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The Roundup — Restaurant in Pensacola

Name
The Roundup
Description
Easygoing gay club with a spacious outdoor deck, kitschy decor, pool tables & karaoke nights.
Nearby attractions
Waterboyz
380 N 9th Ave, Pensacola, FL 32502
Pensacola Bay Center
201 E Gregory St, Pensacola, FL 32502
Admiral Mason Park
200 S 9th Ave, Pensacola, FL 32502
Pensacola MESS Hall
418 E Wright St, Pensacola, FL 32502
The Graffiti Bridge
N 17th Ave, Pensacola, FL 32502
The Historic Sacred Heart Hospital
1010 N 12th Ave, Pensacola, FL 32501
Pensacola Arts Market
1101 N 12th Ave, Pensacola, FL 32503
Nearby restaurants
McGuire's Irish Pub
600 E Gregory St, Pensacola, FL 32502
Rodizio Grill - Pensacola
605 E Gregory St, Pensacola, FL 32502
The Melting Pot of Pensacola
418 E Gregory St Suite 500, Pensacola, FL 32502
Di Da Food Truck
500 E Heinberg St, Pensacola, FL 32502
Cactus Cantina Downtown Pensacola
601 E Gregory St, Pensacola, FL 32501
Broussard's Bayou Grill & Cajun Market - Pensacola
690 E Heinberg St, Pensacola, FL 32502
Hot Spot Barbecue
901 E La Rua St, Pensacola, FL 32501
Cafe Single Fin
380 N 9th Ave, Pensacola, FL 32502
Another Broken Egg Cafe
721 E Gregory St, Pensacola, FL 32502
Levant Mediterranean Grill
440 E Chase St, Pensacola, FL 32502, United States
Nearby hotels
Courtyard by Marriott Pensacola Downtown
700 E Chase St, Pensacola, FL 32502
Residence Inn by Marriott Pensacola Downtown
601 E Chase St, Pensacola, FL 32502
Hilton Garden Inn Pensacola Downtown
8 S 9th Ave, Pensacola, FL 32502
Pensacola Grand Hotel
200 E Gregory St, Pensacola, FL 32501
Lily Hall- A Boutique Hotel
415 N Alcaniz St, Pensacola, FL 32501
Related posts
Keywords
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The Roundup things to do, attractions, restaurants, events info and trip planning
The Roundup
United StatesFloridaPensacolaThe Roundup

Basic Info

The Roundup

560 E Heinberg St, Pensacola, FL 32502, United States
4.3(87)
Save
spot

Ratings & Description

Info

Easygoing gay club with a spacious outdoor deck, kitschy decor, pool tables & karaoke nights.

attractions: Waterboyz, Pensacola Bay Center, Admiral Mason Park, Pensacola MESS Hall, The Graffiti Bridge, The Historic Sacred Heart Hospital, Pensacola Arts Market, restaurants: McGuire's Irish Pub, Rodizio Grill - Pensacola, The Melting Pot of Pensacola, Di Da Food Truck, Cactus Cantina Downtown Pensacola, Broussard's Bayou Grill & Cajun Market - Pensacola, Hot Spot Barbecue, Cafe Single Fin, Another Broken Egg Cafe, Levant Mediterranean Grill
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Phone
+1 850-433-8482

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Reviews

Nearby attractions of The Roundup

Waterboyz

Pensacola Bay Center

Admiral Mason Park

Pensacola MESS Hall

The Graffiti Bridge

The Historic Sacred Heart Hospital

Pensacola Arts Market

Waterboyz

Waterboyz

4.6

(153)

Open 24 hours
Click for details
Pensacola Bay Center

Pensacola Bay Center

4.4

(1.4K)

Open 24 hours
Click for details
Admiral Mason Park

Admiral Mason Park

4.8

(332)

Open 24 hours
Click for details
Pensacola MESS Hall

Pensacola MESS Hall

4.7

(151)

Open 24 hours
Click for details

Things to do nearby

5TH ANNUAL DOLPHLAND NEW YEARS MEGA CAR SHOW!  WAHOOS STADIUM ! PENSACOLA
5TH ANNUAL DOLPHLAND NEW YEARS MEGA CAR SHOW! WAHOOS STADIUM ! PENSACOLA
Sat, Jan 3 • 9:00 AM
351 West Cedar Street, Pensacola, FL 32502
View details
Seville Quarters 2026 New Years B.A.R.E Ball
Seville Quarters 2026 New Years B.A.R.E Ball
Sun, Jan 4 • 8:00 PM
130 E Government St, Pensacola, FL 32502
View details
Guided kayaking island hopping eco tour
Guided kayaking island hopping eco tour
Fri, Jan 2 • 1:00 PM
Pensacola, Florida, 32507
View details

