19 Great Cougar Apps and Bars To Meet Single Cougars In Jacksonville For 2021

Single cougar in Jacksonville taking a break from jogging

Believe it or not, it’s easy to meet cougars in Jacksonville if you know where to look. With its vibrant online dating scene and amazing places, you have so many options to explore. From shopping malls and organic stores to nightclubs, our area is lush with sexy older ladies from sunrise ’til sunset. Opt for St. John’s Town Center or Whole Foods for your daytime hunting. Then, visit the many Jacksonville cougar bars at night. You’ll never get tired of all the single older women you will see and boy, these ladies will never get tired of you!

Visit neighborhoods like Avondale or go to a nearby yoga studio. But knowing where the other hunting grounds are in such a large city like ours can be tricky. There are so many fantastic restaurants and cougar bars that it’s easy to lose track of time and money.

Fortunately, this guide can make things easier for you! We’ve gathered a list of some of the top spots where you can meet cougars where they go for nights out and tasty meals. These places are where fun and flirtation are guaranteed for young cubs like you!

Prepare your best moves, don your best outfit and head out to these places! It’s time to get lucky!

Best cougar bar in Jacksonville for guys

Let's start off the list with one of our all-time favorite places to meet older women. We think you'll love this spot!

The Volstead charms Jacksonville single women

The Volstead charms Jacksonville single women


In recent years, Downtown has been gaining sophistication and culture. That’s in large part due to trendy, stylish bars like The Volstead popping up. To be fair, there aren’t really a lot of bars like The Volstead, a prohibition-inspired cocktail lounge. The moment you walk in, you’ll feel like you were transported 100 years to the past.

There are a number of reasons this cocktail bar is a draw for Jacksonville single women. For one, it’s not dank and filled with drunk sports fans. Secondly, the ever-present jazz music is calming and unobtrusive; you can actually hold a conversation. Add in the finely crafted, “bespoke” cocktails and you have exactly the kind of place women love to be.

The best options to meet cougars in Jacksonville online

More and more mature women now use the internet to find dates. If you don't at least try it out, you're missing out!

Adult FriendFinder is a great Jacksonville cougar dating site if you want to get laid (try it free)

Homepage for Adult Friend Finder

Lots of cougars already know what it’s like to be in a relationship. Some of them have even been married before. So a lot of them prefer something a little more casual and fun. For that, they turn to Adult FriendFinder.

Make no mistake, Adult FriendFinder is the number one site for finding sex and nothing more. Other sites give you a mix of singles who want either a relationship or just sex. But here, you’ll only be meeting folks who want to hop into bed with you.

This is our preferred way to meet cougars to take home around the city!

If you exclusively want to meet women aged 30 and above, you’ll love it here too. Each time we used the site we met dozens of women in their 30s and 40s nearby. Sure, you might meet a few in their 20s, but they’re a lot less common. It’s basically paradise for horny cougars and guys like you who want them.

Get some action tonight when you use Adult FriendFinder!

Try Adult FriendFinder For Free!
If you actually want to meet single cougars who are more interested in fun in the bedroom than a long-term relationship you need to check out Adult FriendFinder's free trial with this link. We've spent many months testing out 100+ different sites and apps to meet cougars and AFF has consistently been the easiest way for most men.


Cougar Life is the top choice for most guys to meet cougars for a relationship (try it free)

Homepage for Cougar Life

There are several great options to meet cougars in Jacksonville when you're going out but you only have so much time and money you can spend. If you REALLY want to meet a lot of single cougars you need to be smart and efficient with your time. That means checking out Cougar Life's free trial.

A lot of cougars have stopped spending time in bars and clubs and ONLY meeting single guys online. They're busy too and being able to connect with men, especially when they want to date younger guys, makes their life (and your life) a LOT easier.

If you haven't tried out online dating yet to meet cougars you're missing out on a TON of opportunities!

There are a few reasons why we've found Cougar Life to be the best option for most guys and why it's at the top of our rankings for the best cougar dating apps and sites:

You won't find more Jacksonville cougars on any other site or app

There are other options out there that have more people using them but actually finding single cougars can be very time-consuming. Even if you find attractive women over 35 using them you never really know if they're interested in dating younger guys.

With Cougar Life, every woman using it is VERY open to dating both younger and older guys and they aren't afraid to show it! No other option out there has more REAL COUGARS that you can actually meet up with.

