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; Castries; Basseterre; St. John's, Antigua; Tortola - Roadtown, British Virgin Isla... San Juan
SAIL DATE: Jan 11, 2026 - Jan 18, 2026
9 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Basseterre; St. George's, Grenada; Willemstad; Oranjestad; San Juan
SAIL DATE: Feb 20, 2026 - Mar 01, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; St. George's, Gre... San Juan
SAIL DATE: Jan 18, 2026 - Jan 25, 2026
7 Night Caribbean Southern
PORTS
San Juan; Friars Bay, St. Kitts; Antigua; Bonaire, Netherlands Special Municipality; Aruba; San Juan
SAIL DATE: Oct 24, 2025 - Oct 31, 2025
7 Night Caribbean Southern
PORTS
San Juan; Aruba; Curacao; Antigua; Friars Bay, St. Kitts; San Juan
SAIL DATE: Nov 07, 2025 - Nov 14, 2025
7 Night Caribbean Southern
PORTS
San Juan; Friars Bay, St. Kitts; St Lucia; Barbados; Antigua; San Juan
SAIL DATE: Oct 31, 2025 - Nov 07, 2025
6 Night Bahamas
PORTS
San Juan; Disney Lookout Cay; Castaway Cay (Disney Private Island); Galveston
SAIL DATE: Nov 14, 2025 - Nov 20, 2025
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
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Charlotte Amalie, St. Thomas; Basseterre; Castries; Bridgetown; Roseau;... San Juan
SAIL DATE: Nov 25, 2026 - Dec 05, 2026
Interior
not available
Oceanview
not available
Balcony
$3499 $349/night
Suite
$5999 $599/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Charlotte Amalie, St. Thomas; Basseterre; Castries; Bridgetown; Roseau;... San Juan
SAIL DATE: Nov 15, 2026 - Nov 25, 2026
Interior
not available
Oceanview
not available
Balcony
$3249 $324/night
Suite
$5649 $564/night