Nearby restaurants of The Roundup

McGuire's Irish Pub

Rodizio Grill - Pensacola

The Melting Pot of Pensacola

Di Da Food Truck

Cactus Cantina Downtown Pensacola

Broussard's Bayou Grill & Cajun Market - Pensacola

Hot Spot Barbecue

Cafe Single Fin

Another Broken Egg Cafe

Levant Mediterranean Grill

McGuire's Irish Pub

McGuire's Irish Pub

4.7

(3.5K)

Click for details
Rodizio Grill - Pensacola

Rodizio Grill - Pensacola

4.5

(1.6K)

Click for details
The Melting Pot of Pensacola

The Melting Pot of Pensacola

4.5

(763)

$$$

Click for details
Di Da Food Truck

Di Da Food Truck

4.9

(109)

Click for details
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Reviews of The Roundup

4.3
(87)
avatar
5.0
4y

I love this place, is it perfect? No, is it elegant? No but it IS fun, cozy, and excepting of ALL types of genders and identifications. I visit here on average of 2 nights a week fully dressed (CD) and have never felt out of place, disrespected or not welcome. What I love is everyone seems to respect everyone weather they are their “type” or not. The drag shows are amazing for a small town place and draw a pretty good crowd. Best $5 of entertainment in Pensacola! Monthly theme nights are a blast! See picture and the second Saturday’s are Leather and Denim night followed by the Live DJ night, rarely miss. The drink prices are standard and 90% of the time- made right and strong, the way they should be. Bar staff “bust their Azz” to keep up with the crowd. The Operations crew are effective and tireless to get the job done. Not to mention funny and accommodating. The outside deck is cozy and intimate lighted. Bottom line is everyone from the Bear masculine to the Crossdressed Fem will enjoy what I call my home away from home. If only they played more 80s and 90s music. The viewed average crowd age would match it. Take one of those unused Saturdays a month (last one for example) and make it a “Retro night” 80s etc. I’m betting when the word got out it would be a...

   Read more
avatar
5.0
11y

The RoundUp is best gay bar by far in Pensacola. There is always a good crowd and interesting people to meet. There is an awesome patio and a back bar, pool tables and an outside area. The main bar is confortable with a lot of places to sit and music videos playing in HD screens throughout the place. The Roundup is not a dance bar but there is an open area that is used occasionally for some who wish to shake it. There are also weekly events e.g. Karaoke night, country night etc. I wish there was more Leather events and a weekly leather night although it is the only place in town you find people wearing leather and uniforms. The RoundUp appeals more for a gay male clientele, as it should. Women are always welcome and are more prominent in special events such Karaoke night. At any given night if you spent enough time there you may get a close up glimpse of a passing by train! The RoundUp is truly a...

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avatar
5.0
1y

It's considered to be a Levi/leather bar- with drag shows a few nights a week. The crowd is a good mix of locals and those on vacay. The friendly bartenders serve really good drinks and frosty beers at a reasonable price, and the folks who stop by for a cold one make for a very fun crowd. However, there is no food prepared on-site. They don't mind if you bring in food from outside. They just don't prepare and sell food there. It's an establishment that is welcoming to all who enter, as long as those who enter are there to have a fun time. It's a safe place where men and women can go and not have to worry about being judged. Just one request before entering- please leave your fears, your drama, your hate, and your prejudices outside- and let...

