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 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
13 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Dec 05, 2026 - Dec 18, 2026
14 Night Caribbean
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenadin... San Juan
SAIL DATE: Nov 07, 2026 - Nov 21, 2026
18 Night Caribbean
PORTS
San Juan; Charlotte Amalie, St. Thomas; Virgin Gorda; St. John's, Antigua; Gustavia; Saint-... San Juan
SAIL DATE: Dec 18, 2026 - Jan 05, 2027
9 Night Caribbean Eastern
PORTS
San Juan; Virgin Gorda; Gustavia; Philipsburg, Saint-Martin; St. John's, Antigua; Bass... Miami, Florida
SAIL DATE: Jan 05, 2027 - Jan 14, 2027
18 Night Caribbean
PORTS
San Juan; Charlotte Amalie, St. Thomas; Virgin Gorda; St. John's, Antigua; Saint- Pier... Miami, Florida
SAIL DATE: Dec 19, 2025 - Jan 06, 2026
Interior
$4009 $222/night
Oceanview
$4079 $226/night
Balcony
$4539 $252/night
Suite
not available
13 Night Caribbean
PORTS
San Juan; Charlotte Amalie, St. Thomas; St. John's, Antigua; Saint- Pierre; Port Elizabeth,... San Juan
SAIL DATE: Dec 06, 2025 - Dec 19, 2025
Interior
$3129 $240/night
Oceanview
$3179 $244/night
Balcony
not available
Suite
not available
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
8 Night Caribbean
PORTS
San Juan; Charlotte Amalie, St. Thomas; Virgin Gorda; St. John's, Antigua; Saint- Pierre;... Bridgetown
SAIL DATE: Dec 19, 2025 - Dec 27, 2025
Interior
$2029 $253/night
Oceanview
$2099 $262/night
Balcony
$2629 $328/night
Suite
not available
14 Night Caribbean
PORTS
San Juan; Charlotte Amalie, St. Thomas; St. John's, Antigua; Saint- Pierre; Port Elizabeth,... San Juan
SAIL DATE: Nov 22, 2025 - Dec 06, 2025
Interior
$3669 $262/night
Oceanview
$4049 $289/night
Balcony
not available
Suite
$6629 $473/night