Explora Journeys in San Juan
108 Explora Journeys voyages call at San Juan, across Caribbean & Central America, Grand Journeys, South America & Amazon regions. Fares start from $3,000 per guest, double occupancy.
See more by region: Caribbean voyages · best time to sail · Grand Journey voyages · best time to sail
San Juan's old quarter is a walled Spanish colonial town on a headland, founded in the early 1500s, with two stone forts run by the U.S. National Park Service guarding the harbor mouth. Explora ships tie up at the Old San Juan piers themselves, so the cobbled grid of pastel houses, plazas, and sea walls starts a few steps from the gangway. It earns the day because almost everything worth seeing is reachable on foot, no transfer required.
What to do on a day in San Juan
- Castillo San Felipe del Morro (El Morro): the six-level fortress on the point, with the long green esplanade and harbor-mouth views
- Castillo San Cristobal: the larger of the two forts, a short walk inland, with tunnels and sentry boxes over the Atlantic side
- Paseo de la Princesa: a flat 19th-century waterside promenade running from near the piers along the city walls to the Raices Fountain, the easiest warm-up walk in the old town
- Catedral de San Juan Bautista: the cathedral first built in 1521, holding Ponce de Leon's tomb
- Calle Fortaleza and La Fortaleza: the street famous for its canopy of suspended umbrellas, leading to the oldest governor's mansion still in use in the Americas
- Plaza de Armas and Calle del Cristo: the main square and the shop-and-cafe spine of the old town
Getting ashore
Explora docks at the Old San Juan piers on Marina Street (Piers 1 to 4), in the historic district itself, so plazas, the cathedral, and the Paseo are a 5 to 15 minute walk and the two forts a bit further uphill. One day is comfortably enough to walk the old town end to end and tour one or both forts; the streets are cobbled, so wear real shoes.
When to book the ship's excursion vs your own →
Weather and when to visit
- December to April (dry season, when most Caribbean and Grand Journeys calls fall). Typically warm and bright, highs around the low-to-mid 80s F, lower humidity than summer and only brief light showers; the most reliable stretch for a walking day ashore.
- May to November (wet season). Hot and humid with afternoon thunderstorms, heaviest from August into October; November is statistically the wettest month. This overlaps Atlantic hurricane season (June 1 to November 30).
San Juan on the map.
Voyages calling San Juan
108 departures · sorted by date · fares per guest, double occupancy
2026
- EXPLORA III Quebec City to San Juan from $10,910 View itinerary →
- EXPLORA I Barcelona to Miami from $14,660 View itinerary →
- EXPLORA III Miami to San Juan from $4,335 View itinerary →
- EXPLORA III Miami to Miami from $10,285 View itinerary →
- EXPLORA III San Juan to Miami from $5,185 View itinerary →
- EXPLORA I Barcelona to Miami from $11,735 View itinerary →
- EXPLORA III San Juan to San Juan from $10,710 View itinerary →
- EXPLORA I Barcelona to Miami from $7,995 View itinerary →
- EXPLORA III Miami to San Juan from $4,760 View itinerary →
- EXPLORA III Miami to Miami from $9,320 View itinerary →
- EXPLORA I St. John's (Antigua) to Miami from $3,000 View itinerary →
- EXPLORA III San Juan to San Juan from $9,520 View itinerary →
- EXPLORA III San Juan to Miami from $4,480 View itinerary →
- EXPLORA III Miami to Miami from $9,160 View itinerary →
- EXPLORA III Miami to San Juan from $4,480 View itinerary →
- EXPLORA III San Juan to San Juan from $9,600 View itinerary →
- EXPLORA III San Juan to Miami from $4,880 View itinerary →
- EXPLORA I Miami to San Juan from $8,760 View itinerary →
- EXPLORA III Miami to San Juan from $4,480 View itinerary →
- EXPLORA III Miami to Miami from $9,040 View itinerary →
- EXPLORA III San Juan to Miami from $4,480 View itinerary →
- EXPLORA I Miami to San Juan from $4,280 View itinerary →
- EXPLORA III San Juan to San Juan from $11,160 View itinerary →
- EXPLORA I Miami to Miami from $9,480 View itinerary →
- EXPLORA III Miami to San Juan from $5,240 View itinerary →
- EXPLORA I San Juan to Miami from $6,650 View itinerary →
- EXPLORA I San Juan to San Juan from $13,095 View itinerary →
- EXPLORA III Miami to Miami from $13,360 View itinerary →
- EXPLORA I Miami to San Juan from $7,515 View itinerary →
