Wine & Corks
Locally owned bottle shop on East Church Street with a real sushi kitchen inside, an odd pairing that actually works.
420 E Church St Ste 108, Orlando, FL 32801
407 FYI · Casselberry · Debbies Bar
407 FYI · A Venue PageBars & lounges · Dive Bar · $ · Casselberry
The Write-Up
Debbies is a classic Casselberry dive on Semoran Boulevard, a small, old-school full liquor bar where the atmosphere stays fun and relaxing. Pool tables, poker games and Jell-O shots fill the room, the bartenders are awesome, and the prices feel like another era. Guests love the small bar feel, the fun crowd, and a night that is never boring.
Debbies Bar, 1490 FL-436, Casselberry, FL 32707
Bars & lounges · Dive Bar
$
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Similar Feel
Matched by vibe, not by neighborhood: the places across Greater Orlando closest in spirit to Debbies Bar.
Locally owned bottle shop on East Church Street with a real sushi kitchen inside, an odd pairing that actually works.
420 E Church St Ste 108, Orlando, FL 32801
Behind an Employees Only door inside the Copper Rocket, this spot trades the sports bar for dark, theatrical tiki.
Permanent Vacation, 106 Lake Ave, Maitland, FL 32751-6424
Dressed like a Colorado ski lodge, this Casselberry room has timber, stone, and cozy booths built for lingering over a pot.
Colorado Fondue Company, 1016 Semoran Blvd, Casselberry, FL 32707

Restaurant Row's long-running wine and jazz room is back under a new name at the same Sand Lake address.
7533 W Sand Lake Rd, Orlando, FL 32819
Tiny from the street, but inside a cozy, very clean neighborhood bar on McCoy Road with pool and darts.
Bar One Orlando, 1516 McCoy Rd, Orlando, FL 32809

Tucked behind a hidden door inside Talay Thai on North Orange Avenue, this speakeasy stays dark, moody and blissfully uncrowded.
861 N Orange Ave, Orlando, FL 32801 (inside Talay Thai)
Keep Going
Other places in Casselberry, closest to Debbies Bar first.
Bright and unpretentious on State Road 436 in Casselberry, a Peruvian ceviche bar built on lime, heat, and fresh fish.
Aji Ceviche Bar Casselberry, 1436 State Road 436, Casselberry, FL 32707-6506, United States
The self-declared original Anthony's, slinging New York style pies since 1987 for Casselberry, Winter Park, and Maitland.
Original Anthony's NY Pizza, 1455 FL-436, Suite 105, Casselberry, FL 32707
The Bagel King family's retail cafe, serving New York style kettle-baked bagels made fresh daily for breakfast and lunch.
Bagel King Casselberry, 1455 Semoran Blvd, Suite 113, Casselberry, FL 32707
Family owned since 1978, the roller rink generations of Casselberry kids grew up in, now with lessons and adult rhythm nights.
Semoran Skateway, 2670 Cassel Creek Blvd, Casselberry, FL 32707
House-made bone broth pho, fresh rolls, banh mi, vermicelli bowls, and Cajun fried rice with catfish at this bright Semoran Blvd kitchen.
An Vi Vietnamese Kitchen & Sandwich, 1052 FL-436, Casselberry, FL 32707

A family owned Lebanese kitchen on Semoran Blvd, 100 percent halal, dough hand-stretched daily and eggplants charred over flame.
Aladdin Cafe, 1015 FL-436, Casselberry, FL 32707