Caribbean Club

Classic bayside dive bar for sunsets, live music, and cheap drinks
Caribbean Club, Overseas Highway
InsideOverseas Highway

Overview

A Keys classic since 1938, Caribbean Club is a laid‑back bayside dive with big Florida Bay views and a bit of Hollywood lore—the exterior featured in the Humphrey Bogart film Key Largo and it later popped up in Bloodline. It’s unpretentious, loud when it wants to be, and exactly the kind of salty stop that makes the Overseas Highway fun.

Why it’s worth a stop

Come for the sunsets and stay for the scene. The waterfront deck is the prime perch as the sky goes pink, and the crowd skews local and friendly. Live music runs most of the week (typically Thursday–Sunday), with karaoke on Wednesdays; if weather turns, the show moves indoors. Drinks are reasonably priced, and the vibe is festive rather than fussy.

Food and drink

You’re here for cold drinks and Keys atmosphere, not white tablecloths. Expect solid cocktails (Key Lime Pie–style rum punch gets shout‑outs) and beer. Hungry? Food trucks set up right out front most days, operating as separate businesses, so you can grab tacos or a sandwich and wander back to the bayside seating.

Logistics

  • Location: Mile marker ~104 bayside in Key Largo (address listed as 104080 Overseas Hwy).
  • Hours: Early to late; posted hours run 7 AM–2 AM daily.
  • Payment: Cash only.
  • Facilities: Restrooms available; outdoor seating dominates the experience.
  • Boaters: There’s an on‑site boat ramp with trailer parking. Fees are straightforward—about $20 for day use, plus another $20 if you’re leaving it overnight.

Best time to visit

Sunset is the headliner here. On Fridays and Saturdays the place surges from early evening through late night; arrive 30–45 minutes before sunset if you want a waterfront table and an easy parking spot. Weeknights are more relaxed but still lively when bands are playing. Daytime visits are mellow and scenic if you’re road‑tripping and just want a quick bayside pause.

Pros

  • Front-row sunset views on Florida Bay
  • Regular live music and a lively local vibe
  • Food trucks on site most days

Cons

  • Cash-only
  • Gets packed at sunset and on weekends

Tips

  • Bring cash—cards aren’t accepted.
  • Arrive 30–45 minutes before sunset to snag an outdoor table.
  • Weekends get crowded; try a weekday sunset for more elbow room.
  • Live music is common Thu–Sun and karaoke hits on Wednesdays.
  • Boaters: on‑site ramp and trailer parking are available; day and overnight fees apply.
The Parkwolf tour guide sitting on a phone mounted in a car

Parkwolf Tour Guide

Like a tour guide in your car.

Save the places you found around Overseas Highway, then let Parkwolf guide the drive between them.Download Parkwolf on the App Store