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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

Greg Warren Trio 12pm-3pm | DeadLanders 5pm-9pm

Greg Warren Trio: High energy country, classic rock, rock, and dance band. We like to keep you dancing all night!
DeadLanders: DeadLanders is a local band from DeLand, FL, that specializes in country, classic, and southern rock.
Sat May 30, 2026
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

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 30, 2026
5:00 pm - 9:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

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.
Sat May 30, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Cable Cars

Cable Cars is a dynamic cover band ready to transport audiences to the hits of decades past and today!
Sat May 30, 2026
5:00 pm - 9:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

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 May 30, 2026
6:00 pm - 10:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

Dance Express

A high energy, crowd pleaser playing old school music, Motown, and current Top 40!
Sun May 31, 2026
5:00 pm - 9:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

Eighteen87

Named for their roots and built for the stage, Eighteen87 cranks out decades of iconic hits with a fresh twist and a Florida groove you’ll feel in your bones.
Sun May 31, 2026
5:00 pm - 9:00 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!
Sun May 31, 2026
5:00 pm - 9:00 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!
Sun May 31, 2026
5:00 pm - 9:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163
June 2026

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 Jun 01, 2026
6:00 pm - 10:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Street Talk

Central Florida's premier dance and party band. Street Talk is a group of musicians dedicated to putting on a great show!!! Classic Rock, '80s and earlier, Top 40.
Mon Jun 01, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

Clark Barrios Band

Clark Barrios Band is a high energy 6 piece band with flawless vocals and a world class rhythm section that keeps the party going.
Mon Jun 01, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Greg Warren Band

High energy country, classic rock, rock and dance band. We like to keep you dancing all night!
Mon Jun 01, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

Trivia Tuesday

Join us at Sawgrass Grove every Tuesday for your chance to win a variety of prizes! Free admission, no ticket required.
Tue Jun 02, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Pavani’s Band

From the streets of Rio to the subways of Manhattan, Pavani’s Band delivers a dynamic blend of raw talent and timeless hits, spanning decades of '70s and '80s.
Tue Jun 02, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159
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