Younger guys won't do better anywhere else

Cougar Life is great for older guys who want to date cougars but younger guys will be especially pleased with it. There is still a big stigma with women about dating younger guys in a lot of places and Cougar Life does a great job of making women feel comfortable with their desires.

No other option comes anywhere close to being as effective for guys who want to date older women!

Instead of worrying that the women you're messaging MIGHT be interested in a younger guy you know she is. Don't be surprised if you actually get older women messaging you first for once either!

These women actually want to meet up and there's a great variety

It doesn't matter how many people are using an app or site if all the women are just there for attention. Most of the bigger free apps out there are filled with time-wasting women who just want to collect compliments.

In our experience, the women on Cougar Life are MUCH more engaged and actually want to meet guys in person. Why else would they use such a specific site? There is also a great mix of women who want short-term fun and those who want an actual relationship. You can pick and choose.

If you haven't tried out Cougar Life's free trial you absolutely should. It's a great experience for most guys and a combination of time spend in our favorite places on this list and Cougar Life is a recipe for success!


Local Jacksonville cougar bars you have to try

Starting with the best drink spots in downtown we have:

The best cougar bars in downtown

Go downtown to find plenty of mature women looking for guys to date or have fun with. Here are some of our top picks.

Cuba Libre Dance Club is one of the best Jacksonville cougar bars Fun-loving cougars in Jacksonville at Cuba Libre


Cuba Libre is an exciting place to visit when you’re trying to find that special lady. It’s a wild and fun bar that gives everyone a reason to want to go and dance the night away.

Bust out your best Cuban dance moves as this is one of the best cougar bars in Jax to party in. Even if you’re not experienced in any Latin dancing, this can be the place to go and learn. It’s always fun to learn a new skill with a new potential lover as well.

Cuba Libre is a terrific place to meet mature women. Meet one who’s exactly your type and buy her a drink. Just get your groove on and maybe you’ll meet your match at the same time!

Wine and dine with Jacksonville cougars at the Wine Cellar

Exteriori of Wine Cellar


The Wine Cellar is just one of those places you need to go to if you’re a wine lover. If you want to discover new wines and new mature women, then look no further! At the Wine Cellar, whether your knowledge of wine is limited or broad, you’ll never feel like an outsider.

With a great selection of wines, you can easily discuss the flavors you’ve recently discovered with a cougar. From there you can have a chat about the wines you’ve both tried. A smooth move would be to find out her favorite kind and then buy a bottle for the two of you. She’ll love the fact that you listened and took the time to make sure she had her preferred drink.

The Wine Cellar also has fantastic food, so if the conversation goes well, then who knows? Maybe you two will be sharing dinner in no time.

Element is one of Jacksonville’s finest restaurants and nightclubs all in one

Element is one of the finest restaurants and nightclubs full of Jacksonville single women


If you’re looking to up your dating game, one thing to do is pick better dining options. Seriously, stop taking dates to the Olive Garden. That’s a surefire way to end the night with a handshake! Instead, choose Element, the bistro-slash-nightclub on East Bay, and you’ll start seeing a lot more enthusiasm in your dates.

Beyond a terrific menu for both food and cocktails, Element provides a full night out in one location. Come for dinner and then recommend heading to the adjacent Myth nightclub for dancing and drinks. For a night out, it’s the total package. Let the single women in town know that you are too.

Jerry’s Sports Grille for a sporty lady who just wants to have fun

Mature women at Jerry's Sports Grille


From good food to hot cougars, Jerry’s sports Grille has it all. This place is perfect if you fancy a nice drink or if you’re a sports fan who wants to catch all the big games. This cougar bar is friendly and bustling. It’s a great spot to bag yourself a local older lady.

Get in early as happy hour is only from 2 p.m. to 7 p.m. from Mondays to Thursdays. Or if you like, start your weekend by heading here. You’ll enjoy some great live bands and the fun, older crowd.

Have late-night happy hours at Grape & Grain Exchange

Beautiful cougars in Jacksonville Florida having fun with oranges


The Grape and Grain Exchange brings the “garden to bar” movement in town. This means that they serve delicious food through direct acquisition from the producer. They feature craft cocktails, beers and wines. Whatever you choose, it’s guaranteed fresh and delicious!

This little neighborhood spot has a backroom “speakeasy” vibe. It offers a more intimate atmosphere. So don’t be surprised if everybody seems to know each other here as they do have a community inside. Don’t fret because this also means that it’s easier to socialize with the older ladies.

