Puerto Rico and I needed a second chance. My first visit came after the COVID shutdown, when restrictions were still affecting what I could see and do. I enjoyed being there, but I definitely didn’t get the full Puerto Rico experience.
So when my 31st birthday rolled around in May 2022, I went back.
This time, a friend and I stayed at an Airbnb in Condado, San Juan, and I finally got to experience more of what makes Puerto Rico such a fun destination—from exploring Old San Juan and historic forts to snorkeling with sea turtles, kayaking at night, eating some seriously good mofongo, and learning a couple of travel-planning lessons the hard way.
And if you’ve been wondering whether you should visit Puerto Rico, my answer is pretty simple: Go.
Here are a few reasons why.
Explore Colorful Old San Juan

One of my favorite parts of the trip was exploring Old San Juan.
Between the colorful buildings, cobblestone streets, plazas, restaurants and historic architecture, this is one of those places where simply walking around becomes part of the experience.
Don’t rush it.
Put on comfortable shoes, grab your camera and explore. Turn down a side street because it looks interesting. Stop somewhere for a drink. Grab something to eat. Take pictures of buildings you weren’t looking for.
Sometimes wandering is the itinerary and Old San Juan is a very good place to wander.
Experience Puerto Rico’s History

Puerto Rico isn’t just a beach destination, and I’m glad we made time for some of its historic sites.
We visited Castillo San Felipe del Morro, a massive fort that gives you a completely different experience from spending your entire vacation near the beach. Castillo San Cristóbal is also worth a visit if you have time.
Walking around these historic sites overlooking the water was a reminder of one of the things I enjoy most about Puerto Rico.
You don’t have to choose between vacation and culture. You can have both. One minute you’re walking through centuries of history. Later, you’re drinking a piña colada.
Balance.
Stay Near the Action in Condado
For this trip, my friend and I stayed at an Airbnb in Condado, which gave us a convenient base in San Juan.
For a birthday trip, I liked being somewhere that made it relatively easy to combine sightseeing with restaurants, beach time and going out. If you’re trying to keep accommodation costs under control, I also have 15 tips for finding cheap travel accommodations without automatically sacrificing comfort or location.
Where you stay can make a huge difference on a shorter trip. If most of the things you want to do are around San Juan, staying somewhere central can save you from spending a ridiculous amount of your vacation simply getting from one place to another.
Because I did not fly to Puerto Rico to spend my birthday sitting in traffic.
Go Snorkeling With Sea Turtles
This was easily one of the highlights of my trip.
My friend and I went snorkeling, and we got to swim with sea turtles.
There is something completely different about seeing wildlife in its natural environment instead of through glass or on a screen. You’re floating around in Caribbean water and suddenly there’s a sea turtle swimming nearby like this is just another Tuesday.
Meanwhile, you’re trying not to lose your mind. I managed to get one of the turtles on video.
If you go snorkeling in Puerto Rico, remember that you’re entering the animals’ environment. Give wildlife space, don’t touch or chase the turtles, and follow the instructions of your guide or any posted local rules.
Take your pictures and videos. But let the turtles turtle.
Try Glow-in-the-Dark Night Kayaking

Snorkeling wasn’t our only water adventure.
We also went glow-in-the-dark night kayaking, which was such a fun addition to a birthday trip.
Kayaking after dark already feels completely different from being on the water during the day, and adding blacklights and see-through kayaks to the experience made it even more memorable.
It’s also a good example of why I wouldn’t plan a Puerto Rico trip around sightseeing alone. There are plenty of activities that let you actually do something rather than spending the entire vacation moving from one landmark to another.
Beach during the day. Glowing kayak at night. I support this schedule.
Eat at Las Raíces
We need to talk about food.
One of my favorite restaurants from the trip was Las Raíces, where I had some of the best mofongo I’ve ever eaten along with some very good piña coladas and really, what else did I need?

Mofongo is traditionally made with fried green plantains that are mashed and combined with other ingredients, and if you’ve never tried it, Puerto Rico is obviously the place to fix that.
Food is one of my favorite ways to experience a destination, and Puerto Rico makes that very easy. Come hungry. Try something you haven’t eaten before and maybe order the piña colada.
You’re on vacation.
Find Your Perfect Beach
Of course, we need to talk about the beaches. You’re in the Caribbean!
Whether you want to swim, sunbathe, snorkel, relax or simply stare dramatically at the ocean while pretending you’re in a travel commercial, Puerto Rico has you covered.

