After Work Drinks in Orlando

Where Orlando Goes After Work

The 5 o'clock escape is sacred. After a long day of meetings, emails, and deadlines, you need a place that feels like a reward. Vincenzo Cucina Italiana on International Drive is that place. The doors open at 5 PM, happy hour starts immediately, and within minutes you are sitting with a craft cocktail in your hand and the stress of the day melting away.

Vincenzo is a family-owned Italian restaurant with cocktails and happy hour that has been serving Orlando since 1991, voted the number one Italian in the city since 2014, with more than 4,000 reviews. The bar is intimate, the cocktails are made with care, and the atmosphere is exactly what a real after-work drink should feel like.

After Work Happy Hour Schedule

• ✦ Monday: Happy hour specials ALL NIGHT. Walk in at 5, stay until 10
• ✦ Tuesday: Martini Night specials at the bar, plus happy hour 5–7 PM
• ✦ Wednesday: Wine Down Wednesday with half-price bottles all evening
• ✦ Thursday: Happy hour at the bar, 5–7 PM
• ✦ Friday: Happy hour at the bar, 5–7 PM. The week is over

The After-Work Routine at Vincenzo

Here is how the regulars do it. You leave the office, pull up to Vue at 360 on International Drive, and hand your keys to the complimentary valet. Walk inside, take a seat at the bar, and order your first drink. The bartenders at Vincenzo remember faces and remember orders. A Negroni to start. Maybe an Aperol Spritz if it was a lighter day. Or go straight to the espresso martini if you need the caffeine boost.

Monday: The Best After-Work Night in Orlando

Most people dread Monday. At Vincenzo, Monday is actually the best night of the week. Happy hour specials run all night long, from 5 PM until 10 PM at close. Five hours of happy hour pricing. There is no rush to beat a 7 PM cutoff.

Wednesday: Wine Down After Work

Wednesday is the night for wine lovers who need a midweek reset. Wine Down Wednesday means every bottle on Vincenzo's curated Italian wine list is half price all evening. Split a bottle of Chianti with a coworker. Try a Barolo you have been curious about. The half-price bottles make it easy to be adventurous.

From Drinks to Dinner

One of the reasons Vincenzo works so well as an after-work spot is that you are already in one of Orlando's best Italian restaurants with cocktails and happy hour. Start with drinks and appetizers at the bar. If the evening is going well, just stay. Order the handmade pappardelle, the veal osso buco, or a filet. The kitchen is open from 5 to 10 PM.

Team Happy Hours

Bringing the team? The bar area handles groups comfortably, and for larger gatherings, the Amalfi Room offers private dining and group dining options. Contact us to discuss your event.

Frequently Asked Questions