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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**

May 2026

Acoustic Blue 12pm-3pm | Bourbon Street Brass 5pm-9pm

Acoustic Blue: Authentic acoustic experience with a variety of music and amazing paired vocals!
Bourbon Street Brass: New Orleans brass band music, but also includes jazz and other stylings. Good Time Party Music.
Sat May 16, 2026
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785
Groove Slayers, a female fronted band of 9, pose and smile. All members are wearing black.

Groove Slayers

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!
Sat May 16, 2026
5:00 pm - 9:00 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.
Sat May 16, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

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 May 16, 2026
5:00 pm - 9:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

CLUB CTRL Feat. DJ Lu-S

Beats, lights, repeat — DJ Lu-S is taking full CTRL of the night, flipping the switch to club-mode and keeping the momentum pumping all night long.
Sat May 16, 2026
6:00 pm - 10:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

Greg Warren Band

High energy country, classic rock, rock and dance band. We like to keep you dancing all night!
Sun May 17, 2026
5:00 pm - 9:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

The Dave Capp Project

Serving up rock, pop, and blues with a splash of Motown & R&B—smooth grooves and powerhouse vocals make this band the full package.
Sun May 17, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Alex Hayes Band

We are a high-energy party band blending country rock, classic rock, and classic country across multiple decades, focused on fun, familiar songs that keep audiences singing, dancing, and engaged all night.
Sun May 17, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Dance Express

A high energy, crowd pleaser! Playing old school music, Motown, and current top 40 hits.
Sun May 17, 2026
5:00 pm - 9:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163
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.
Sun May 17, 2026
5:00 pm - 9:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

Boozy Bingo at Sawgrass Grove

Not your grandparent's bingo! From music, to movies, we ask the questions as you place your chips on the answer! Click here to view details.
Mon May 18, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Paisley Craze

Paisley Craze is a Rockadelic '60s music anthology band from Sarasota FL! Celebrating the music.
Mon May 18, 2026
5:00 pm - 9:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

Big Chief | Car Show 5:00 PM – 8:00 PM

Big Chief mixes R&B with Mardi Gras party music that makes it impossible to sit down. Always a crowd favorite!
Mon May 18, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162
Anita Drink Band Photos

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.
Mon May 18, 2026
5:00 pm - 9:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

X Girlfriend

This fierce, female-fronted crew brings the party, the attitude, and the anthems of rock and pop-punk hits!
Mon May 18, 2026
5:00 pm - 9:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762
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