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Nightly Entertainment

PLEASE NOTE: This summer, Jun. 01 through Aug. 31, nightly entertainment hours will shift from 5:00 PM – 9:00 PM to 6:00 PM – 10:00 PM.
Happy Hour will remain unchanged from 5:00 PM – 6:00 PM.

This adjustment will help avoid the peak summer heat and weather delays while still delivering a full four hours of live entertainment each evening.

Choose a location below to download the corresponding calendar.

Blue rounded button with white text reading “EASTPORT” at the top and larger curved “Eastport” centered.
A button that includes an image of a dancing crowd and invites you to "Download Full Calendar" for Nightly Entertainment.

WARNING:
Strobing and lighting will be used during scheduled entertainment that may not be suitable for
individuals with conditions that include sensitivity to light.

WARNING:
Strobing and lighting will be used during scheduled entertainment that may not be suitable for individuals with conditions that include sensitivity to light.

**All events and performances subject to change**

June 2026

MPIRE

MPIRE is a tight, dynamic band that delivers a variety of music from the '60s through today!
Wed Jun 17, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

Slickwood

A Central Florida jamgrass band blending Americana, bluegrass, and folk with exceptional harmonies and energetic instrumentation.
Wed Jun 17, 2026
6:00 pm - 10:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Live Effect

High energy dance band with tight vocal harmonies performing ALL the hits from yesterday & today!
Wed Jun 17, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Fancy Reagan

Fancy Reagan is a female-fronted non-stop '80s dance party like no other! Featuring some of the best musicians in Central Florida. Nobody puts the '80s in a corner!
Wed Jun 17, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

Rocky and The Rollers

An absolute Villages favorite. Rocky and The Rollers have 27 years performing in The Villages and their wide range of high energy music from all eras and genres will keep you excited and engaged throughout the performance.
Wed Jun 17, 2026
6:00 pm - 10:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

The Alan Ross Karaoke Roadshow

Karaoke with host Alan Ross brings a spotlight to your inner star. Enjoy a wide variety of songs with some guidance from our host, who knows how to keep the energy just right to make every performance feel like a hit!
Thu Jun 18, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Hayfire

A fun, energetic country band with superb vocals! Hayfire is one of The Villages' best and dubbed one of Orlando Weekly's Best Cover Bands.
Thu Jun 18, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

Paisley Craze

Paisley Craze is a Rockadelic '60s music anthology band from Sarasota FL! Celebrating the music.
Thu Jun 18, 2026
6:00 pm - 10:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Greg Warren Band

High energy country, classic rock, rock and dance band. We like to keep you dancing all night!
Thu Jun 18, 2026
6:00 pm - 10:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

5.0.1.

5.0.1. lets the MUSIC come first... Playing the best of the blues, soul, & classic rock music from the '60s and '70s.
Thu Jun 18, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Uncle Bob’s Rock Shop

Live in Concert – This is Uncle Bob's Rock Shop. Playing iconic classic rock hits with a genuine concert feel.
Thu Jun 18, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

Rocky and The Rollers

An absolute Villages favorite. Rocky and The Rollers have 27 years performing in The Villages and their wide range of high energy music from all eras and genres will keep you excited and engaged throughout the performance.
Fri Jun 19, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159
A band of 5 stand in a v formation. Zee stands in the front holding an orange guitar, eyebrow raised, pointing at the camera.

Zee-R Band

Zee-R is an international artist originally from Brazil. Zee's repertoire consists of family-friendly classic hits from all eras.
Fri Jun 19, 2026
6:00 pm - 10:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The Edge Of Rock

A Villages homegrown rock band delivering thrilling, high-energy renditions of classic rock and crowd favorites.
Fri Jun 19, 2026
6:00 pm - 10:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

Blue Stone Circle

Blue Stone Circle is the ultimate party band. Musical styles include rock, country, R&B, reggae, Top 40, Latin, and pop.
Fri Jun 19, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162
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