narrowing cruises to San Juan
27-Night Caribbean from Montréal, Québec via Quebec City, Québec & Saguenay, QuébecAzamara Journey · Azamara1 departure · Oct 202617-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Journey · Azamara1 departure · Oct 202610-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Journey · Azamara1 departure · Oct 202615-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 20268-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 2026
22-Night Transatlantic from Piraeus via Katakolon & Siracuse, SicilyAzamara Quest · Azamara1 departure · Nov 202615-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 20268-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 202614-Night Transatlantic from Málaga via Tangier & San JuanAzamara Quest · Azamara1 departure · Dec 202617-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Dec 20267-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Dec 202618-Night Caribbean from Bridgetown via Oranjestad & WillemstadAzamara Journey · Azamara1 departure · Dec 20269-Night Caribbean from Bridgetown via Oranjestad & WillemstadAzamara Journey · Azamara1 departure · Dec 2026 25-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Quest · Azamara1 departure · Oct 202718-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Quest · Azamara1 departure · Oct 202710-Night Bermuda from New York, New York via Hamilton & PhilipsburgAzamara Quest · Azamara1 departure · Oct 202715-Night Caribbean from Bridgetown via Castries & RoseauAzamara Quest · Azamara2 departures · Nov 20278-Night Caribbean from Bridgetown via Castries & RoseauAzamara Quest · Azamara1 departure · Nov 20278-Night Caribbean from Bridgetown via Castries & RoseauAzamara Quest · Azamara1 departure · Nov 2027
Cruises to San Juan
21 live cruises call at San Juan — 7 to 27 nights, sailing from Bridgetown, New York and Miami. Your advisor narrows them to the one that fits.
Sails from
Autumn 2026
8 cruises to San Juan, 8 to 27 nights.
27-Night Caribbean from Montréal, Québec via Quebec City, Québec & Saguenay, QuébecAzamara Journey · Azamara1 departure · Oct 202617-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Journey · Azamara1 departure · Oct 202610-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Journey · Azamara1 departure · Oct 202615-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 20268-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 202622-Night Transatlantic from Piraeus via Katakolon & Siracuse, SicilyAzamara Quest · Azamara1 departure · Nov 202615-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 20268-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Nov 2026Winter 2026–27
5 cruises to San Juan, 7 to 18 nights.
14-Night Transatlantic from Málaga via Tangier & San JuanAzamara Quest · Azamara1 departure · Dec 202617-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Dec 20267-Night Caribbean from Bridgetown via Castries & RoseauAzamara Journey · Azamara1 departure · Dec 202618-Night Caribbean from Bridgetown via Oranjestad & WillemstadAzamara Journey · Azamara1 departure · Dec 20269-Night Caribbean from Bridgetown via Oranjestad & WillemstadAzamara Journey · Azamara1 departure · Dec 2026Autumn 2027
6 cruises to San Juan, 8 to 25 nights.
25-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Quest · Azamara1 departure · Oct 202718-Night Caribbean from New York, New York via Hamilton & PhilipsburgAzamara Quest · Azamara1 departure · Oct 202710-Night Bermuda from New York, New York via Hamilton & PhilipsburgAzamara Quest · Azamara1 departure · Oct 202715-Night Caribbean from Bridgetown via Castries & RoseauAzamara Quest · Azamara2 departures · Nov 20278-Night Caribbean from Bridgetown via Castries & RoseauAzamara Quest · Azamara1 departure · Nov 20278-Night Caribbean from Bridgetown via Castries & RoseauAzamara Quest · Azamara1 departure · Nov 2027Winter 2027–28
2 cruises to San Juan, 15 to 16 nights.
Usually paired with
Cruises to San Juan: your questions
Where do cruises to San Juan depart from?
21 live cruises call at San Juan, sailing from Bridgetown, New York, Miami and Montréal. Your advisor narrows them to the gateway, ship and dates that fit — complimentary, the same price as booking direct.
Which destinations pair with San Juan?
San Juan sailings most often also call at Philipsburg, Castries, Basseterre and Charlestown. Tell your advisor the ports you have in mind and they narrow the Caribbean fleet to the one itinerary that links them.
How many nights is a cruise to San Juan?
Cruises calling at San Juan run 7 to 27 nights — from shorter Caribbean sailings to longer grand voyages. Your advisor narrows to the length that suits you.
Tell us the voyage that draws you
Share the cruise to San Juanyou have in mind — or simply the season — and a NestCruise advisor narrows the fleet to the one voyage that fits, then handles every detail through to embarkation, complimentary amenities and all.
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