Captain Tony's Saloon

Pub and Bar$$$$
Key West
  • Jeremy M.
    "Hemingways hangout!!!"(7 Tips)
    JoRaye L.
    "And the skeleton hanging on the wall beside a register."(3 Tips)
    "This is the oldest bar in Florida so I suggest you read up on it's colorful..."(2 Tips)
    Rick D.
    "... Jimmy Buffett's song "Last Mango in Paris""(2 Tips)
70 Tips and reviews
  • hemingway
  • oldest bar in florida
  • last mango in paris
  • live music
  • good for groups
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  • Recent
  • Popular
  • Caitlin C.
    Hemingway met Gellhorn here when it was still called Sloppy Joe's.
  • Larry T.
    Larry TynerJanuary 14
    One of the "must stops" in Key West. Check the box
  • Adam T.
    Adam TrudeauJanuary 12
    Best place for live music and fun. With Hana Yun
  • Mike M.
    Mike MottApril 15, 2016
    The first Sloppy Joes, old world charm, and the Amber Ale is great
  • Carolyn T.
    Carolyn TedeschiApril 8, 2016
    good for bar hopping
  • Steve M.
    Steve McDanielFebruary 19, 2016
    Gotta throw a quarter into the groupers mouth outside leaning backwards upside down.
  • Scott F.
    Scott FornwallNovember 29, 2015
    The original!
  • Martha Z.
    Martha ZampinoJune 17, 2015
    The decoration is amazing music alive
  • William G.
    William GoinsApril 29, 2015
    Pirate's punch is awesome!
  • Stuart R.
    Stuart RosenbergJanuary 8, 2015
    The original Hemingway bar and much more fascinating and less commercialized than Sloppy Joe's.
  • Sean M.
    Sean MitchellJanuary 2, 2015
    Very laid back and not over crowded. Great history and very divey in all the right ways.
  • Ashley
    AshleyOctober 17, 2014
    Nice history and a haunted women's out for the famous'll sneak up on you.
  • Tara S.
    Tara SpachOctober 14, 2014
    Look at all the dollar bills and other fun thing posted to the walls!
  • Tara S.
    Tara SpachOctober 14, 2014
    What can I say?? You have to visit this historic bar!
  • Kenneth M.
    Kenneth MangioneAugust 19, 2014
    Great people and service
  • Claire E.
    Claire EvansAugust 8, 2014
    Fun times!
  • Marti M.
    Marti MiddletonJuly 25, 2014
    I've been there! Back then though, we called it "Captain Phonies."
  • David
    DavidApril 21, 2014
    Been here 25+ times
    Look at the old pics of Tony & customers that are on wall around pool table. Great history.
  • Jeffrey S.
    Jeffrey SchumannMarch 31, 2014
    A must visit in key west
  • Chad W.
    Chad WhaleyFebruary 23, 2014
    All you need is a tremendous sex drive and a great ego. Brains don't mean shit.
  • Beth C.
    Beth ConleyDecember 19, 2013
    Lovely ambience :) no food, strong drinks!!
  • Steve T.
    Steve TyminskiNovember 26, 2013
    You have to have the pirate's punch. Very refreshing and it really has booze in it.
  • Sheila H.
    Sheila HenleyOctober 30, 2013
    Been here 5+ times
    Miss Capt Tony.
  • Katrina Eireen M.
    Katrina Eireen McGuireOctober 26, 2013
    Have fun in the S & M room.. Great photo op ;)
    sugardaddie.comOctober 2, 2013
    Some places are a must see for the experience, this could be one.....
  • Victoria E.
    Victoria ElizabethAugust 20, 2013
    Been here 10+ times
    Jay is the best! ;)
  • Greta P.
    Greta PerryAugust 7, 2013
    My hubby is my hero as he got a quarter in the fish's mouth!
  • Bill H.
    Bill HJuly 7, 2013
    Been here 5+ times
    Try a Captain Tony's Amber while you are here! Discount on refills with the souvenir cup.
  • Morton L.
    Morton LevittJune 30, 2013
    Check out the bras hanging over the bar.
  • Karolyn
    KarolynJune 6, 2013
    Loved this bar. So much cool interesting history stored in here. Captain Tony is a legend. Great live music, great drinks = great memories. A must visit.
  • Damon L.
    Damon LemiMay 9, 2013
    Drink excessively hear its accepted
  • Barney M.
    Barney MacFebruary 3, 2013
    Interesting place for a lot of history about Key West
  • Cesar R.
    Cesar RazuriDecember 3, 2012
    With your back to the fish, try to fling a quarter in the fishes mouth.
  • Chris
    ChrisAugust 6, 2012
    These guys will charge your phone and make your drink. Awesome.
  • Allyson ⚡.
    Allyson ⚡July 16, 2012
    Gravestones in the bar, a tree growing right in the middle of everything, a legit skeleton behind the bar. Oh and Hemingway hung out here. Can't ask for a better dive bar. Thanks for the tour Jay!
  • Dan M.
    Dan MurphyJune 30, 2012
    Authentic dive bar of which Buffett sings. Although, too many Parrotheads now frequent, so I go around the corner to "The Green Parrott."
