Where the famous movie Key Largo was filmed
Opened in 1938 and run by the Whitehurst family since 1963, the Caribbean Club is the oldest bar in the Upper Keys and one of the last relics of Old Key Largo. Full of character and characters, the Caribbean Club is a watering hole for locals and tourists alike.
With the Florida Bay as our backyard, our sunset views can’t be beat. We’re proud to be repeat winners of “Best Sunset” in the Keys Weekly’s “Best of the Upper Keys Awards” three years in a row.
Join us for live music EVERY DAY including our popular Karaoke Night on Wednesdays. We are honored to host the absolute best of Florida Keys musicians as well as renowned touring artists. Music is on our waterfront stage, but if the weather doesn’t cooperate, we’ll move the party inside.
Stop in and sip our famous Key Lime Pie Rum Punch under the palm trees or try a locally crafted beer while chatting it up with one of our favorite locals. Trust us, they have stories to tell!
Hungry?! We’re excited to host a food truck on property every day of the week. The B&G Spot pops up every Monday from 11am to 9pm. Then, Take Two Kitchen’s Food Truck, our permanent truck, is open Tuesday through Sunday!
BAR HOURS: 7AM TO 1AM-ISH Daily
We are a CASH ONLY bar, but we do have an ATM onsite.
Join us for live music on our waterfront stage by Adam Music from 6 to 9pm. Come for a night of classic rock and stay to watch another gorgeous sunset over the bay!
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Kick off your weekend with us! Come up for a night of fun classic rock on our waterfront stage. Music is from 6:30pm to 10:30pm!
If the weather is bad, we’ll move the party inside.
Hungry? Take Two Food Truck will be open in our backyard serving up delicious smash burgers, taco, bowls and more until 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Get ready to dance in the sand..
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us under the palm trees to listen to some great country and classic rock tunes by James Hamilton from 6 to 9pm. Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Join us for a night of great live music by Muddy & Odd on our waterfront stage from 6 to 9pm. If the weather doesn’t cooperate, we’ll move the party inside.
Food available from Take Two Food Truck in our front yard until about 9pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage by Adam Music from 6 to 9pm. Come for a night of classic rock and stay to watch another gorgeous sunset over the bay!
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for a fun night of classic rock and roll. This high energy band will have you up and dancing in the sand all night long! The LuLu Project features a charismatic lead singer and a group of super talented musicians. They are a Caribbean Club favorite!
Live music is on our outdoor stage, unless the weather doesn’t cooperate. Then, we’ll move the party inside!
Our outside tiki bar will be open, so you never have to miss a song.
Hungry? Take Two Food Truck will be serving up mash burgers and more until 9:30pm
See you on the dance floor!
oin us on Saturday, April 19th from 2pm to 7pm to help raise money for long time local and Key Largo School employee, Charmaine Noe.
There will be live music, raffles, a lotto basket, a silent auction and MORE! There’s also a yeti cooler filled with booze for raffle! (You can pre-buy these tickets at the Catch restaurant.)
On February 4, 2025, Charmaine was hospitalized due to septic pneumonia, which led to severe complications, including a collapsed lung. She flatlined, but was thankfully resuscitated. She then suffered three strokes caused by multiple blood clots.
Charmaine has been battling through these extreme health challenges, with 75% brain damage on the left side, 75% eyesight loss, and not being able to walk. As a result, she is currently being transferred to an Encompass Therapy Living Facility to regain her strength, cognitive abilities, and mobility.
As many of you may know, she has dedicated over twenty years to serving the children of Key Largo School, showing immense selflessness and care for those around her. Prior to working at the school district, she ran Buccaneer Island kitchen at Ocean Reef for twenty years.
At this moment, Charmaine’s family is reaching out to our community for support. If you or your business would like to donate an item to the fundraiser please contact Stephanie at +1 (305) 394-3326
If you can’t make the event, but would like to donate, please check out her GoFundMe: https://gofund.me/6492c093
One of the truly beautiful things about living in Key Largo is our giving community. We hope to see you on the 19th for a day of fun for a beautiful person
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Come up for great live music by these super talented Keys musicians. We’ll have our outdoor tiki bar open, so you never have to go inside and miss a song.
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside!
Hungry? Food will be available from Take Two Food Truck until around 9pm-ish!
Monday Music at the Caribbean Club is from 6 to 9pm on our waterfront stage! Come enjoy a gorgeous sunset and grab a drink from our backyard tiki bar. This week features a performance by Trevor Darden aka “Street Sinatra”. Trevor is a classic crooner. Come enjoy the best of R&B, modern soul, big band classics, and originals. You won’t want to miss this performance.
