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  • Jun
  • F6
    • Sips & Tips Pickleball Class
    • Promenade Racing Car & Truck Show
    • Tripptide live at Sunset Walk Promenade
    • Friday Muscle Car Show & Cruise
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  • S7
    • Saturday Classic Car Show & Cruise
    • Adult Night @ H20 Water Park
    • Mr. Martini Band Live at The Friar Tuck - Saturday, 6/7 7-10 PM
    • 🎸 Rock Out with Metallica in Tampa! 🤘 $249 Per Couple
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  • S8
    • Top of the Mountain
    • Paint & Sip
    • 🎢☀️ SIZZLING SUMMER ESCAPE IN ORLANDO! ☀️🎢 4 Nights + 2 Parks $249 per couple
    • Shot Glass Exchange & Toast!
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  • M9
    • Hospitality Night Olympics!
    • Monday Music Bingo Nights at the Island
    • 🔥 Wu-Tang Forever: The Final Chamber Tour – Orlando! 🔥 Just $349 Per Couple!
    • Matinee Movie Monday
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  • T10
    • Old Town's Karaoke Tuesday's at Sun on the Beach
    • Tequila & Tacos Open Play!
    • Jukebox Bingo with Puzzles Entertainment
    • Puzzles' Jukebox Bingo @ The Friar Tuck
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  • W11
    • Wednesday Themed Car Show
    • Jukebox Bingo at Celebration Brewing
    • Ladies Night Every Wednesday at Sunset Walk
    • Wine Wednesday
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  • T12
    • Tan Lines and Tight Pores
    • June 2025e Monthly Membership Meeting
  • F13
    • CCW Presents: Conquer Kissimmee 36
    • The Rundown @ Rock & Brews Kissimmee
    • 🎢 LEGOLAND Orlando getaway 🏰✨ $149 per couple
    • Donate Blood - Get a Free Beer, Hat and Gift Card
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  • S14
    • Yoga with Cats!
    • Leanne Morgan
    • Drive to the Drive in
    • Magic Uncorked
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  • S15
    • Waggin' Weekend - Old Town's Dog Festival
    • Father's Day Brunch Buffet⚡🍖
    • Father's Day Experience
    • Freestyle Concert Series “Father’s Day Weekend” Edition
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  • M16
    • Matinee Movie Monday- The SpongeBob Squarepants Movie at Island H2O Water Park
  • T17
  • W18
    • Blues Jam at The Friar Tuck - 1st, 3rd, & 5th Wednesdays of each month - 6:30-9:30 PM
  • T19
    • Avril Lavigne Concert Ticket Package | Orlando, FL | $149 per Couple
    • 🎤 Avril Lavigne Concert Getaway in Florida! 🎶 $149 per couple!
    • Silver Springs State Park
  • F20
    • 🎡 ICON Park Adventure – Unforgettable Orlando Getaway! 🎡 $99 per couple!
    • 🌊 Dive into Fun: Aquatica Weekend Getaway! 🏖️ Orlando, FL $149 Per Couple
    • 🎢✨ LEGOLAND® Orlando & LEGOLAND® Water Park Weekend Getaway for Just $199! ✨🎢
    • 🌊 A Day at SeaWorld Orlando 🌊 Weekend Getaway ONLY $199 Per Couple
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  • S21
    • Yoga at the Brewery
  • S22
    • Live Music featuring Redline
    • SPEED LIMIT 70 at Old Town Kissimmee
    • RedLine ROCKS Rock & Brews Kissimmee
    • 🌟 DISNEY MAGIC ALERT: 4-Night Adventure You Can't Miss! 🌟 $799 Per Couple
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  • M23
    • Matinee Movie Monday- Matilda at Island H2O Water Park
  • T24
  • W25
    • Songwriters' Night at The Friar Tuck - 4th Wednesday of the Month - 6:30-9:30 PM
  • T26
    • Composting- Thursday, June 26 at 1:00 pm
  • F27
    • 🌊 Dive into Fun: Aquatica Weekend Getaway! 🏖️ Orlando, FL $149 Per Couple
    • Groove Slayers at Old Town
    • 1st Annual Sunshine Foundation Golf Tournament
  • S28
    • Yoga with Cats!
    • The Highway 41 Band returns to Old Town
    • Busch Gardens IW Silkies Takeover!
    • DeMolay Getaway to Kissimmee - Orange Lake
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  • S29
    • The Tribute to Stevie Wonder
    • Import Car Show
    • 🌊 Yacht Rock Sunday at Celebration Brewing! 🎶
    • Florida
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  • M30
    • Matinee Movie Monday- Happy Feet at Island H2O Water Park
  • Jul
  • T1
  • W2
  • T3
    • 4th of July Getaway Package | Orlando, FL | $99 per Couple
    • 🎆 Red, White & YOU—4th of July Getaway in Orlando! 🇺🇸✨ 🎆 just $99 per couple!
  • F4
    • Horsepower & Fireworks: Old Town's Stars, Stripes & V8s Celebration
    • 🎢✨ LEGOLAND® Orlando & LEGOLAND® Water Park Weekend Getaway for Just $249! ✨🎢
    • 🌊 Dive into Fun: Aquatica Weekend Getaway! 🏖️ Orlando, FL $199 Per Couple
    • Kids 4th of July Celebration
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  • S5
    • Occasional Astronauts @ Old Town
  • S6
    • 🌟 DISNEY MAGIC ALERT: 4-Night Adventure You Can't Miss! 🌟 $749 Per Couple
    • 🎢☀️ SIZZLING SUMMER ESCAPE IN ORLANDO! ☀️🎢 4 Nights + 2 Parks $249 per couple
  • M7
    • Matinee Movie Monday- Madagascar at Island H2O Water Park

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  • Sarasota

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