.

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Seasonal,
November: 28th & 29th 3:00pm
December: Tuesdays, Thursdays, Fridays, and Saturdays 3:00pm

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Seasonal,
November: 28th & 29th 3:00pm
December: Tuesdays, Thursdays, Fridays, and Saturdays 3:00pm

Any restrictions to participate?

• Age: 21+

Who can you accommodate for?

• Individuals with disabilities: Please let us know in advance if you or someone in your party has difficulties with walking or uses a wheelchair so we can make necessary accommodations.
• Dietary restrictions: Please indicate any allergies or dietary restrictions when purchasing tickets, but accommodations are not guaranteed.
• Languages: Tours are conducted in English only.
• Pets: Sorry, no pets allowed.

What to expect on the day of the experience?

• Duration: 2.5 hours
• What’s included: Holiday themed guided walking tour with visits to the quaint bars of three of Charleston’s most popular, upscale boutique inns. The tour includes curated cocktails at each stop.
• Who will be present: You will have a guide with you at all times; other guests may be joining, with a total of up to 12 participants.
• Spectators: No spectators are allowed, everyone must have a ticket/reservation.
• Photo/ video: You may take your own photos.
• Specific rules to follow: Guests must follow the guide’s safety and conduct instructions throughout the tour

How to prepare?

• Weather dependency: Rain or shine, the experience will be running. Be prepared for the weather conditions with an umbrella or poncho.
• Arrival: Plan to arrive 20 minutes in advance.
• Parking: Tours meet and depart from our office at 18 Anson St., Charleston, SC 29401.
• What to wear: Comfortable walking shoes.
• What to bring: Any necessary personal items
• Restrooms/ lockers/ changing rooms: Restrooms are available in our office before the tour starts.

Anything else I should know before going on this experience?

• Alcohol is served, so a valid ID is required for all participants

Any restrictions to participate?

• Age: 21+

Who can you accommodate for?

• Individuals with disabilities: Please let us know in advance if you or someone in your party has difficulties with walking or uses a wheelchair so we can make necessary accommodations.
• Dietary restrictions: Please indicate any allergies or dietary restrictions when purchasing tickets, but accommodations are not guaranteed.
• Languages: Tours are conducted in English only.
• Pets: Sorry, no pets allowed.

What to expect on the day of the experience?

• Duration: 2.5 hours
• What’s included: Holiday themed guided walking tour with visits to the quaint bars of three of Charleston’s most popular, upscale boutique inns. The tour includes curated cocktails at each stop.
• Who will be present: You will have a guide with you at all times; other guests may be joining, with a total of up to 12 participants.
• Spectators: No spectators are allowed, everyone must have a ticket/reservation.
• Photo/ video: You may take your own photos.
• Specific rules to follow: Guests must follow the guide’s safety and conduct instructions throughout the tour

How to prepare?

• Weather dependency: Rain or shine, the experience will be running. Be prepared for the weather conditions with an umbrella or poncho.
• Arrival: Plan to arrive 20 minutes in advance.
• Parking: Tours meet and depart from our office at 18 Anson St., Charleston, SC 29401.
• What to wear: Comfortable walking shoes.
• What to bring: Any necessary personal items
• Restrooms/ lockers/ changing rooms: Restrooms are available in our office before the tour starts.

Anything else I should know before going on this experience?

• Alcohol is served, so a valid ID is required for all participants

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 24 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 24 hours in advance means losing the value of your experience.

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 24 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 24 hours in advance means losing the value of your experience.

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