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Downtown Pensacola: Harvest Sip & Shop

Downtown Events

Downtown Pensacola is rolling out the Fall welcome mat. The Shops of Downtown Pensacola and the Downtown Improvement Board are teaming up for the fifth annual Harvest Sip & Shop on Wednesday, Sept. 9, from 5-8 p.m.


What’s in it for shoppers: Beyond the shopping specials and live music, three curated gift baskets are up for grabs, packed with boutique finds from home décor and artwork to accessories and gift cards.

“Harvest Sip & Shop offers an opportunity to discover something new for the Fall while supporting local shops downtown,” said Samantha Breedlove, co-founder of the event and owner of Rusted Arrow Mercantile.

Breedlove and Indigeaux Denim Bar owner Katie Rozier dreamed up the event back in 2022. The lineup of participating merchants has more than doubled since that first night.


How to Enter the Giveaway

  • Shop Downtown — Make a purchase at any participating merchant on Wednesday, Sept. 9.
  • Upload Your Receipt — Snap a photo and submit it at downtownpensacola.com/AllIWant or via the QR codes posted in-store.
  • You’re Entered — Get one entry for every $10 spent. Spend at least $10 each at five different businesses and score TEN bonus entries.

Entries must be complete with a valid receipt. Void where prohibited; official rules posted on the entry site.


Participating Merchants:


For complete giveaway rules and to submit receipts, visit downtownpensacola.com/AllIWant.

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