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.
13 Night Caribbean
PORTS
San Juan; Santo Domingo, Dominican Republic; Cartagena, Spain; Cartagena,... Puerto Caldera, Costa Rica
SAIL DATE: Dec 07, 2025 - Dec 20, 2025
Interior
not available
Oceanview
$1614 $124/night
Balcony
$2460 $189/night
Suite
$8914 $685/night
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
14 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Nov 21, 2026 - Dec 05, 2026
14 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Nov 07, 2026 - Nov 21, 2026
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
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
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
$3149 $314/night
Suite
$5649 $564/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Dec 05, 2026 - Dec 15, 2026
Interior
not available
Oceanview
not available
Balcony
$3449 $344/night
Suite
$5649 $564/night
14 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Nov 08, 2025 - Nov 22, 2025
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Charlotte Amalie, St. Thomas; Basseterre; Castries; Bridgetown; Roseau;... San Juan
SAIL DATE: Nov 05, 2026 - Nov 15, 2026
Interior
not available
Oceanview
not available
Balcony
$3549 $354/night
Suite
$6149 $614/night