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.
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 07, 2026 - Nov 21, 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
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Nov 15, 2026 - Nov 25, 2026
Interior
not available
Oceanview
not available
Balcony
$3499 $349/night
Suite
$5999 $599/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Nov 25, 2026 - Dec 05, 2026
Interior
not available
Oceanview
not available
Balcony
$3499 $349/night
Suite
$5999 $599/night
14 Night N-A
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 29, 2026 - Dec 13, 2026
Interior
not available
Oceanview
$3999 $285/night
Balcony
$6419 $458/night
Suite
$8899 $635/night
14 Night N-A
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Nov 08, 2026 - Nov 22, 2026
Interior
not available
Oceanview
$3999 $285/night
Balcony
$6419 $458/night
Suite
$8899 $635/night
14 Night N-A
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 15, 2026 - Nov 29, 2026
Interior
not available
Oceanview
$3999 $285/night
Balcony
$6419 $458/night
Suite
$8899 $635/night
14 Night N-A
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Nov 22, 2026 - Dec 06, 2026
Interior
not available
Oceanview
$3999 $285/night
Balcony
$6419 $458/night
Suite
$8899 $635/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Nov 05, 2026 - Nov 15, 2026
Interior
not available
Oceanview
not available
Balcony
$3799 $379/night
Suite
$6499 $649/night