  • Troy P.
    Troy PetenbrinkJune 7, 2012
    Try a Papa Dobles: two and a half jiggers of white Bacardi, juice of two fresh limes, juice of half a grapefruit and 6 drops of maraschino - it was the occasional drink of Hemingway's.
  • Anna H.
    Anna HustedMarch 16, 2012
    Love the Pirate's Punch! Rum, gin and tropics.
  • George N.
    George NeurauterMarch 2, 2012
    if you leave a business card you might get called lol. Happened to me!
  • Debbie G.
    Debbie GardnerFebruary 6, 2012
    Best music with Ben and Mike
  • Donna P.
    Donna PerdueJanuary 26, 2012
    Wicked! Lots of dusty bras, a tree growing in the middle of the bar, nice live music and a prosthetic leg hangs from the ceiling! Come leave your mark!
  • Donna P.
    Donna PerdueJanuary 24, 2012
    Oldest bar in Florida! Home of the original sloppy joe sandwich. Live music and lots of bras hanging around. In the heart of it all and rocks! Capt Tony captained the boat for Hemingway and friends.
    Upvoted Jul 22
  • Mike H.
    Mike HJanuary 23, 2012
    Must try to toss change into fish mouth on sign.
  • Jeremy M.
    Jeremy MooreJanuary 8, 2012
    Hemingways hangout!!! Must see, within crawling distance of the current sloppy joes!
  • J.R. E.
    J.R. EvansDecember 18, 2011
    Leave a business card on the wall!
  • Cathy B.
    Cathy BelcherOctober 19, 2011
    Been here 5+ times
    Check out the Hanging tree and the tombstone in the pool table room. Watch out for ghosts!
  • JoRaye L.
    JoRaye LytleSeptember 27, 2011
    Ask your bartender the stories behind some of the graves. And the skeleton hanging on the wall beside a register.
  • Todd L.
    Todd LytleSeptember 27, 2011
    See Will, he's good. Tommy Gunn is a great bartender!
  • Sharon E.
    Sharon ElderSeptember 18, 2011
    Check out the tree that grew in the middle of the bar. RIP Capt. Tony!
  • Stephanie B.
    Stephanie BoltonSeptember 14, 2011
    Been here 5+ times
    Foosball table!
  • Sondra P.
    Sondra PadloSeptember 5, 2011
    Beer refills are $3.75-just so it! Oh, & it's the main bar that Hemingway visited-never know what might inspire you.
  • Rick D.
    Rick DonohueAugust 28, 2011
    That was the inspiration for Jimmy Buffett's song "Last Mango in Paris"
  • Shawn M.
    Shawn MartinAugust 16, 2011
    Been here 5+ times
    This is a KW staple full of history. Captain yee shall be missed.
  • Jimmy Buffett World
    Jimmy Buffett WorldAugust 3, 2011
    A must-see for Buffett fans visiting Key West. Captain Tony Taracino was a close friend of Jimmy's and the inspiration for the song "Last Mango in Paris."
  • Jack M.
    Jack MayoJune 30, 2011
    Great on a random Tuesday and Wednesday.
  • Matthew N.
    Matthew NaylorMay 23, 2011
    Piss-poor service. Go somewhere else.
  • Baran B.
    Baran BalkanApril 16, 2011
    Drink beer and read bras.
  • Shawn G.
    Shawn GrayMarch 28, 2011
    Been here 5+ times
    The pirates punch is pretty awesome. Also walk around and check out tombstones people were actually buried here.
  • Kasie Lynn C.
    Kasie Lynn ClouserMarch 19, 2011
    sit where clint eastwood sat!
  • Val P.
    Val PoutiMarch 15, 2011
    Ladies, hang your bra from the ceiling to be forever immortalized in Florida's oldest bar. And check out the REAL skeleton hanging behind the bar counter.
  • Dave B.
    Dave BrownFebruary 26, 2011
    Bourbon and scotch drinkers beware...they dont have rocks glasses. It's a little hard drinking bourbon on the rocks out of a little dixie cup :(
  • Jacob L.
    Jacob LewisFebruary 13, 2011
    You have to watch gary, get the punch not to sweet and not to strong.
  • Steve M.
    Steve McDanielJanuary 17, 2011
    the original sloppy's, cold beer, good drinks, good entertainment
  • Sam R.
    Sam RodriguezJanuary 16, 2011
    Throw a quarter in the groupers mouth for good luck
  • Jim
    JimOctober 11, 2010
    Best entertainer - Ben
  • Natalie
    NatalieSeptember 7, 2010
    This is the oldest bar in Florida so I suggest you read up on it's colorful history before visiting, it will make the trip much more memorable!
    Upvoted Jul 22
  • joel b.
    joel brandonJuly 27, 2010
    Try the Havana Red, VERY tasty! 2$ microbrews from 4-7
  • Richard N.
    Richard NiziakMay 7, 2010
  • Bryan🍻 S.
    Bryan🍻 SimkusJanuary 19, 2010
    try to throw a quarter in the fish's mouth above the sign
  • Alejandro I.
    Alejandro IsazaDecember 21, 2011
    Esta lleno de la historia de keywest
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