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.
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; 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; Willemstad; Oranjestad; Oranjestad; Tortola - Roadtown, British Virgin Islands; San Juan
SAIL DATE: Mar 01, 2026 - Mar 08, 2026
7 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; St. George's, Gre... San Juan
SAIL DATE: Jan 18, 2026 - Jan 25, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Basseterre; Roseau; Castries; Bridgetown; San Juan
SAIL DATE: Jan 16, 2027 - Jan 23, 2027
11 Night Caribbean Southern
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; Castries; St. Geo... San Juan
SAIL DATE: Nov 17, 2026 - Nov 28, 2026
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
14 Night Caribbean Eastern
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Nov 23, 2025 - Dec 07, 2025
Interior
not available
Oceanview
$3819 $272/night
Balcony
$5934 $423/night
Suite
$8419 $601/night
14 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Nov 21, 2026 - Dec 05, 2026
