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; Willemstad; Oranjestad; Oranjestad; Tortola - Roadtown, British Virgin Islands; San Juan
SAIL DATE: Mar 01, 2026 - Mar 08, 2026
14 Night N-A
PORTS
San Juan; Philipsburg, Saint-Martin; Funchal, Madeira; Casablanca, Morocco; Cadiz & Se... Barcelona
SAIL DATE: Mar 29, 2026 - Apr 12, 2026
Interior
not available
Oceanview
not available
Balcony
$3699 $264/night
Suite
$10499 $749/night
7 Night Caribbean Southern
PORTS
San Juan; Friars Bay, St. Kitts; Antigua; Bonaire, Netherlands Special Municipality; Aruba; San Juan
SAIL DATE: Oct 24, 2025 - Oct 31, 2025
7 Night Caribbean Southern
PORTS
San Juan; Aruba; Curacao; Antigua; Friars Bay, St. Kitts; San Juan
SAIL DATE: Nov 07, 2025 - Nov 14, 2025
7 Night Caribbean Southern
PORTS
San Juan; Friars Bay, St. Kitts; St Lucia; Barbados; Antigua; San Juan
SAIL DATE: Oct 31, 2025 - Nov 07, 2025
14 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Nov 08, 2025 - Nov 22, 2025
Interior
$3519 $251/night
Oceanview
$4139 $295/night
Balcony
not available
Suite
$7119 $508/night
7 Night Caribbean Southern
PORTS
San Juan; St. John's, Antigua; Castries; Basseterre; Tortola - Roadtown, British Virgin Isla... San Juan
SAIL DATE: Dec 28, 2025 - Jan 04, 2026
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Charlotte Amalie, St. Thomas; Basseterre; Castries; Bridgetown; Roseau;... San Juan
SAIL DATE: Nov 15, 2026 - Nov 25, 2026
Interior
not available
Oceanview
not available
Balcony
$3499 $349/night
Suite
$5999 $599/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Charlotte Amalie, St. Thomas; Basseterre; Castries; Bridgetown; Roseau;... San Juan
SAIL DATE: Nov 25, 2026 - Dec 05, 2026
Interior
not available
Oceanview
not available
Balcony
$3499 $349/night
Suite
$5999 $599/night
10 Night Caribbean Eastern
PORTS
San Juan; San Juan; Road Town, Tortola; Basseterre; Castries; Bridgetown; Roseau; St. John's... San Juan
SAIL DATE: Dec 05, 2026 - Dec 15, 2026
Interior
not available
Oceanview
not available
Balcony
$3499 $349/night
Suite
$5999 $599/night