Two big days out, the rest loose. Tap a day to jump.
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1Saturday, September 19
Arrival and provisioning
1:30 PMLand at SJU. Deplane, regroup, collect bags. With six people, give it the full hour.
2:30 PMPick up two rental cars. Confirm an AutoExpreso toll transponder in each before you drive off.
3:00 PMQuick same-day cannabis registration at Green Spirit Rx in Condado, on the way west. (Confirm Saturday hours ahead.)
4:00 PMDrive west on PR-22 to Vega Alta, about 40 to 45 minutes. The toll stretch, so the transponder earns its keep.
4:50 PMGrocery run in Vega Baja or Dorado. Buy for the cook nights now. Split the cars: one provisions, one opens up the house.
5:30 PMArrive at Capri Beach House. Claim rooms, unload, settle.
EveningPool, first drinks, cook in. Early night before El Yunque.
Drive 40–45 minCannabis stopGrocery runCook in
2Sunday, September 20
Settle into the coast
MorningSlow start. Coffee and breakfast in, first unhurried hours at the pool and pickleball court.
12:30 PMLunch in, using Saturday's provisions.
1:30 PMAfternoon outing Vote — Cerro Gordo beach (10–15 min), Dorado town and murals (15–20 min), or stay at the house.
6:30 PMDinner Vote — Bocaito (local sit-down), Kikita Beach House (oceanfront sunset), or the Puerto Nuevo beach kiosks (street food). Keep it close; Monday is early.
Beach day2 votesEasy
3Monday, September 21
El Yunque
6:30 AMWake, quick breakfast, pack water, snacks, closed shoes, a rain layer, swimsuits if the zipline wins.
7:00 AMBoth cars roll out. Vega Alta to the Río Grande area runs 1 hr 15 to 1 hr 30 east on PR-22.
8:15 AMThe morning Vote — guided JungleQui zipline and waterfall tour, or self-guided El Yunque (La Coca Falls, Yokahú Tower, La Mina). Arrive near the 8:00 opening; parking caps.
1:00 PMLunch. Packed, or the Luquillo kiosks on the way out.
2:00 PMDrive back west ahead of the afternoon rain.
EveningDecompress. Pool, cook in.
Drive 1 hr 15+Arrive by 8 AM1 voteCook in
4Tuesday, September 22
A day at the house
All dayNothing scheduled. Pool, pickleball, the beach out front, a long lunch in. The week's deliberate exhale between the two big days.
6:30 PMDinner Vote — cook in, Kikita Beach House, or La Terraza. A relaxed night with nowhere to be after.
Rest day1 vote
5Wednesday, September 23
Old San Juan and El Morro
10:00 AMEasy breakfast, then both cars out. 40 to 45 minutes in on PR-22.
11:15 AMPark in an Old San Juan garage (Doña Fela or Frente Portuario).
12:00 PMEl Morro. The clifftop fortress, the kite-flying esplanade, the sea views. An hour and a half does it well.
1:30 PMLate lunch, then wander. Calle Fortaleza and Calle del Cristo for shops and the umbrella street, the blue cobblestones, the cathedral.
6:30 PMDinner Vote — Raíces (criollo), El Asador Grill-house, or Marmalade (tasting-menu splurge).
9:30 PMAfter-dinner walk through the lit old city, then drive back. Split the designated driving.
Drive 40–45 minEl Morro1 voteDine out
6Thursday, September 24
House and beach
All daySecond rest day. Pool, beach, pickleball, recover from the San Juan night. Optional Mar Chiquita swim or Plaza del Sol shopping.
6:30 PMDinner Vote — a proper cook-in group dinner on the patio, or a local spot out. The patio is the house's strength, so this is the one to do well.
Rest day1 voteGroup dinner
7Friday, September 25
Flex and farewell
MorningOpen by design. Optional Cueva Ventana cliff cave (book ahead), a dive, a favorite beach, or golf on the Dorado courses.
AfternoonBack to the house, start packing, last pool and pickleball.
EveningFarewell dinner Vote — Positivo Sand Bar, oceanfront sushi at the Dorado Ritz-Carlton Reserve (the splurge), or Kikita Beach House. Book Positivo well ahead and confirm resort access for six.
Open dayFarewell vote
8Saturday, September 26
Departure
7:30 AMRelaxed last breakfast, strip beds if asked, start consolidating bags.
8:30 AMFinal beach or pool morning. Pack swimsuits last.
9:30 AMFinal pack-out and house check. Chargers, fridge, pool area, bedrooms.
10:15 AMBoth cars loaded. Drive to SJU, 50 to 60 minutes plus a buffer. Refuel both rentals before return.
