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 Transatlantic
PORTS
San Juan; Funchal, Madeira; Motril; Cartagena, Spain; Ibiza; Palma de Mallorca; Barcelona
SAIL DATE: Apr 19, 2026 - May 03, 2026
Interior
$799 $57/night
Oceanview
not available
Balcony
$1429 $102/night
Suite
$1629 $116/night
14 Night Caribbean
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Friars Bay, St. Kitts; Barbados; San J... San Juan
SAIL DATE: Mar 15, 2026 - Mar 29, 2026
Interior
$1178 $84/night
Oceanview
$1418 $101/night
Balcony
not available
Suite
$2469 $176/night
7 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Guadeloupe (Point-A-Pitre); Barbados; San Juan
SAIL DATE: Jan 25, 2026 - Feb 01, 2026
7 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan
SAIL DATE: Dec 14, 2025 - Dec 21, 2025
14 Night Caribbean
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Friars Bay, St. Kitts; Barbados; San J... San Juan
SAIL DATE: Oct 26, 2025 - Nov 09, 2025
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; Friars Bay, St. Kitts; St Lucia; Barbados; San Juan; ST. THOMAS; St. M... San Juan
SAIL DATE: Jan 04, 2026 - Jan 18, 2026
Interior
$1238 $88/night
Oceanview
$1448 $103/night
Balcony
not available
Suite
$3029 $216/night
14 Night Caribbean
PORTS
San Juan; Friars Bay, St. Kitts; St Lucia; Barbados; San Juan; ST. THOMAS; St. Martin, Frenc... San Juan
SAIL DATE: Feb 15, 2026 - Mar 01, 2026
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan; St. Martin,... San Juan
SAIL DATE: Mar 22, 2026 - Apr 05, 2026
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan; St. Martin,... San Juan
SAIL DATE: Feb 22, 2026 - Mar 08, 2026
Interior
$1246 $89/night
Oceanview
$1526 $109/night
Balcony
not available
Suite
$2861 $204/night
7 Night Caribbean
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Friars Bay, St. Kitts; Barbados; San Juan
SAIL DATE: Oct 26, 2025 - Nov 02, 2025