We’re lucky enough to have Luke Sommer Glenn rocking it solo on our stage this Tuesday from 6 to 9pm. Come up for the best of classic rock and outlaw country. Music is rain or shine. If the weather is bad, we’ll move the party inside.
Take Two Food Truck is open in our front yard unit around 9pm.
See you on the dance floor.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Koty James and the Keybillies play the best of old school country and classic rock! These local boys will have your toes tapping and your feet dancing. You don’t want to miss this show.
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Get ready to dance in the sand! The South Groove Party Band rocks our stage this Sunday at 5pm. This high energy band plays all your favorite hit dance songs. Their music spans genres covering Classic Rock, Alternative Rock, Blues, Country, and Pop Rock. If it's got a dance beat and heavy guitar, then they love to play it!
Music is rain or shine. If the weather doesn’t cooperate, then we’ll move the party inside.
Hungry? Check out Take Two Kitchen’s delicious offerings including smash burgers, tacos, wings, and more. Their food truck is open in our front yard until around 9pm.
See you on the dance floor!
Meet & Mingle Monday with Park Friends at the Caribbean Club! There will be live music and a raffle for a $100 Caribbean Club gift certificate to help support the work Friends of Pennekamp does!
Monday Music at the Caribbean Club is from 6 to 9pm on our waterfront stage! Come enjoy a gorgeous sunset and grab a drink from our backyard tiki bar. This week features a performance by the Lung duo, a pair of local singer-songwriters, from 6 to 9pm. Join us for a gorgeous sunset over the bay, grab a drink from our outdoor tiki bar, and dance in the sand to your favorite classic cover songs plus a few island originals.
Music is rain or shine. If the weather is bad, we’ll move the party inside.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our outdoor stage by the Jokers Gang Rock Band from 6:30pm to 10:30pm. Come for sunset and stay to enjoy your favorite songs from the 70s, 80s, and 90s!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Make sure to come hungry, Take Two Food Truck is open and serving up delicious smash burgers, tacos, wings and more until about 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
We’re lucky enough to have Luke Sommer Glenn rocking it solo on our stage this Tuesday from 6 to 9pm. Come up for the best of classic rock and outlaw country. Music is rain or shine. If the weather is bad, we’ll move the party inside.
Take Two Food Truck is open in our front yard unit around 9pm.
See you on the dance floor.
Monday Music at the Caribbean Club is from 6 to 9pm on our waterfront stage! Come enjoy a gorgeous sunset and grab a drink from our backyard tiki bar. This week features a performance by singer-songwriter Luke Woltanski from 6 to 9pm. Luke has a distinct style that combines Americanan with Gospel and R&B. Come up to enjoy sunset over the bay, a drink from our backyard tiki bar, and some fantastic live music.
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Join us for a night of blues, country, reggae, and rock by the Groove Brothers Band from 5 to 9pm on our outdoor stage. Music is rain or shine, so if the weather doesn’t cooperate, we’ll move the party inside.
Come hungry! Take Two Kitchen Food Truck is open in our front yard until 9pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Kick off your weekend with live music on our outdoor stage from 6:30pm to 10:30pm by the Velvet Moon Band. Join us for a night of excellent classic rock and another gorgeous sunset on the bay.
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Hungry? Food will be available from Take Two Food Truck until around 9:30pm.
Join us for live music on our waterfront stage by Adam Music from 6 to 9pm. Come for a night of classic rock and stay to watch another gorgeous sunset over the bay!
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Monday Music at the Caribbean Club is from 6 to 9pm on our waterfront stage! Come enjoy a gorgeous sunset and grab a drink from our backyard tiki bar. This week features a performance by Trevor Darden aka “Street Sinatra”. Trevor is a classic crooner. Come enjoy the best of R&B, modern soul, big band classics, and originals. You won’t want to miss this performance.
Get ready to dance in the sand! The South Groove Party Band rocks our stage this Sunday at 5pm. This high energy band plays all your favorite hit dance songs. Their music spans genres covering Classic Rock, Alternative Rock, Blues, Country, and Pop Rock. If it's got a dance beat and heavy guitar, then they love to play it!
Music is rain or shine. If the weather doesn’t cooperate, then we’ll move the party inside.
Hungry? Check out Take Two Kitchen’s delicious offerings including smash burgers, tacos, wings, and more. Their food truck is open in our front yard until around 9pm.
