Many artists call Orlando home, giving life to a variety of reoccurring community events centered on the arts from monthly gatherings in downtowns to social events at museums. Celebrate the cultural side of Orlando, mix, mingle and sip on wine at these special events.
1st Thursdays at Orlando Museum of Art
The first Thursday of each month from 6 p.m. to 9 p.m., the Orlando Museum of Art showcases a new theme of art by local artists accompanied by live music, a cash bar and café with selections by area restaurants. With an entry price of $10 each, it’s an inexpensive way to meet up with friends or invite a date.
Culture & Cocktails
Culture & Cocktails at the Art & History Museums – Maitland is a social event for art lovers and a perfect spot for date night on the second Friday of each month, November – April, from 6 p.m. to 9 p.m. For only $5 each, you will receive one drink ticket and experience an evening of art, live music and poetry.
Lake Mary WineArt Wednesday
On the first Wednesday of every month from 5 p.m. to 9 p.m., Lake Mary WineArt Wednesday features local artists, food trucks and a beer and wine garden. Stroll along the sidewalk lined with displays by local artists, sip on wine and listen to live music in Central Park. Entry is free. Some of the wine and food samples are free, but bring cash to purchase full glasses and meals.
Thornton Park Wine & Art Crawl
On the second Thursday of every month, celebrate the arts with an evening of food, wine, shopping and showcases by Orlando-based artists at the Thornton Park Wine & Art Crawl. For $10, you get a wristband, wine glass and a map of locations where you will be greeted with a complimentary pour of wine.
Winter Park Sip & Stroll
Sip wine paired with appetizers at more than 20 boutiques, galleries and restaurants while strolling along beautiful Park Avenue during Winter Park Sip & Stroll. This special event is scheduled three times a year. Tickets are $25 in advance. Each reservation includes a commemorative wine glass and lanyard.
Sanford Art Walk
The Historic Sanford Welcome Center invites you to the Sanford Art Walk, a juried art show in the Historic Sanford Welcome Center (230 East First Street, Sanford, FL 32771), and a walking tour of the art venues located in historic downtown Sanford. Mingle with Central Florida artists, and enjoy live music, food and art at the Sanford Art Walk on the fourth Friday of every month from 6 p.m. to 9 p.m. in downtown Sanford.
Alive After 5
Alive After 5 is Central Florida’s largest recurring monthly street party with live music, local artists, food and beverage sampling in the beautiful historic town of Sanford. It is scheduled for the second Thursday of each month from 5 p.m. to 8 p.m. Tickets are $7 and includes food and beverage sampling throughout the event.
Every month the Lakeridge Winery in Clermont hosts free (or $2 donation entry) events featuring live entertainment from local musicians, artist vendors, crafts and food. Make sure to take advantage of the complimentary wine tours and tastings.