🌴 FL's Friendliest Small Town | CityClips #516

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Featured

Florida Fun Alert. Cue the song: “Havana, oh nana” 🎶 Just outside Tallahassee, Havana is serving small-town charm with big vibes: murals, cafés, and downtown energy for days… basically, it’s like your Insta feed came to life. 🍹✨ Next stop: the WDW Swan & Dolphin Food & Wine Classic, where world-class bites, drinks, and fireworks turn your taste buds into VIPs.

Quick Summary

In our 516th edition, for Fun Fridays:

  • FL Fun: Friendliest Small Town

  • Upcoming: WDW Food & Wine Classic

  • Featured: Focus Blocks | 60-min Session

  • Housekeeping Note | We’re Moving!

  • Event Highlight: Maximum Fun Tour

FL FUN

HAVANA

Image Source: Canva

😍 Just Outside Tallahassee Lies Florida’s ‘Friendliest Small Town.’ It’s Packed with Artsy Charm, Quirky Cafes, and a Lively Downtown. | Islands

  • Just 17 mi from Tallahassee, the small town of Havana, Florida, blends rich Cuban heritage with artsy charm. Once a bustling tobacco hub, this quaint spot of 2,300 now thrives on vintage shops, antiques, and small-town flair. Conveniently located off the U.S. Highway 27, Havana makes an ideal Panhandle day trip or relaxing road trip stop.

  • Vintage shopping and tobacco history: Nicknamed the “Friendliest Small Town,” Havana was founded in 1906 as a tobacco hub, earning its name from Cuba’s cigar capital. Visitors can explore the Havana History and Heritage Society Shade Tobacco Museum, housed in the original 1928 Planters Exchange, to see artifacts, photos, cigar displays, and miniature tobacco barns that showcase the town’s rich agricultural and Cuban immigrant heritage.

  • Like Dade City, Havana is a haven for antiques, dining, and family fun, with a downtown full of quirky boutiques and colorful murals celebrating its artistic flair and Americana roots. Highlights include Bernard’s Hidden Treasures with unique vases and statuettes, the vintage printing setup at Havana Herald, and Coon Bottom Farms Country Store, where old town records and antique printers offer a peek into Havana’s past.

  • Artsy culture and antiques: A standout stop is Weekend Finds Antiques & Gifts on Main St., part of the Florida Antique Trail, featuring classic wooden furniture, embroidered textiles, and charming handmade gifts.

  • Vibrant arts scene: Supported by initiatives like Artists Helping Artists, which showcases local talent in its 2,000 sq. ft. gallery filled with wooden sculptures, pottery, paintings, jewelry, and more. Another highlight is the D. Arthur McBride Portrait Studio and Gallery, featuring stunning oil paintings of landscapes, wildlife, and lifelike portraits.

  • After browsing the galleries and boutiques, grab a pick-me-up at Poppy’s Coffee & More, serving aromatic blends and tasty treats, or swing by Rooster’s Roasters for fresh-roasted coffee and homemade baked goods. For a true taste of Havana, head to 850 Cigar Lounge nearby and enjoy a selection of quality cigars.

UPCOMING

FOOD & WINE CLASSIC


Image Source: WDW Swan & Dolphin via FB

🍽️🍷 The Walt Disney World Swan and Dolphin Food & Wine Classic | WDW Swan & Dolphin


This 16th annual event showcases gourmet cuisine from award-winning chefs, paired with fine wines, beers, and spirits from around the world. Set against the stunning backdrop of a resort, it features live entertainment, educational seminars, and fireworks. Tickets for tastings and seminars are available, and the event is open to the general public.


Details:

  • 📅🕡 Date & Time: Nov. 14th to Nov. 15th, 2025 at 5 PM to 9 PM

    • Save 10% on a bundle offering tickets for both nights. Experience a taste of everything the Food & Wine Classic has to offer, with many of their restaurants showcasing different menu items each night. 🌜

  • 📍 Location: WDW Swan & Dolphin Resort in Lake Buena Vista, Florida

  • Guests attending the event can get a discounted room rate at the resort (including Swan Reserve). Call 888‑828‑8850 and mention the “Food & Wine” rate. Proof of ticket purchase is required at check‑in. Discount applies up to  4 days before and after the event. | Tickets

FUN EVENTS


Image Source: Donald L. Tucker Civic Center

Until Sunday, Nov. 6 to 16

  • 83rd Annual North Florida Fair | Thursday to Sunday, Nov. 6 to 16 | 441 E. Paul Russell Rd. | Learn More

Wednesday, Nov. 12

  • Songfest: The Soundtrack of Us by Girls on the Run Panhandle | Wednesday, Nov. 12 | 5:30 PM | The Hub at Feather Oaks, 6500 Miccosukee Rd. | Tickets are $25 online ($30 at the door; free for kids 12 & under) Tickets | Learn More

Thursday, Nov. 13

  • Sip, Savor, and See by The Capitol Inn | Thursday, Nov. 13 | 5:30 PM | 1102 N. Gadsden St. | Free RSVP | Learn More

  • Christmas Shopping after Dark by Rabbit Creek Market | Thursday, Nov. 13 | 6 PM | 2811 Capital Circle NE | Learn More

  • 2nd Annual Bevs Bites and Ballet Benefit Gala by The Tallahassee Ballet | Thursday, Nov. 13 | 6:30 PM | The Moon | $190 Tickets | Learn More

Friday, Nov. 14

  • Featured Event: A Day to Remember & Yellowcard - Maximum Fun Tour | Friday, Nov. 14 | 6:15 PM | Donald L. Tucker Civic Center | From $32.13 Tickets | Learn More

Sunday, Nov. 16

  • TLH Healing Arts Festival | Sunday, Nov. 16 | 12 PM | Amicus Brewing Ventures, 404 E. Gaines St. | Free Register | Learn More

Sunday, Nov. 30

  • Santa Visits by Tallahassee Nurseries | Sunday, Nov. 30 | 12 PM | 2911 Thomasville Rd. | Learn More

Friday, Dec. 5

  • Juice & Jam Community Block Party – Karaoke Night by Juice Bar Miami | Friday, Dec. 5 | 6 PM | 1102 S. Adams St. | Learn More

Saturday, Dec. 6

  • 2nd Annual Sycamore Assembly Historical Costume Ball | Saturday, Dec. 6 | 6 PM | Goodwood Museum & Gardens | $60 to $81.88 Tickets | Learn More

Saturday to Sunday, Dec. 6 to 7

  • Market Days by Tallahassee Museum | Saturday to Sunday, Dec. 6 to 7 | 10 AM | 3945 Museum Dr. | $0 to $10 Tickets | Learn More

Wednesday, Dec. 10

  • Chelcie Lynn: Trailer Trash Tammy The Loose Lips Tour | Wednesday, Dec. 10 | 7:30 PM | The Moon, 1105 E. Lafayette St. | From $46 Tickets | Learn More

Thursday, Dec. 11

  • Dancing with the Stars by Legal Services of North Florida, Inc. | Thursday, Dec. 11 | 7 PM | Doak Campbell Stadium | Learn More

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