Want to watch your favorite team? Come to the Irish Oak Barrel

Grand Opening Block Party


Grand Opening Parade 9/29 5:30PM

The EMERALD BAGPIPERS OF CHICAGO  paraded from Front St. and  rounded the corner of Duval and Southard  to the cheers and applause of hundreds of Irish pub  enthusiasts.


Grand Opening Block Party

EMERALD BAGPIPERS OF CHICAGO played a rousing concert after the parade and again all night long, every time the Zack Seemiller band took a break or every hour or so throughout the night.  The street was filled with partiers, Sweeney’s Weenies, Budweiser beer truck, and the stage for the Zack Seemiller band.  Mel T of the Hoebee in the Afternoon Experiment on 99.5 was the mistress of ceremonies and kept the party going.  Beer and drinks flowed from the porch and alley as well as from the Irish Oak Barrel’s two bars. Twenty one TVs showed the games. Irish songs and dance in the Irish Oak Barrel pub lasted until after three.  In short it was a great party and a great grand opening to Key West’s new traditional Irish pub.


Piping All Night Long

The Emerald Society Bagpipers entertained our patrons many times during the night and even after the block party had cleaned up and departed the partiers in the pub still enjoyed their playing.

Conor McGregor v Khabib Nurmagomedev


Conor McGregor UFC 229 match

Our prediction was: There’s intrigue and bad blood brewing against Conor on the challenger’s side. This fight could be the biggest in the history of the sport. Khabib is undefeated. Conor if 24/21. It’s worse than a grudge match.     We were right. Conor and his team had bad words to say about Khabib.  Khabib wasn’t happy.  The only time Conor could be the aggressor was when he was on his feet.  That wasn’t often.  Khabib had him on the mat virtually the entire 4 rounds.  In the fourth round Khabib put a choke hold on Conor that turned his head new colors.  Conor tapped out and the match was called by submission.  Khabib then flew over the fence into the crowd and started fighting on the Conor team.  It was a mess.  The organizers were not impressed and there was no celebratory arm raising in the octagon.

No Cover charge

Everyone had a good seat and a good view.

VIP Seating

Sold Out

It's going to be a party

Yes it was.  Check out the 25 minute Facebook video.

The Irish Oak Barrel invites the Navy, and all armed forces



The Irish Oak Barrel invites the Navy, and all armed forces to attend the Notre Dame vs Navy football game on October 27th.  

The tailgate party will begin at noon.  There will be surprise food guests.  There will be drink specials and FUN!

The tailgate party will begin at noon.

Tailgating will start at Noon on the 25th,26th and 27th

There will be surprise food guests.

There will be drink specials and FUN!

$3 Irish Paddy 

$5 Guinness 

$5 Jameson 

$5 Tullamore Dew 

$25 Jameson flights

Live Music

The Salty Crack Irish band will be playing all your Irish favorites on the 27th at 8PM!  Come sing along!

Party on until the wee hours of the morning!


