
About this Event
Ahoy, Mateys! Step aboard for a frightfully fun, pirate-themed Halloween bash set against the shimmering shores of Lake Sumter. Join The Waterfront Inn and Calypso for a night of eerie entertainment, tasty treasures, and lively lakeside vibes.
Event Details
Date: Friday, October 31
Time: 6:00–10:00 PM
Location: The Horizon Room & Lakeside Patio at The Waterfront Inn, The Villages, FL
Tickets: $35 per person | Ages 21+
What’s Included with Your Ticket
Welcome Drink: Ghost Ship Grog to kick off the night
Access to “Dead Man’s Rations” Buffet: themed finger foods including
- Cannon Meatballs
- Pirates’ Porridge
- Dead Man’s Sliders
- and more tasty treasures from Calypso’s crew
Raffle Ticket: your chance to win prizes from Davy Jones’ locker
Costume Contest
Show off your best pirate or Halloween look for a chance to win prizes! Multiple categories will be awarded, and our live DJ will keep the dance floor rocking between contests and raffles.
Entertainment & Activities
- Live DJ spinning the ultimate Halloween and Caribbean beats
- Costume Contests with prizes for the best dressed buccaneers
- Raffle Drawings throughout the night

Set Sail for Lakeside Fun! Come dressed in your pirate best and dance under the stars by the water. Whether you’re chasing treasure or just good times, Pirates on the Scare-ibbean promises an unforgettable evening of bold flavors, lively music, and lakeside mischief. Grab your tickets now!
Event Venue & Nearby Stays
The Waterfront Inn, 1105 Lake Shore Drive, The Villages, United States
USD 38.44
