If you want to learn more about our workcation in Puerto Rico, check out our five part series: Links to Part One, Part Two, Part Three, Part Four, and Part Five. You can also check out our post explaining the steps we took to prepare to remote work, Making Margaritas out of Limes Remote Work Checklist.
The Mister, me, Little Man and Little Dog spent January, February and March during 2021 in Puerto Rico on a Workcation. We spent a few weeks in different Airbnbs on the various coasts including San Juan and Vega Baja to the north, Fajardo to the East, Ponce to the South and Rincon to the West. During our time on the island, we spent our free time exploring all that the island had to offer. With the three of us, you have the perspective of a 40 something year old man, a thirty something year old lady, and an 11 year old boy.
These are our Best of Puerto Rico recommendations based on our experiences:
Best Beach
There were so many different beaches on the island and we made it our mission to visit as many as we could! We visited Mar Chiquita and Puerto Nuevo near Vega Baja, Escambron Beach in San Juan, Flamenco Beach on the island of Culebra, La Playuela in Cabo Rojo, the Domes and Steps Beach in Rincon, Jobos and Shacks Beach in Isabela, Crash Boat Beach in Aquadilla, Punta las Tunas in Arecibo, Playa Bramadero in Mayagüez, Playa Aviones near Pinones, Guajataca Tunnel Beach. And these were our favorites!

The Mister. My favorite beach was Flamenco Beach on the island of Culebra. The water was the clearest that I’ve seen, the sand was beautiful, had the right amount of wind and waves, but not too much that it was tough to enjoy. I can see why it is consistently ranked as one of the most beautiful beaches in the world.

The Missus. My favorite beach was Crash Boat Beach. It was just fun. I liked that it had a lively crowd and that there was something for everyone. The water was not too rough (although watch out for the rip tides) and there were food options galore.

The Little Man. My favorite beach was Crash Boat Beach too! The waves were perfect and it was deep enough to jump off the dock into the water and it was relaxing.
Best Experience

The Mister. Guánica Dry Forest. This was a more secluded area so it felt like we were exploring brand new lands for the first time as a family.

The Missus. Old San Juan was just a beautiful place. I enjoyed walking the streets and taking in the views.

The Little Man. Culebra island tour was the best experience because we got to take a ferry over to the island, go snorkeling, enjoyed the beautiful Flamenco Beach and really liked the tour.
Best Restaurant

The Mister. Princesa Cocina Cultural in Old San Juan. It was great atmosphere, great drinks, great food and great service. But it was also special getting to see The Missus live out one of her travel dreams.

The Missus. Princesa Cocina Cultural in Old San Juan. I first came to Puerto Rico about 15 years ago when I was a poor student. As I was walking along the Paseo de Princesa, I happened upon this gorgeous building tucked away in this lush vegetation adorn with sparkling lights. Music was playing and I remember couples dancing in the pathway. Looking at the menu, the pricing was outside of my humble budget, but I always wanted to return someday. This trip was that chance and it was absolutely worth the wait. The ambience was just what I remembered, craft cocktails were delicious and the food even better. After talking to the staff, who were wonderfully welcoming and kind, I found out that it wasn’t the same restaurant from my visit, but regardless my opportunity to fulfill a wish from my past really made my experience!

The Little Man. Playero Fuego in Vega Baja had the best tacos.
Best Region

The Mister. Rincon and the west region stood out because it felt like a true vacation spot. It just had a great island vibe.

The Missus. Old San Juan area was a wonderful area. I love a walkable urban neighborhood and appreciated the historic charms that were around each bend.

The Little Man. Vega Baja. I liked this region because the people were so friendly, the scenery was amazing, the food was tasty. Everything was really good!
Best Historical site

The Mister. The old forts of San Juan appealed to the history buff in me. I enjoyed learning about the architecture and the role that they played in the defense of the Spanish empire.

The Missus. I enjoyed visiting the forts of Old San Juan. It was fun to walk those huge structure and to imagine life once upon a time.

The Little Man. I liked the forts in San Juan.
Best Food

The Mister. Felos food truck in Vega Baja had great food. The Arañas were delicately fried plantains filled with great seafood salads. My favorite were the crab and octopus.

The Missus. These are delicious Arañas from Felos, a fabulous food truck that you have to try if you are in Vega Baja area. Arañas are like a birds nest of fried plantain that you fill with something delicious – often seafood salad. My answer is a combo of this particular item as well as all of the amazing seafood ensaladas (salads) that I had the opportunity to sample on our adventures. Pulpo (octopus) salads were always high on my list.

