

Route
2 repositioning cruises sailing one-way from San Juan, Puerto Rico to Puntarenas, Costa Rica. Compare dates, ships, itineraries and recorded fares below.
Compare the individual San Juan to Puntarenas itineraries before choosing a crossing. Plan transport to the departure port separately from your journey home after arrival.
Dates and durations describe this catalogue. Fare ranges cover 0 available sailings with non-estimated fares, a source link and a check within 24 hours. Listed stops may be incomplete; use the operator’s full itinerary to assess sea days.
2 departures shown in date order. Open a sailing for its full details. Fares are per person and display in your selected currency; confirm occupancy and inclusions with the operator.
Scroll the table to compare all columns and departures.


San Juan to Puntarenas repositioning cruises currently covers 2 sailings from 1 cruise line in the published catalogue. This page groups crossings with the same departure and arrival cities. Intermediate ports and the number of nights can vary between sailings.
Listed departures run from November 22, 2027 to November 29, 2027. Voyage lengths range from 14 to 21 nights. These are the current catalogue dates, not a promise of future schedules.
The months with the most listed departures are November 2027 (2 sailings). Counts describe this catalogue selection, not historical seasonality or availability.
The median listed voyage length is 17.5 nights across 2 sailings. Compare the individual itineraries to choose the time at sea and port stops that suit your plans.
Departure cities in this selection include San Juan. Arrival cities include Puntarenas. Operators include Windstar Cruises. These are examples from the full page selection, before any additional filters.
Sailings on the same city pair can have different intermediate stops, lengths and ships. Use the comparison table and each operator’s complete itinerary to assess the route. Missing recorded stops do not imply nonstop travel.
Confirm the exact embarkation and arrival terminals and the local schedule. Price flights, transfers and any hotel nights alongside your cruise quote to compare the complete one-way journey.


These sailings share a ship, arrival date and destination, and may overlap. Choose a listed itinerary; boarding at other port calls is not implied. Confirm availability with the operator.
Nov 22, 2027 – Dec 13, 2027 · 21 nights
Nov 29, 2027 – Dec 13, 2027 · 14 nights