Silversea Cruises

Silver Shadow

San Juan → Jost Van Dyke → Santa Cruz de Tenerife → Lisbon

Mar 9, 2027 · 14 nights

$6,000 suite · $429/night

36% below typical · Price trending up
Explora Journeys

Explora III

San Juan → Road Town → Terre-de-Haut (Les Saintes) → San Juan

Nov 29, 2026 · 14 nights

$8,220 suite · $587/night

13% below typical · 3-month low
Explora Journeys

Explora I

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Feb 5, 2027 · 24 nights

$16,080 suite · $670/night

13% below typical · 3-month low
Explora Journeys

Explora III

San Juan → Jeju → Road Bay → Miami

Feb 12, 2027 · 16 nights

$9,410 suite · $588/night

12% below typical · Price trending down
Norwegian Cruise Line

Norwegian Prima

San Juan → Ponta Delgada → Livorno → Civitavecchia (Rome)

Apr 4, 2027 · 17 nights

$3,629 suite · $213/night

48% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Roseau → San Juan

Dec 5, 2027 · 14 nights

$1,378 interior · $98/night

12% below typical · 3-month low
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Saint George's → San Juan

Dec 27, 2026 · 14 nights

$1,946 interior · $139/night

10% below typical · Price trending down
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Marmaris → San Juan

Dec 27, 2026 · 14 nights

$6,534 oceanview · $467/night

9% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Saint George's → San Juan

Feb 27, 2028 · 14 nights

$1,713 interior · $122/night

10% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Nov 28, 2027 · 14 nights

$1,848 balcony · $132/night

11% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Jan 9, 2028 · 14 nights

$1,293 interior · $92/night

10% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Saint George's → San Juan

Jan 16, 2028 · 14 nights

$1,758 balcony · $126/night

11% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Saint George's → San Juan

Jan 30, 2028 · 14 nights

$1,968 balcony · $141/night

11% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Feb 20, 2028 · 14 nights

$1,533 interior · $110/night

14% below typical · Price trending down
Windstar Cruises

Star Legend

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Feb 7, 2028 · 14 nights

$5,764 balcony · $412/night

11% below typical · 3-month low
Explora Journeys

Explora III

San Juan → Road Bay → Charlotte Amalie, Saint Thomas → San Juan

Dec 13, 2026 · 15 nights

$10,255 suite · $684/night

7% below typical · Price trending down
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Saint George's → San Juan

Dec 19, 2027 · 14 nights

$2,128 balcony · $152/night

6% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Castries → San Juan

Jan 23, 2028 · 14 nights

$1,238 interior · $88/night

12% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Feb 6, 2028 · 14 nights

$2,078 balcony · $148/night

13% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Nov 22, 2026 · 14 nights

$6,744 balcony · $482/night

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