The Little Man. Empanadas.
Best Drink

The Mister. The Old Man Hemingway at the Casita de Rones at Old San Juan: Bacardi 4, lime juice, cane sugra, guava rum syrup, cream de cherry.

The Missus. My favorite drink was the Bloody Choco Mary at the Chocobar Cortez in Old San Juan. It was rich and robust. One of my favorite Bloody Mary of all time.

The Little Man. Barrachina in Old San Juan, home of the original pina colada recipe and I liked the virgin one!
Best Outdoor adventure

The Mister. The best outdoor experience was the Cascada Gozalandia. I enjoyed the secluded nature of these waterfalls and it was a great hike through beautiful forests to get there.

The Missus: Most all of our adventures were outdoors. So my answer is a bit of a cheat. But I loved all of the time that we spent together as a family exploring all that Puerto Rico had to offer. Every day was full of opportunity and adventure! It was a dream come true!

The Little Man. The Guánica Dry Forest because it was relaxing and it was different because it wasn’t wet and we had a really nice time there. And the view from the Camino del Vigia was a gorgeous view.
Most dog friendly
Puerto Rico as a whole is very dog friendly. Most restaurants we visited were very welcoming of our Little Dog. There are also a lot of dog friendly outdoor activities like the natural parks and beaches. If your dog is a cute, adorable and nice one, then I would recommend just asking if he is welcome when stopping by. You never know!

The Mister. La Carreta. It was great food, great atmosphere and the Little Dog could not have been happier to be with the family.

The Missus. La Carreta. This restaurant was wonderful. Delicious food, warm and welcoming staff, beautiful decor, and they couldn’t be kinder to our Little Dog. They brought out a water dish for him without asking and the Little Dog got lots of lovin’s from the staff during brunch. You can expect a wait so after we put our name in, we walked down to Paseo de Princesa and took a scenic walk along the shore back to the restaurant. By the time we got back, our table was ready to go! Again, amazing food!

The Little Man. El Yunque, the rainforest, was the best because we got to hike with our Little Dog. But I also liked the restaurant that the Missus mentioned.
Best Waterfall
One of our favorite things to do was to find a local watering hole. There is nothing more refreshing during a hot day than to dip yourself in the cool water of a mountain spring. We went to waterfalls in all parts of the island – Charco Hondo near Arecibo, La Coco Falls and Juan Diego Falls in El Yunque, Charco Azul near Guavate, and Cascada Gozalandia near San Sabastian.

The Mister. Cascada Gozalandia. This was a great waterfall. I enjoyed that we just one of a handful of people visiting.

The Missus. Cascada Gozalandia. This was my favorite waterfall because there were two beautiful waterfalls to see in the area and a lovely pathway full of natural beauty to get to each.

The Little Man. Cascada Gozalandia. The water was refreshing and it was pretty quiet and the trails were relaxing. The only thing that I would watch out is that the path might be slippery if wet.
Best Scenic View

The Mister. The view from the Britton Tower in El Yunque is amazing. The tower’s observation deck offers a panoramic view of the forest, the Atlantic Ocean, the Caribbean Sea and the eastern coastal plain.

The Missus. Cueva Ventana in Arecibo. Caving is a fun adventure on a hot day. You get the chance to walk through some lovely forest and explore two different caves, the last one which opens up to this spectacular view of the valley. Who would have thought that making your way through a cave would find a such a wonderful view to remember.

The Little Man. The Cueva de los Indios was the most scenic because the sunsetting over the shore was gorgeous. (The Missus alert: you should probably make sure to get down before the sun sets entirely because it is a pretty dangerous hike).
Most Overrated

The Mister. The biobay in Fajardo was overrated because I was expecting to see some biolumnescence, not to put a tarp over my head and swirl my hand around to see some sparkles.
Note from The Missus. It was probably even more disappointing because I had raved about this experience based on my visit to Mosquito Bay in Vieques. If you want to do this (and you definitely should), I would definitely recommend going there instead. Sadly, we were unable to get to the island because the ferry was unavailable due to COVID.

The Missus. Ponce – also known as the La Perla del Sur — is one of the largest and most populous cities in Puerto Rico, second only to San Juan. Perhaps it is because of COVID, but several of the attractions disappointed like La Guancha, which is their seaside boardwalk, and the Ponce Festival.

The Little Man. The biobay in Fajardo was the most overrated, because while the kayaking was fun, the whole reason was to see the organism glow and we had to be under a tarp. The organism barely glowed and there were only a few of them. But the kayaking was good.
















































































