The Caboose Bar

The Write-Up

The full story

The Caboose Bar on N Orange Ave in Ivanhoe Village is a dive where guests say the bartenders make you feel like a regular. The kitchen turns out Caboose Wings guests have called the best wings in Orlando, plus fully loaded tots, mozzarella sticks and boiled peanuts. The vibe stays chill and welcoming, with regulars who treat newcomers like family.

District Story

The story of Ivanhoe Village

A lake named for a novel, a shore of cotton, pineapples and amusement rides, and a main street that kept reinventing itself around the water.

Read the Ivanhoe Village story →

Similar Feel

More places with this feel

Matched by vibe, not by neighborhood: the places across Greater Orlando closest in spirit to The Caboose Bar.

Keep Going

More in Ivanhoe Village

Other places in Ivanhoe Village, closest to The Caboose Bar first.

White Wolf Cafe

American · Cafe · $$

Quaint and vintage in Ivanhoe Village, with a kitschy, eclectic jumble of light fixtures and a whimsical feel from the first plate.

White Wolf Cafe, 1829 N Orange Ave, Orlando, FL 32804

Brews and Bites Walking Tour

Attractions · $$

Through Ivanhoe Village breweries and bars, guides guests call knowledgeable and upbeat share plenty of local history along the way.

Ten10 Brewing Company, 1010 Virginia Dr, Orlando, FL 32803

The Lucky Lure

Bars & lounges · Dive Bar · $

On the Lake Ivanhoe shore, an open-air dive guests call their best local watering hole.

The Lucky Lure, 1427 N Orange Ave, Orlando, FL 32804

The Pinery

American · $$$

Warm and lakeside on Lake Ivanhoe, Florida cooking in a rustic, elegant room guests call fabulous.

The Pinery, 295 NE Ivanhoe Blvd, Orlando, FL 32804-6434

4 Hens Creole Kitchen

Restaurants · Creole Kitchen · $$

Inside City Food Hall, chill and soulful cooking with a NOLA spirit, music in the air, and seasoning guests call out of this world.

1412 Alden Rd, Orlando, FL 32803

CFH Orlando

Markets & shops · Food Hall · $$

The central bar inside City Food Hall gives Ivanhoe Village a social, unhurried pause between food runs, with specials guests found tasty.

1412 Alden Rd, Orlando, FL 32803