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 Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Tortola - Roadtown, British Virgin Islands; Basseter... San Juan
SAIL DATE: Jan 25, 2026 - Feb 01, 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
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; Castries; Brid... San Juan
SAIL DATE: Oct 12, 2025 - Oct 19, 2025
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; Charlotte Amalie, St. Thomas; Tortola - Roadtown, British Virgin Islands; Basseter... San Juan
SAIL DATE: Dec 14, 2025 - Dec 21, 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
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan; ST. THOMAS;... San Juan
SAIL DATE: Jan 18, 2026 - Feb 01, 2026
Interior
$1058 $75/night
Oceanview
$1298 $92/night
Balcony
not available
Suite
$2238 $159/night
10 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Oranjestad; Willemstad; Kralendijk; Bridgetown; Kingstown; San Juan
SAIL DATE: Feb 01, 2026 - Feb 11, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Tortola - Roadtown, British Virgin Islands; Basseter... San Juan
SAIL DATE: Apr 05, 2026 - Apr 12, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; Roseau; ST. CROIX... San Juan
SAIL DATE: Jan 31, 2027 - Feb 07, 2027
