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.
14 Night Caribbean Eastern
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Nov 23, 2025 - Dec 07, 2025
Interior
not available
Oceanview
$4099 $292/night
Balcony
$6514 $465/night
Suite
$8999 $642/night
14 Night Caribbean Eastern
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Nov 09, 2025 - Nov 23, 2025
Interior
not available
Oceanview
$4099 $292/night
Balcony
$6514 $465/night
Suite
$8999 $642/night
14 Night Caribbean Eastern
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 16, 2025 - Nov 30, 2025
Interior
not available
Oceanview
$4099 $292/night
Balcony
$6514 $465/night
Suite
$8999 $642/night
20 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Mar... Puerto Caldera, Costa Rica
SAIL DATE: Nov 30, 2025 - Dec 20, 2025
Interior
not available
Oceanview
$5999 $299/night
Balcony
$9674 $483/night
Suite
$13399 $669/night
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
$3899 $299/night
Balcony
$6314 $485/night
Suite
$8799 $676/night
13 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van... Colon, Panama
SAIL DATE: Nov 30, 2025 - Dec 13, 2025
Interior
not available
Oceanview
$3999 $307/night
Balcony
$6414 $493/night
Suite
$8899 $684/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Oct 26, 2025 - Nov 02, 2025
Interior
not available
Oceanview
$2208 $315/night
Balcony
$3279 $468/night
Suite
$5099 $728/night
11 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Falmouth, Cornwall, England; Iles Des Sa... San Juan
SAIL DATE: Oct 28, 2026 - Nov 08, 2026
Interior
not available
Oceanview
$3599 $327/night
Balcony
$6019 $547/night
Suite
$8499 $772/night
14 Night Caribbean Eastern
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 02, 2025 - Nov 16, 2025
Interior
not available
Oceanview
$4599 $328/night
Balcony
$7014 $501/night
Suite
$9499 $678/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 15, 2026 - Nov 22, 2026
Interior
not available
Oceanview
$2499 $357/night
Balcony
$3499 $499/night
Suite
$4499 $642/night