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
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; Bridgetown; St Lu... San Juan
SAIL DATE: Nov 23, 2025 - Nov 30, 2025
7 Night Caribbean
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; Bridgetown; St Lu... San Juan
SAIL DATE: Dec 28, 2025 - Jan 04, 2026
Interior
$1846 $263/night
Oceanview
not available
Balcony
$2276 $325/night
Suite
$1978 $282/night
7 Night Caribbean Western
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St Thomas, Vi; Kralendijk; Oranjestad; San Juan
SAIL DATE: Mar 28, 2027 - Apr 04, 2027
7 Night Caribbean Western
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Bridgetown; St Lucia; Phil... San Juan
SAIL DATE: Nov 22, 2026 - Nov 29, 2026
7 Night Caribbean Western
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Bridgetown; St Lucia; Phil... San Juan
SAIL DATE: Nov 29, 2026 - Dec 06, 2026
7 Night Caribbean Western
PORTS
San Juan; Philipsburg, Saint-Martin; Basseterre; Bridgetown; St Lucia; Tortola - Roadtown, B... San Juan
SAIL DATE: Dec 13, 2026 - Dec 20, 2026
7 Night Caribbean Western
PORTS
San Juan; Oranjestad; Willemstad; St Thomas, Vi; Tortola - Roadtown, British Virgin Islands; San Juan
SAIL DATE: Dec 20, 2026 - Dec 27, 2026
7 Night Caribbean Western
PORTS
San Juan; Philipsburg, Saint-Martin; Basseterre; Bridgetown; St Lucia; St Thomas, Vi; Tortol... San Juan
SAIL DATE: Dec 27, 2026 - Jan 03, 2027
7 Night Caribbean Western
PORTS
San Juan; St Thomas, Vi; Tortola - Roadtown, British Virgin Islands; Oranjestad; Willemstad; San Juan
SAIL DATE: Jan 03, 2027 - Jan 10, 2027
7 Night Caribbean Western
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Bridgetown; St Lucia; Phil... San Juan
SAIL DATE: Jan 10, 2027 - Jan 17, 2027