Women wearing sunhats having meal at outdoor seating
Events

Mark Your Calendar

From fishing strolls and harbor walks to bustling parties and live music, The Perry Hotel offers eclectic opportunities for mingling, celebrating, and simply enjoying life. Get out there and explore the many events happening right here.

cinema sundays logo

CINEMA SUNDAYS

Once a Month

Co-presented by the Key West Film Festival and in partnership with Visualize Entertainment, the “Cinema Sunday” series will occur monthly at the Lawn of the Perry Hotel. Free outdoor movie showing and popcorn! To kick off the year we are showing “La La Land” on January 24th. On February 21st, we are showing “If Beale Street Could Talk” in celebration of Black History Month. Honoring International Women’s Day, we will be showing “9 to 5: The story of a movement” on March 7th. Each film will have an accompanying interview from the production team or cast in order to provide a connection to the film for our audience. Cinema Sunday showings will begin at 7:00PM.

cheers-ing with a bloody mary and mimosa

SUNDAY BRUNCH AT MATT'S

Every Sunday | 8am-2pm

Sundays are fun days with brunch at Matt’s Stock Island Kitchen & Bar! Enjoy unlimited small plates including weekly Chef's Choice specialty items, plus bottomless mimosas and bloody marys every Sunday from 8am to 2pm for only $55/person. Free parking, dockside views, and decadent American coastal comfort food is coming your way!

RESERVE YOUR TABLE

dockside bar with palm trees

SALTY OYSTER BAR
HAPPY HOUR

Daily 4-6PM

Everyday from 4pm to 6pm, Salty Oyster Bar is serving up a legendary happy hour, with 50% off straight pour well cocktails, house wine, and drafts.  Plus, $10 daily food specials! Follow up your 1st happy hour every weekend with a 2nd, just across the pool at The Barrel House from 5-7pm with live music every Friday & Saturday from 6-9pm.

cocktail on a balcony overlooking a pool

THE BARREL HOUSE
HAPPY HOUR

Every Friday - Sunday | 5-7pm

Weekend back-to-back happy hours are BACK! Start at our sister restaurant, The Salty Oyster from 4-6pm, then join us at The Barrel House for 50% off straight pour well cocktails, house wine, and drafts. Plus, $10 daily food specials from 5-6pm! Enjoy live music every Friday & Saturday night starting at 6pm, then relax dockside, take in the views, enjoy free parking, hammock gardens, event lawn, and more!

yoga in the florida keys

WEEKLY YOGA ON THE EVENT LAWN

EVERY SUNDAY | 9AM

Embrace full relaxation and mindfulness with our weekly vinyasa yoga class hosted by Salute to the Sol Yoga. Classes are held on the spacious new event lawn every Sunday at 9am for $20/person (packages also available). Enjoy plenty of room to social distance, the benefits of the outdoors, and stick around for a delicious Sunday Brunch at Matt's!

RESERVE YOUR SPOT

Two women toasting with cocktails next to marina

Design Your Own Event

Looking to host your own fantastic gathering at The Perry? Whether you're interested in hosting a professional business meeting or a lively wedding party, allow us to help you in planning something memorable.

Start Planning