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.
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
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
7 Night N-A
PORTS
San Juan; Virgin Gorda; St. John's, Antigua; Saint- Pierre; Port Elizabeth, Bequia, Grenad... Bridgetown
SAIL DATE: Dec 05, 2026 - Dec 12, 2026
10 Night N-A
PORTS
San Juan; Charlotte Amalie, St. Thomas; Virgin Gorda; St. John's, Antigua; Gustavia; Saint... Bridgetown
SAIL DATE: Dec 18, 2026 - Dec 28, 2026
14 Night N-A
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Dec 06, 2026 - Dec 20, 2026
Interior
not available
Oceanview
$3999 $285/night
Balcony
$6419 $458/night
Suite
$8899 $635/night
14 Night N-A
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Dec 27, 2026 - Jan 10, 2027
Interior
not available
Oceanview
$4099 $292/night
Balcony
$6519 $465/night
Suite
$8999 $642/night
14 Night N-A
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Dec 13, 2026 - Dec 27, 2026
Interior
not available
Oceanview
$4099 $292/night
Balcony
$6519 $465/night
Suite
$8999 $642/night
14 Night N-A
PORTS
San Juan; St Georges; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Iles Des Sain... San Juan
SAIL DATE: Dec 20, 2026 - Jan 03, 2027
Interior
not available
Oceanview
$4299 $307/night
Balcony
$6719 $479/night
Suite
$9199 $657/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Dec 13, 2026 - Dec 20, 2026
Interior
not available
Oceanview
$2499 $357/night
Balcony
$3759 $537/night
Suite
$4999 $714/night
7 Night Caribbean
PORTS
San Juan; St. George's, Grenada; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Il... San Juan
SAIL DATE: Dec 06, 2026 - Dec 13, 2026
Interior
not available
Oceanview
$2499 $357/night
Balcony
$3499 $499/night
Suite
$4499 $642/night