12 Top Spots And Bars To Meet Single Cougars In Jacksonville In 2020

Beautiful cougars in Jacksonville Florida having fun with oranges

Believe it or not, it’s easy to meet cougars in Jacksonville. 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 cougar sightseeing 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 in Jacksonville 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 Jacksonville cougars 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!

Meet Cougars In Jacksonville in These Places

Here is our list of great places to check out to meet the most beautiful Jacksonville cougars:

Orsay attracts some of the hottest single cougars in Jacksonville


Say what you need to say at Orsay

In terms of great taste, Orsay is probably the most consistent restaurant in Jacksonville. 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.

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For guys just looking to score use Adult FriendFinder is the easiest way (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 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 AFF For Free


Friday Musicale has Jacksonville cougars in the crowd throughout the week


Friday Musicale is for cultured Jacksonville cougars

Friday Musicale is one of Jacksonville’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.


Cougar Life is the top choice for most guys to meet cougars in Jacksonville 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!

Try Cougar Life For Free


Where else can you meet lots of single cougars in Jacksonville but Grain and Grape?


Have late-night happy hours at Grape & Grain Exchange

The Grape and Grain Exchange brings the “garden to bar” movement in Jacksonville. 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 in Jacksonville 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.

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Cougars in Jacksonville like eHarmony for long-term relationships (try it now)

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 Jacksonville 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!

Try eHarmony Free


Cougars in Jacksonville with discerning tastes go to Bistro AIX


Find a delicious cougar dish at 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 in Jacksonville.

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Enjoy a great meal with Jacksonville cougars at Matthews


Expand your tastes and meet cougars in Jacksonville at Matthew’s Restaurant

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 Jacksonville.

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.

Cougar Bars in Jacksonville Worth Checking Out

Here are the Jacksonville cougar bars you need to check yourself right now:

Meet enticing cougars in Jacksonville at Cuba Libre


Cuba Libre Dance Club is one of the best cougar bars in Jacksonville

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 Jacksonville 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!

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Get affordable drinks and party with Jacksonville cougars at Mojo No. 4


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

Mojo no. 4 is located at the trendy part of Jacksonville. 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 cougar bars in Jacksonville. 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.

Wine and dine with Jacksonville cougars at the 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.

You need to try this

Seven Bridges Grille & Brewery is a fantastic Jacksonville cougar bar

Located in Southside Jacksonville, 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 Jacksonville 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.

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

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 Jacksonville 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.

For more recommendations check out more great guides to meet cougars:

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