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
10 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Oranjestad; Willemstad; Kralendijk; Bridgetown; Kingstown; San Juan
SAIL DATE: Feb 01, 2026 - Feb 11, 2026
11 Night Caribbean
PORTS
San Juan; ST. THOMAS; Friars Bay, St. Kitts; Aruba; Curacao; Bonaire, Netherl... Ft. Lauderdale, Florida
SAIL DATE: Apr 05, 2026 - Apr 16, 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
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan; Tortola - Ro... San Juan
SAIL DATE: Feb 07, 2027 - Feb 21, 2027
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan; ST. THOMAS;... San Juan
SAIL DATE: Jan 11, 2026 - Jan 25, 2026
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; St Lucia; Barbados; San Juan; To... San Juan
SAIL DATE: Oct 19, 2025 - Nov 02, 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
$1248 $89/night
Oceanview
$1498 $107/night
Balcony
not available
Suite
$3029 $216/night
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; Friars Bay, St. Kitts; Barbados; San Juan; ST. THOMAS; St. Martin, Fre... San Juan
SAIL DATE: Jan 31, 2027 - Feb 14, 2027
14 Night Caribbean
PORTS
San Juan; Barbados; St Lucia; Antigua; Tortola - Roadtown, British Virgin Islands; Friars Ba... San Juan
SAIL DATE: Dec 07, 2025 - Dec 21, 2025
Interior
$1196 $85/night
Oceanview
$1396 $99/night
Balcony
not available
Suite
$2927 $209/night