October 2026
Brunch @ Harvest Restaurant & Bar (The Villages – Brownwood)

October 24 @ 11:00 am - 3:00 pm VITTLES & LIBATIONS

Harvest Restaurant & Bar (The Villages, Brownwood) 3676 Meggison Rd, The Villages, FL, United States

Brunch. Saturday-Sunday. The Villages - Brownwood.
LIVE MUSIC @ Hurricane Dockside Grill (Tavares)

October 24 @ 12:00 pm - 3:00 pm Listen to some LOCAL LIVE MUSIC, Florida

Hurricane Dockside Grill (Tavares) 3351 W Burleigh Blvd, Tavares, FL, United States

Live Music. Saturdays. Tavares.
Frenchy’s STONE CRAB WEEKEND (Clearwater & Dunedin)

October 24 @ 12:00 pm - 10:00 pm FLORIDA FESTIVALS

Frenchy's (Causeway Blvd, Dunedin) 501 Causeway Blvd, Dunedin, Fl

Last weekend in October Clearwater Beach Block Party (Saturday noon-10pm) Dunedin Backlot Bash (Fri 4-10, Sat 1-9)
Frenchy’s STONE CRAB WEEKEND (Clearwater & Dunedin)

October 24 @ 1:00 pm - 9:00 pm FLORIDA FESTIVALS

Frenchy's (Causeway Blvd, Dunedin) 501 Causeway Blvd, Dunedin, Fl

Last weekend in October Dunedin Backlot Bash (Fri 4-10, Sat 1-9) Clearwater Beach Block Party (noon-10pm)
CHEERS TO TODAY

October 24 @ 3:00 pm - 7:30 pm 🍊 What day is it, Florida?
LIVE MUSIC @ Hurricane Dockside Grill (Tavares)

October 24 @ 5:00 pm - 9:00 pm Listen to some LOCAL LIVE MUSIC, Florida

Hurricane Dockside Grill (Tavares) 3351 W Burleigh Blvd, Tavares, FL, United States

Live Music. Fridays-Saturdays Tavares.
LIVE MUSIC @ 3 Bridges Brewing (Venice)

October 24 @ 6:30 pm - 9:30 pm Listen to some LOCAL LIVE MUSIC, Florida

3 Bridges Brewing (Venice) 1765 S Tamiami Trail, Venice, FL, United States

Live Music. Fridays & Saturdays 6:30-9:30pm
LIVE MUSIC @ Grumpy Gary’s (Dania Beach)

October 24 @ 6:30 pm - 10:30 pm Listen to some LOCAL LIVE MUSIC, Florida

Grumpy Gary's (Dania Beach) 418 N Federal Hwy, Dania Beach, FL, United States

Live Music. Friday-Saturday. Dania Beach.
LATE NIGHT… NOW WHAT?

October 24 @ 7:30 pm - October 25 @ 2:30 am 🍊 What day is it, Florida?
GOOD MORNING SUNSHINE STATE! ⛅

October 25 @ 5:00 am - 6:30 am 🍊 What day is it, Florida?

Wake Up & Catch the Sunrise!
FLORIDA. FUN. FOUND.

October 25 @ 6:30 am - October 26 @ 3:00 am 🍊 What day is it, Florida?

Not an ad wall. Not a social feed. Scroll. Explore. Step Inside.
Pumpkin Festival @ Fruitville Grove Farms (Sarasota)

October 25 @ 8:00 am - 5:00 pm FLORIDA FESTIVALS

Fruitville Grove Farm (Sarasota) 7410 Fruitville Rd, Sarasota, FL, United States

Saturdays & Sundays in October (10-5)
Baker County Fair (MacClenney)

Featured October 25 @ 8:00 am - 5:00 pm Florida Fairs & Rodeos

Baker County Fair Grounds (MacClenney) 5567 Lauramore Rd, MacClenney, FL, United States

Fourth Week of October
Sunday Brunch & Bottomless Mimosas @ Glenview Country Club (The Villages)

October 25 @ 9:00 am - 1:00 pm VITTLES & LIBATIONS

Glenview County Club (The Villages) 3194 Glenview Rd, The Villages, FL, United States

Brunch & Bottomless Mimosas. Sunday. The Villages.
Brunch @ Bluefin Grill & Bar (The Villages, Brownwood)

October 25 @ 10:00 am - 3:00 pm VITTLES & LIBATIONS

Bluefin Grill & Bar (The Villages, Brownwood) 2738 Brownwood Blvd, The Villages, FL, United States

Brunch. Saturday-Sunday. The Villages - Brownwood
Brunch @ Coastal Del Mar (The Villages, Spanish Springs)

October 25 @ 10:00 am - 3:00 pm VITTLES & LIBATIONS

Coastal Del Mar (The Villages, Spanish Springs) 990 Del Mar Drive, The Villages, FL, United States

Saturdays & Sundays (11am - 3pm)
STONE CRAB FESTIVAL (Naples)

