Orlando's craft-cocktail pioneer. Heads up: the original downtown spot at 114 N Orange closed, and The Courtesy now lives in Winter Park at 1288 N Orange Ave. Still the same seasonal, spirit-forward cocktails in an intimate room. Closed Mondays; opens 4pm most days.
Key facts
| Hours | Monday: Closed Tuesday: 4:00 PM - 12:00 AM Wednesday: 4:00 PM - 12:00 AM Thursday: 4:00 PM - 12:00 AM Friday: 4:00 PM - 1:00 AM Saturday: 4:00 PM - 1:00 AM Sunday: 3:00 PM - 10:00 PM |
|---|---|
| Price | $$ |
| Phone | — |
| Website | — |
| Nearest transit | Lynx bus routes along Orange Ave; no rail nearby. Realistically you're driving or rideshare-ing. |
| Time needed | 60-90 minutes for a couple of cocktails |
| Best time to go | Weeknight happy hour, right at 4pm open, before the after-work crowd |
| Last verified | July 15, 2026 |
Friend Score
7.7/10- Value7.5
- iconic6.5
- Freshness9.2
- excellence8.0
- Crowd level6.5
- Authenticity8.4
- Accessibility6.0
Frequently asked questions
- Do I need a reservation?
- It's a walk-in cocktail bar, not a restaurant, so no reservation needed for a seat at the bar. Weekend nights fill the small room fast, so arriving early helps. Larger groups should call ahead.
- Is The Courtesy still downtown?
- No. The longtime downtown location at 114 N Orange Ave closed. The Courtesy now operates in Winter Park at 1288 N Orange Ave. If you show up downtown expecting it, you'll be disappointed.
- What kind of cocktails do they make?
- Seasonal, spirit-forward, and made with care, thoughtful house creations plus riffs on classics. Tell the bartender what you like and let them steer. This is a place to trust the staff.
- Is it expensive?
- Craft cocktails run in the mid-teens each, standard for this level of bartending. Two rounds for two people lands in the $$ range. The quality justifies it.
- Is it good for a date?
- Yes, it's one of the better intimate date spots in the area. Dim, small, and conversation-friendly. Grab two seats at the bar and watch the drinks get built.
- Is there food?
- The Courtesy focuses on drinks and typically offers light snacks rather than a full kitchen. Come for the cocktails, and plan dinner elsewhere. Winter Park has plenty of food within walking distance.
- What are the hours?
- Roughly Tuesday-Thursday 4pm-midnight, Friday-Saturday 4pm-1am, and Sunday 3-10pm. They're closed Mondays. Hours shift seasonally, so confirm on their site before a late arrival.
- Is there parking?
- It's on the busier Winter Park stretch of Orange Ave, so street and nearby lot parking is your bet. Weekend evenings get tight. Rideshare removes the headache entirely.
Nearby in Ask Orlando
- Foxtail Coffee Co.Café0.06 km · 1 min walk
- The Ravenous PigRestaurant1.24 km · 15 min walk
- Charles Hosmer Morse Museum of American ArtMuseum1.25 km · 16 min walk
- Winter Park Farmers' MarketMarket1.4 km · 17 min walk
- Winter ParkNeighborhood1.41 km · 18 min walk
Where to stay near The Courtesy Bar
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