Best Karaoke Bars Key West

Two Friends Patio Restaurant
512 Front St., Old Town
Two Friends has live music daily, but karaoke is the main event every Friday and Saturday at 8:30 pm. In fact, you can watch their live karaoke camera to check out the scene before you go. If you’re in need of liquid courage to belt out a tune, try the restaurant’s Bloody Mary, which was named the best on the island in 2016.

The Backyard Pool & Social Club
3820 N. Roosevelt Blvd., New Town
Our pool and social club at Blue Flamingo Resort keeps the fun going from day to night. With two pools, lawn games, mini golf, and Rum Row’s tiki bar and food truck, it’s the ultimate hangout. The star of the show? Our retrofitted Airstream Karaoke Cabana, where you can reserve your own private sing-along session — open to hotel guests and day pass guests via ResortPass.

801 Bourbon
801 Duval St., Old Town
Sunday is the most fun at 801 Bourbon, with your pick of Drag Queen Bingo or Sunday karaoke, held from 4 to 9 pm. Both events will have you roaring with laughter. 801 Bourbon is a lively, gay nightclub that puts on a mix of drag shows led by the world famous 801 Girls every night of the week – and Sunday karaoke is always expertly hosted. Open 10 am to 4 am daily.

Bobby’s Monkey Bar
900 Simonton St.
This gay-friendly Old Town dive bar maintains a fully-animated vibe and a hefty karaoke song selection. A dedicated stage for karaoke, pool table and fairly-priced drinks makes it easy to stay a while at Bobby’s Monkey Bar. CASH ONLY. Open noon to 4 am daily.