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Departures Itineraries
Virgin Voyages

Valiant Lady

San Juan → Saint Thomas → Philipsburg → San Juan

Nov 28, 2026 · 7 nights

$903 oceanview · $129/night

28% below typical · Price trending down
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Jan 24, 2027 · 7 nights

$949 interior · $136/night

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

Norwegian Prima

San Juan → Philipsburg → Tortola → San Juan

Feb 7, 2027 · 7 nights

$2,169 suite · $310/night

33% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Nov 28, 2027 · 14 nights

$1,973 balcony · $141/night

13% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Dec 5, 2027 · 7 nights

$709 interior · $101/night

15% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Nov 29, 2026 · 7 nights

$1,439 suite · $206/night

25% below typical · Price trending down
Explora Journeys

Explora III

San Juan → Road Bay → Grand Turk Island → Miami

Dec 13, 2026 · 7 nights

$3,965 suite · $566/night

6% below typical · 3-month low
Princess Cruises

Crown Princess

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

Dec 27, 2026 · 14 nights

$1,938 interior · $138/night

11% below typical · 3-month low
Celebrity Cruises

Celebrity Constellation

San Juan → Charlotte Amalie, Saint Thomas → Bridgetown → San Juan

Feb 20, 2027 · 7 nights

$625 interior · $89/night

16% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Saint Thomas → San Juan

Feb 21, 2027 · 7 nights

$1,819 suite · $260/night

38% below typical · 3-month low
Virgin Voyages

Valiant Lady

San Juan → Saint Thomas → Philipsburg → San Juan

Mar 19, 2027 · 8 nights

$1,112 oceanview · $139/night

26% 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
Royal Caribbean International

Grandeur of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Bridgetown → San Juan

Jul 24, 2027 · 7 nights

$909 interior · $130/night

12% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Castries → Bridgetown

Nov 21, 2027 · 5 nights

$475 interior · $95/night

13% below typical · 3-month low
Princess Cruises

Emerald Princess

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

Nov 21, 2027 · 14 nights

$1,868 balcony · $133/night

13% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Castries → San Juan

Jan 23, 2028 · 14 nights

$1,838 balcony · $131/night

14% below typical · 3-month low
Emerald Cruises

Emerald Sakara

San Juan → Grand Turk Island → Nassau → Miami

Nov 21, 2026 · 7 nights

$5,030 balcony · $719/night

27% below typical · Price trending down
Emerald Cruises

Emerald Sakara

San Juan → Cruz Bay, Saint John → Norman Island → Saint Thomas

Mar 20, 2027 · 7 nights

$5,088 oceanview · $727/night

24% below typical · Price trending down
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Little Bay → Antigua

Jan 8, 2028 · 7 nights

$6,172 oceanview · $882/night

18% below typical · Price trending down
Royal Caribbean International

Rhapsody of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Roseau → San Juan

Nov 7, 2026 · 7 nights

$469 oceanview · $67/night

30% below typical · 3-month low

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