Drinks Old Town, Key West
Captain Tony's Saloon
A place for a drink in Old Town, Key West, budget-friendly ($) and worth about an hour. Best time to go: Evening.
Why go
The original Sloppy Joe's location (1930s), with a tree growing through the roof and live music.
It is one of 13 curated places we feature in Key West, alongside 4 sights, 3 places to eat and 2 bars & cafés. 6 more of our picks sit within about half a mile in a straight line, so it pairs easily with Sloppy Joe's Bar and Sloppy Joe's conch shell drop.
- Type
- Drinks · Nightlife
- Neighborhood
- Old Town
- Price
- $
- Time needed
- 1 hr
- Best time
- Evening
Nearby
Our closest curated picks, including 2 beyond Key West. Distances are straight-line, not walking or driving.
- 1Sloppy Joe's Bar
Hemingway-era Duval Street bar with live music from noon to late.
Drinks · 0.0 mi straight-line - 2Sloppy Joe's conch shell drop
A giant lit conch shell lowered from the roof of Sloppy Joe's at midnight, watched by a crowd that fills Duval Street.
Activity · Old Town & Duval Street · 0.0 mi straight-line - 3Mallory Square
The nightly sunset celebration on the Gulf side, with street performers, food carts and boats crossing the horizon.
Sight · Old Town & Duval Street · 0.1 mi straight-line - 4Mallory Square Sunset Celebration
Nightly sunset gathering on the harbor with street performers and food carts.
Activity · 0.2 mi straight-line - 5Harry S. Truman Little White House
Truman's winter White House, shown on guided tours of the original rooms.
Sight · 0.2 mi straight-line - 6Kermit's Key West Key Lime Shoppe
Key lime pie on a stick (chocolate-dipped, frozen) and key lime goods.
Shopping · 0.2 mi straight-line
On these curated routes
Captain Tony's Saloon is a stop on our Miami Beach Getaway route. Open it to see the full day-by-day plan.
More bars & cafés in Key West
Another curated place for a drink in Key West. See the full Key West guide.
When to go
Average daily highs in Key West run from 73°F in January to 86°F in August; September is usually the wettest month. For Captain Tony's Saloon itself, we suggest: Evening.
Modelled monthly averages for Key West from NASA POWER, not a forecast. Full Key West weather by month.
Getting there
Map links open a live search for Captain Tony's Saloon, so hours and directions come straight from the map app.
- Address
- 428 Greene St, Key West, FL 33040, USA
- Coordinates
- 24.55882, -81.80550
- Destination
- Key West, Florida
Captain Tony's Saloon: quick answers
How much time do you need at Captain Tony's Saloon?
Plan on about an hour at Captain Tony's Saloon. That is our curated estimate for a typical visit; groups that linger will want more.
When is the best time to visit Captain Tony's Saloon?
Our pick: Evening. Insider tip: Quieter than Duval's big bars; good first stop of the night.
Where is Captain Tony's Saloon?
Captain Tony's Saloon is at 428 Greene St, Key West, FL 33040, USA, in Old Town. The Google Maps and Apple Maps links on this page open it for directions.
Which TripsCircle routes include Captain Tony's Saloon?
Captain Tony's Saloon appears on Miami Beach Getaway, a curated route you can open on TripsCircle and plan with your group.
Add Captain Tony's Saloon to your crew's plan
Save it to a shared TripsCircle itinerary, settle the timing with a quick poll, and split the costs with everyone going to Key West.
Plan Key West
- Key West travel guide 13 places
- Best time to visit Key West weather by month
- Everglades to Key West 75 mi straight-line
- Key Largo to Key West 91 mi straight-line
Lists & regions
Also in Key West
Curated recommendation, not live listing data. Confirm hours, prices, bookings and access before you go.