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Sat, Oct 12


Simpatico Italy's Finest

10th Annual Italian Wine & Food Festival at St. Michaels

Simpatico, Italy’s Finest will again be hosting our All Italian Wine Venue at WineFest 2019 within large tents located in our open lot adjacent to our Tuscan yellow historic building at 104 Railroad Ave.

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10th Annual Italian Wine & Food Festival at St. Michaels
10th Annual Italian Wine & Food Festival at St. Michaels

Time & Location

Oct 12, 2019, 12:00 PM – 5:00 PM

Simpatico Italy's Finest, 104 Railroad Ave, St Michaels, MD 21663, USA


About the Event

10th Annual Fall Italian Wine & Food Celebration on Oct. 12th Saturday after Columbus Day under tents at Simpatico, Italy's Finest, taste over 70 different Italian wines and Limoncellos, enjoy fabulous Italian food, taste fresh Italian cheeses, Balsamics, Oils, Foods, Desserts and more. Live Italian Music, Trivia & Other Games with Prizes. A really fun event not to be missed! Ticket good for one day and many in town merchants offer discounts with wristbands. $35 includes all wine tastings and food served and all activities. $10 Designated Driver.

Simpatico, Italy’s Finest celebrates Columbus Week the weekend after the Holiday with the 10th Annual “Simpatico's Italian Fall Wine & Food Celebration at St. Michaels MD” with Italian Wine, Food, Music & Games in honor of explorer Christopher Columbus on Saturday October 12th from Noon to 5 PM. The event will be held rain or shine in the tented lot “piazza” adjacent to Simpatico at 104 Railroad Ave. Stop by and transport yourself to Italy!

This not-to-be-missed event will feature the following activities to the public at a cost of $35 per person, kids free:

- Italian Wine & Spirits Tastings of over 70 wines, Limoncello, Prosecco, Bellinis, Amalfi Coast Liqueurs!

- Italian Food Served & Tastings including Cipriani Pasta with Wild Boar Sauce, Antipasti, Pates, Pestos, Truffle products, Olive Oils, Balsamics, Chicken Pesto, Caponata, Rice Salad, Orange Olive Oil Cake & more!

- Wonderful Artisan Cheese Tastings of Cow, Sheep & Goat cheeses directly flown in from Italy every 2 weeks.

- Live Italian Music – with Sergio playing your favorite Italian songs on his Accordion!!

- Italian Trivia & Pasta Game – Answer all the questions and you win a bottle of wine!

- Special pricing promotions for wines and other items in the shop.

- Many St. Michaels merchants are offering discounts for our attendees with wristbands.

Simpatico is excited to continue to bring this event to the community; Bobbi Parlett, owner of Simpatico, comments “Everyone has such a good time at this fun annual event, it is like being in a piazza in Italy for the afternoon, and combines so many things we love – food, wine, music, history, games for all ages, and fun.“

Simpatico is a locally-owned, independent retailer and wholesaler specializing in exclusively Made in Italy items: a fabulous selection of Italian wines & spirits, plus foods, cheeses & meats, ceramic dinnerware & accessories, kitchen linens, ornaments, Murano glass jewelry & glasses, home accessories, wall art and more. Simpatico fall store hours are Monday through Thursday 10 AM to 5 PM, Saturday from 10 AM to 6 PM and Sundays 10 AM to 5 PM. To purchase tickets, go to Events on

St Michaels participating businesses offering discounts with wristbands for the Simpatico Oct 10th Annual Italian Wine, Food, Music and More Event:

Current list:

Bella Soul - 10% off

605 S. Talbot Street

Candlebury Shop – 10% off

Sunnyside – 10% off

214 A South Talbot


Crab N Que – 10% off

207 N. Talbot Street


Pemberton Pharmacy – 10% off

204 S. Talbot Street


Simply Dragonfly – 20% off etched glasses

105 S. Talbot Street


Pizazzzz – 10% off

100 S. Talbot Street


St Michaels Pet Supplies – 10 % off regular price items excluding food

112 N. Talbot Street


Flamingo Flats – 10% off

100 s Talbot Street


Diana’s Tilton Hilton – free cup of coffee

100 Carpenter Street

410 745 5777


  • Regular Entry

    includes all wine tastings and food served and all activities

  • Designated Driver Entry

    includes all food served and all activities.




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