Cougars go here for the live music and full bar. Their bartenders are also more than willing to accommodate you on your request. Ask them for recommendations or anything that will suit your taste. Plus, they have late-night happy hours even on Fridays! Come here for a chill night and enjoy flavorful drinks with a local older lady.

The best cougar bars in the suburbs

The suburbs of the city has some nice hidden gems if you want to party outside of the city center. Here's where you should go.

Meet your new love at MOJO No. 4 Urban BBQ & Whiskey Bar

Bottles of rare liquors from Mojo No. 4


Mojo no. 4 is located at the trendy part of town. It’s a cougar hotspot, and you’ll surely get a chance to snag a local older lady at this place.

This bar has one of the most impressive whiskey selections out of all the Jacksonville cougar bars. So if you’re a fan, go here. Better yet, why not walk up to the sexy older lady who got your attention? Ask her what her favorite type of whiskey is and offer to buy her one. Maybe she can suggest one for you to try as well. And from there, bond over your shared love of whiskeys.

Never fret if you don’t succeed at first because there are plenty of older women looking for cubs like you.

Seven Bridges Grille & Brewery is a fantastic Jacksonville cougar bar

Brewing ingredients from 7 Bridges Grille


Located in Southside, Seven Bridges Grille & Brewery has an extensive menu for everyone. This means you’re sure to get fueled up and ready for an action-packed night ahead.

In this brewery bar, you will find the cougars hanging out in groups of two or three. On a warm day, go to their outdoor patio area and strike a conversation with a sexy older lady. Offer to buy her a drink and see where it leads.

Where to pick up Jacksonville cougars at night

This is where you can go after the sun sets to find a lot of older single women:

Eclipse is our favorite dance club

Eclipse is our favorite dance club for single women in Jacksonville


Once you’ve taken a few dance classes, you’re going to want to find a place to show off your moves. While Myth, which we mentioned above, is nice, we’re actually bigger fans of Eclipse. It’s a bit more underground and for that reason dancing there feels extra intimate and exciting. That’s a perfect recipe for romance.

Different nights of the week offer various types of entertainment at Eclipse. If you’re still developing your dancing feet, come for the Wednesday and Thursday karaoke nights. Weekends are when the full-blown dance parties happen, with DJs blasting killer tracks. Whatever night you show up, you’re bound to find yourself surrounded by single ladies.

Friday Musicale is for cultured cougars from all over Florida

The colonial-inspired exterior of Friday Musicale


Friday Musicale is one of the city's hidden gems! Figuring out the whole process of how to get a single cougar interested can be tough and doing it in a fun place makes it that much more enjoyable. They offer free concerts every month, so check their site for an event you might be interested in. A little donation won’t hurt though since Friday Musicale is a non-profit organization. The proceeds go towards maintaining their buildings as well as their other programs like scholarships and free annual concerts.

There’s plenty of parking outside, and once you go in, it’s clean and well-maintained. The place boasts high white walls, tall pillars, and old-style architecture. Just the space itself is a work of art that you shouldn’t miss.

Because of its cosmopolitan feel, it attracts cougars in Jacksonville who are into arts and music. If you’re not really the type who likes drinks and partying, then this place is for you. You’ll love the atmosphere, and you’ll meet an artsy older lady with substance.

Find a delicious cougar dish at Bistro Aix

Two people talking at the bar of Bistro AIX


Bistro Aix is a great place to grab some fantastic food. With its extensive French menu, this place offers you a glimpse of the Parisian culinary scene. More than that, it’s the perfect place to meet some sexy older ladies.

This place will have you excited about the food and the women. If you see a woman sitting at the bar, ask her what she’s planning to order tonight. It’s an easy way to strike up a conversation. From there, see if she’s really your type.

Ask her if you can buy her a drink and maybe mention some random French trivia you know. This place is such a great environment to meet cougars.

Where to meet older women in Jacksonville during the day

If you're more of a morning person there are a lot of options that make sense for you too:

MBody Yoga will get you feeling zen about love

MBody Yoga will get you feeling zen about love and meeting single women seeking men in Jacksonville


If dancing is a bit too high-intensity for your tastes, maybe consider yoga. I know you probably picture super fit, granola-eating hippies when you hear the word. In fact, though, yoga is easily one of the most popular fitness options out there. It’s the health trend that is truly for every person.

