Virgin Voyages

Valiant Lady

San Juan → Road Town → Basseterre, Saint Kitts → San Juan

Nov 14, 2026 · 6 nights

$894 balcony · $149/night

32% below typical · 3-month low
Windstar Cruises

Star Pride

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

Dec 27, 2026 · 7 nights

$3,563 oceanview · $509/night

24% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Jan 10, 2027 · 7 nights

$919 oceanview · $131/night

29% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Kralendijk → Tortola → San Juan

Jan 17, 2027 · 7 nights

$859 oceanview · $123/night

30% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Philipsburg → Tortola → San Juan

Dec 27, 2026 · 7 nights

$1,419 interior · $203/night

26% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Feb 14, 2027 · 7 nights

$1,709 suite · $244/night

40% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Saint Thomas → Philipsburg → San Juan

Nov 28, 2026 · 7 nights

$833 oceanview · $119/night

34% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

San Juan → Tortola → Frederiksted, Saint Croix → San Juan

Jul 17, 2027 · 7 nights

$891 oceanview · $127/night

22% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Mar 21, 2027 · 7 nights

$1,869 suite · $267/night

30% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Oranjestad → San Juan

Mar 28, 2027 · 7 nights

$1,099 oceanview · $157/night

17% below typical · 3-month low
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
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Feb 28, 2027 · 7 nights

$1,619 suite · $231/night

30% below typical · 3-month low
Royal Caribbean International

Vision of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Castries → Miami

Apr 4, 2027 · 10 nights

$1,101 interior · $110/night

11% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Saint-Barthélemy → Ocean Cay → Miami

Feb 27, 2028 · 7 nights

$3,395 suite · $485/night

16% below typical · 3-month low
Explora Journeys

Explora II

San Juan → Road Town → Ocean Cay → Miami

Mar 12, 2028 · 7 nights

$3,455 suite · $494/night

14% below typical · 3-month low
Explora Journeys

Explora IV

San Juan → Pointe-à-Pitre → Ocean Cay → Miami

Mar 18, 2028 · 7 nights

$3,395 suite · $485/night

16% 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
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Nov 20, 2027 · 7 nights

$5,851 oceanview · $836/night

19% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Dec 4, 2027 · 7 nights

$5,851 oceanview · $836/night

19% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Saint-John → Norman Island → San Juan

Dec 20, 2027 · 7 nights

$5,796 oceanview · $828/night

19% below typical · Price trending down

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