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 → Saint Thomas → Willemstad → San Juan

Jan 3, 2027 · 7 nights

$959 oceanview · $137/night

26% 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 → Willemstad → Tortola → San Juan

Jan 31, 2027 · 7 nights

$1,459 suite · $208/night

27% 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
Virgin Voyages

Valiant Lady

San Juan → Oranjestad → Basseterre, Saint Kitts → San Juan

Dec 5, 2026 · 7 nights

$763 interior · $109/night

31% 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
Virgin Voyages

Valiant Lady

San Juan → Philipsburg → Basseterre, Saint Kitts → San Juan

Nov 7, 2026 · 7 nights

$1,183 balcony · $169/night

32% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Philipsburg → Basseterre, Saint Kitts → San Juan

Dec 12, 2026 · 7 nights

$973 oceanview · $139/night

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

Norwegian Prima

San Juan → Tortola → Oranjestad → San Juan

Mar 14, 2027 · 7 nights

$1,909 suite · $273/night

35% 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
Virgin Voyages

Valiant Lady

San Juan → Basseterre, Saint Kitts → Willemstad → San Juan

Dec 19, 2026 · 7 nights

$1,043 balcony · $149/night

25% 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
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

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