Best Key West Bars


Duval Street Key West
Photo by Roger W, courtesy of Flickr

On the tiny island of Key West, there are over 350 liquor licenses. From comfy wine rooms to lively dance parties, there’s a watering hole for every taste. Check out our concierge pics of the Best Key West Bars!


best bars in key west

Photo by Grant Goad, courtesy of Flickr

Green Parrot Bar

Location: 601 Whitehead Street, on your way to/from from Fort Zachary Taylor State Park

Price Range: Cheap

Food? No, but don’t miss the free popcorn

Must try: Root Beer Barrel Shots – Root Beer Schnapps and Bud Light. They taste much better than they sound!

Local’s note: This place is buzzing with live music almost every night. (See their website for a calendar of events.) When good music is on deck, check out the daily “sound check” performance to avoid late-night crowds.


Best Key West bars

Photo by Bobby Ford, courtesy of Flickr

Rick’s Tree Bar

Location: On Duval Street, across the street from Sloppy Joe’s.

Price Range:

Food? No, but there’s a pizza shop next door.

Must try: Fresh squeezed juices in your cocktails. Try the Bloody Mary!


General Horseplay

Location: On the corner of Caroline and Duval Street, stumbling distance from Old Town Manor & Rose Lane Villas!

Price Range: High end

Food? Small menu of snacks.

Must try: Craft cocktails, fine wines and craft beers on tap

Local’s note: A new “player” on the Key West scene. Their motto is “Have Fun. Drink Good Stuff. Why Not?” Try classic cocktails for $5 on Old Fashioned Mondays. Entertainment nightly from 9ish pm.


Best bars in Key West - Schooner Wharf

Photo by Cayobo, courtesy of Flickr

Schooner Wharf Bar

Location: Lazy Way Lane in the Historic Seaport

Price Range: Cheap

Food? Yes, see their menu here.

Must try: Your favorite cocktail, poured strong.

Local’s note: A key West icon, Schooner Wharf is your spot for live music, casual drinking and dining, and friendly locals.


Irish Kevin’s Bar

Location: Duval Street, between Caroline and Green

Price Range: Touristy

Food? Yes, see their menu here.

Must try: Irish car bombs, of course!

Local’s note: This busy spot is always good to liven up the crowd. Their live performances are more than just music. Don’t be surprised to see drinking contests and other mayhem happening on stage! Check out the top deck for a slightly less congested view of the festivities.


best key west bars

Photo by Roger W, courtesy of Flickr

Sloppy Joe’s Bar

Location: Corner of Duval Street and Greene Street

Price Range: Touristy

Food? Yes, see their menu here

Must try: The original Sloppy Joe sandwich with a fresh mint Mojito

Local’s note: Sloppy Joe’s history dates back to December 5, 1933 – the day prohibition was repealed. More than 80 years later, this Key West bar is still a great time with lively evenings of music and dancing.


Best Key West Bars - Captain Ton'ys Saloon

Photo by Nomadic Lana, courtesy of Flickr

Captain Tony’s

Location: Greene Street, between Duval and Whitehead

Price Range: Cheap

Food? No

Must try: Pirate’s Rum Punch

Local’s note: Named for the free-thinking Key West political figure, Captain Tony, you’ll find these walls covered in left-behind business cards and ceilings spotted with dollar bills and ladies’ bras.


best key west bars - Hog's Breath Saloon

Photo by John Beagle, courtesy of Flickr

Hog’s Breath Saloon

Location: On Duval Street, between Greene and Front

Price Range: Touristy

Food? Yes, see their menu here

Must try: Hog Wash: a tangy orange rum drink to make you go “Hog Wild”

Local’s note: At this famous bar, you’ll find live music, dancing and an anything-goes Key West atmosphere.


Vino’s Wine Bar

Location: On Duval Street between Petronia and Olivia

Price Range: High End

Food? Snacks only, like a charcuterie board and cheeses

Must try: Any of the carefully selected wines by the glass

Local’s note: Bring your dog and sit on the Duval Street front porch. This spot is perfect for a relaxed date-night.


Speakeasy Inn Rum Bar

Location: Duval and Amelia Street, toward the Southernmost Point

Price Range: Decent

Food? No

Must try: The rum flight. Too many options to choose!

Local’s note: Sip a rum cocktail while people-watching on their dog-friendly Duval Street patio.


best key west bars

Photo by Steven Miller, courtesy of Flickr

Chart Room

Location: Within the Pier House Resort at the North end of Duval Street

Price Range: Decent

Food? Only snacks – complimentary popcorn, peanuts and hot dogs

Must try: Espresso martini

Local’s note: Don’t get lost trying to find this historic hole-in-the-wall! It’s worth the hunt.




Location: On Applerouth Lane, between Duval and Whitehead Streets

Price Range: Touristy

Food? Yes, a limited menu from the Italian restaurant next door, La Trattoria

Must try: Martinis – pick your flavor!

Local’s note: Monday night gets lively with a live band and $5 martinis. Thursday nights are lively with a Spanish style band and lots of dancing!


Cheers! Check out our other top concierge recommendations, including the best happy hours. Click here to start planning your getaway to Key West!