DOC’S TOP 20 ANNUAL EVENTS


We wouldn’t have earned the nickname “Festival City of the South” if we didn’t know how to have a good time. From large-scale food and art festivals to intimate dinners, shows, and markets, the Pensacola Bay Area has events that are sure to get you up on your feet and out of the house. This is why we’ve compiled a list of, not 10, but 20 of our top annual events held here in Pensacola and Pensacola Beach. To view more info on each event, click here.


1. Pensacon

February / March

A comic and pop culture convention that draws thousands of attendees to the area.

2. Mardi Gras Celebrations

February / March

Several parades and events are held in the weeks leading up to Fat Tuesday.

3. Pensacola Jazz Fest

April

A free jazz festival held in downtown Pensacola.

4. Pensacola Crawfish Festival

April

A celebration of crawfish and Cajun music in downtown Pensacola.

5. Pensacola Hot Wheels Food Truck Festival

April

A festival featuring food trucks, hot rods, and live music.

6. Memorial Day Gay Fest

May

Thousands of LGBTQ folks visit the Emerald Coast Beaches and have crazy fun, music, great food.

7. Fiesta Pensacola

June

A celebration of Pensacola’s history and culture featuring parades, parties, and events.

8. Pensacola Beach Blue Angels Air Show

July

A popular air show held over the beaches of Pensacola.

9. Fourth of July Celebrations

July

Fireworks displays and other events are held downtown Pensacola and Pensacola Beach.

10. Pensacola Seafood Festival

September

A celebration of seafood and live music in downtown Pensacola.

11. Stamped Film Festival

September / October

A festival dedicated to films with a focus on the LGBTQ community to foster awareness, inclusion, and diversity.

12. Pensacola Beach Songwriters Festival

October

A festival featuring songwriters from around the country.

13. Greek Festival 

October

 A celebration of Greek culture featuring food, music, and dancing.

14. Pensacola Beach Bluegrass Festival

October

An annual festival featuring bluegrass music and food vendors.

15. Pensacola Interstate Fair

October

A two-week fair featuring rides, games, and fair food.

16. Pensacola Beach Art & Wine Festival

October

An annual festival featuring local artists and wineries.

Overall, the Pensacola Beach Arts and Wine Festival is a fun and festive event that celebrates the arts and culture of Pensacola Beach. Whether you’re a wine enthusiast, an art lover, or simply looking for a fun and enjoyable weekend activity, the festival is a great way to experience the vibrant community and creative spirit of Pensacola Beach.

17. Greater Gulf Coast Arts Festival

November

An annual festival showcasing art from around the country.

18. Foo Foo Fest

November

A 12-day festival featuring a variety of art, music, and cultural events.

19. Blue Angels Homecoming Air Show

November

An annual air show held by the famous Blue Angels flight demonstration team on Pensacola Naval Air Station.

20. Gallery Night

Monthly

A monthly event held every third Friday in downtown Pensacola featuring local artists and musicians.

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