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Posts

Darryl RowanDarryl Rowan
I love this place, is it perfect? No, is it elegant? No but it IS fun, cozy, and excepting of ALL types of genders and identifications. I visit here on average of 2 nights a week fully dressed (CD) and have never felt out of place, disrespected or not welcome. What I love is everyone seems to respect everyone weather they are their “type” or not. The drag shows are amazing for a small town place and draw a pretty good crowd. Best $5 of entertainment in Pensacola! Monthly theme nights are a blast! See picture and the second Saturday’s are Leather and Denim night followed by the Live DJ night, rarely miss. The drink prices are standard and 90% of the time- made right and strong, the way they should be. Bar staff “bust their Azz” to keep up with the crowd. The Operations crew are effective and tireless to get the job done. Not to mention funny and accommodating. The outside deck is cozy and intimate lighted. Bottom line is everyone from the Bear masculine to the Crossdressed Fem will enjoy what I call my home away from home. If only they played more 80s and 90s music. The viewed average crowd age would match it. Take one of those unused Saturdays a month (last one for example) and make it a “Retro night” 80s etc. I’m betting when the word got out it would be a popular attraction.
It's just meheeheeIt's just meheehee
The Roundup is ABSOLUTELY THE BESTICLES!!!! THE MOST AMAZING HALLOWEEN COSTUME CONTEST I'VE EVER WITNESSED!!!! ABSOLUTELY, POSITIVELY, MOST DEFINITELY THE MOST FUN OF ALL TIME I'VE EVERRRRR HAD IN ANY BAR N I'M 40!!!!! The atmosphere is magnetic, the people are very friendly and welcoming, beautiful people and 2 good pool tables to boot! I'll be back 10000000 out of 10 is their score from a 1-10!!!! THANK YOU ROUNDUP FOR AN AMAZING EVENING FILLED WITH LAUGHTER AND JOY, BEAUTIFUL COSTUMES AND AN ALL AROUND WONDERFUL TIME!!!!!
Ken DaytonKen Dayton
The RoundUp has been a great place to meet up with old friends or make new ones ever since I moved to Pensacola in 1986. The new one has a great layout where you can be in the middle of everything or get a semi quiet corner to yourself. Excellent crowd mix and superb staff too! Bars come and go but this one has achieved icon status for a reason.
See more posts
See more posts
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Find your stay

Pet-friendly Hotels in Pensacola

Find a cozy hotel nearby and make it a full experience.

I love this place, is it perfect? No, is it elegant? No but it IS fun, cozy, and excepting of ALL types of genders and identifications. I visit here on average of 2 nights a week fully dressed (CD) and have never felt out of place, disrespected or not welcome. What I love is everyone seems to respect everyone weather they are their “type” or not. The drag shows are amazing for a small town place and draw a pretty good crowd. Best $5 of entertainment in Pensacola! Monthly theme nights are a blast! See picture and the second Saturday’s are Leather and Denim night followed by the Live DJ night, rarely miss. The drink prices are standard and 90% of the time- made right and strong, the way they should be. Bar staff “bust their Azz” to keep up with the crowd. The Operations crew are effective and tireless to get the job done. Not to mention funny and accommodating. The outside deck is cozy and intimate lighted. Bottom line is everyone from the Bear masculine to the Crossdressed Fem will enjoy what I call my home away from home. If only they played more 80s and 90s music. The viewed average crowd age would match it. Take one of those unused Saturdays a month (last one for example) and make it a “Retro night” 80s etc. I’m betting when the word got out it would be a popular attraction.
Darryl Rowan

Darryl Rowan

hotel
Find your stay

Affordable Hotels in Pensacola

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
The Roundup is ABSOLUTELY THE BESTICLES!!!! THE MOST AMAZING HALLOWEEN COSTUME CONTEST I'VE EVER WITNESSED!!!! ABSOLUTELY, POSITIVELY, MOST DEFINITELY THE MOST FUN OF ALL TIME I'VE EVERRRRR HAD IN ANY BAR N I'M 40!!!!! The atmosphere is magnetic, the people are very friendly and welcoming, beautiful people and 2 good pool tables to boot! I'll be back 10000000 out of 10 is their score from a 1-10!!!! THANK YOU ROUNDUP FOR AN AMAZING EVENING FILLED WITH LAUGHTER AND JOY, BEAUTIFUL COSTUMES AND AN ALL AROUND WONDERFUL TIME!!!!!
It's just meheehee

It's just meheehee

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Pensacola

Find a cozy hotel nearby and make it a full experience.

The RoundUp has been a great place to meet up with old friends or make new ones ever since I moved to Pensacola in 1986. The new one has a great layout where you can be in the middle of everything or get a semi quiet corner to yourself. Excellent crowd mix and superb staff too! Bars come and go but this one has achieved icon status for a reason.
Ken Dayton

Ken Dayton

See more posts
See more posts