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The Expert’s Guide to Meeting Cougars in Jacksonville in 2024 - Best Local Cougar Bars & More

A Jacksonville cougar on her phone while 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!

The Best Places to Find Cougars in Jacksonville

With close to a million people living in Jacksonville, it's fair to say that the city has a decent share of cute +40 y/o women (aka. cougars) who are still charming and are looking for fun. For this reason, this guide is designed to show you exactly where to meet hot Jacksonville cougars and then where to take them out once they agree to date you.

We covered every possible option, from fancy bars to cool parks, so you can have fun with whoever you choose regardless of her goal (be it a quick fling or a long-term relationship).

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 cougar dating apps that actually work in Jacksonville

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!

Homepage of AFF

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

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 AFF (which has a great free trial).

Make no mistake, AFF 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 AFF!

Try AFF 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 AFF'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.

Home page of eHarmony

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

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 eHarmony's 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 eHarmony 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 eHarmony, 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

eHarmony 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 eHarmony 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 eHarmony 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.

eHarmony trial

If you haven't tried out eHarmony's 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 eHarmony is a recipe for success!

Jacksonville cougars and their dates at the bar of Myth Club


Myth Nightclub is one of the best Jacksonville cougar bars

Despite switching names a few times, this venue (now called Myth) is a big deal in Jacksonville. Fashionable cougars (i.e., flat stomach, tight dresses, and fillers in nice places) come here from all around the city to have fun and enjoy the night.

The place is often busy, but not to the degree where you can't hear each other from the loud DJ. It's a good mix between vibey and intimate that cougars enjoy (and hopefully you).

One thing you can also do is to flirt with some girls that you can approach - even if they aren't super attractive - just to warm up your approaching and flirting muscles. If you need more help with flirting, check our guide for the 360 flirting questions you can ask any girl. It will definitely help you.

The Apps Dating Coaches Recommend Most To Meet Cougars

More and more older women are only using apps and sites to meet guys, especially younger guys. You need to be on at least one or two apps now if you want to get the best results you can. These are the apps that give normal guys the best success meeting cougars:

SiteOur ExperienceOur RatingFree Trial Link
Best Hookup Site Cougars
Experience Highlights
Experience Highlights
  • The best way to meet cougars for hookups by far
  • Best results for regular guys
  • Over 60 million active members
  • Not good for long-term relationships
Try AFF For Free
Best For Relationships
Experience Highlights
Experience Highlights
  • Easily the best option for long-term relationships
  • 75% of all online marriages start here
  • 70% of users meet their spouse within a year
  • In-depth signup and matching process
Try eHarmony
2nd Best For Hookups
Experience Highlights
Experience Highlights
  • 2nd best option to find hookups
  • Attracts an older crowd than most hookup apps
  • Pretty popular
  • Great free trial
Try Passion

A cute Jacksonville cougar hooking up at Myth Nightclub


Top Jacksonville Cougar Bars and Cougar Clubs

Contrary to what many people think, cougars still receive high demand from guys despite their age. You wouldn't read this post if it wasn't true. So expect some competition from other men, especially in bars and clubs.

Bring your best game to the house and dress to impress. A cougar with long-term mating ambitions will pay attention to how financially secure you are in addition to your confidence. So you must look sharp, and maybe go one step above the venue's dress code (unless you have a model-like physique that looks perfect in whatever you wear).

Here are a few places where you can meet tons of Jacksonville cogars during the night.

You may also want to go early to warm up the place and make some friends before approaching women. Talk to the bartenders, bouncers, and waitresses and even befriend them. They will give you social proof in front of women and boost your value, and will also warm up your voice, eye contact, and body language.

I used to bring girls to a nearby bar in New York on first dates, and sometimes the waitress would help a friend out and flirt with me on purpose just to keep the girl on her toes. The girl would instantly move from the assumably "queen" of the date to someone competing for my attention. An hour earlier at the bar may get you the same thing with Jacksonville cougars.

Jacksonville's cougars on a double date during the day at Athens cafe

Meet Cougars in Jacksonville During the Day

Some men think it's hard meeting women, especially cougars, during the day. This is partially wrong. Despite the fact that women are more welcoming during the night, there are still a few perks to day-gaming them. First off, there's no competition whatsoever in the morning so you won't get bummed by a better-looking dude with a heavier wallet.

Second, she doesn't expect it which makes your job easier to sweep her off her feet with a few good words. Finally, it says you're brave. Most women like being approached by a cool man in broad daylight.It resonates with the romantic movies they watch and gives them a story to share with their friends. However, it all comes down to your communication skills and sense of self-worth.

If you can walk to a woman and talk to her with ease then these spots might be perfect for you.

A hot Jacksonville cougar having fun at Breezy Jazz Club


The Guide to Cougar Dating in Jacksonville 

Ok, so we already showed you where to find hot Jacksonville cougars. Now it's time to show you where to take them - assuming you did everything well from "hi" to getting her number and asking her out.

We divided our picks into three categories depending on what both of you want. The bars and nightclubs are for casual, spontaneous hookups, and the theatres and parks for long-term options. We also added a few excellent restaurants to the mix because we know that many cougars are into fine dining.

The best places to take Jacksonville cougars out during the night

If you want to keep it casual then moving her between different bars will help you close faster. What matters here isn't the quality of the venue but how close it is to your place. Of course, you don't want to drink piss-poor beer anywhere but if the choice is between bar A (super fancy but far) and bar B (good enough but close) then go for B.

The plan is to bounce her between two to three places before going to your place (or hers, whichever is closer). So, when you choose from the list below, pick the closest one and don't worry about the quality. They're all excellent.

A Jacksonville cougar drinking beer at Sidecar Bar

Here are a few dating ideas for those who don't like noisy nightclubs and want to take it slow. Anything you're looking for from piano and jazz bars to comedy clubs, theatres, and a cool museum that I personally like (The Brumos).

Also, in case you decide on taking her to the movies or a comedy club, don't do it on date one (or even two). First dates are usually about sharing stories and showing her how cool you are. And you can't do it when you're competing for her attention with some comedian or a Tom Cruise thriller.

A Jacksonville couple celebrating their anniversary on a date at Marker 32


If you're in it just for the hookups, then taking every cougar you date to a fancy restaurant may not be the best bet for your wallet (or at least for most men). However, some women - especially cougars - are into fine dining. Maybe she wants to build a connection or she's just sizing up your wallet. Either way, it's the desired option for many cougars.

Below is a list of our favorite Jacksonville's posh restaurants. Maybe you can take her to one of them someday.

Don't hype over the food quality when at the restaurant. You've already demonstrated your "providing" qualities by bringing her here. So, there's no need to overstress it or she will think money is the only game you have.

Have a few topics in mind if you're shy or not a good storyteller. The first time I went out with a really hot girl I wrote a few topics on a small card and kept it in my wallet just in case. I didn't need it, but I felt safe. You can also use a few "rephrases" to build intimacy with her. Listen with attention and wait till she speaks about herself then repeat what she says but with different words. Do it every now and then in a subtle way and she will believe you're special.

A map of all the best cougar dating spots in Jacksonville

To free your mind from all the navigation hassle, we combined all our recommendations in just one map. Use it, have fun, and don't forget to email us your results.

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