05/14/2026
🌴☀️ BIG lineup of upcoming events around Pensacola & Pensacola Beach! 🎉🏖️👇
🎶 Live Music Week at Bamboo Wi***es
📅 May 12–16, 2026
📍 Pensacola Beach
🎤 Multiple nights of live music featuring local bands plus a Sunday crawfish boil
✈️ Blue Angels Practice & Autograph Session
📅 May 13, 2026
📍 National Naval Aviation Museum
✍️ Practice flight followed by autograph opportunities with the Blue Angels
🍝 Gallery Night “Festa Italiana”
📅 May 15, 2026
📍 Downtown Pensacola
🎶 Italian-themed downtown celebration with food, performers, music, vendors, and artists
💙 Pensacola Happy Hour’s Healthcare Appreciation Day
📅 Friday, May 15, 2026
⏰ 5 PM – 10 PM
📍 Museum Plaza – Pensacola
🩺 Community appreciation event honoring healthcare workers with live music, comedy, vendors, giveaways, and more
🏐 The MAX Charity Volleyball Tournament
📅 May 16, 2026
📍 The Salty Rose – Pensacola Beach
💜 Hosted by Florida Man Volleyball Tournaments & The MAX
🏖️ Charity beach volleyball tournament benefiting Rally Foundation for childhood cancer research
🏡 Home Sweet Home Gulf Coast Block Party
📅 Saturday, May 16, 2026
⏰ 12 PM – 4 PM
📍 Blue Wahoos Stadium
🍔 Family-friendly event with bounce houses, vendors, giveaways, food, and games
🦞🦞 Baywatch Party & Crawfish Boil
📅 Saturday, May 16, 2026
⏰ Crawfish Boil starts at 2 PM
📍 Sneaky Tiki Bar – Pensacola Beach
🦞 Crawfish boil, DJ DARIU$, beach party atmosphere, and slow-motion run contest
🌱 🌱 Free Coastal Plant Giveaway
📅 Saturday, May 16, 2026
⏰ 9 AM – Noon
📍 Pensacola Beach Community Church
🌾 Native plant giveaway supporting Pensacola Beach dune restoration efforts
😂 Live Stand-Up Comedy Night
📅 May 17, 2026
📍 Seville Quarter
🤣 Featuring Rob Smiles and other comedians for a night of live stand-up comedy
🛍️ Support the Locals Market
📅 Sunday, May 17, 2026
📍 Wildlife Sanctuary
🍔 Local eats, artists, wildlife encounters, and community vendors
🎨 Pensacola Arts Market
📅 Sunday, May 17, 2026
🎶 Art, plants, vintage items, live music, food, and local makers
🍷 Pensacola Beach Art & Wine Festival
📅 Sunday, May 17, 2026
⏰ 12 PM – 5 PM
📍 Pensacola Beach Boardwalk
🍇 Wine tastings, live entertainment, artists, food vendors, and shopping
⚾ Blue Wahoos Homestand Week
📅 May 19–24, 2026
📍 Blue Wahoos Stadium
🐟 Hosted by the Pensacola Blue Wahoos
🎆 Fireworks Saturday, mullet night, giveaways, wing specials, dog-friendly night, and family events
🎣 Florida Gulf Red Snapper Season Opens
📅 May 22, 2026
🐟 Managed by Florida Fish & Wildlife (FWC)
🚤 Gulf Red Snapper season officially opens for Florida anglers
🌎 Gulf Coast Culture Fest
📅 May 30, 202
📍 Seville Square – Downtown Pensacola
🎭 Celebration of Gulf Coast culture with music, films, food, dance, art, and vendors
🍹 Pensacola Beach Bloody Mary Festival
📅 Saturday, May 30, 2026
📍 Bamboo Wi***es – Pensacola Beach
🎵 Bloody Mary tastings, live entertainment, games, vendors, and fundraising for Pensacola Beach Elementary
🛍️ Wren Haven Homestead Market
📅 Saturday, May 30, 2026
⏰ 9 AM – 2 PM
📍 3279 Bauer Rd – Pensacola