Happy 243rd anniversary to the U.S. Navy Department


The United States Navy actually has two birthdays—one today October 13th, leading up to the Revolutionary War, and one April 30th, when Congress used its Constitutional power to officially create the Department of the Navy.  The Navy in its earliest form dates back to 1775, when it was established by the Continental Congress on October 13 in session in Philadelphia. The Navy considers this as its official birthdate.  However, after the Revolutionary War, the new nation sold its ships and sent its sailors home. It wasn’t until 1789 that the newly ratified Constitution empowered Congress to bring the Navy back.  Article I, Section 8 of the Constitution allowed Congress "to provide and maintain a Navy" as part of its enumerated powers. In Article II, the Constitution named the president as the commander in chief of the Army and the Navy.  It took until 1794 for Congress to approve money to buy new ships. Relations with the British, French, and Barbary pirates forced Congress to plan to build six frigates. Three of the ships were completed before hostilities died down: the USS United States, the USS Constellation, and the USS Constitution.  The start of the Quasi-War with France in 1798 led to the official creation of the Department of the Navy on April 30. The undeclared war on France involved raids on U.S. merchant vessels by French privateers and warships (which were too weak to take on British shipping).  Benjamin Stoddert, the first secretary of the Navy, played a critical role in establishing the new Navy. He secured funding for more ships, sent the Navy on attacks against the French in the Caribbean, and made sure the best officers and sailors were in the service. Stoddert also set up the first six Navy shipyards in the country.  Stoddert left office in 1801 as the Federalists were removed from power and Thomas Jefferson took over as president from John Adams. Although funding for ships was scaled back, Jefferson sent the Navy to the Mediterranean to protect American interests against the Barbary pirates in Tripoli and other areas. It fought well using the tactics adopted under Stoddert.  But in the War of 1812, the Navy was undersized compared with the British, which had the largest, finest naval forces in the world. While the Navy had several isolated, spectacular victories over the British, it couldn’t stop the empire from imposing blockade conditions.  Even worse, British forces were able to land in Washington, D.C., burning the White House and even the U.S. Navy Yard. At the war’s end, it became apparent that an active Navy was needed to protect merchant shipping, at the very least.  Since Stoddert’s appointment in 1798, there has always been a secretary of the Navy.  The secretary was a member of the president’s cabinet until 1949. Currently, the secretary serves in the Defense Department.  A civilian is appointed as the secretary of the Navy. Currently,  Richard V Spencer, a Marine, is the secretary.  In the past, historian George Bancroft served as secretary and played a key role in establishing the Naval Academy at Annapolis in 1845.  

Bancroft came into office about one year after the USS Princeton disaster of 1844. Secretary of the Navy Thomas Gilmer and the former Navy secretary (and active secretary of state) Abel Upshur were killed when a gun exploded on the Princeton during a demonstration.  Secretary Gilmer had only been in office for 10 days. His predecessor, David Henshaw, escaped the Princeton tragedy because Congress didn’t approve his recess appointment by President John Tyler. 


The Gorgeous G-string Competi

Lucky and Skillful Winner


If you were there you wouldn’t need an description. If you weren’t there, come next year!

Needless to say there was a very lucky winner.


Rob Benton Live at the Irish Oak Barrel

December 29th at the Super Tailgate Party

Rob Benton is one of the hottest Acoustic  performers out of New Hampshire.
Widely  acclaimed as one of the top acoustic guitarists in the United States.  Rob's unique, and innovative style of playing has lead to 3 albums  released, radio and film success and multiple tours performing to sold  out venues across the US & Canada

Rob's  style is extremely unique, and very entertaining to the eyes and years.  Lending Percussion, looping, beat boxing, and an electrified rock  element to his solo acoustic playing, which enables Rob to sound like a  3-4 piece band. His style is his own though hinted with a collection of  the sounds of those who have influenced him over the years.

Rob  has spent the better part of of 10 years performing alongside Lee.  Brice, Jerrod Neiman, Colt Ford, Candlebox, Skidrow, J. Geils Band, Gary  Hoey, Everlast and many others.

A little background....

In  2008, Rob teamed up with multi-platinum selling pop artist and Boston  neighbor, Rich Cronin (formerly of the boy band super group LFO) to  record the tracks which would become Rob's solo debut. ​
Rob signed a recording contract with Orange Freeze Records, and his album   "Dawn Meets Day" was released.

​In  early 2011, Rob began writing and recording demo tracks for a new  release which would be titled "Finding Me".  This record would be very  personal, and touch on several different subjects that have had major  impacts in Rob's life. ​
"Some good...some not so good".

In  2012, Rob was asked to join the band LANSDOWNE as their lead  guitarist.  A band which is currently touring nationally and playing  along side bands such as Nickleback, creed, Pop Evil, Theory Of A  Deadman, Eye Empire, Hell Yeah!, Tremonti, POD, Nonpoint and Taproot.

In  2013 Rob was offered a contract with The MGM Grand, and moved to Las  Vegas for a 1 year contract performing as a headliner at Circus Circus  Casino, on the Vegas strip.
The show ran 5 nights a week for the year, and was successful enough that he was approached by world
renown producer John Stuart, of Legends In Concert.
Rob was offered to take the lead role as Johnny Cash in this show.

Since  2014, Rob has signed a deal with the Fleury Group which secured him a  full time residency performing nightly shows at Bernie’s Beach Bar in   Hampton, NH & The Goat (country bar) in Portsmouth, NH.


