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
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Jan 31, 2026 - Feb 07, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Jan 24, 2026 - Jan 31, 2026
Interior
$451 $64/night
Oceanview
$527 $75/night
Balcony
$711 $101/night
Suite
not available
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Fort-de-France... San Juan
SAIL DATE: Jan 17, 2026 - Jan 24, 2026
Interior
$458 $65/night
Oceanview
$524 $74/night
Balcony
$775 $110/night
Suite
not available
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Jan 10, 2026 - Jan 17, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Dec 13, 2025 - Dec 20, 2025
7 Night Caribbean Southern
PORTS
San Juan; Philipsburg, Saint-Martin; Charlotte Amalie, St. Thomas; Basseterre; Nassau... Fort Lauderdale
SAIL DATE: Apr 19, 2026 - Apr 26, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Feb 21, 2026 - Feb 28, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Philipsburg, Saint-Martin; St. John's,... San Juan
SAIL DATE: Sep 26, 2026 - Oct 03, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; St. John's, An... San Juan
SAIL DATE: Sep 19, 2026 - Sep 26, 2026