See you on the dance floor!
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
We’re SO excited to have the BOOTLEG Band back at the Caribbean Club! Join us for live music on our waterfront stage at 6:30pm. The BOOTLEG Band is a high energy band that plays excellent classic rock.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open in our backyard serving up delicious smash burgers, taco, bowls and more until 9:30pm.
Join us for live music on our waterfront stage by Adam Music from 6 to 9pm. Come for a night of classic rock and stay to watch another gorgeous sunset over the bay!
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for a night of reggae, rock and blues by Felix the CATT starting at 6pm EVERY Tuesday on our waterfront stage! Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Come hungry! Food is available from Take Two Food Truck until around 9pm.
See you on the dance floor.
Monday Music at the Caribbean Club is from 6 to 9pm on our waterfront stage! Come enjoy a gorgeous sunset and grab a drink from our backyard tiki bar. This week features a performance by the Panorama Duo. Come up for the best of classic rock and enjoy a gorgeous sunset over the bay. Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Join us for live music by the Retro Rebel Rock Band on our outdoor stage Sunday starting at 5pm. Retro Rebel Rock Band is a female fronted rock band that plays hits from the 60s through the 90s.
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Hungry? Check out the delicious food available from Take Two Food Truck - open in our front parking lot until around 9pm.
See you on the dance floor!
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
This Friday features the Ray Nichols Band on our waterfront stage from 6:30pm to 10:30pm. Join us for night the best country songs from the 80s to today. Grab a cocktail, take a seat by the water, and watch the sun go down over the bay while listening to some great tunes. What could be better?
Hungry? Take Two Food Truck will be open and serving up delicious food until around 9:30pm
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Join us for live music on our waterfront stage by Adam Music from 6 to 9pm. Come for a night of classic rock and stay to watch another gorgeous sunset over the bay!
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Join us for a night of reggae, rock and blues by Felix the CATT starting at 6pm EVERY Tuesday on our waterfront stage! Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Come hungry! Food is available from Take Two Food Truck until around 9pm.
See you on the dance floor.
Monday Music at the Caribbean Club is from 6 to 9pm on our waterfront stage! Come enjoy a gorgeous sunset and grab a drink from our backyard tiki bar. This week features a performance by the Lung duo, a pair of local singer-songwriters, from 6 to 9pm. Join us for a gorgeous sunset over the bay, grab a drink from our outdoor tiki bar, and dance in the sand to your favorite classic cover songs plus a few island originals.
Music is rain or shine. If the weather is bad, we’ll move the party inside.
Come up for great live music by these super talented Keys musicians. We’ll have our outdoor tiki bar open, so you never have to go inside and miss a song.
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside!
Hungry? Food will be available from Take Two Food Truck until around 9pm-ish!
Join us for live music on our waterfront stage starting at 7pm. The Luke Sommer Glenn Band plays the best of Classic Rock and Outlaw Country! Don’t miss this show. Luke is a Key Largo legend for a reason.
Come enjoy the bayside breeze, a beautiful sunset over the bay, and great live music!
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party to the indoor stage.
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Save the date for the BIGGEST Saint Patrick’s Party in the Upper Keys!
It will be a day filled with live music, a parade, green beer by Islamorada Beer Company, Irish whiskey, corned beef and cabbage, Irish dancers, live musi, vendors, and MORE!
This super fun fundraiser will benefit T.I.P.S. and their work with Key Largo School Athletics and Upper Key Kids.
MORE DETAILS TO FOLLOW
Interested in entering the parade (there’s prizes!!!), being a vendor, or have any questions? Shoot an email to UpperKeysIrishFest@gmail.com
Please drink responsibly. Have a designated driver or call a cab 💚💚💚
Kick off your weekend with live music on our outdoor stage from 6:30pm to 10:30pm by the Velvet Moon Band. Join us for a night of excellent classic rock and another gorgeous sunset on the bay.
Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.
Hungry? Food will be available from Take Two Food Truck until around 9:30pm.
Join us for live music on our waterfront stage by Adam Music from 6 to 9pm. Come for a night of classic rock and stay to watch another gorgeous sunset over the bay!
Hungry? Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.
Karaoke night is EVERY Wednesday starting at 8:30pm! It doesn’t matter if you have the voice of an angel or can’t carry a tune, as long as you’re having a blast!
Take Two Food Truck will be open and serving up delicious smash burgers, tacos, and more until about 9:30pm.