Top 5 Best Karaoke Nights in St. Augustine
Looking for the best karaoke nights in St. Augustine? Whether you’re a mic-dropping superstar or just love to sing your heart out with friends, this charming coastal city offers some unforgettable karaoke experiences. From buzzing bars to karaoke in a cab, here are the top 5 best karaoke nights in St. Augustine you won’t want to miss.
1. Tradewinds Tropical Lounge
📍 Location: 124 Charlotte St, St. Augustine, FL
🎤 Karaoke Night: Wednesdays, 9 PM – 1 AM
A downtown classic, Tradewinds Tropical Lounge is the go-to karaoke spot for locals and tourists alike.

Set inside a historic building with tropical flair, Wednesday nights here are packed with enthusiastic singers and a lively crowd. Grab a strong drink, pick your favorite tune, and step into the spotlight.
Why It’s a Favorite:
- Iconic downtown vibe
- Friendly crowd
- Huge song selection and great sound system
2. Shanghai Nobby’s
📍 Location: 10 Anastasia Blvd, St. Augustine, FL
🎤 Karaoke Night: Sunday – Thursday, 10 PM – 2 AM
For a raw and rowdy karaoke night, head to Shanghai Nobby’s. This no-frills bar brings big personality and a devoted local following. Whether you’re a seasoned singer or just out for fun, the energy is electric and anything goes.
Starting on Monday, Aprill 7 from 7-10:30pm, Caraoke Cash Cab will be hosting an outdoor karaoke night called “Mood Mondays – Karaoke On the Patio” at Nobby’s weekly.
Why It’s a Favorite:
Great drink specials
Dive bar charm
Late-night party atmosphere
3. Ann O’Malley’s Irish Pub

📍 Location: 23 Orange St, St. Augustine, FL
🎤 Karaoke Night: Sundays, 9 PM – Midnight
This cozy Irish pub serves up a perfect end to the weekend with its laid-back Sunday karaoke night. Ann O’Malley’s is known for friendly vibes, an open-air patio, and a crowd that loves to sing along. It’s great for groups and casual hangouts.
Why It’s a Favorite:
- Chill Sunday night scene
- Classic Irish pub feel
- Ideal for group karaoke
4. Arnold’s Lounge

📍 Location: 3912 N Ponce De Leon Blvd, St. Augustine, FL
🎤 Karaoke Night: Thursdays, 8 PM – Midnight
Arnold’s Lounge is a beloved local dive bar that delivers a fun and no-judgment karaoke night every Thursday. Known for its affordable drinks and relaxed vibe, it’s the perfect place to sing your heart out without the pressure. Regulars love it for the strong community vibe and supportive crowd.
Why It’s a Favorite:
- Local favorite with great staff
- Budget-friendly drinks
- Low-key and welcoming
5. Caraoke Cash Cab
📍 Location: All around St. Augustine
🎤 Karaoke Anytime – While You Ride!
Looking for a karaoke experience that’s totally different? Enter the Caraoke Cash Cab – St. Augustine’s only mobile karaoke ride service! This taxi lets you sing karaoke in the backseat as you cruise to your destination. It’s part karaoke party, part game show, and totally unforgettable. Great for nights out, birthdays, or just spontaneous fun.
Why It’s a Favorite:
Great for groups, parties, or surprise dates
Sing on the go – no bar required
Unique and private karaoke experience
Final Note
Whether you’re belting out ballads in a bar or singing your heart out in a cab, St. Augustine offers a karaoke experience for every mood. Try them all and find your favorite mic moment in the Nation’s Oldest City!