Leaving soon
Star Legend
Nov 12
Malaga
Spain
Nov 27
Bridgetown
Barbados
15 nights
Check fare
Star Pride: San Juan to Puntarenas14-night repositioning cruise · Monday, November 29, 2027
Star Pride
Windstar Cruises
San JuanPuerto RicoPuntarenasCosta Rica
Nov 29, 2027 -> Dec 13, 2027(14 nights)
Approximate sailing route
Some itinerary locations are missing from this approximate map. See the listed itinerary below.
Itinerary
Embark · Monday, November 29, 2027San Juan, Puerto Rico
Port of callCatalina Island
Port of callSanto Domingo
Port of callCartagena Colombia
Port of callSan Blas Islands Panama
Port of callColon
Port of callPanama Canal
Port of callPanama City
Port of callIsla Gamez Panama
Port of callGolfito
Port of callQuepos
Disembark · Monday, December 13, 2027Puntarenas, Costa Rica
Cruise details
- Cruise line
- Windstar Cruises
- Ship
- Star Pride
- Departs
- San Juan (Caribbean)
- Arrives
- Puntarenas (Central America)
- Length
- 14 nights
- Month
- November
- Ports of call
- Catalina Island · Santo Domingo · Cartagena Colombia · San Blas Islands Panama · Colon · Panama Canal · Panama City · Isla Gamez Panama · Golfito · Quepos
- Lead-in cabin
- Check cabin availability
About this voyage: a 14-night one-way repositioning cruise aboard Star Pride, sailing from San Juan to Puntarenas as Windstar Cruises moves the ship between seasons. Compare its nightly fare with the full trip cost, including one-way flights and transfers.
Plan your flights
Plan travel to San Juan and home from Puntarenas. Check which flights and transfers the fare includes before adding travel costs to your budget.
Related sailing options on Star Pride
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.
- San Juan → Puntarenas
Nov 22, 2027 – Dec 13, 2027 · 21 nights
Check priceView this itinerary → - San Juan → Puntarenas
Nov 29, 2027 – Dec 13, 2027 · 14 nights · Viewing this option
Check priceView this itinerary → - Colon → Puntarenas
Dec 6, 2027 – Dec 13, 2027 · 7 nights
Check priceView this itinerary →
More from Windstar Cruises
View all Windstar Cruises cruisesLeaving soon
Leaving soonWind Star
Nov 24
Bridgetown
Barbados
Dec 12
Puntarenas
Costa Rica
18 nights
Check fare
Leaving soonWind Star
Nov 24BridgetownBarbados
Dec 12PuntarenasCosta Rica
18 nightsCheck fare
Leaving soonStar Legend
Dec 4
Bridgetown
Barbados
Dec 20
Panama City
Panama
16 nights
Check fare
Leaving soonStar Legend
Dec 4BridgetownBarbados
Dec 20Panama CityPanama
16 nightsCheck fare
Explore Star Pride: San Juan to Puntarenas
This 14-night sailing with Windstar Cruises is listed to leave San Juan, Puerto Rico, on November 29, 2027 and arrive in Puntarenas, Costa Rica, on December 13, 2027. Use this page to compare the voyage dates, ship, listed itinerary and per-person cabin fares.
A listing is not a reservation or a live inventory guarantee. Confirm the sailing and your cabin directly with the cruise line.
For a one-way cruise, plan the journey to the departure port separately from the journey home after arrival. Check boarding instructions, the final port schedule and fare inclusions before buying flights or accommodation.
Before you book this itinerary
Confirm the local dates, exact terminals, boarding deadline and current itinerary with the operator. Compare cabin occupancy and inclusions in the final quote, then arrange flights and transfers for both ends of the journey.
Star Pride: San Juan to Puntarenas: questions and answers
When does this Star Pride cruise sail?
The listed departure is November 29, 2027 from San Juan. The listed arrival is December 13, 2027 in Puntarenas, after 14 nights. Confirm the final schedule with Windstar Cruises.
Does this cruise return to its departure port?
No. This listing starts in San Juan and ends in Puntarenas. Arrange onward travel from the arrival port.
Are the cabin fares on this page live booking prices?
A listing is not a reservation or a live inventory guarantee. Confirm the sailing and your cabin directly with the cruise line. Displayed fares are recent source observations; when a recent fare is unavailable, we show “Check fare”. Confirm currency, cabin type, occupancy, taxes, fees, gratuities and cancellation conditions before booking.