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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

Blonde Ambition

Blonde Ambition is an international special event show band based out of Orlando, FL. American Top 40, pop, rock, Motown, '70s, '80s, '90s, Latin cross-over and more!
Mon Sep 28, 2026
6:00 pm - 10:00 pm
Eastport
7025 Central Lake Dr The Villages, FL 34762

Billy Buchanan & His Rock N’ Soul Revue

Soul, early rock, and blues from the '50s to the '80s and beyond!
Mon Sep 28, 2026
6:00 pm - 10:00 pm
Brownwood Paddock Square®
2726 Brownwood Blvd, The Villages, FL 32163

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 Sep 28, 2026
6:00 pm - 10:00 pm
Spanish Springs Town Square®
1051 Main St, The Villages, FL 32159

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 Sep 28, 2026
6:00 pm - 10:00 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.
Mon Sep 28, 2026
6:00 pm - 10:00 pm
Lake Sumter Landing Market Square®
1020 Lake Sumter Landing, The Villages, FL 32162

Trivia Tuesday

Join us at Sawgrass Grove every Tuesday for your chance to win a variety of prizes! Free admission, no ticket required.
Tue Sep 29, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785
Fiddle Rat Band Photo

FiddleRat

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

Slickwood

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 Band

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 Beat

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
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