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.

Perry Offer Paradise Brunch (1) (1)

Presents in Paradise Brunch

December 16 | 10:30am–2pm

This holiday season, Matt's Stock Island is giving back with a special Presents in Paradise Brunch. Ten percent of proceeds for three buffets, endless small plates, cocktails, and more, will go to Presents in Paradise, a homegrown nonprofit that delivers gifts and holiday spirit to families that might otherwise miss out on Christmas. Reserve your table today!

Adults | $50
Children | $20
Buffet Only | $39

Perry Events ChristmasDinner (1)

Christmas Dinner at Matt’s

December 25, 2018 | 2-9pm | $45 per person

What’s Christmas day without a memorable holiday dinner? Fill your belly and your spirit with our Christmas prix-fixe, featuring all of the essentials, from roasted chestnut soup to maple glazed ham. A la carte options are available. Make your reservation today!


Perry Events Brunch Eve Prix Fix (2)

New Year’s Eve Prix-Fixe

December 31, 2019 | 5–10pm

This New Year’s Eve, we’re celebrating with a special prix-fixe dinner at Matt’s Stock Island Kitchen & Bar, followed by a champagne toast and party favors for guests staying at The Perry once midnight hits. Happy New Year! Make your reservation today!


Perry Events Holiday Hangover Brunch (1)

Holiday Hangover Brunch

January 1, 2019 | 10:30am–2pm

Ring in the new year (and get rid of last night's hangover) with a scrumptious Sunday Brunch from Matt’s, featuring three separate buffets and all-you-can-eat small plates. Celebrate the end of all that shopping, decorating, and hosting with unlimited bloody marys and mimosas!

Glass of bear on a coaster on a wooden table

Bubbles & Bids

Saturday, January 19th | 4pm-6pm

Join us at Salty Oyster from 4–6pm for a silent auction, featuring gift baskets, gift certificates, vacations, and more! All proceeds from the silent auction and a percentage of every South Beach Blood Orange IPA purchased will be donated to The Domestic Abuse Shelter of the Florida Keys.

the perry hotel key west events meet fleet shrimp boil (1)

“Meet the Fleet” Shrimp Boil

Saturday, January 26th | 12PM - 2PM

Immerse yourself in Keys culture for the annual Key West Food & Wine Festival. Sample the finest fare the Florida Straits have to offer: There’s enough Key West Pink Shrimp — and an array of wines to pair — for everyone to enjoy. Purchase your tickets today!

Perry Offer Matt Brunch

Sunday Brunch at Matt’s

Every Sunday

Sundays are fun days with brunch at Matt’s Stock Island Kitchen & Bar. Enjoy three buffets and unlimited small plates, as well as unlimited bloody marys and mimosas, every Sunday from 10:30am to 2pm. Make your reservation today!

Adults | $50
Children | $20
Buffet Only | $39

top level view of a grilled chicken dinner with 2 glasses of beer and fries on the side



Every Wednesday, Matt's Stock Island Kitchen & Bar presents a Family Fried Chicken Night with all the fixings. For just $15 per person, you and your family can indulge in cornbread mash, citrus coleslaw, roasted corn on the cob, and—of course—plenty of fried chicken!

Perry Offer LiveMusic

Live Music at Matt's Stock Island Kitchen & Bar

Every Friday & Saturday from 6-8pm

Enjoy live music poolside at the Matt's Stock Island Kitchen & Bar every Friday & Saturday from 6pm to 8pm, and our new weekly Sunday Brunch from 10:30-2pm, from our talented local musicians including:

  • Drew Gunning
  • Kari Daley
  • Tim Hollohan
Perry Offer HappyHour

Salty Oyster Bar’s
Daily Happy Hour

Daily 4-6PM

Everyday from 4pm to 6pm, Salty Oyster Bar is serving up a legendary happy hour, including 50% off select food and premium beverages. And don't forget about live music every Friday & Saturday at Matt's, just across the pool!

Perry EatandDrink Overview SaltyOyster_0000s_0000_MattsStockIsland LandingPage Hours MattsBar

Matt's Bar
Daily Happy Hour

Daily 6-8pm

Enjoy $3 oysters and specialty beer, 50% off signature wine, $5 select cocktails, and even $5 tasty tapas at Matt's Stock Island Kitchen & Bar during the 6pm to 8pm happy hour. Eat, drink and be merry with us every day of the week.

Birds on the beach

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.

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