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
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Oct 26, 2025 - Nov 02, 2025
Interior
not available
Oceanview
$2099 $299/night
Balcony
$3765 $537/night
Suite
$5005 $715/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 30, 2025 - Dec 07, 2025
Interior
not available
Oceanview
$1344 $192/night
Balcony
$2037 $291/night
Suite
$5105 $729/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: Nov 08, 2026 - Nov 15, 2026
Interior
not available
Oceanview
$2499 $357/night
Balcony
$3759 $537/night
Suite
$4999 $714/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Basseterre; Gustavia; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 15, 2026 - Nov 22, 2026
Interior
not available
Oceanview
$2499 $357/night
Balcony
$3499 $499/night
Suite
$4499 $642/night
7 Night Caribbean
PORTS
San Juan; St. George's, Grenada; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Il... San Juan
SAIL DATE: Nov 22, 2026 - Nov 29, 2026
Interior
not available
Oceanview
$2499 $357/night
Balcony
$3759 $537/night
Suite
$4999 $714/night
7 Night Caribbean
PORTS
San Juan; Cruz Bay, St. John; Gustavia; Basseterre; Philipsburg, Saint-Martin; Jost Van Dyke... San Juan
SAIL DATE: Nov 29, 2026 - Dec 06, 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
7 Night Caribbean
PORTS
San Juan; St. George's, Grenada; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Il... San Juan
SAIL DATE: Dec 20, 2026 - Dec 27, 2026
Interior
not available
Oceanview
$2699 $385/night
Balcony
$3959 $565/night
Suite
$5199 $742/night
7 Night Caribbean
PORTS
San Juan; St. George's, Grenada; Port Elizabeth, Bequia, Grenadines; Mayreau, Grenadines; Il... San Juan
SAIL DATE: Jan 03, 2027 - Jan 10, 2027
Interior
not available
Oceanview
$2699 $385/night
Balcony
$3959 $565/night
Suite
$5199 $742/night