Dating In San Juan: Best Places to Meet Girls in San Juan, Puerto Rico

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By Matthew
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Planning a trip to San Juan in Puerto Rico soon?

This little island territory certainly has a lot to offer. Beautiful and relaxing beaches, breathtaking UNESCO heritage historical sites, and Piña Coladas (they originated here) are just a few things you’ll enjoy when you’re here.

But the real prize that San Juan has to offer you are the ladies. Trust me; I’ve been here more than enough times to know.

To help you score a date during your Puerto Rican travels, I’m here to teach you everything about dating in San Juan:

  • Where to meet beautiful girls in San Juan during the day
  • The best bars and nightclubs where you can date local girls
  • The best dating sites to use in Puerto Rico
  • My top tips for dating Puerto Rican women

Let’s go!

Best Places to Meet Single Girls in San Juan During the Day

san juan girls

With a population of nearly 400,000 people, San Juan is the largest city in Puerto Rico. It’s the capital of the Commonwealth as well and is notable for having some of the oldest cities in the United States (Puerto Rico is officially a U.S. territory).

San Juan is the place to go in Puerto Rico if you want to meet lots of beautiful girls! That’s because the city is the most densely populated area on the island.

My advice is to go to San Juan first and spend a few days there before heading inland or working your way around the coast.

Shopping malls

Shopping malls provide an excellent opportunity to spend your time for two reasons.

First, you can walk around and check out the cafes, shops, and restaurants to absorb Puerto Rican culture.

Secondly, you can meet girls while they’re going about their day. Most are either shopping with friends or taking a break from work, so you can stop them for a quick two-to-three-minute chat to try and get their phone number.

I recommend you check out:

  • The Mall of San Juan
  • Plaza Del Sol
  • Plaza Rio Hondo
  • San Patricio Plaza

Parks and outdoor areas

If you’d rather spend your time in nature (or on the beach), I highly recommend going to Ocean Park Beach. Girls will spend time on the beach with any chance they have, and you can easily get a conversation going by asking what she’s up to or if she’s a local or a tourist like you.

Landmarks and tourist attractions

San Juan has hundreds of years of history that you’ll see when you visit. Check out some of the historical sites alone, and you can easily talk to girls you see by asking what they know about the sites or if it’s their first time visiting.

Walk around the streets of Old San Juan, which showcases Spanish colonial architecture and fortes and is the oldest city under the American flag.

In Old San Juan, you can explore the Museo de las Americas, which explores the colonization, artwork, and the people of Puerto Rico.

Finally, you can also check out El Morro, a fort currently protected as a UNESCO World Heritage Site. It was built beginning in the early 1500s and took 250 years to complete.

Where to Meet Single Women in San Juan at Night

meet san juan women at night

There are plenty of opportunities to approach Puerto Rican girls in San Juan during the day. But it’s at night that this place comes alive!

The primary neighborhood where most tourists stay in San Juan is called the Old San Juan district. This area also has some of the best nightlife in the city and comes packed with bars, restaurants, and clubs. All should be within walking distance of your hotel, hostel, or Airbnb.

Another popular party spot is in the district surrounding the University of Puerto Rico. Many college girls head out to party on Friday or Saturday night, so don’t pass up the opportunity.

Also, if you head over to the eastern side of the city, you’ll find areas like:

Each of these places has lots of bars and clubs and will come alive at night as well.

All in all, the top bars and clubs that I recommend in San Juan are:

A lot of girls in Puerto Rico will go to bars and clubs in groups. Be prepared to approach the group as a whole by asking a question or making a general comment, and then narrow the conversation to her by asking her questions specific to her.

Online Dating in Puerto Rico – Best Sites to Date San Juan Girls

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Hopefully, you can get a date in San Juan set up before you even arrive. I advise that you get involved on dating apps and sites about two weeks before you get there. Start conversations with multiple beautiful women at a time and ideally get a date or two set up before you’ve even flown in.

The best site for meeting San Juan girls online is It is arguably the top dating site in Puerto Rico because it has the most users and girls interested in visiting foreign men. What’s more, the girls here aren’t as flaky as they often can be on Tinder.