- EXPLORA I Miami to Miami from $10,535 View itinerary →
- EXPLORA III San Juan to San Juan from $14,000 View itinerary →
- EXPLORA III San Juan to Miami from $6,400 View itinerary →
2027
- EXPLORA I San Juan to Miami from $9,410 View itinerary →
- EXPLORA I San Juan to Miami from $4,200 View itinerary →
- EXPLORA III Miami to San Juan from $6,290 View itinerary →
- EXPLORA III Miami to Miami from $11,900 View itinerary →
- EXPLORA I Miami to Miami from $5,920 View itinerary →
- EXPLORA I Miami to Miami from $10,400 View itinerary →
- EXPLORA III San Juan to Miami from $5,440 View itinerary →
- EXPLORA III San Juan to San Juan from $12,620 View itinerary →
- EXPLORA I Miami to San Juan from $9,680 View itinerary →
- EXPLORA III Miami to San Juan from $6,330 View itinerary →
- EXPLORA III Miami to Miami from $11,515 View itinerary →
- EXPLORA I Miami to San Juan from $4,600 View itinerary →
- EXPLORA III San Juan to Miami from $5,565 View itinerary →
- EXPLORA III San Juan to San Juan from $11,475 View itinerary →
- EXPLORA I Miami to Manaus from $13,040 View itinerary →
- EXPLORA III Miami to San Juan from $5,270 View itinerary →
- EXPLORA I San Juan to San Juan from $20,520 View itinerary →
- EXPLORA III Miami to Miami from $10,370 View itinerary →
- EXPLORA I San Juan to Manaus from $9,595 View itinerary →
- EXPLORA III San Juan to Miami from $10,240 View itinerary →
- EXPLORA III San Juan to Miami from $5,270 View itinerary →
- EXPLORA I Manaus to Miami from $13,085 View itinerary →
- EXPLORA I Manaus to San Juan from $10,100 View itinerary →
- EXPLORA III Miami to San Juan from $9,560 View itinerary →
- EXPLORA III Miami to Miami from $5,640 View itinerary →
- EXPLORA III Miami to Miami from $8,320 View itinerary →
- EXPLORA III Miami to San Juan from $4,960 View itinerary →
- EXPLORA I San Juan to Miami from $4,875 View itinerary →
- EXPLORA I San Juan to Barcelona from $13,425 View itinerary →
- EXPLORA III San Juan to Bridgetown from $8,025 View itinerary →
- EXPLORA III San Juan to Miami from $5,200 View itinerary →
- EXPLORA I Miami to Barcelona from $8,165 View itinerary →
- EXPLORA III Bridgetown to San Juan from $11,475 View itinerary →
- EXPLORA III Miami to San Juan from $4,650 View itinerary →
- EXPLORA III Miami to Miami from $9,225 View itinerary →
- EXPLORA III San Juan to Amador (Panama City) from $11,175 View itinerary →
- EXPLORA III San Juan to Miami from $4,875 View itinerary →
- EXPLORA IV Miami to San Juan from $4,835 View itinerary →
- EXPLORA II Barcelona to Miami from $7,335 View itinerary →
- EXPLORA IV San Juan to Miami from $4,200 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,200 View itinerary →
- EXPLORA IV Miami to Miami from $5,415 View itinerary →
- EXPLORA II Miami to San Juan from $4,020 View itinerary →
- EXPLORA II San Juan to Miami from $5,160 View itinerary →
- EXPLORA IV Miami to San Juan from $4,900 View itinerary →
- EXPLORA II Miami to San Juan from $5,730 View itinerary →
- EXPLORA IV San Juan to Miami from $5,505 View itinerary →
2028
- EXPLORA II San Juan to Miami from $4,020 View itinerary →
- EXPLORA II Miami to San Juan from $4,020 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA II San Juan to San Juan from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
- EXPLORA II San Juan to Miami from $4,020 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA II Miami to San Juan from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
- EXPLORA II San Juan to Manaus from $8,120 View itinerary →
- EXPLORA IV Miami to San Juan from $4,200 View itinerary →
- EXPLORA II Manaus to San Juan from $7,370 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA II San Juan to Miami from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
- EXPLORA II Miami to San Juan from $4,020 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA II San Juan to Miami from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
- EXPLORA II Miami to Barcelona from $12,975 View itinerary →
- EXPLORA II Miami to Barcelona from $8,265 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
- EXPLORA IV Miami to San Juan from $4,020 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
Fares sourced from explorajourneys.com, refreshed daily. Lowest currently bookable double-occupancy fare per voyage. Verify your final fare before booking.