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; St. Geor... San Juan
SAIL DATE: Dec 12, 2026 - Dec 19, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; St. John's, Antigua; Cast... San Juan
SAIL DATE: Dec 05, 2026 - Dec 12, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Nov 28, 2026 - Dec 05, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 02, 2027 - Jan 09, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; St. John's, Antigua; Roseau; Castries; St. George's,... San Juan
SAIL DATE: Feb 06, 2027 - Feb 13, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; St. John's, Antigua; Cast... San Juan
SAIL DATE: Jan 09, 2027 - Jan 16, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 30, 2027 - Feb 06, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 16, 2027 - Jan 23, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; St. John's, Antigua; Cast... San Juan
SAIL DATE: Feb 20, 2027 - Feb 27, 2027
