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.
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Tortola - Roadtown, British Virgin Islands; Basseter... San Juan
SAIL DATE: Jan 25, 2026 - Feb 01, 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; Willemstad; Oranjestad; Oranjestad; Tortola - Roadtown, British Virgin Islands; San Juan
SAIL DATE: Mar 01, 2026 - Mar 08, 2026
10 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Oranjestad; Willemstad; Kralendijk; Bridgetown; Kingstown; San Juan
SAIL DATE: Feb 01, 2026 - Feb 11, 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 23, 2027 - Jan 30, 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; Charlotte Amalie, St. Thomas; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 16, 2027 - Jan 23, 2027
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
