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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.

women painting canvases

POP & POUR - 10x10 CANVAS

Thursday, January 30th | 7-9pm

Join us at Salty Oyster with artist Jasmine Jones for our version of 'paint & sip' where you'll learn the newest fluid art craze - alcohol inks! In a small class setting you will learn step-by-step, all her tips and tricks for creating your very own masterpiece, ready to hang in your home. In true island style, we will be painting under the palm trees outside at the Perry Hotel, with drinks available through Salty Oyster Bar. Complimentary drink ticket is included with class purchase!

Arrive early and enjoy back-to-back happy hour at Salty Oyster from 4-6pm, then Matt's Stock Island Kitchen & Bar from 6-8pm. See you there!

RESERVE NOW

girl shopping and holding up a white dress

SIP & SHOP AT THE GREEN PINEAPPLE

Friday, January 31st | 6pm–9pm

Join us at our onsite boutique for an evening of bubbles, light bites, music and shopping fun in conjunction with Matt's Stock Island and Salty Oyster's happy hours (4-8pm). This month features the following artists for the perfect night out on the waterfront!

  • Bella Laine- Hand-poured candles and paintings By Emily Shipman
  • Lucy Hawk Art-Papercuts, watercolors, & ink drawings by Lucy Hawk
  • Under the Leaf- Botanical designs by Alex Popolla 
  • KREL Wear- Tropical knitwear by Miami designer KrelleLevy 
  • Zen by Karen Moore- Karen Moore’s gemstone & ocean element jewelry is positive energy you can wear & feel 
overhead view of a shrimp boil layout

ORIGINAL STOCK ISLAND SHRIMP BOIL

Saturday, February 1st | 12PM - 2PM

Immerse yourself in Keys culture for the annual Key West Food & Wine Festival. Referred to by Forbes as "A paradise for serious foodies..." this week long festival includes a series of wine & food themed events showcasing everything the finest eateries in the Keys have to offer. Join us at Matt's Stock Island Kitchen & Bar for the 3rd Annual Original Stock Island Shrimp Boil, Saturday Feb 1, for an unforgettable meal (and of course, wine pairings!) on the waterfront.

Purchase your tickets today!

girl sitting at a desk with a painting behind her

STOCK ISLAND ART STUDIO STROLL - KATLIN SPAIN AT THE GREEN PINEAPPLE

Sunday, February 8th | 4-7pm

Experience Stock Island's unique art scene and creative culture at the Stock Island Art Walk at their annual Spring Art Walk, where you can tour all of the art studios from 11am - 4pm. This month we're featuring Katlin Spain at The Green Pineapple at The Perry!

painted flamingos with hearts and information about pop & pour class on Feb 13

POP & POUR - GALENTINE'S EDITION

Thursday, February 13th | 7-9pm

Join us at Salty Oyster for a special Galentine's Day edition of Pop & Pour! Artist Jasmine Jones teaches us the newest fluid art craze, alcohol inks, in a small class setting where you'll learn step-by-step, all her tips and tricks for painting a rendition of her classic flamingos piece. In true island style, we will be painting under the palm trees outside at the Perry Hotel, with drinks available through Salty Oyster Bar. Complimentary drink ticket is included with class purchase!

Limited seating is available so reserve your spot today and join us February 13th, 7:00 pm!

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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 | $55
Children | $20

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

FAMILY FRIED CHICKEN NIGHT

EVERY WEDNESDAY

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!

view of a person playing the guitar with drums in the background

LIVE MUSIC AT MATT'S

September: Sunday Brunch 10:30am-2pm

Enjoy live music dockside at the Matt's Stock Island Kitchen & Bar at our weekly Sunday Brunch from 10:30am-2pm, from our talented local musicians including:

  • Drew Gunning
  • Tim Hollohan
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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, with 50% off straight pour premium cocktails, house wine, and drafts.  Plus, daily food specials! Follow up your 1st happy hour with a 2nd just across the pool at Matt's Stock Island from 6-8pm.

Perry EatandDrink Overview SaltyOyster_0000s_0000_MattsStockIsland LandingPage Hours MattsBar

MATT'S BAR DAILY HAPPY HOUR

Daily 6-8pm

Enjoy $2 signature beers, $3 oysters, 50% off signature wine, $5 select cocktails, and even $5 tasty tapas and crudo 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.

Start Planning

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