Nick Brownell and Jack Wolf tonight!

tuesday Ladies' night
at the Irish Oak Barrel

Calling all ladies! Drink Specials! Rob Benton! Leigh Guest!

Welcome to the Irish Oak Barrel

Welcome to the Irish Oak Barrel website. We at Irish Oak Barrel thank you for your interest and welcome you to our Irish pub on Southard Street just a few steps off Duval Street in Key West.  

We hope you find our Irish pub is a place where you can come to unwind or to take a date or to meet with your friends, to play some pool, and of course to quaff a few beers or Irish whiskey. 

There's much to see here. 

So, take your time, look around, and learn all there is to know about us. 

We hope you enjoy our site and take a moment to drop us a line. 

But most of all just come on into the Irish Oak Barrel.

Rob Benton plays at 6:30PM Tuesday for Ladies Night

Don't Miss Rob Benton


Rob Benton, Guitar Master


Rob Benton is an awesome  guitarist. Reaching third place in America's Got Talent, he made himself nationally recognized. He has played at the Irish Oak Barrel several times and is returning Tuesday  to wow the ladies.  We are very fortunate to host him at the Irish Oak Barrel and look forward to hearing his incredible music and watching him play upside down and behind his head while rocking the pub.  Don't miss his performance.

Leigh Guest Plays Small town Blues for Ladies Night

We have the Small Town Blues

Small town blues singer Leigh Guest from the really, really small town of Wolf Creek, Montana, (pop. 425, now 424 since Leigh is here) is playing Tuesday nights for ladies' night.  Her blues is personally felt since she writes her own tunes and lyrics.  And you can believe her songs are about every man who dun her wrong.  Perfect for Ladies' Night.  

She will tell you that she  loves to travel, tell stories and sing. Put those things together and  you've got the recipe for a perfect song. For as long as she can remember  she's been a wanderer, it's in her blood,  and when she started playing guitar her life made sense for the first time.  She's toured through the western half of the United States, Alaska and  busked throughout Australia. She's always been influenced by songwriters  who tell stories that you can get lost in, such as Guy Clark, Gillian  Welch, Joni Mitchell and Townes Van Zandt. She's currently on the road  again traveling through the Southern States and sharing songs off her  newest album 'Wandering Fool'.  And she found the Irish Oak Barrel in the southeastern most end of America


Happy Hour at the Irish Oak Barrel

For all tourists, cruisers, vacationers, snowbirds come in and receive an Irish pub local discount.

Chicago Blues at the Irish Oak Barrel

Handlebar Mike Hosts the Blues

Long time blues affectionado Handlebar Mike will host Chicago blues every Saturday from noon to 5PM.  He knows all the words and tunes.  He sings along while he pours your $7.00 Irish Bloody Marys.  Come listen to others singing the blues while you cast yours away. 


Daily Specials



Bloody Mary $7.00 pints

Margaritas    $5.00 pints

Tuesday Ladies' Night

All Absolut drinks   $5.00 

2 for 1  Jameson shots

Wednesdays on Fire

Fireball Shots special all day $5.00


Martini Night  $5.00


Green Tea Drinks  $6.00

Irish Coffee $7.00

Belfast Bomb $8.00

Irish  Pub Ale $5.00

Saturday and Sunday

Bloody Marys from 10AM to 6PM $7.00 pints

Introducing Sully



Sully is an old friend.  He is here in spirit.  We hope he approves of our pub and oversees our operations. He said he will be here in the pub on occasions.  Because he is a leprechaun he usually stays out of sight, generally near his pot o’gold at the end of the rainbow.  If you’re alert enough perhaps you’ll catch sight of him enjoying a Guinness.

Be alert! Sully could be at the Irish Oak Barrel this weekend!

Contact Us

Drop us a line!

Better yet, see us in person!

We love our customers, so feel free to visit during normal business hours.

The Irish Oak Barrel of Key West

506 Southard Street, Key West, Florida 33040, United States

(305) 204-4991


We're here when you're thirsty for your attitude adjustment.


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