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; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Jan 31, 2026 - Feb 07, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Feb 21, 2026 - Feb 28, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; St. John's, Antigua; Philipsburg, Saint-M... San Juan
SAIL DATE: May 02, 2026 - May 09, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Philipsburg, Saint-Martin; St. John's,... San Juan
SAIL DATE: May 09, 2026 - May 16, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Jan 10, 2026 - Jan 17, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Mar 14, 2026 - Mar 21, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Philipsburg, Saint-Martin; St. John's,... San Juan
SAIL DATE: Apr 25, 2026 - May 02, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Philipsburg, Saint-Martin; St. John's,... San Juan
SAIL DATE: Apr 03, 2027 - Apr 10, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; St. John's, An... San Juan
SAIL DATE: May 30, 2026 - Jun 06, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Mar 28, 2026 - Apr 04, 2026