
We went to Puerto Rico in May 2022 for a work-cation. We knew Puerto Rico was a beach holiday destination and had a cute little “old city”. After going to Hawaii, I didn’t think that any other island would live up to the standards that Hawaii set for us. But honestly, Puerto Rico was way better than what we thought. It has a very different vibe from Hawaii, and is perfect for a 4-5 day vacation just to get away from the May chills of the Northeast US. And to sweeten the deal our round trip tickets were less than $150 for the two of us at the time so we booked the tickets a couple of weeks before, and prepared a rough itinerary and prepared to depart.
The following few paragraphs are from my live journal that I updated on the go while in PR.
Day 1: Landed on Sunday -11 pm, picked up our car rental and drove up to Isla Verde to get breakfast- at a cafe called 787 where we got some iced coffee, Tiko’s empanadas and some green tea for me :). The girl who took our order was kind enough to give us a marzapan biscuit. Now driving to Cuevas del Indio to see a cave.
The caves were incredible !! See photos captured. We did a little crawl through the holes in the rocks and my heart was racing!! On the way back we stopped at a stall and got some famed Puerto Rican Pinchos ( chicken skewers) and pina colada (which are apparently invented in Puerto Rico). We drove up east to our Airbnb which is an incredible and special place with indoor outdoor living spaces set high up on a hill overlooking the Luquilo beach.



We took half an hour to get ready and drove to San juan where we had reserved a slot for salsa classes. We both kinda sucked but got it somewhat towards the end. We walked/ scootered to casita Miramar where we had some amazing delicious Puerto Rican food – some plantain mofongo, chicken stew, some fried taro balls, pork dumplings with taro casing and chicken turnovers and Pratik snagged a bottle of hot sauce
We scootered back to the car and drive back to the Airbnb to retire for the night.
Day 2: we woke up early for a hike to El Yunque national forest peak.. Pratik got me some breakfast from a deli down the road and we set off.. the hike was going for me and my poor Hamstrings but we made it to the top and beat the crowd in about 2 hours 20 minutes. We stopped for breakfast at 18 Degrees juice and had some smoothie bowls and smoothies.

Once we got to the Airbnb we changed and went to the hot tub and slept in there.. after waking up we went down to the luquilo beach where I continued reading a book and Pratik took a nap. We had some street side pina colada
We came back to the Airbnb to freshen up and change before dinner and went to Fajardo- el estacion or “the station “. We had some delicious pastelillo and chicken wings. After that we went for a night kayaking tour to see the bioluminescence in the seven seas area.. we couldn’t see much because the weather conditions were not right but it was an amazing experience nonetheless

Day 3: Today we were working so we had decided to take it easy and keep the activities to a minimum. After waking up around 6:15 am, I sipped on some tea.. Pratik woke up later and we went to get coffee and breakfast nearby. Most places didn’t open until 9 so we just got coffee (chai for me) from this coffee shop called Coffee Therapy. Then we stopped at 18 Degrees again and I got some juice and Pratik got an açaí bowl.
We started work from the Airbnb and hung out near the pool and on the hot tub until about 2pm. We decided to go to San Juan and work for the rest of the day and take our meetings from there because we had a sunset walking tour scheduled in the evening.
Old San Juan was amazing.. after the tour where the tour guide showed us some of the main historic landmarks and told us stories about San Juan we were sooo tired. We got dinner at a restaurant called el casita and then went to “the factory” to try our basic salsa moves on the dance floor. It was a lot of fun! We then got some icecream for Pratik at “Anita” -because he complained that he hadn’t had any dessert this entire trip- and drove back to the Airbnb

Day 4: our last day in Puerto Rico. We woke up and Pupper (Pratik) went for a walk to get coffee. I woke up around 7 and started getting ready and packed up. We came to old San Juan and after going to three cafes which didn’t have free WiFi we ended up at Starbucks to work. Once I was done with my call around 12, we set out walking in old San Juan once again but this time to take photos all over, and we got some amazing ones!
We came to Cafe El Punto for lunch and ate a delicious avocado stuffed chicken dish with rice and beans -and some fried paneer – yeah I knoww!! After that went back to work at Starbucks for about an hour and then went shopping for souvenirs. I got a hat! And Pratik got 3 for 12$ t shirts and candies! We drove back to the airport and got back.
Highlights
- Old San Juan and Cuevos del Indio for the endless photo opportunities
- El Yunque for the greenery and a moderately intense hike
- Food- Pinchos, Mofongoes and Pina Coladas
- Beach- Luquillo beach for the gentle warm waters and people watching
- Night Kayaking- even if you dont see the bioluminescence, kayaking through the ocean and backwaters feels adventurous













