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 $12,985 View itinerary →
- EXPLORA I Barcelona to Miami from $15,640 View itinerary →
- EXPLORA III Miami to San Juan from $5,400 View itinerary →
- EXPLORA III Miami to Miami from $10,680 View itinerary →
- EXPLORA I Barcelona to Miami from $8,135 View itinerary →
- EXPLORA I Barcelona to Miami from $11,735 View itinerary →
- EXPLORA III San Juan to San Juan from $12,000 View itinerary →
- EXPLORA III San Juan to Miami from $4,880 View itinerary →
- EXPLORA III Miami to Miami from $10,910 View itinerary →
- EXPLORA III Miami to San Juan from $4,480 View itinerary →
- EXPLORA I St. John's (Antigua) to Miami from $3,000 View itinerary →
- EXPLORA III San Juan to San Juan from $10,200 View itinerary →
- EXPLORA III San Juan to Miami from $4,200 View itinerary →
- EXPLORA III Miami to Miami from $9,485 View itinerary →
- EXPLORA III Miami to San Juan from $4,200 View itinerary →
- EXPLORA III San Juan to San Juan from $9,485 View itinerary →
- EXPLORA III San Juan to Miami from $4,575 View itinerary →
- EXPLORA I Miami to San Juan from $8,210 View itinerary →
- EXPLORA III Miami to Miami from $8,925 View itinerary →
- EXPLORA III Miami to San Juan from $4,200 View itinerary →
- EXPLORA I Miami to San Juan from $3,635 View itinerary →
- EXPLORA III San Juan to Miami from $4,200 View itinerary →
- EXPLORA III San Juan to San Juan from $10,985 View itinerary →
- EXPLORA I Miami to Miami from $9,750 View itinerary →
- EXPLORA I San Juan to Miami from $6,800 View itinerary →
- EXPLORA III Miami to Miami from $15,975 View itinerary →
- EXPLORA III Miami to San Juan from $5,285 View itinerary →
- EXPLORA I San Juan to San Juan from $12,365 View itinerary →
- EXPLORA I Miami to San Juan from $7,095 View itinerary →
- EXPLORA I Miami to Miami from $10,605 View itinerary →
- EXPLORA III San Juan to Miami from $8,925 View itinerary →
- EXPLORA III San Juan to San Juan from $16,685 View itinerary →
2027
- EXPLORA I San Juan to Miami from $8,785 View itinerary →
- EXPLORA I San Juan to Miami from $4,270 View itinerary →
- EXPLORA III Miami to Miami from $12,360 View itinerary →
- EXPLORA III Miami to San Juan from $5,920 View itinerary →
- EXPLORA I Miami to Miami from $9,975 View itinerary →
- EXPLORA I Miami to Miami from $6,110 View itinerary →
- EXPLORA III San Juan to Miami from $5,120 View itinerary →
- EXPLORA III San Juan to San Juan from $11,880 View itinerary →
- EXPLORA I Miami to San Juan from $8,885 View itinerary →
- EXPLORA III Miami to Miami from $10,840 View itinerary →
- EXPLORA III Miami to San Juan from $5,960 View itinerary →
- EXPLORA III San Juan to Miami from $5,240 View itinerary →
- EXPLORA I Miami to Manaus from $11,285 View itinerary →
- EXPLORA III San Juan to San Juan from $10,800 View itinerary →
- EXPLORA I Miami to San Juan from $4,310 View itinerary →
- EXPLORA I San Juan to Manaus from $8,190 View itinerary →
- EXPLORA I San Juan to San Juan from $18,000 View itinerary →
- EXPLORA III Miami to San Juan from $4,960 View itinerary →
- EXPLORA III Miami to Miami from $9,760 View itinerary →
- EXPLORA III San Juan to Miami from $4,960 View itinerary →
- EXPLORA III San Juan to Miami from $10,650 View itinerary →
- EXPLORA I Manaus to San Juan from $9,120 View itinerary →
- EXPLORA I Manaus to Miami from $11,515 View itinerary →
- EXPLORA III Miami to Miami from $5,660 View itinerary →
- EXPLORA III Miami to San Juan from $8,960 View itinerary →
- EXPLORA III Miami to San Juan from $4,650 View itinerary →
- EXPLORA III Miami to Miami from $8,100 View itinerary →
- EXPLORA I San Juan to Barcelona from $12,530 View itinerary →
- EXPLORA I San Juan to Miami from $4,340 View itinerary →
- EXPLORA III San Juan to Miami from $5,100 View itinerary →
- EXPLORA III San Juan to Bridgetown from $7,805 View itinerary →
- EXPLORA I Miami to Barcelona from $8,710 View itinerary →
- EXPLORA III Bridgetown to San Juan from $10,710 View itinerary →
- EXPLORA III Miami to San Juan from $4,550 View itinerary →
- EXPLORA III Miami to Miami from $10,010 View itinerary →
- EXPLORA III San Juan to Amador (Panama City) from $13,930 View itinerary →
- EXPLORA III San Juan to Miami from $4,760 View itinerary →
- EXPLORA IV Miami to San Juan from $4,515 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 $5,160 View itinerary →
- EXPLORA II Miami to San Juan from $4,020 View itinerary →
- EXPLORA II San Juan to Miami from $4,815 View itinerary →
- EXPLORA IV Miami to San Juan from $4,590 View itinerary →
- EXPLORA II Miami to San Juan from $5,350 View itinerary →
- EXPLORA IV San Juan to Miami from $5,160 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 $7,580 View itinerary →
- EXPLORA IV Miami to San Juan from $4,200 View itinerary →
- EXPLORA II Manaus to San Juan from $7,210 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 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 $8,820 View itinerary →
- EXPLORA II Miami to Barcelona from $12,110 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 $3,755 View itinerary →
- EXPLORA IV San Juan to Miami from $3,755 View itinerary →
- EXPLORA IV Miami to San Juan from $3,755 View itinerary →
- EXPLORA IV San Juan to Miami from $3,755 View itinerary →
Fares sourced from explorajourneys.com, refreshed daily. Lowest currently bookable double-occupancy fare per voyage. Verify your final fare before booking.