A colorful Umbrella Sky is flying high above Jefferson Alley! The original Pensacola Umbrella Sky Project debuted in 2017 and quickly became one of downtown Pensacola's most photographed destinations.

Find the unique, the one-of-a-kind, the delicious and the off-beat at Palafox Market! Ride the free trolley between the two market locations at MLK Plaza and Plaza Ferdinand Saturdays from 9am-2pm.

Dating back 450 years as the first European settlement in the United States, Pensacola has a rich and colorful history, and the heart of the city is its downtown. Come see why it was voted "Florida's Greatest Place" in a poll by the American Planning Association.

Give the gift of Downtown Pensacola! One digital gift card. So many local favorites. Shop. Dine. Sip. Explore. And support local businesses while giving the perfect gift.

One Friday each month, Palafox Street closes to traffic and transforms into an outdoor street festival. Gallery Night is the perfect opportunity to experience Downtown Pensacola's thriving art scene and eclectic mix of sights, sounds and flavors.

Held on the first Friday of each month from 5:30 to 7:30 p.m., First Fridays Art Walk invites residents and visitors to experience downtown’s galleries and creative spaces at their own pace, with complimentary trolley transportation connecting participating locations.

This fall, one of downtown Pensacola's most recognizable buildings is getting a transformation that will probably make anyone walking down the street stop mid-stride.

Shop downtown, upload your receipts and win weekly prizes — including a Grand Prize of Downtown Pensacola gift cards valued at $1,000!

More than a holiday event, Winterfest has become one of the Southeast's most celebrated Christmas destinations, where each year, visitors travel from across the country to experience immersive theatrical tours, nightly street entertainment, holiday parades, dazzling light displays and the unmistakable charm of Pensacola's historic downtown.