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; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 02, 2027 - Jan 09, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 30, 2027 - Feb 06, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 16, 2027 - Jan 23, 2027
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; St. John's, Antigua; Cast... San Juan
SAIL DATE: Jan 23, 2027 - Jan 30, 2027
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; Basseterre; St.... San Juan
SAIL DATE: Jan 05, 2027 - Jan 15, 2027
Interior
not available
Oceanview
not available
Balcony
$3899 $389/night
Suite
$6499 $649/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Jan 15, 2027 - Jan 25, 2027
Interior
not available
Oceanview
not available
Balcony
$3999 $399/night
Suite
$6999 $699/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Jan 25, 2027 - Feb 04, 2027
Interior
not available
Oceanview
not available
Balcony
$3999 $399/night
Suite
$6999 $699/night
14 Night N-A
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Jan 03, 2027 - Jan 17, 2027
Interior
not available
Oceanview
$4299 $307/night
Balcony
$6719 $479/night
Suite
$9199 $657/night
7 Night Caribbean
PORTS
San Juan; St. George's, Grenada; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Il... San Juan
SAIL DATE: Jan 03, 2027 - Jan 10, 2027
Interior
not available
Oceanview
$2699 $385/night
Balcony
$3959 $565/night
Suite
$5199 $742/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Jan 10, 2027 - Jan 17, 2027
Interior
not available
Oceanview
$2699 $385/night
Balcony
$3959 $565/night
Suite
$5199 $742/night