12 Faithfully Proven Spots for Meeting a Single Cuban Cougar In 2019

Exercising with a Cuban cougarSo you’re interested in a woman who is at least a few years older than you and hails from Cuba? You like what you like and there’s no reason to deny there is a lot to like about a Cuban cougar. The sooner you find out what you really want, the sooner you can go in pursuit of it.

The good news is that we have a few great suggestions on where you can find them.

Cuban Cougar Love These Places

Cuban Cougars love Cuban cafes

It’s hard to resist the call of a good Cuban sandwich – and that’s how a Cuban cougar feels, too. When you find an amazing Cuban café, be sure to visit it frequently as your soulmate might be visiting the same place.

Go in and enjoy the food while keeping an eye out for a mature woman who comes in to order. If you get friendly with the staff, let them know you’re single and looking to date. They might be the ones to help you with your love connection.

Cougar Life makes finding a cougar easier than you think

Dating sites are always popping up, promising to help find the woman you are looking for. Many are good at what they do, but it’s not always easy to find a Cuban cougar. There are a lot of women who would prefer to date men the same age or even older than them.

This is where Cougar Life (which you can try for free here) is different and that’s why you need to be realistic about what you want. This site is specifically designed to match older women with both younger and older guys.

We have seen a lot of guys find success online (and have had a lot of success ourselves) so every year we rank and review all the top sites to meet a cougar. As you can see in our annual review of the best cougar dating sites, Cougar Life has been the top site around for a few years now.

Give their free trial offer a shot and see what we are talking about. You don’t have much to lose and need to shake up your strategy if you are not getting the results you want now!

Latin Market have a lot of Cuban cougars

When it comes to cooking, lots of Cuban women like to cook Caribbean food. If you’ve taken a look at your local grocery store, they lack a lot of Caribbean flavors. This means that these women are going to rely on going to a Latin market where they can find the ingredients they need.

Our advice to you is to start heading to a Latin market for at least some of your grocery shopping. Go at different times of the day so you can see when the cougars choose to do most of their shopping.

If you find a woman you’re interested in, stop and chat with her. “Have I seen you in here before?” Start with a line that doesn’t come across too strong. She might be flattered that you’re flirting and this is a great way to take it to the next level and ask her for a date.

Adult FriendFinder’s free trial is probably your best shot if you just want to hookup

Not everyone is really looking for a real relationship with a cougar. Cougar Life is great for actual relationships, and pretty good for shorter-term relationships as well, but Adult FriendFinder is much more focused on hooking up fast. We rank all the top hookup apps each year and they have been at the top for years.

When you think about these types of sites Tinder is probably what comes to mind first. Tinder is great if you want women 18-30 but it really doesn’t have a lot of single women over 30. Fortunately, Adult FriendFinder does and it’s worth checking out their free trial.

They have been around since 2006 and have over 50 millions members. That is a huge number of people and pretty much guarantees that you are going to have the best odds here. When it comes to dating sites having the most possible options is critical.

Check them out and see what we are talking about.

Dance Classes

They didn’t make a “Dirty Dancing: Havana Nights” for nothing. The people of Cuba love to dance and this can be used to your advantage.

Salsa, cha cha, pachanga, and other dances are common throughout Cuba and some people dance in the streets when there are performances. You will want to show off your moves, but first, you have to get moves and this means getting some dance lessons.

You might find the Cuban cougar of your dreams as the instructor or as one of the participants in the class. Better yet, you might get some hands-on lessons because all of the dances involve having a partner.

Cuban Coffee Shop

Are you a coffee lover? Guess what? Cuban women love their coffee and many of them have been exposed to strong cups of coffee since the time they were kids. You’re not going to find a Cuban cougar by going to your average coffee shop around the block.

Instead, find a coffee shop in a Cuban neighborhood – or one that promotes that they have a good cup of Cuban coffee. This is when you know you’re going to meet more interesting people, including a mature woman who is interested in younger men.

Latin Night Club

It’s important to get out there and dance to some Cuban music. Many nightclubs are out there that are designed to attract an older clientele, so choose a 30+ crowd club so you can find yourself a cougar.

Dancing will show that you have skills and it allows you to see if you have any rhythm with a woman you meet. Have a drink at the bar, send a drink over to a woman you see, and if things go well from there, see if she would like to join you on the dance floor. Even if there’s not a Cuban nightclub near you, they might have a Cuban night, which will help to bring out some more of the locals for the night.

The Beach

Cuba has some gorgeous beaches so it’s only natural for a Cuban cougar to want to spend time at the beach. Whether you’re on the East Coast or the West Coast, find a beach that you go to and soak up the sun.

You might find the woman of your dreams surfing, walking along the pier, or getting a fruity drink at one of the nearby bars. Be yourself and enjoy the beach and if you see someone who is of interest, approach her and invite her to join you in your next activity, no matter what it might be.

Cigar Bar

The “Cuban cigar” has long been talked about as the best in the world. Men and women alike smoke cigars in Cuba and you might want to spend some time at a cigar bar near you.

Choose the kind of cigar you would smoke, whether it’s mild or full. Sit down and talk with the bartender to get recommendations on the brand. If a Cuban cougar sits down at the bar next to you, get a conversation going.

You never know, anyone at the cigar bar could end up playing matchmaker for you. Go because you love to smoke, though, not to try and find someone.

Catholic Church

The Roman Catholic Church is the largest organized religion in Cuba. If you’re spiritual, then you should plan on going to church a little more often. Many matches are made within the church because the couple has a spiritual connection as well as a physical and emotional one.

You’re likely to have more than one Catholic Church near you, so find one that has a large Spanish congregation. This will increase the likelihood of finding an older Cuban woman who is not only single but also attracted to younger men.


Cubans love the opera, and if it’s something you love, then find a performance near you. Your love of opera is not something that can be faked, however. Only go if it’s something you’re passionate about. It will be your passion that will speak louder than anything else.

Spend some time mingling during intermission as well as at the end of the concert. If you find an older woman who looks single, find out what she thought of the performance. It could be a great way to get a conversation going without coming on too strong.

Singles Cruise

Love to cruise but hate paying more because of the “double occupancy” rule? Singles cruises are affordable and everyone is single on the cruise. It’s an easy way to meet people and have some fun at the same time.

Many cruise lines are starting to go to Cuba, too. This could be a great way to embrace the culture and see some amazing places. If you’re short on cash, look for local singles cruises that stay local and don’t go for an overnight, like a sunset cruise or even a casino cruise.


If you’re really interested in a Cuban cougar, then we suggest you get your passport ready to be stamped. Pack your bags and book a flight (or a cruise) to Havana.

You’re going to find all sorts of things to see and do in Havana, from the beach at Malecon to Morro Castle, you will have a way to keep yourself busy day and night.

All of the people you run into throughout your sightseeing could lead to a love connection. Talk with people and if you know Spanish, now is the time to use it. Your average Cuban woman is going to be bilingual and it’s going to help tremendously if you can speak the same language.

You never know when you’re going to find love and with how easy it is to travel back and forth to Cuba now, it’s possible to have a long distance relationship until you’re ready to take the plunge into marriage.

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