Christmas Bars and Holiday Pop Ups in Pensacola 2025

Pensacola loves a good Christmas transformation and a few local favorites go all out for the season. Whether you want a cozy holiday pub vibe or a festive spot on the beach these Christmas bars and pop ups bring the lights the cocktails and the December energy.

Here are the best places to celebrate Christmas nightlife in Pensacola this year.

Sir Richard’s turns into Saint Richard’s Christmas Pub

Every December Sir Richard’s transforms into Saint Richard’s Christmas Pub and the entire space becomes a wall to wall holiday takeover. Think lights everywhere ornaments hanging from the ceiling inflatables garland photo spots and festive drinks. It is one of the most fun and immersive Christmas pop ups in the area and a must visit if you love holiday themed bars.

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Sir Richard’s Christmas Pub

Expect
themed cocktails
floor to ceiling decorations
packed weekend nights
a Christmas party energy from open to close

This one gets busy so go early if you want seats.

The Islander on Pensacola Beach

If you want your Christmas vibe with a coastal twist The Islander on Pensacola Beach is your spot. They bring out palm tree lights holiday decor beachy Christmas touches and seasonal drinks that fit the vibe of a December night by the water.

Instagram friendly. Easygoing atmosphere. Perfect stop before or after island events.

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The Islander on Pensacola Beach

This one pairs perfectly with the nearby parades especially if you are already planning to attend the Pensacola Beach Lighted Boat Parade.

What To Expect at Pensacola’s Christmas Bars

holiday cocktails
lots of photo friendly decor
busy weekends
a mix of locals and visitors
late night energy especially close to parade dates

If you are planning a holiday night out hit both spots in one evening for a mini Christmas bar crawl.

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