Caribbean Club

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”.

Join us for live music daily—rain or shine. We have karaoke every Wednesday night, plus an incredible line up of local musicians and touring artist.

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 proud to host Take Two Kitchen’s Food Truck. Open Wednesday through Sunday from 11am to 9:30pm-ish.

BAR HOURS: 7AM TO 1AM-ISH Daily

We are a CASH ONLY bar, but we do have an ATM onsite.

Apr
27
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →
May
4
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →
May
6
5:30 PM17:30

Monday Music with Ray Nichols

Join us for live music by a talented Ray Nichols, a country music singer and songwriter. 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?

Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.

View Event →
May
10
6:30 PM18:30

Koty James and the Keybillies Band - Live Music Outside 6:30pm - 10:30pm

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.

View Event →
May
11
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →
May
12
5:00 PM17:00

Sunday with The Luke Sommer Glenn Band at 5pm

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.

View Event →
May
13
5:30 PM17:30

Monday Music with Ray Nichols

Join us for live music by a talented Ray Nichols, a country music singer and songwriter. 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?

Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.

View Event →
May
17
6:30 PM18:30

The Joker's Gang Rock Band - Friday at 6:30pm

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.

View Event →
May
18
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →
May
20
5:30 PM17:30

Monday Music with Micah the Barstool Sailor at 5:30pm

We’re so excited to have Micah Gardner back on our outdoor stage this Monday from 5:30pm to 8:30pm.

Micah is a talented musician and songwriter. His original tunes invoke old school Keys vibes. You’ll love his storytelling, charisma and sense of humor that shine through his performances.

Come up for happy hour, sunset, and fantastic live music on the bay.

View Event →
May
25
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →

Apr
22
5:30 PM17:30

Monday Music with Micah the Barstool Sailor at 5:30pm

We’re so excited to have Micah Gardner back on our outdoor stage this Monday from 5:30pm to 8:30pm.

Micah is a talented musician and songwriter. His original tunes invoke old school Keys vibes. You’ll love his storytelling, charisma and sense of humor that shine through his performances.

Come up for happy hour, sunset, and fantastic live music on the bay.

View Event →
Apr
20
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →
Apr
19
6:30 PM18:30

The Joker's Gang Rock Band - Friday at 6:30pm

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.

View Event →
Apr
15
5:30 PM17:30

Monday Music with Ray Nichols

Join us for live music by a talented Ray Nichols, a country music singer and songwriter. 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?

Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.

View Event →
Apr
14
5:00 PM17:00

Sunday with The Luke Sommer Glenn Band at 5pm

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.

View Event →
Apr
13
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →
Apr
12
6:30 PM18:30

The Boogiemen Band - Friday at 6:30pm

Join us for the best of classic rock by the Boogiemen Band starting at 6:30pm on our outdoor stage! Come for sunset and stay to dance in the sand.

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.

View Event →
Apr
7
5:00 PM17:00

Matt Horan presents Dead Bronco - Sunday at 5pm

Join us for a night of traditional, old school country music by Dead Bronco (formerly Matt Horan & the C.A.F. Band). The outlaw songs start at 5pm! Put on your boots and get ready to dance in the sand. If you love country music, 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.

View Event →
Apr
6
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 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.

View Event →
Apr
5
6:30 PM18:30

Koty James and the Keybillies Band - Live Music Outside 6:30pm - 10:30pm

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.

View Event →
Apr
1
5:30 PM17:30

Monday Music with Ray Nichols

Join us for live music by a talented Ray Nichols, a country music singer and songwriter. 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?

Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.

View Event →
Mar
31
5:00 PM17:00

Velvet Moon - Sunday 5pm - 9pm

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, ice cold beers, and another gorgeous sunset on the bay.

Music is rain or shine. If the weather doesn’t cooperate, we’ll move the party inside.

View Event →
Mar
30
7:00 PM19:00

The Luke Sommer Glenn Band - Live Music Outside at 7pm

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! 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 to the indoor stage.

View Event →

104080 Overseas Hwy,
Key Largo, FL 33037
(305) 451-4466