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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**

September 2026
Fiddle Rat Band Photo

FiddleRatOngoing

FiddleRat features a traditional Bluegrass instrumentation: guitar, mandolin, banjo, dobro, fiddle, and bass.
Tue Sep 29, 2026
6:00 pm - 10:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

SlickwoodOngoing

A Central Florida jamgrass band blending Americana, bluegrass, and folk with exceptional harmonies and energetic instrumentation.
Tue Sep 29, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

Justin Heet BandOngoing

Rock at its finest! This band doesn't hold back. Come out and party with this great rock band!
Tue Sep 29, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Stella BeatOngoing

Featuring a performance by Thrillagers during the first intermission.
Stella Beat is an energetic Latin/Top 40 party band based in Orlando, FL.
Tue Sep 29, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

MPIRE

MPIRE is a tight, dynamic band that delivers a variety of music from the '60s through today.
Wed Sep 30, 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 Sep 30, 2026
6:00 pm - 10:00 pm
Eastport
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.
Wed Sep 30, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

Latin Ambition

Delivering a fast-paced, DJ style approach to live music - offering SOMETHING FOR EVERYONE like no one else can with unexpected twists and turns to excite the crowd every step of the way
Wed Sep 30, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

SSnakeyez

Classic/Southern rock! 3 piece band of high energy!
Wed Sep 30, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159
October 2026

Alan Ross Karaoke

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 Oct 01, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Gravity Parade

Gravity Parade is a Top 40 band based in Orlando, FL. The band is known for their high-energy shows, led by their singer Carson Holley, who brings great interaction and excitement to the audience.
Thu Oct 01, 2026
5:00 pm - 9:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159
Groove Slayers, a female fronted band of 9, pose and smile. All members are wearing black.

Groove Slayers

Featuring a performance by Village Twirlers during the first intermission.
Groove Slayers are the premier party band in Central Florida! With soaring horn lines and vocals, we play a mix of the biggest dance hits from the last 60 years and are sure to keep you dancing all night long!
Thu Oct 01, 2026
5:00 pm - 9:00 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!
Thu Oct 01, 2026
5:00 pm - 9:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

Anita Drink Band

Anita Drink Band is a high-energy variety band bringing the best of rock n’ roll from the ’60s to today, plus fan-favorite originals, soulful Christian selections, country hits, and blues grooves that keep every crowd singing along and tapping their feet.
Thu Oct 01, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Skin Deep

Skin Deep delivers everything from melodic rock to glam metal, with dynamic vocals and an electrifying energy that have made them a Central Florida favorite for nearly four decades.
Thu Oct 01, 2026
6:00 pm - 10:00 pm
Eastport
7025 Central Lake Dr The Villages, FL 34762
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