Charlie is our favorite Scottish singer of Irish tunes

Lovable Charlie


Charlie's back from Ireland.  And he's ready for the girls

Scotsman Charlie RAGG plays Irish tunes


You remember the raucous great time we had the last time the Salty Craic played at the Irish Oak Barrel.   Charlie  Ragg ramps it up!

Charlie's been in Ireland soaking in the Irish tunes.


The tunes are better with Irish whiskey.

Rob Benton Played


 2007 winner RJL Memorial Battle Of The Bands

2008 winner WBCN Rockn Rumble

2008 contestant NBC's Americas Got Talent

2011 Rolling Stone- youtube watchers poll top 100 USA Acoustic Category

2012 New England Music Scene online vote - #1 Solo Act.

2014 Headline Entertainer for Las Vegas - Circus Circus Resort & Casino 

Rob Benton plays at the Irish Oak Barrel.

Chris Toler jammed with Charlie


Never before together at the Irish Oak Barrel!  A clash of music.

Sean Styles sang everything!


He sings! He plays the guitar upside down and backwards! He cranks up the crowd!  Sing with his band! He plays all the songs he knows and some of those he doesn't...

Jack Wolf plays at the Irish Oak Barrel


Key West's Own Jack Wolf Plays

Come hear Jack Wolf at the Irish Oak Barrel tonight starting at 8:30.

Most  of the great singer songwriters are difficult to put into a specific  category… as it is with Jack Wolf.  Is it Soulful?... Americana?...  Alternative?... Rock?... yes it is!  He  loves all music and no specific influence really stands out.  Some fans  hear a Jack Johnson or Kings of Leon sound… the essence of Van Morrison  is also prevalent.    

There is a definite blend of sounds that  have settled deep in his soul… the key to his strength both as a  vocalist and lyricist.    His self penned tunes show off his talent and  passion…. by the second listen you will find yourself singing along.

Robin Sunquiet - Familiar songs, Funky Tropical Originals


Robin Sunquiet singer, multi-instrumentalist, song writer, producer plays Thursday

Robin Sunquiet is an American  Multi-Instrumentalist, Singer-Songwriter, Producer, who combines the  funky uptempo dance party beats of modern DJs, with the raw energy of  live vocal and instrumental performance.  He is largely influenced by  Michael Jackson, Paul Simon, Ed Sheeran, Prince, and Michael Franti, as  well as DJ’s like David Guetta and Rudimental.  With a focus on diverse  world dance rhythms, simple catchy vocal choruses, and soulful guitar  riffs, he draws even the most tentative audiences onto the dance floor  to sing along.  He has appeared at iconic venues such as The Boulder  Theater and Higher Ground Ballroom, and has shared the stage with live  music festival road warriors such as Easy Star Allstars, Kung Fu, and  The Ready Set.  His 2017 release, “Elastic Love”, is available now on  Itunes and Spotify; it’s appropriately named—-Robin’s live show is an ELASTIC dance party brimming with LOVE that will make your sweat roll over your smile. 

Emerald Society Thursday

Emerald Society Discounts


Come to the Irish Oak Barrel on Thursday and receive 20% off on all purchases.  Enjoy the evening with other Emerald Society Members; all police, fire, EMT, and military.

Listen to Robin Sunquiet


Robin Sunquiet will play at the Irish Oak Barrel on Thursday Night; Emerald Society Night. Come enjoy a multitalented musician rocking the night. 

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


Rob Benton plays at 7:30PM Friday Night

Don't Miss Rob Benton

Rob wowed the crowd at the Irish Oak Barrel this Wednesday night.  Catch him again this Saturday.

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.

St. Patrick's Day Celebration Weekend


Green Beer!


Although we’re pretty sure that no Irishman worth his salt would dare to have a sip of the stuff, the amazing fact is that St. Patrick’s Day’s green beer is celebrating its 105th anniversary this year among Americans of Irish heritage.

In 1914, an Irish American New York City coroner named Dr. Thomas Hayes Curtin unveiled his invention of a beer the color of shamrocks at a Bronx social club.

