The Shops of Downtown Pensacola and the Downtown Improvement Board (DIB) are teaming up once again for the fifth annual Harvest Sip & Shop on Wednesday, Sept. 9 from 5-8pm. The event will feature new merchandise, seasonal sips, live music and shopping specials from participating downtown merchants. Shoppers can also enter for a chance to win one of three curated gift baskets that include a unique assortment of boutique gifts, from home décor and artwork to accessories, gift cards and other special finds from downtown Pensacola. 

“Downtown events like Harvest Sip & Shop are a great way to bring people together while highlighting the unique businesses that make downtown Pensacola such a special place,” said Walker Wilson, Downtown Improvement Board executive director. “We’re excited to welcome shoppers downtown on Sept. 9 to enjoy an evening out, discover what’s new for Fall, take advantage of deals and support our local businesses.”

GIVEAWAY DETAILS
Shoppers can enter for a chance to win exclusive Harvest Sip & Shop prizes by making a purchase at a participating downtown merchant on Wednesday, Sept. 9, 2026, and uploading their qualifying receipts. For every $10 spent, you’ll receive one entry. Spend at least $10 each in five participating businesses, and you’ll get TEN bonus entries. 

How to Enter
1. Shop Downtown.
Make a purchase at any of the participating Downtown Pensacola merchants listed below on Wednesday, Sept. 9, 2026.

2. Upload your receipts.
Upload a photo of your receipts using the giveaway entry form, found at www.downtownpensacola.com/AllIWant or via QR codes posted in each participating business.

3. You’re entered to win!
Receive one entry for every $10 spent.  BONUS: Spend at least $10 each in five participating businesses, and you’ll get TEN bonus entries. 

Each entry must be completed in full and include a receipt that verifies the purchase. By entering, participants agree to be bound by the Official Rules on the entry website. Void where prohibited. 

Participating Merchants:
AJ’s Market and Ice Cream

ALK Designs

Blue Morning Gallery

Bluetique

Blush and Needle Society

Bodacious Olive

Colette Pensacola

Corals Closet

Don Alans

First City Bee Company

Gray Boutique

Hemline Pensacola

Indigeaux Denim Bar

Innerlight Surf Shops Downtown

Lagree Pensacola

Monkee’s of Pensacola

Noteworthy Gifts

Paradise Point Needleworks

Peterbrooke Chocolatier 

Rusted Arrow Mercantile

Sarah Soule Webb Studios

Voema

Artesana

Samantha Breedlove, owner of Rusted Arrow Mercantile, has been a part of Harvest Sip & Shop since she and Indigeaux owner Katie Rozier conceived the event in 2022. “Harvest Sip & Shop offers an opportunity to discover something new for the Fall while supporting local shops downtown,” she said. She added that the number of participating businesses has more than doubled since the first event.

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