Speaking of Tinder, it’s a solid choice as well, just because of its large user pool. But the girls on Tinder can be notoriously flaky or otherwise more interested in getting laid versus serious dating like on

Another good option for dating local women is Latin American Cupid. This online dating site is specifically designed for connecting singles in Latin America, and there are many Puerto Rican women using it to find potential partners.

To maximize your chances of success, we recommend signing up for the site at least a week or two before your trip, or if you are a resident, set up a date night as soon as possible. This will give you ample time to browse through profiles and start a conversation with potential matches.

San Juan Dating Guide

nightlife in san juan

Now that you’ve learned the multiple places and ways to meet San Juan ladies, it’s time to focus on the next step: planning a successful date.

Nice places to hang out with your date

Honestly, the best place to take out a girl in San Juan is Ocean Park. You can go for a stroll along the park or relax out on the beach before swimming out in the ocean. You can’t beat either one. Another idea is to check out the Luis A. Ferre Performing Arts Center.

Good restaurants and bars to take your date to 

After spending a day with her outside or on the beach, take her out for some nice food and wine.

Stick to areas in Old San Juan or Condado for eating. Some of my favorite restaurants in San Juan include:

Final Tips for Picking Up a San Juan Woman

tips to date puerto rican woman

Here are my final tips for picking up and dating Puerto Rican women in San Juan:

Dress Nicely

Puerto Rican women always appreciate a gentleman who is well dressed and groomed. You don’t have to wear a suit everywhere you go, but don’t dress like any other male tourist either. A cotton button-down shirt or polo with shorts and stylish sunglasses should attract her eye.

Don’t Push For Sex

Puerto Rican women can be put off if you push too aggressively for sex. Be romantic with her while respecting her boundaries. When sex happens, let it happen naturally.

Don’t Hide Anything

Most men who visit Puerto Rico don’t know how well the women here can read men’s faces. If you’re hiding or holding back anything, she’ll suspect it based on your facial expressions or how you speak. Instead, be upfront, honest, and direct.

Tips for Tourists and Expats to Stay Safe in San Juan

San Juan is a unique destination for expats, as it is technically a part of the United States but has its own distinct culture and way of life. Whether you’re from the US or another country, there are a few key things to keep in mind as you explore this city.

One of the most convenient aspects of San Juan for expats is that the local currency is the US dollar. This means that you won’t need to worry about exchanging money or dealing with unfamiliar denominations. To navigate the city, you can use the metro system and find a map of it here.

When it comes to finding a place to stay, Old San Juan is an excellent option. This area is set up for tourists and has everything you need within easy reach. Other areas like Condado and Isla Verde are also good options, as they have lively nightlife and plenty of opportunities to meet new people. If you’re looking to spend most of your time at the beach, consider staying near Ocean Park.

English is widely spoken in San Juan, but it’s still a good idea to practice your Spanish if you hope to connect with local San Juan girls. Additionally, it’s important to be aware of the economic situation in Puerto Rico, which is not as stable as other parts of the US. This means that you may encounter poor people and prostitutes, particularly in areas frequented by tourists like Old San Juan. If you’re approached by someone who seems too good to be true, it’s always a good idea to be cautious and question their motivations.

Enjoy Dating San Juan Women!

Whether you’re into nightlife, nature, or beaches, you’ll find someone in San Juan that fits your style. With numerous clubs, singles bars, and beautiful natural spots throughout the city, the possibilities of meeting beautiful Puerto Rican women are endless.

By using online dating platforms like Latin American Cupid or AmoLatina, you can connect with Puerto Rican women who are open to meeting foreign men and looking for romantic connections. With a bit of effort and persistence, you’re sure to find the perfect match.

We hope this guide has been helpful in finding your perfect date and that you enjoy your time on this beautiful Caribbean island.

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Hi! I am Matt, and I am a specialist in Latin American dating. I love meeting foreign people - it teaches me so much about the world! I have been traveling in South America for more than five years, and I have to say that it's been a blessing to meet such beautiful people. I hope that you will enjoy reading my blog! Matt