Wallet User Shopping-cart
Wallet User Shopping-cart

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**

April 2026

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 Apr 15, 2026
5:00 pm - 9:00 pm
Brownwood
2726 Brownwood Blvd, The Villages, FL 32163

MPIRE

MPIRE is a tight, dynamic band that delivers a variety of music from the '60s through today!
Wed Apr 15, 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.
Wed Apr 15, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing
1020 Lake Sumter Landing, The Villages, FL 32162

Stella Beat

Stella Beat is an energetic Latin/ Top 40 party band based in Orlando, FL.
Wed Apr 15, 2026
5:00 pm - 9:00 pm
Spanish Springs
1051 Main St, The Villages, FL 32159

The Alan Ross Karaoke Roadshow

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 Apr 16, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Paradise

Join the party with Paradise Band, who have been playing party music together for over 30 years!
Thu Apr 16, 2026
5:00 pm - 9:00 pm
Brownwood
2726 Brownwood Blvd, The Villages, FL 32163

Jeff Whitfield Trio

Jeff Whitfield Trio plays unique arrangements of classic to modern songs with a focus on organic musicianship.
Thu Apr 16, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Hayfire

A fun, energetic country band with superb vocals! Hayfire is one of The Villages' best and dubbed one of Orlando Weekly's Best Cover Bands.
Thu Apr 16, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing
1020 Lake Sumter Landing, The Villages, FL 32162

Second Slice

This band pumps out the hits from the '70s, '80s, '90s, and music of today. Come on out! Bet you'll come back for a Second Slice!
Thu Apr 16, 2026
5:00 pm - 9:00 pm
Spanish Springs
1051 Main St, The Villages, FL 32159

Movie Night at EastportUpdated

Featured Movie: Angels In The Outfield
Bring your chairs and blankets for a movie night on the big screen under the stars at Eastport!
Thu Apr 16, 2026
6:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

Rocky and The Rollers | Car Show 5:00 PM – 8:00 PM

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.
Fri Apr 17, 2026
5:00 pm - 9:00 pm
Brownwood
2726 Brownwood Blvd, The Villages, FL 32163
Think Big Band, a group of 6, stand together smiling.

Think Big Band

THINK BIG is not just any ordinary "live" band whether it be classic rock, Motown, blues, country or your favorite dance tunes, we have it play it all!
Fri Apr 17, 2026
5:00 pm - 9:00 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.
Fri Apr 17, 2026
5:00 pm - 9:00 pm
Lake Sumter Landing
1020 Lake Sumter Landing, The Villages, FL 32162

Uncle Bob’s Rock Shop

Live in Concert – This is Uncle Bob's Rock Shop. Playing iconic classic rock hits with a genuine concert feel.
Fri Apr 17, 2026
5:00 pm - 9:00 pm
Spanish Springs
1051 Main St, The Villages, FL 32159

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.
Fri Apr 17, 2026
6:00 pm - 10:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762
No event found!
Load More