Best Cruises from San Juan
We've found the Best Cruises from San Juan for the best prices! Easily compare sailings and find out when to book with our unique cruise search.
11 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; Castries; St. Geo... San Juan
SAIL DATE: Nov 17, 2026 - Nov 28, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Feb 13, 2027 - Feb 20, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Mar 27, 2027 - Apr 03, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Mar 13, 2027 - Mar 20, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; St. John's, Antigua; Cast... San Juan
SAIL DATE: Mar 06, 2027 - Mar 13, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Feb 27, 2027 - Mar 06, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Dec 19, 2026 - Dec 26, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; St. John's, Antigua; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Mar 20, 2027 - Mar 27, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; St. John's, Antigua; Cast... San Juan
SAIL DATE: Dec 26, 2026 - Jan 02, 2027