October 25 @ 10:00 am - 5:00 pm FLORIDA FESTIVALS

Tin City (Naples) 1200 5th Ave S, Naples, FL, United States

Last weekend in October Sunday 10-5
Yellow Green FARMERS MARKET (Hollywood)

October 25 @ 10:00 am - 6:30 pm Local Florida Markets

Yellow Green Farmers Market (Hollywood) 3080 Sheridan Street, Hollywood, FL, United States

Farmers Market. Saturday-Sunday. Hollywood.
Sunday Brunch @ Grumpy Gary’s (Dania Beach)

October 25 @ 11:00 am - 2:00 pm VITTLES & LIBATIONS

Grumpy Gary's (Dania Beach) 418 N Federal Hwy, Dania Beach, FL, United States

Brunch. Sunday. Dania Beach.
Brunch @ Harvest Restaurant & Bar (The Villages – Brownwood)

October 25 @ 11:00 am - 3:00 pm VITTLES & LIBATIONS

Harvest Restaurant & Bar (The Villages, Brownwood) 3676 Meggison Rd, The Villages, FL, United States

Brunch. Saturday-Sunday. The Villages - Brownwood.
Karaoke @ Orange Blossom CC (The Villages)

October 25 @ 12:00 pm - 3:00 pm Listen to some LOCAL LIVE MUSIC, Florida

Orange Blossom Hills Country Club (The Villages) 1542 Water Tower Cir, Lady Lake, FL, United States

Karaoke. Sunday. The Villages
LIVE MUSIC @ Hurricane Dockside Grill (Tavares)

October 25 @ 1:00 pm - 4:00 pm Listen to some LOCAL LIVE MUSIC, Florida

Hurricane Dockside Grill (Tavares) 3351 W Burleigh Blvd, Tavares, FL, United States

Live Music. Sundays. Tavares.
Baby Back Rib Night @ Glenview Country Club (The Villages)

October 25 @ 2:30 pm - 8:00 pm VITTLES & LIBATIONS

Glenview County Club (The Villages) 3194 Glenview Rd, The Villages, FL, United States

BOGO. Sunday. The Villages.
CHEERS TO TODAY

October 25 @ 3:00 pm - 7:30 pm 🍊 What day is it, Florida?
LATE NIGHT… NOW WHAT?

October 25 @ 7:30 pm - October 26 @ 2:30 am 🍊 What day is it, Florida?
GOOD MORNING SUNSHINE STATE! ⛅

October 26 @ 5:00 am - 6:30 am 🍊 What day is it, Florida?

Wake Up & Catch the Sunrise!
It’s MANIC MONDAY!

October 26 @ 5:00 am - 10:00 pm 🍊 What day is it, Florida?
FLORIDA. FUN. FOUND.

October 26 @ 6:30 am - October 27 @ 3:00 am 🍊 What day is it, Florida?

Not an ad wall. Not a social feed. Scroll. Explore. Step Inside.
HAPPY HOUR @ Chop House (The Villages – Lake Sumter Landing)

October 26 @ 2:00 pm - 4:00 pm Where’s the Happy Hour, Florida?

Chop House (The Villages - Lake Sumter Landing) 1045 Old Camp Rd, The Villages, FL, United States

Martini Matinee. Weekdays. The Villages - Lake Sumter.
Bottomless Steak Night @ Glenview Country Club (The Villages)

October 26 @ 2:30 pm - 8:00 pm VITTLES & LIBATIONS

Glenview County Club (The Villages) 3194 Glenview Rd, The Villages, FL, United States

Steak Buffet. Monday. The Villages.
Grumpy Hour @ Grumpy Gary’s (Dania Beach)

October 26 @ 3:00 pm - 6:00 pm Where’s the Happy Hour, Florida?

Grumpy Gary's (Dania Beach) 418 N Federal Hwy, Dania Beach, FL, United States

Grumpy Hour. Monday-Friday. Dania Beach.
CHEERS TO TODAY

October 26 @ 3:00 pm - 7:30 pm 🍊 What day is it, Florida?
TRIVIA @ 3 Bridges Brewing (Venice)

October 26 @ 6:30 pm - 8:30 pm It’s TRIVIA TIME Florida!

3 Bridges Brewing (Venice) 1765 S Tamiami Trail, Venice, FL, United States

Trivia. Mondays. Venice. (6:30-9:30pm)
BINGO @ 4th Street Bar & Grill (Lake Mary)

October 26 @ 7:00 pm - 9:00 pm B I N G O and Bingo was his name-o

4th Street Bar & Grill (Lake Mary) 132 N 4th St #1200, Lake Mary, FL, United States

Mondays (7-9pm)
LATE NIGHT… NOW WHAT?

October 26 @ 7:30 pm - October 27 @ 2:30 am 🍊 What day is it, Florida?
GOOD MORNING SUNSHINE STATE! ⛅

October 27 @ 5:00 am - 6:30 am 🍊 What day is it, Florida?

Wake Up & Catch the Sunrise!

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October 2026