Portside Bar & Grill

10/04/2026

Zach Lovering Music every Sunday in October 4-7pm!

10/04/2026

A beautiful Sunday to watch some football and listen to live music! We have the NFL Sunday Ticket + Zach Lovering playing from 4-7pm today!

10/03/2026

Need some sunshine in your life after all of this rain? Come hang out at the pool and catch some live music! Derek dunbar playing today from 4-7pm.

Specials for today:

California Burrito & Pork Chile Verde Soup

10/02/2026

The weather is clearing up nicely! Live Music was pushed back an hour to 5pm with Mike Dillon! We have a California Burrito and Pork Chili Verde Soup on special!

10/01/2026

Live music in Key West all weekend at Portside Bar & Grill.

Friday — Mike Dillon, 4–7pm Mike Dillon
Saturday — Derek Dunbar, 4–7pm Derek Dunbar
Sunday — Zach Lovering, 4–7pm Zach Lovering Music

09/17/2026

Kick off Thursday Night Football at Portside with game day specials, a lively atmosphere, and waterfront views. From crowd-favorite wings to shareable snacks and ice-cold drinks, we have everything you need for the ultimate waterfront watch party.

09/01/2026

Are you looking for a place to unwind? We’ve got everything you need to make that happen!

📺 9 TVs to catch all the action this football season
🚬 A Cigar Lounge and Premium Ci**rs
🏊‍♂️ A pool for the ultimate day of relaxation
🍹The best tequila selection in the Florida Keys
🌮 Delicious Food (No Seed Oils Used)

Come by and check out what you’re missing!

08/30/2026

🎣 Cook Your Catch -$15 🎣

Bring us your fish and we will cook it for you! Served blackened or grilled with your choice of 2 sides! 7 Days A Week!!

08/28/2026

08/08/2026

🚨UPDATED HAPPY HOUR MENU! 🚨

16oz Draft B**r has been added! Happy Hour Daily 3-6pm!