>>2688432
With that much time stick to Old San Juan, Condado, La Placita en Santurce, and the beach. Ocean Park beach will be popular and close by, but with that little bit of time you really should just beach bum it during the days and go out a bit at night. Rainforest trip will take around 2 hrs roundtrip and you'll need a tour company because good luck getting a reservation otherwise to enter while the post-hurricane cleanup is happening, you can also book a kayak tour of the bioluminescent bay in Fajardo since you're not too far away. Nightlife also runs on a schedule so if you want a packed party La Placita on Friday night, Old San Juan on Saturday night. If you're willing to spend money, then you should grab dinner at La Picara by Chef Xiomi or Santaella on Friday right by La Placita then barhop focusing on La Penultima and Jungle Bird, the plaza proper has more divey bars. In VSJ (old SJ) you need to hit up Casa de Montecristo, even if you don't smoke cigars the bar and interior alone are worth (they also do jazz night w live band on Thursdays). El Batey is a well known dive, La Factoria is a must do (go past the saloon doors next to the bar for more hidden bars inside, salsa dancing on the third bar, 4th bar opens around 1030/11pm). La Verguenza is a dive with a nice vibe and plenty of locals, but DO NOT go into La Perla as its pretty much the only crime hotspot in all of VSJ. La Taberna Lupulo if you want a beer bar with an outdoor patio where you can drink and smoke. If you like rare agave Mezcal, then you need to visit La Grieta. If you're in Condado, grab a seafood mofongo or fried red snapper at Cayo Caribe. Calle Loiza in Condado also pops off a bit on Fridays, tons of great restaurants and bars there too but a bit of a crime hotspot, it's slowly getting better. Miramar is mostly to be avoided outside of La Placita, Calle Cerra and Ave de la Constitucion.

>>2688498 (cont.)
If you want to up your beach experience to another level, you can book a catamaran from Fajardo to Palomino/Palominito/Icacos. Alternatively, you can get a catamaran from Ponce or Salinas to go to Caja de Muertos. Desert-mode tourism is doing a nature hike at the Dry Forest of Guanica. If you want to go surfing, then you'll need to go to Rincon for the better waves. It's more of a Christmas thing with everyone having free time for family, but Lechonerias are great, small, family owned restaurants nestled in the mountains serving up local dishes and specializing in spit roasted pork, Guavate and El Cuñao are my preferred ones. Don't drink Medalla or Magna, its cheap piss water, Ocean Labs if you want local beer. Bacardi is for tourists and you should avoid it, drink Don Q and if you want rum neat or on the rocks get Ron de Barrilito (3 stars is good, 4 and 5 star for REALLY good shit). You can do beach tourism on the mainland by driving to Arecibo, checking out Mar Chiquita, Playa Caracoles, the Cueva del Indio cave hike and tour the many small Pozas along the way. Arecibo observatory is kill so don't waste the time trying to go only to find it shut down.

If you want to tour old san juan go early in the day, then back to the hotel to shower up for nighttime because you will sweat a lot here, very hot and humid. Also, you may want to try quenepas (spanish lime), they ripen up around this time of year and are not available outside of summer. If you had more time you could have gone to Culebra for an overnight but it will take up too much time with only 4 nights.

You must try STUFFED Mofongo while there (NOT served plain as a side), Churrasco is the steak cut of choice, Fried Red Snapper is the choice fish option. Tripletas are the best drunk food sandwich there is. Spanish influence is big so feel free to hit up a proper spanish place like Bodegas Compostela or La Bodeguita de Manolo (the Condado one hidden in the Sobao sandwich shop)

>>2688432
Sup. I'm flying out of ORD tomorrow and got a place in Old San Juan. Seems like the spot to be chilling at. Other than buying a ticket for Casa de Bacardi tour, I'm just winging the rest of the trip. What's a must see?