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; 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; 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; 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; St. Geor... San Juan
SAIL DATE: Dec 12, 2026 - Dec 19, 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
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; 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
