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
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Guadeloupe (Point-A-Pitre); Barb... San Juan
SAIL DATE: Jan 25, 2026 - Feb 08, 2026
Interior
$1271 $90/night
Oceanview
$1480 $105/night
Balcony
not available
Suite
$4611 $329/night
14 Night Caribbean
PORTS
San Juan; Barbados; Antigua; St. Martin, French Antilles; ST. THOMAS; San Juan; St. Martin,... San Juan
SAIL DATE: Nov 02, 2025 - Nov 16, 2025
Interior
$1412 $100/night
Oceanview
$1612 $115/night
Balcony
not available
Suite
$4343 $310/night
14 Night Caribbean
PORTS
San Juan; St. Martin, French Antilles; Barbados; Friars Bay, St. Kitts; San Juan; St. Martin... San Juan
SAIL DATE: Nov 09, 2025 - Nov 23, 2025
Interior
$1575 $112/night
Oceanview
$1575 $112/night
Balcony
not available
Suite
$3956 $282/night
7 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; St Lucia; Barbados; San Juan
SAIL DATE: Mar 07, 2027 - Mar 14, 2027
7 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; St Lucia; Barbados; San Juan
SAIL DATE: Dec 27, 2026 - Jan 03, 2027
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; St. Vincent, St. Vincent &... San Juan
SAIL DATE: Dec 28, 2025 - Jan 11, 2026
7 Night Caribbean Southern
PORTS
San Juan; La Romana, Dominican Republic; Oranjestad; Willemstad; St Thomas, Vi; Tortola - Ro... San Juan
SAIL DATE: Dec 20, 2026 - Dec 27, 2026
7 Night Caribbean Southern
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
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