Give yourself at least part of one day where the itinerary is basically: Beach. That’s it.
Not every day of vacation needs seven attractions and a color-coded schedule. Grab your swimsuit, sunscreen, water and whatever you’re currently reading. Then enjoy doing absolutely nothing for a while.
You earned it!
Get Outside San Juan—But Plan Ahead
We attempted to explore farther outside San Juan and this is where Travel Britten becomes a cautionary tale. LOL
Our Ferry Fail
My friend and I booked tickets to take a ferry to one of Puerto Rico’s smaller islands.
Great plan.
There was just one tiny problem. We didn’t realize we needed to arrive well before the scheduled departure. We showed up about 15 minutes before departure thinking we were fine. We were not fine.The ferry had already left.
Apparently purchasing a ticket and physically being at the ferry terminal are only two of the requirements for successfully taking said ferry. Who knew?
Learn from our mistake: If you’re taking the ferry to Vieques or Culebra, don’t treat the departure time like an airport gate you’re sprinting toward at the last minute. Puerto Rico Ferry currently recommends arriving at the Ceiba terminal one hour before departure, and boarding closes 10 minutes before the scheduled departure time. Check the latest schedule and requirements before your trip.
Nothing humbles you quite like standing there with tickets for a boat that is already somewhere out in the ocean. It’s exactly the kind of lesson that made my list of common travel mistakes—sometimes you don’t know what you don’t know until you’re standing there watching your plans disappear.
Our El Yunque Fail
Then there was El Yunque National Forest.
When we visited in May 2022, entry to El Yunque required a reservation, and unfortunately we learned that lesson a little too late. By the time we checked, the next available reservation wasn’t until after we would already be back home. We still drove up to the entrance, took a few pictures, and turned around, which is probably the closest I’ve ever come to visiting somewhere without actually visiting it.
Travel update: El Yunque’s system has changed since my trip. Reservations are no longer required for the main recreation areas, but entry is first-come, first-served and can be limited when parking reaches capacity. Always check the current Forest Service guidance before you go.
We made the mistake so you don’t have to.
Puerto Rico Can Be Relaxing and Adventurous
This is probably one of my favorite things about Puerto Rico.
Some vacations seem to force you to choose. Are we relaxing or are we exploring? Puerto Rico lets you do both.
We explored historic Old San Juan and the forts. We snorkeled with sea turtles. We kayaked at night. We ate good food and drank piña coladas. We spent time near the water.
And we unsuccessfully attempted both a ferry ride and El Yunque. LOL You can’t win them all. But even those mishaps became part of the story.
That’s travel for you.
It’s an Easy Caribbean Getaway for U.S. Travelers
Puerto Rico can also be particularly convenient for travelers coming from the continental United States.
Because Puerto Rico is a U.S. territory, U.S. citizens traveling directly between Puerto Rico and the mainland generally don’t need a passport for the trip. The U.S. dollar is also the currency.
That removes a couple of the logistical hurdles people sometimes associate with traveling outside the continental United States while still giving you a destination with its own distinct culture, food, history and landscape.
As always, check current identification and travel requirements before your trip, particularly if your itinerary includes another country.
Give Yourself Enough Time
Could you spend a quick weekend in Puerto Rico? Sure. But if you have the flexibility, give yourself more time. Leave space for spontaneity and for things to possibly go wrong.
Maybe you’ll find a beach where you want to stay longer. Maybe someone recommends a restaurant. Maybe you’ll discover somewhere that wasn’t on your itinerary.
Or maybe you’ll miss your ferry and suddenly have several unexpected hours available.
See? Spontaneity! LOL
Why Should You Visit Puerto Rico?
One of the best reasons to visit Puerto Rico is that the island doesn’t make you choose just one type of vacation.
You can have beaches and adventure. History and culture. Food and city life. Nature and plenty of opportunities to slow down and simply enjoy being somewhere beautiful.
My second trip gave me much more of the Puerto Rico experience I’d hoped for the first time around. I celebrated my 31st birthday with a good friend, explored Old San Juan, walked through historic forts, snorkeled with sea turtles, kayaked after dark, ate incredible mofongo and learned a couple of lessons about reservations and arriving on time.
Would everything go according to plan if I did it again? Probably not but that’s half the fun. Pack your swimsuit. Bring your appetite. Double-check your reservations.
And please get to the ferry early!





