Oct 2026

• Mon 26

  • 2:00 pm - 4:00 pm

    HAPPY HOUR @ Chop House (The Villages – Lake Sumter Landing)

  • 2:30 pm - 8:00 pm

    Bottomless Steak Night @ Glenview Country Club (The Villages)

  • 3:00 pm - 6:00 pm

    Grumpy Hour @ Grumpy Gary’s (Dania Beach)

  • 6:30 pm - 8:30 pm

    TRIVIA @ 3 Bridges Brewing (Venice)

  • 7:00 pm - 9:00 pm

    BINGO @ 4th Street Bar & Grill (Lake Mary)

• Tue 27

  • 2:00 pm - 4:00 pm

    HAPPY HOUR @ Chop House (The Villages – Lake Sumter Landing)

  • 3:00 pm - 6:00 pm

    Grumpy Hour @ Grumpy Gary’s (Dania Beach)

  • 6:00 pm - 10:00 pm

    Karaoke @ Grumpy Gary’s (Dania Beach)

  • 7:00 pm - 9:00 pm

    Trivia @ 4th Street Bar & Grill (Lake Mary)

• Wed 28

  • 11:00 am - 8:00 pm

    Burger Night @ Glenview Country Club (The Villages)

  • 2:00 pm - 4:00 pm

    HAPPY HOUR @ Chop House (The Villages – Lake Sumter Landing)

  • 3:00 pm - 6:00 pm

    Grumpy Hour @ Grumpy Gary’s (Dania Beach)

  • 4:00 pm - 6:00 pm

    Trivia @ Belle Glade Country Club (The Villages)

  • 5:00 pm - 7:00 pm

    Trivia @ Orange Blossom Country Club (The Villages)

  • 6:30 pm - 8:30 pm

    BINGO @ 3 Bridges Brewing (Venice)

• Thu 29

  • 8:00 am - 1:00 pm

    Lake County Farmers Market @ Lake County Fairgrounds (Eustis)

  • 8:00 am - 1:00 pm

    Ormond Beach Farmers Market @ David Hood Plaza (Ormond Beach)

  • 2:00 pm - 4:00 pm

    HAPPY HOUR @ Chop House (The Villages – Lake Sumter Landing)

  • 3:00 pm - 6:00 pm

    Grumpy Hour @ Grumpy Gary’s (Dania Beach)

• Fri 30

  • All day

    Cedar Key Pirate Invasion

  • 11:00 am - 8:00 pm

    Fish Friday @ Glenview Country Club (The Villages)

  • 2:00 pm - 4:00 pm

    HAPPY HOUR @ Chop House (The Villages – Lake Sumter Landing)

  • 3:00 pm - 6:00 pm

    Grumpy Hour @ Grumpy Gary’s (Dania Beach)

  • 5:00 pm - 9:00 pm

    LIVE MUSIC @ Hurricane Dockside Grill (Tavares)

  • 6:30 pm - 9:30 pm

    LIVE MUSIC @ 3 Bridges Brewing (Venice)

  • 6:30 pm - 10:30 pm

    LIVE MUSIC @ Grumpy Gary’s (Dania Beach)

• Sat 31

  • All day

    Cedar Key Pirate Invasion

  • 8:00 am - 12:00 pm

    Marianna City Farmers Market

  • 8:00 am - 1:00 pm

    Venice Farmers Market

  • 8:00 am - 1:00 pm

    Winter Garden Farmers Market

  • 8:00 am - 5:00 pm

    Pumpkin Festival @ Fruitville Grove Farms (Sarasota)

  • 8:30 am - 12:00 pm

    Alachua County Farmers Market (Alachua)

  • 9:00 am - 1:00 pm

    Winter Haven Farmers Market

  • 9:00 am - 5:00 pm

    Micanopy Fall Festival

  • 10:00 am - 3:00 pm

    BRUNCH @ Chop House (The Villages – Sumter Landing)

  • 10:00 am - 3:00 pm

    Brunch @ Bluefin Grill & Bar (The Villages, Brownwood)