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Nightly Entertainment

PLEASE NOTE: This summer, Jun. 01 through Sep. 30, nightly entertainment hours will shift from 5:00 PM – 9:00 PM to 6:00 PM – 10:00 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.
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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**

October 2026

Steve Hogie BandOngoing

Classic rock and timeless tunes
Thu Oct 15, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

JericoOngoing

Leaning to the southern side of rock, Jerico celebrates the sounds of the last 6 decades.
Thu Oct 15, 2026
5:00 pm - 9:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

Scooter The DJOngoing

Audience Participation Required! Popular Dances and Scooter Originals!
Thu Oct 15, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

5.0.1.Ongoing

5.0.1. lets the music come first. Playing the best of the blues, soul and classic rock music from the '60s and '70s.
Thu Oct 15, 2026
5:00 pm - 9:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

Studio 77Ongoing

Featuring a performance by Hula Ohana during the first intermission.
Disco has come to The Villages! Get out your platform shoes and bellbottom pants. Step back to the '70s disco era with Studio 77!
Thu Oct 15, 2026
6:00 pm - 10:00 pm
Eastport
7025 Central Lake Dr The Villages, FL 34762

Uncle Bob’s Rock Shop | Car Show 5:00 PM – 8:00 PM

Live in Concert – This is Uncle Bob's Rock Shop. Playing iconic classic rock hits with a genuine concert feel.
Fri Oct 16, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163
Think Big Band, a group of 6, stand together smiling.

Think Big Band

Think Big Band is not just any ordinary "live" band. Whether it be classic rock, Motown, blues, country, or your favorite dance tunes, we play it all!
Fri Oct 16, 2026
6:00 pm - 10:00 pm
Eastport
7025 Central Lake Dr The Villages, FL 34762

The Highway 41 BandNew

The Highway 41 Band is Central Florida’s premier country and Southern rock party band, delivering high-energy performances that keep dance floors packed and crowds coming back for more. From today's country hits to timeless favorites, they bring the perfect mix of talent, energy, and crowd engagement to every stage they play.
Fri Oct 16, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162
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 Oct 16, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159
Bobby Blackmon sits on a stool, holding a guitar, with his 4 bandmates. (Background is transparent).

Bobby Blackmon & The B3 Band

Beautiful Bobby Blackmon. His show is high energy and danceable soul blues music that you do not wanna miss.
Fri Oct 16, 2026
6:00 pm - 10:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The Jukebox Trio 12pm-3pm | The Edge Of Rock 6pm-10pm

The Edge Of Rock: A Villages homegrown rock band delivering thrilling, high-energy renditions of classic rock and crowd favorites.
The Jukebox Trio: The Jukebox Trio is a group of musicians formed from the popular Villages band The Brothers Jukebox! These guys sing three-part harmony and play your favorite country and classic rock hits! You won't want to miss them! 
Sat Oct 17, 2026
12:00 pm - 10:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The Voodoo Gypsies

The Voodoo Gypsies is a classic rock cover band from Central Florida! The band is all about playing popular rock ‘n roll hits from the '60s, '70s, '80s.
Sat Oct 17, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Bar Fly

Bar Fly raises the bar with a buzz-worthy mix of rock, soul, and swagger playing hits from the '70s, the '80s and beyond!
Sat Oct 17, 2026
6:00 pm - 10:00 pm
Eastport
7025 Central Lake Dr The Villages, FL 34762

September Dogs

September Dogs is a four piece, female fronted band. The live shows are driven by strong, layered vocals by Cate & Michael, with a diverse, unique song selection that sets them apart from other local bands. The band always brings their energy to each performance and engages with their audience!
Sat Oct 17, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

Hacksaw Hamlin

Hacksaw Hamlin is a dynamic and versatile four piece band that combines danceable elements of '70s rock, blues, and country.
Sat Oct 17, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163
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