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; ST. THOMAS; St. Martin, French Antilles; Antigua; St Lucia; Barbados; San Juan; To... San Juan
SAIL DATE: Dec 27, 2026 - Jan 10, 2027
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
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
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
$3699 $369/night
Suite
$5499 $549/night
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
14 Night Caribbean
PORTS
San Juan; Soper's Hole, Tortola, B.V.I.; Carambola Beach Saint Kitts And Nevis; Trois Ilet... Bridgetown
SAIL DATE: Dec 05, 2026 - Dec 19, 2026
Interior
not available
Oceanview
not available
Balcony
$6899 $492/night
Suite
$11399 $814/night
12 Night Caribbean
PORTS
San Juan; Saint John/Virgin Islands; Basseterre; Mayreau, Grenadines; Freetown, Sierra Leone... San Juan
SAIL DATE: Dec 22, 2026 - Jan 03, 2027
Interior
not available
Oceanview
not available
Balcony
not available
Suite
$8000 $666/night