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; ST. CROIX; Philipsburg, Saint-Martin; St. John's, An... San Juan
SAIL DATE: Dec 05, 2026 - Dec 12, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; Philipsburg, Sain... San Juan
SAIL DATE: Dec 06, 2026 - Dec 13, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; St. John's, An... San Juan
SAIL DATE: Dec 13, 2026 - Dec 20, 2026
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; St Lucia; Barbados; San Juan; To... San Juan
SAIL DATE: Dec 27, 2026 - Jan 10, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Philipsburg, Saint-Martin; St. John's,... San Juan
SAIL DATE: Dec 26, 2026 - Jan 02, 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
7 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; St Lucia; Barbados; San Juan
SAIL DATE: Dec 27, 2026 - Jan 03, 2027
13 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Dec 05, 2026 - Dec 18, 2026
18 Night Caribbean
PORTS
San Juan; Charlotte Amalie, St. Thomas; Virgin Gorda; St. John's, Antigua; Gustavia; Saint-... San Juan
SAIL DATE: Dec 18, 2026 - Jan 05, 2027
10 Night N-A
PORTS
San Juan; Charlotte Amalie, St. Thomas; Virgin Gorda; St. John's, Antigua; Gustavia; Saint... Bridgetown
SAIL DATE: Dec 18, 2026 - Dec 28, 2026