Evenings in Olde Seville Square, Seville Square, ☎ +1 850 438-6505, . Th 7-9PM, Summer months only. A free concert is held every week in downtown Pensacola during summer, and the events are popular, attracting upwards of ten thousand listeners during popular days! The style of music varies; recent musicians include the Pensacola Civic Band, bagpipers, country singers, big bands, swing music, Caribbean music, and cajun-style bands. Bring your own chairs, or a blanket, since no seating is provided; some snacks are available at concession stands along Alcaniz Street, if you decide not to bring your own. Free. �
McNabb's Running Club, 600 E Gregory St, downtown, ☎ +1 850 433-6789 (), . Tu 6PM. Every Tuesday night hordes of people venture out to McGuire's for the weekly Pub Run. Meet at 5:45PM for registration in the parking lot in front of the double decker tour bus at McGuire's. Participation is free and open to all. The route wanders through downtown and ends back at McGuire's approximately 5km later. Every level is represented, from avid marathon runners to those walking the entire route. After the run, join fellow runners inside McGuire's for free appetizers and cheap pitchers of a local brew. Complete 10 runs and earn a McGuire's t-shirt.Free. �
Hopjacks Trivia Night, 10 S Palafox, downtown, ☎ +1 850 497-6073 (), . Wed 9PM. A popular destination in downtown Pensacola on Wednesday nights. Often between 10 and 20 teams competing for numerous prizes; including free bar tabs, a $50 Hopjacks gift card, and boot schwag. Entry is free and there is a team size limit of 8. The best team name each week also wins a round of shots. Sprinkled throughout the game are several "fast finger" questions, in which the first team to scrawl the correct answer on a piece of paper and bring it up to the judge wins a separate prize (usually a bottle of wine or hats/key chains). Be sure to check out the surprisingly gourmet bar menu, famous for their pizzas, and the impressive beer list.Free. �
Fiesta of Five Flags, Multiple venues, ☎ +1 850 433-6512 (fax: +1 850 438-5572), . The Fiesta of Five Flags celebrates the history of Pensacola and its founding by Spanish governor Don Tristan de Luna. Many separate events are included under the Fiesta of Five Flags banner, and include float parades, boat parades, balls, golf tournaments, scavenger hunts and sand castle contests, among other events. The fiesta's most popular event is a stylized re-enactment of the landing of Don Tristan de Luna. Free. �
Gallery Nights, Palafox St, downtown, ☎ +1 850 432-9906 (), . Fr. Downtown Pensacola is home to a large number of art galleries and unique stores, and on Gallery Night, they stay open late, bring in food and wine, invite some musicians, and have a party! The event is a great way to meet Pensacola artists, view some great art, and shop while noshing on free food. Dress up nice, because shorts and tee shirts look out of place in this crowd. Free. �
Pensacola Seafood Festival, Seville Square, ☎ +1 850 433-6512 (, fax: +1 850 438-5572), . F Sep 25 noon - 11 p.m., Sa Sep 26 10 a.m. - 11 p.m., Su Sep 27 11 a.m. - 5 p.m.. For seafood lovers and fans of Southern cuisine, this is one of two important events in Pensacola to attend! With free admission, free live music, hundreds of artist booths, all set in beautiful downtown, the Seafood Festival is a perfect way to spend a weekend. For foodies looking for a taste of Pensacola cuisine, try the grits-a-ya-ya; grits served with shrimp, cheese, bacon, and fried onions. Fried grouper is popular too, but avoid the crawfish, which are out of season in September. Free admission, food $5-$15. �
Pensacola Crawfish Festival, Bartram Park, near Main St and Barracks St, ☎ +1 850 433-6512 (, fax: +1 850 438-5572), . F Apr 30 noon - 11PM, Sa May 1 10AM - 11PM, Su May 2 11AM - 5PM. The main event at the crawfish festival is, of course, mind-blowing amounts of ruby-red mudbugs. Most of the crawfish here is served boiled, and very spicy, with red potatoes and corn, but 'fancy' foods are available too, like crawfish poboys and gumbo. In addition to the food, there's a crawfish eating contest, crawfish races, bayou bands and Southern music, and a kids crafts festival. $5 daily, $10 for a weekend pass. Children under 12 free. Food $5-15. �
RadioLive!, 201 E Zaragoza St (Pensacola Museum of Commerce), ☎ +1 850 474-2787 (), . Every other Th 6-8PM, doors open at 5PM. Sponsored by WUWF, the Pensacola public radio station, RadioLive! is a radio broadcast featuring Southern music, with a live audience. Musicians include quirky indie singers, country musicians, soul singers, swing bands and folk music, and it's a fun way to get to know the musical vibe of Pensacola! For admission, bring a canned good to donate to Manna Food Pantries, and be sure to arrive on time; late arrivals disrupt the show. Free. �
Sunsets at de Luna, Plaza de Luna (south end of Palafox St). Th 5:30PM. Watch the sun set at Pensacola's new waterfront park, while listening to musicians play. Free. �
Palafox Market, Martin Luther King Jr. Plaza, Palafox Street (just north of Hwy 98), (), . Sa 8AM-2PM May-Sep. Fresh produce, live plants, baked goods and antiques are just a few of the items offered by vendors at Palafox Market in Downtown Pensacola. The market is open every Saturday, rain or shine. Many items originate directly from vendors who grow, make, or create the fruits, vegetables, herbs, and art for sale. �
The Most Frequently Asked Travel Questions about Pensacola
Where To Stay & Best Hotels in Pensacola - updated Apr 2024
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Pensacola Travel Guide from Wikitravel. Many thanks to all Wikitravel contributors. Text is available under Creative Commons Attribution-ShareAlike 3.0, images are available under various licenses, see each image for details.
