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
10 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Oranjestad; Willemstad; Kralendijk; Bridgetown; Kingstown; San Juan
SAIL DATE: Feb 01, 2026 - Feb 11, 2026
Interior
$966 $96/night
Oceanview
$1136 $113/night
Balcony
$1949 $194/night
Suite
not available
13 Night Transatlantic
PORTS
San Juan; Philipsburg, Saint-Martin; Funchal, Madeira; Cadiz & Seville; Valencia, Spain; Barcelona
SAIL DATE: Mar 06, 2027 - Mar 19, 2027
Interior
not available
Oceanview
not available
Balcony
$3499 $269/night
Suite
$5999 $461/night
14 Night N-A
PORTS
San Juan; Philipsburg, Saint-Martin; Funchal, Madeira; Casablanca, Morocco; Cadiz & Se... Barcelona
SAIL DATE: Mar 29, 2026 - Apr 12, 2026
Interior
not available
Oceanview
not available
Balcony
$3799 $271/night
Suite
$10499 $749/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
$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 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; 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
$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 05, 2026 - Nov 15, 2026
Interior
not available
Oceanview
not available
Balcony
$3799 $379/night
Suite
$6499 $649/night
10 Night N-A
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Nov 29, 2025 - Dec 09, 2025
Interior
not available
Oceanview
not available
Balcony
$3899 $389/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: Jan 05, 2027 - Jan 15, 2027
Interior
not available
Oceanview
not available
Balcony
$3899 $389/night
Suite
$6499 $649/night