Curtin’s family emigrated from County Carlow when he was just five years old. He was educated in New York and earned a medical degree. By the age of 22, he was a surgeon and worked as a coroner’s physician for the Bronx.

An eyewitness said that at the green beer's great unveiling, “everything possible was green or decorated with that color and all through the banquet, Irish songs were sung and green beer was served."

"No, it wasn't a green glass, but real beer in a regular colorless glass. But the amber hue was gone from the brew and a deep green was there instead." The report came from Charles Henry Adams, in his syndicated "New York Day By Day" column, filed one week after the unveiling. He wrote, “All the doctor would tell inquisitive people was that the effect is brought about by one drop of wash blue in a certain quantity of beer."

The “wash blue” was also, in fact, poison, an iron powder solution used to whiten clothes.

Regardless, 105 years later, the green beer tradition and this Irish American’s invention continues - but now a few drops of green food coloring are used to give beer an emerald hue, instead of the poisonous wash blue. 

So, here at the Irish Oak Barrel if you are an Irishman or Irishwoman you don’t have to drink green beer. You can drink our Irish Guinness with a shot of Jameson.



And of course - Guinness

All the Guinness at the Irish Oak Barrel is brewed in Ireland.  Our only apology is that we serve it chilled.


Why do Americans Celebrate St. Patrick's Day?

Simply because the majority of Americans identify as having Irish heritage. As the map shows, the darker the green the more Americans with Irish heritage live in the area.


Big Doin's

Whas up?!

We are such supporters of St. Patrick's Day we have celebration inertia. Come finish off the Guinness.  You already drank all of the Harp.  Jameson abounds. Rob Benton is making a special trip to play for us this evening starting about 5:30.   Come early and have some Bloody Marys.  Have some Irish lemonade  or Irish Iced Tea for lunch. 

What's up at the Irish Oak Barrel

Balcony Celebration!


Our Irish's Lounge balcony is open for the St Patrick's Day Celebration. Soar above the street with your Irish beverages.



You know  Leprechauns are elusive, but not on St. Patrick's Day Weekend. Our festivities attracted a bonafide Leprechaun. He was pouring free Jameson shots to all comers!  He was there for most of the weekend.



No, we didn't have a bagpiper at the Irish Oak Barrel.  We had lots of them!  They played and played. They drank and played. You know they had to whet their whistles.  It was a sight to behold!

Irish's Lounge is Open


 Irish's Lounge  upstairs at the Irish Oak Barrel was packed with celebrators this weekend.   You enjoyed premium Irish Whiskey's and lots of Guinness. There were some great billiards games played.   No that is not my good side although some might say it is.

Hey! Chicago! South Bend! Boston! New York!


There are flights every day, several times a day to Key West.  There's no excuse for not coming to the Irish Oak Barrel for St. Patrick's Day.  Escape the cold and snow! Come to the Irish Oak Barrel in Key West!



We had a special order of Guinness shipped from Ireland and you drank it.

Celebrate the Blue Angels!

See them Fly, Hear them Roar.

You must know by now that the annual airshow at Naval  Air Station at Boca Chica is hosting the Blue Angels as well as  other airshow performers.   The NAS Boca Chica is the Keys' own Top Gun school.  We hear and see the good guy F-18s and the adversary  F5 and other jets almost daily taking off and landing.  Those of us out  on the water occasionally get a glimpse of the formations headed to or coming back from the maneuvering areas.  The Blue Angel demonstration team will accentuate the jet lover's viewing experience with precision flying slow to fast, high to low, formation and single.  It's really a thrill to watch.

In celebration and support of the  US  military the Irish Oak Barrel offers all current and veteran Military service men and women 20% off all drinks Sunday March 31st.


The PUnkabillys at the Irish Oak Barrel April 6th

Additional Information

The Punkabillys Irish Band will play at the Irish Oak Barrel on April 6th.   They will rock the house from the Irish Oak Barrel Balcony. Come see, hear and enjoy the Punkabillys. Also enjoy your favorite libation and if you don't have a favorite try one of our selection of more than  300 beers, ales, stouts, whiskys, whiskeys, bourbons, scotches, cordials, wines, and mixed drinks.  You'll be sure to find what can be your new favorite.