23rd Annual Harvest Festival Outdoor event with live music, grape stomping, an arts and crafts show, wine tasting and tours of the winery. 10 a.m.-5 p.m. Friday-Saturday, 11 a.m.-5 p.m. Sunday; Lakeridge Winery & Vineyards, 19239 U.S. Highway 27 North, Clermont; $2; 800-768-9463; lakeridgewinery.com.
DJ Fly Guy The DJ from VH1’s Master of the Mix performs live in the club alongside DJs Skream, Dev and Hu-Flava. 10 p.m. Saturday; Vain, 22 S. Magnolia Ave.; call for price; 407-835-3590; vainorlando.com.
Dogfish Head Beertopia The bar serves up more than 25 Dogfish Head beers on tap, including Old School, Midas Touch, Noble Rot, My Antonia and many others. Noon Saturday; World of Beer, 1125 Town Park Ave., Lake Mary; free; 407-878-6693; wobusa.com.
June Caribbean Mug Club Party Dress in Caribbean attire and enjoy drink and food specials, plus live steel drum music by Barney Bonaparte. 6 p.m. Wednesday; Sea Dog Brewing Co., 8496 Palm Parkway; free; 321-329-5306; seadogbrewing.com.
OOKAY Live electronica, trap and moombahton music by the DJ. 10 p.m. Saturday; Roxy Nightclub, 740 Bennett Road; $10; 407-898-4004; roxyorlando.com.
Reggae Celebration Live music by Kes the Band, Carib Lager beer specials and authentic Caribbean food and drinks. 3 p.m.-2 a.m. Saturday; Bob Marley – A Tribute to Freedom, CityWalk at Universal Orlando; free-$15; 407-224-3663; citywalk.com.
RumFest 9 Enjoy three hours of unlimited rum sampling with more than 25 varieties, plus live reggae bands and the chance to win a trip to Puerto Rico. 5-8 p.m. Saturday; Wall Street Plaza, Wall and Court streets; $20-$30; 407-849-0471; wallstplaza.net/event/rum-fest-9.
Sasha Live EDM set by the DJ. 10 p.m. Saturday; Firestone Live, 578 N. Orange Ave.; $15; 407-872-0066; firestonelive.net.
SweetWater Brewery Night The bar offers SweetWater beers on tap, plus raffle prizes. 2 p.m. Tuesday; World of Beer, 3402 Technological Drive, Suite 201; free; 321-235-9741; wobusa.com.
The Get Lei’d Luau Pub Crawl Break out the coconut bras, board shorts and grass skirts and then enjoy cocktails at Eye Spy, Latitudes and Ember. 8 p.m. Friday; Waitiki Retro Tiki Lounge, 26 Wall Street Plaza; $12-$15; 407-481-1199; orlandopubcrawl.com.
Two-Year Anniversary Party The bar celebrates with brews on tap, samples, flights and steins. 2 p.m. Saturday; Frank & Steins, 150 S. Magnolia Ave.; free; 407-412-9230; frankandsteins.com.
Zomboy Live electronic music by the DJ. 10 p.m. Thursday; Firestone Live, 578 N. Orange Ave.; $10; 407-872-0066; firestonelive.net.