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; Philipsburg, Saint-Martin; Charlotte Amalie, St. Thomas; Basseterre; Nassau... Fort Lauderdale
SAIL DATE: Apr 19, 2026 - Apr 26, 2026
9 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Basseterre; St. George's, Grenada; Willemstad; Oranjestad; San Juan
SAIL DATE: Feb 20, 2026 - Mar 01, 2026
6 Night Caribbean Western
PORTS
San Juan; Amber Cove (Puerto Plata), Dominican Republic; Falmouth, Jamaica; George Town, Cayman... Tampa
SAIL DATE: Nov 02, 2025 - Nov 08, 2025
7 Night Caribbean Southern
PORTS
San Juan; Castries; Basseterre; St. John's, Antigua; Tortola - Roadtown, British Virgin Isla... San Juan
SAIL DATE: Jan 11, 2026 - Jan 18, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; Castries; Brid... San Juan
SAIL DATE: Sep 14, 2025 - Sep 21, 2025
Interior
$565 $80/night
Oceanview
$832 $118/night
Balcony
not available
Suite
not available
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; St. John's, An... San Juan
SAIL DATE: Mar 07, 2027 - Mar 14, 2027
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Nov 28, 2026 - Dec 05, 2026
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 Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; Willemstad; Oranjestad; Oranjestad; San Juan
SAIL DATE: Nov 23, 2025 - Nov 30, 2025
