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TRAVEL + LEISURE STYLE STROLL

Jacqui Gifford’s Shopping Guide to Charleston

Explore Charleston’s most stylish streets with a curated shopping itinerary from Travel + Leisure Editor in Chief Jacqueline Gifford. This self-guided tour leads you to premier boutiques, charming specialty shops, and hidden gems where you’ll discover fashion-forward finds, artisanal goods, and one-of-a-kind gifts. Along the way, enjoy exclusive perks at these select stops — the perfect blend of Southern hospitality and world-class shopping.

To receive these offers, you must present your Food & Wine Classic in Charleston Pass at each location. Passes are non-transferable.

Date of Event: Friday, November 13, 2026 – Sunday, November 15, 2026

Time: During each participating store’s regular hours of operation

Charleston’s premier bookstore, Blue Bicycle Books is the oldest business on Upper King Street. The 180-foot-long space is home to thousands of new, used, and rare volumes. Since 1995 – “We go way back.” Blue Bicycle Books is the hub of YALLFest, Charleston’s Young Adult Book Festival, which takes over Upper King Street on the second weekend of November every year.

Exclusive Offer: 10% off in-store

Location: 420 King St, Charleston, SC 29403

Store Hours:

Friday: 10:00AM-7:30PM

Saturday: 10:00AM-7:30PM

Sunday: 1:00PM – 6:00PM

Website: Blue Bicycle Books

A Charleston favorite, Citrine is home to the brand’s own collection of swim and apparel, plus a curated mix of accessories, gifts and more. Stop in to shop the latest styles and find a few favorites to take home.

Exclusive Offer: Branded trucker hat with every purchase

Location: 320 W Coleman Blvd, Suite N Mt Pleasant, SC 29464

Store Hours:

Friday: 10:00AM – 6:00PM

Saturday: 10:00AM – 6:00PM

Sunday: Closed

Website: Citrine Swim

Here’s to celebrating a life well-lived – Croghan’s Jewel Box is Charleston, South Carolina’s oldest family-owned jewelry store. Located in the heart of the historic district, we’ve been helping customers find and take care of their most valued and treasured possessions for more than 100 years. With an eye on the future and a sincere appreciation of the past, we offer a treasure trove of the most exciting and unique inventory in the Lowcountry. From estate and antique finds to gifts for every occasion, the store is now serving its 4th generation of customers and visitors to our Holy City.

Exclusive Offer: 10% off in-store

Location: 155 King St, Charleston, SC 29401

Store Hours:

Friday: 10AM-5PM

Saturday: 10AM-5PM

Sunday: Closed

Website: Croghan’s Jewel Box

Step into the Style Stroll Intention-Setting Lounge at HART during the F&W Charleston Classic. Pass holders are invited to sip a complimentary glass of rosé while setting their intentions on our guided worksheet. Reflect on memories and intentions that you wish to stay mindful of when wearing your HART talisman.

Exclusive Offer: 10% off in-store, gift with purchases $250+, and access to F&W intention-setting lounge

Location: 650 King St, Charleston, SC 29403

Store Hours:

Friday: 10:00AM – 7:00PM

Saturday: 10:00AM – 7:00PM

Sunday: 10:00AM – 5:00PM

Website: HART Jewelry

Since 2013, Ibu has provided a marketplace for ethical luxury goods handcrafted by highly skilled women at the height of their craft. Every purchase creates a path to prosperity for thousands of women artisans in 50+ countries.

Exclusive Offer: 15% off in-store & the first 10 shoppers get a gift ($75 value) with a purchase of $250+

Location: 183 King St 2nd Floor, Charleston, SC 29401

Store Hours:

Friday: 11AM-5PM

Saturday: 11AM-5PM

Sunday: 11AM-5PM

Website: Ibu Movement

M. Dumas and Sons is a locally owned men’s clothing store situated at the iconic corner of King and Society in downtown Charleston. For over 100 years, M. Dumas & Sons has had the privilege of dressing the men of Charleston for all of their important life moments. From casual sportswear to elevated Italian luxury tailoring, you are guaranteed to find exactly what you want at M. Dumas & Sons!

Exclusive Offer: 15% off apparel in-store (shoes and sale excluded)

Location: 294 King St, Charleston, SC 29401

Store Hours:

Friday: 10:00AM – 7:00PM

Saturday: 10:00AM – 7:00PM

Sunday: 12:00PM – 5:30PM

Website: M. Dumas & Sons

Caroline Chakeris founded Madison Mathews in 2012, after struggling to find the perfect shirt – something effortlessly stylish, flattering and wearable for everyday life. What began as a personal search quickly grew into a brand rooted in collaboration and timeless fashion. Caroline has built a company culture centered on mentorship and joy. She values the input of her team while creating an atmosphere that feels like family.

Exclusive Offer: 25% off in-store

Location: 178 King St, Charleston, SC 29401

Store Hours:

Friday: 10:00AM – 5:00PM

Saturday: 10:00AM – 5:00PM

Sunday: 12:00PM – 4:00PM

Website: Madison Mathews

Marsh & Magnolia is a custom hat bar at Hotel Bennett in downtown Charleston. Create your own one-of-a-kind felt or straw hat with bands, ribbons, pins, charms, and more. Enjoy a fun, personalized experience inspired by the spirit and style of the Lowcountry.

Exclusive Offer: Free hat branding for every pass holder and a complimentary hat box with the purchase of a custom hat for the first 20 shoppers

Location: 404 King St Suite 101, Charleston, SC 29403

Store Hours:

Friday: 10:00AM – 6:00PM

Saturday: 10:00AM – 6:00PM

Sunday: 11:00AM – 5:00PM

Website: Marsh & Magnolia 

The Preservation Society of Charleston Shop showcases local and regional makers with an emphasis on independent artisans and entrepreneurs who exemplify the community-minded spirit that Preservation Society members have built since 1920. All purchases support year-round nonprofit historic preservation advocacy.

Exclusive Offer: First 50 Passholders will receive a small box of Willow McGrain’s Heritage Shortbread, a wildly popular Lowcountry-made treat only sold at the end of each year ahead of the holidays

Location: 147 King St, Charleston, SC 29401

Store Hours:

Friday: 10:00AM – 5:00PM

Saturday: 10:00AM – 5:00PM

Sunday: 10:00AM – 5:00PM

Website: Preservation Society of Charleston Shop

Step inside Southern Ruetz, Charleston’s original hat bar and home to the Signature line of fully handmade hats. Located in the French Quarter, this colorful shop brings together premium fur felts, custom fittings, one-of-a-kind design and thoughtful craftsmanship, offering everything from a luxury Hat Bar experience to a hat made entirely by hand.

Exclusive Offer: 10% off in-store, gift with any hat purchase, and precision hat sizing

Location: 128 Meeting St, Charleston, SC 29401

Store Hours:

Friday: 10:00AM – 7:00PM

Saturday: 10:00AM – 7:00PM

Sunday: 11:00AM – 6:00PM

Website: Southern Ruetz | Hat Bar & Millinery

Founded in 2015 by Mimi Striplin, The Tiny Tassel is a Charleston-based design house rooted in handmade tassel jewelry, colorful accessories, and home goods. As Charleston’s only Black and Asian woman-owned design house, our flagship at 46 Spring Street champions BIPOC-owned brands and their stories.

Exclusive Offer: Handmade oyster ornaments with every purchase

Location: 46 Spring St Unit B, Charleston, SC 29403

Store Hours:

Friday: 11AM-5PM

Saturday: 10AM-5PM

Sunday: Closed

Website: The Tiny Tassel 

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