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!
@thevolsteadjax
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!
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!
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.
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!
@danceclubjacksonville
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:
| Site | Our Experience | Our Rating | Free Trial Link |
|---|---|---|---|
Best Hookup Site Cougars  | Experience Highlights
| 9 | Try AFF For Free |
Best For Relationships  | Experience Highlights
| 9 | Try eHarmony |
2nd Best For Hookups  | Experience Highlights
| 8 | Try Passion |
rachelannenicholas
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.
- Sidecar - 140 W Monroe St Suite #100
- Cheers Mandarin - 11475 San Jose Blvd #7965
- Element - 333 E Bay St
- Riverside Liquors - 1251 King St
- River & Post - 1000 Riverside Ave #100
- 57 Heaven - 8136 Atlantic Blvd
- MOJO No. 4 Urban BBQ & Whiskey Bar -
- Aromas - 4372 Southside Blvd #101
- Grape & Grain Exchange -
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.
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.
- Hoptinger Bier Garden - 333 1st St N
- Yoga Den Studio - 8789 San Jose Blvd
- MBody Yoga - 3807 Southside Blvd
- Sippers Coffeehouse - 7643 Gate Pkwy N
- Bravo School of Dance - 9400 Atlantic Blvd
- Friday Musicale - 645 Oak St
- Intuition Ale Works - 929 E Bay St
- Athens Cafe - 6271 St Augustine Rd #7
- Jerry’s Sports Grille - 13170 Atlantic Blvd
- Wine Cellar - 1314 Prudential Dr
@tiarabreethemode
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.
- Dos Gatos - 123 E Forsyth St
- Lynch's - 514 1st St N
- Birdies - 1044 Park St
- The Garage - 2692 Post St
- Rouge - 927 King St
- The Ritz - 185 3rd Ave N
- The Shim Sham Room - 333 1st St N #150
More things to do on a date with a Jacksonville cougar
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.
- The Wine Bar - 320 1st St N #102
- Breezy Jazz House - 1402 San Marco Blvd
- Comedy Zone - 3130 Hartley R
- Tide Views Preserve - 1 Begonia St
- The Brumos Collection - 5159 San Pablo Rd S
- Florida Theatre - 128 E Forsyth St #300
- Laugh Lounge - 337 E Forsyth St
- Alhambra Theatre & Dining - 12000 Beach Blvd
@mktrombley
Best upscale restaurants to dine with Jacksonville cougars
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.
- Orsay - 3630 Park St
- Marker 32 - 14549 Beach Blvd
- Blue Orchid - 13475 Atlantic Blvd #32
- Ruth's Chris Steak House - Crown Plaza Hotel, 1201 Riverplace Blvd
- Chart House - 1501 Riverplace Blvd
- The Melting Pot - 7860 Gate Pkwy #101
- Black Sheep - 1534 Oak St
- Eleven South - 216 11th Ave S
- Enza's - 10601 San Jose Blvd Suite 109
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.
When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.
