Town SquaresEastport

Eastport

Newer square energy on the growth edge — shopping, dining, and entertainment as the map keeps expanding.

Whimsical cartoon of Eastport — modern glass shops, contemporary fountain, and new plaza stage
Original whimsical illustration for The Villages Everything App
Tonight at this square

Who's playing · Sunday, Nov 8, 2026

5:00 PM – 9:00 PM · Standard season hours · subject to change

Schedule last refreshed: Nov 8, 7:48 AM EST

5:00 PM – 9:00 PM

Eastport

Growth-edge square stage · free entertainment most evenings

  • Paisley Craze5:00 PM – 9:00 PMPaisley Craze is a Rockadelic '60s music anthology band from Sarasota, FL! Celebrating the music.

Standard season hours · subject to change

Coming up at Eastport

Curated from the official entertainment calendar. Subject to change.

  1. Sunday, Nov 8, 20265:00 PM – 9:00 PM
    • Paisley Craze5:00 PM – 9:00 PMPaisley Craze is a Rockadelic '60s music anthology band from Sarasota, FL! Celebrating the music.
  2. Monday, Nov 9, 20265:00 PM – 9:00 PM
    • Stella Beat5:00 PM – 9:00 PMStella Beat is an energetic Latin/Top 40 party band based in Orlando, FL.
  3. Tuesday, Nov 10, 20265:00 PM – 9:00 PM
    • Bobby Blackmon & The B3 Band5:00 PM – 9:00 PMBeautiful Bobby Blackmon. His show is high energy & danceable soul blues music that you do not wanna miss.
Official full calendar →

About this square

Eastport is one of the newer gathering centers — proof the cart-path social network keeps growing. Expect a more modern downtown feel than the classic three squares, with free entertainment, shops, and restaurants filling in as the east/south growth story continues.

  • Theme Newer downtown · growth-edge square
  • Area Expanding east / south corridor
  • Address 6980 Central Lake Drive
    The Villages, FL 34762
  • Live cam Official cam listed; availability can read “coming soon.”

Highlights

  • Newer square on the growth edge of The VillagesSquare-specific orientation for residents & guests.
  • Shopping, dining, and free entertainment in the mixSquare-specific orientation for residents & guests.
  • Live cam presence on the official cams page (status varies)Square-specific orientation for residents & guests.
  • Handy orientation point near Welcome Home / sales area energySquare-specific orientation for residents & guests.

Cool & relevant

  • Watch a square grow upEastport is still writing its “what’s classic here?” lore. Visiting now is like watching a neighborhood invent its default table.
  • Growth-corridor pairingPair an Eastport evening with Future Development rubbernecking if you like dirt piles and “that wasn’t there last month” energy.
  • Cam status rouletteIf the official cam says “available soon,” treat it as a teaser trailer — the square itself is the feature film.

Neighbor tips

  • Confirm entertainment times on the official calendar — newer squares still settle into rhythms.
  • Combine with a Future Development watch if you’re mapping the next villages.
  • Hours can follow the same seasonal summer shift as other squares.

On & around the square

Names change; treat this as a vibe checklist, not a phone book. Confirm hours on the official square page.

  • Eastport square plaza & stageEntertainment
  • Emerging shop & restaurant mixShop / dine
  • Central Lake Drive approachWayfinding

Curated links

Official pages first, plus maps and independent guides. Outbound links only — we don't re-host cams or claim affiliation with The Villages®.

Cart path truth: free music, questionable dance moves, excellent people-watching — starting at Eastport.

Other squares

Square-hop when the battery (and the knees) allow.