At MBody Yoga on Southside Blvd, they offer yoga classes for every level. Whether you’ve been doing it for years or you’re just dipping your toes in, you’ll feel right at home. Most importantly, though, it’s a place to meet people. Plenty of single women in Jacksonville are doing yoga, so shouldn’t you? Seems like a no-brainer to us.

Bravo School of Dance wants you to bring your dancing shoes

Bravo School of Dance wants you to bring your dancing shoes to meet single women in Jacksonville


This list isn’t all about drinking establishments and dating sites. In fact, there are a lot of interesting alternative ways to meet single women seeking men in Jacksonville. One of the most enjoyable is the Bravo School of Dance. This dance school offers you a fun and active way to meet women, even if you’re a dance novice.

Many men scoff at the idea of taking dance classes. They think they’ll seem girly or that they’ll just be bad at it. That’s exactly why it’s such a great idea for meeting women. In any given class, you’re sure to be the minority, meaning your odds of making a connection are far greater. If your dating life is in a slump, break out of your comfort zone and find your groove.

Sippers Coffeehouse provides a cozy setting for getting to know a date

Sippers Coffeehouse provides a cozy setting for getting to know single women in Jacksonville


We have one last suggestion for meeting single women in town, and honestly, it’s a pretty obvious one. What’s just as social as a bar but without the sticky floors and expensive drinks? A coffee house, clearly. There is no more relaxed and welcoming way to meet a new friend than over a hot cup of java.

Our city has plenty of options for coffee, but we always skip Starbucks and go straight to Sippers Coffeehouse. Located in the Shoppes at Village Walk, it’s a surprisingly charming oasis over by UNF. Much of its charm is in its 50s diner-meets-rustic cabin feel. It’s exactly the kind of place where a casual meeting turns into the best date of your life.

Other great options for meeting older women in Jacksonville

Here are some more options for meeting older women in case you're not into bars and clubs.

Say what you need to say at Orsay

The gorgeously lit exterior of Orsay


In terms of great taste, Orsay is probably the most consistent restaurant in town. This is a local favorite and rightfully so. With every visit, you can expect a warm, genuine dining experience.

They have a vibrant atmosphere filled with helpful staff who are more than happy to serve you. You can even ask them for recommendations. But just to be clear, the food here is always good—no matter what you order. Try their Escargot. It has mushrooms and just the right amount of garlic. Yum!

Cougars in Jacksonville come here in groups to chat and flirt with young guys at the bar. So if I were you, I’d take a seat close to the bar and wait for the older ladies to pick me up. It’s that easy. You’re welcome in advance.

Jacksonville cougar dating sites like eHarmony are for long-term relationships (try it now)

Homepage for EH

We know you’re a busy guy who probably doesn’t have time to be going out to bars and nightclubs every night looking for cougars around town who might not even show up. Believe us, the cougars on eHarmony feel the same way (which is why they love the site!).

For the most relaxed approach to online dating with a communication process designed to help you succeed, you need to try eHarmony's proven trial. It’s where we have the best success rate when looking for attractive older women, especially those interested in more of a relationship.

eHarmony has over 33 million active members and they’ve been successfully matching up singles for almost twenty years now. These guys know what they’re doing and we’ve tested out A LOT of dating sites in our rankings of the best cougar dating sites and apps to try.

When you have one site or app that is responsible for 75% of all the marriages that start online you know they're legit!

Filling out your eHarmony profile does take a little longer than it does on the other sites, but it’s totally worth it. It’s one of the biggest reasons why the site is so successful – they match people based on common interests and values so you really are meeting women that you’re compatible with. It’s a great strategy because, well, it works.

This longer process also removes all the women who just want attention or an ego boost without any intention of meeting guys. When you remove all these time-sinks you get the experience of only meeting women who are VERY motivated to talk and actually meet up for dates.

Don’t just take our word for it, though. Give their trial a shot and experience the best site we have found for meeting cougars. Guys who don't have great skills with women will be especially happy here. It really does make the whole process easier.

If you want to get better results with women you have to try new things. This is an easy way to do that!


Expand your tastes and meet some interesting cougars at Matthew’s Restaurant

Matthews full of people on a weekend evening


If you’re looking for a fantastic meal and some great company, this will be the place to find it. It’s a classy spot that offers a great dining experience as well as has some of the best drinks in town. Sophistication oozes out of this place, which is also represented by the women who eat here. So grab yourself a meal here and pair it with a Jacksonville cougar to complete the experience.

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