4 Days in San Juan: The Perfect Itinerary

Four‑day balanced itinerary in San Juan, Puerto Rico covering historic sites, beaches, dining and relaxation.

Day 1 — Arrival & Old San Juan

07:30 — Flight departure (JFK Airport, New York)
11:30 — Arrival (Luis Muñoz Marín International Airport (SJU))
12:15 — Taxi to hotel (Hotel El Convento, Old San Juan)
13:00 — Check‑in & drop luggage (Hotel El Convento, Old San Juan)
14:15 — Lunch at Café Puerto Rico (Café Puerto Rico, 208 San Francisco St, Old San Juan)
16:00 — Explore Castillo San Felipe del Morro (Castillo San Felipe del Morro, San Juan)
18:15 — Dinner at Princesa Gastrobar (Princesa Gastrobar, 501 Calle del Cristo, Old San Juan)
20:00 — Evening walk on Paseo de la Princesa (Paseo de la Princesa, Old San Juan)

08:00 — Breakfast at a local café (San Juan)
09:30 — Taxi to Condado Beach (Condado Beach, San Juan)
10:15 — Beach time & sunbathing (Condado Beach, San Juan)
13:30 — Lunch at Orozco’s (Orozco’s, 1555 Ashford Ave, Condado)
15:00 — Taxi to Santurce (Santurce, San Juan)
15:45 — Visit Museo de Arte de Puerto Rico (Museo de Arte de Puerto Rico, 300 Ave. Ponce de León, Santurce)
17:30 — Coffee at Café Cuatro Sombras (Café Cuatro Sombras, 101 Calle Loíza, Santurce)
19:00 — Dinner at La Placita de Santurce (various stalls) (Plaza de la Ventana, Santurce)

08:00 — Breakfast at Caficultura (Caficultura, 207 San José St, Old San Juan)
09:30 — Visit Casa Blanca Museum (Casa Blanca, 2 Calle del Cristo, Old San Juan)
12:00 — Lunch at El Jibarito (El Jibarito, 283 Calle San Sebastián, Old San Juan)
14:00 — Walk across San Juan Gate & Paseo del Morro (San Juan Gate, Old San Juan)
16:00 — Relax at Escambrón Beach (Escambrón Beach, San Juan)
18:00 — Dinner at Santaella (Santaella, 2017 Ashford Ave, Santurce)
20:00 — Sunset at Paseo del Morro (Paseo del Morro, Old San Juan)

This itinerary covers San Juan in 4 days — see the full day-by-day plan above.