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Entertainment

If you love live entertainment, you are in for a treat. As you stroll down Atlantic Avenue in Downtown Delray, the music spills into the streets. From classic rock to cool island reggae, there is a venue suited for everyone! We don't believe that entertainment is something that must be scheduled, we believe in making it happen on a daily basis. Nothing showing up on a local events calendar? Take a peek at what some of our merchants have going on; not to mention the exceptional events that are constantly drawing crowds at Old School Square or the Arts Garage. Seven nights per week, Downtown Delray is just what you want.

Check our list of nightlife events HERE!
Buddha Sky Bar/Last Call/Level2

Comedy Night

Wed
Wed, 01/01/2020 to Thu, 12/31/2020
7:00pm - 11:00pm
Buddha Last Call

Special Guest Comedians every other Wednesday night
Doors open at 7PM, show starts at 9PM
Tickets: $10 Eventbrite, $15 at...

Delray Hideaway

Pool Tournament Mondays

Mon
Thu, 09/13/2018 to Sat, 12/31/2022
8:00pm - 1:00am

Every Monday with enough participants our lovely Lauren will host a single elimination pool tournament. Win prizes $$$

Delray Hideaway

Trivia Thursdays

Thur
Thu, 02/21/2019 to Mon, 02/21/2022
8:30pm - 10:30pm

Show off your big brain and win, get a group of friends together and come up with a clever team name, compete against other teams and...

Cloud 9 Adventures

The Avett Brothers At The Beach

Thu, 02/27/2020 to Mon, 03/02/2020
Punta Cana, Dominican Republic

The third edition of The Avett Brothers At The Beach is headed to the DR for four nights of music in paradise.

Buddha Sky Bar/Last Call/Level2

LevelUp Fridays

Fri
Wed, 01/01/2020 to Thu, 12/31/2020
9:00pm - 2:00am
Level 2

Featuring DJ Slym & DJ Redwood
Sponsored by Belaire

Delray Hideaway

Beer & Bingo Tuesdays

Tue
Thu, 02/21/2019 to Mon, 02/21/2022
7:00pm - 9:00pm

Free to play, prizes given out for every round...the most fun you can have on a Tuesday!

Delray Hideaway

Karaoke Fridays

Fri
Thu, 02/21/2019 to Mon, 02/21/2022
8:55pm - 1:00am

The most fun weekly singing event on the Ave! Participate or just watch and enjoy the show

Festival Management Group

Annual Wellington Bacon & Bourbon Fest

Sat
Sun
Sat, 03/21/2020 to Sun, 03/22/2020
11:00am - 10:00pm
Village of Wellington Amphitheater

Join us this year as we expand the tastings and explore the best bourbons & bacon delights from around the world.

Deck 84

Live Entertainment

Sat
Sun
Fri, 11/08/2019 to Mon, 11/30/2020
2:00pm - 5:30pm
Deck 84 Patio

Live music every Saturday & Sunday.

Delray Hideaway

Poker Night!

Wed
Thu, 02/21/2019 to Mon, 02/21/2022
7:30pm - 10:30pm

No limit Texas Hold ‘em every Wednesday. Prizes to winners nightly, build your score every week for a chance to win the grand prize!

Delray Hideaway

Industry Night

Sun
Thu, 02/21/2019 to Mon, 02/21/2022
11:00pm - 2:00am

Where the locals go after work on Sunday, free pool and a good time. Industry workers enjoy 50% off with proof of employment after 11pm...

Festival Management Group

58th Annual Delray Affair

Fri
Sat
Sun
Fri, 04/03/2020 to Sun, 04/05/2020
10:00am - 6:00pm
Downtown Delray Beach

Nicknamed the “Greatest Show under the Delray Sun”, the Delray Affair is one of the largest arts & craft festival in the Southeast...