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Departures Itineraries
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
Royal Caribbean International

Grandeur of the Seas

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

Jun 19, 2027 · 7 nights

$708 interior · $101/night

16% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

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

Jul 10, 2027 · 7 nights

$865 interior · $124/night

19% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Castries → Bridgetown

Nov 21, 2027 · 5 nights

$475 interior · $95/night

11% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Tortola → Bridgetown → San Juan

Jan 9, 2028 · 7 nights

$644 interior · $92/night

16% below typical · 3-month low
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 23, 2028 · 7 nights

$849 balcony · $121/night

16% below typical · 3-month low
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
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Nov 7, 2026 · 7 nights

$1,159 interior · $166/night

8% below typical · 3-month low
Celebrity Cruises

Celebrity Constellation

San Juan → Tortola → Roseau → San Juan

Nov 17, 2026 · 11 nights

$1,221 interior · $111/night

6% below typical · 3-month low
Azamara Cruises

Azamara Journey

San Juan → Spanish Town (Virgin Gorda) → Philipsburg → San Juan

Dec 5, 2026 · 13 nights

$7,129 suite · $548/night

9% below typical · 3-month low
Virgin Voyages

Valiant Lady

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

Dec 19, 2026 · 7 nights

$1,183 balcony · $169/night

15% below typical · Price trending down
Explora Journeys

Explora I

San Juan → Basseterre, Saint Kitts → Road Bay → Miami

Dec 20, 2026 · 7 nights

$5,600 suite · $800/night

6% below typical · 3-month low
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Dec 27, 2026 · 7 nights

$1,011 interior · $144/night

18% below typical · 3-month low
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
Explora Journeys

Explora I

San Juan → Saint-Barthélemy → Boca da Valeria → Manaus

Feb 5, 2027 · 12 nights

$7,680 suite · $640/night

6% below typical · 3-month low
Norwegian Cruise Line

Norwegian Prima

San Juan → Tortola → Willemstad → San Juan

Mar 7, 2027 · 7 nights

$2,099 suite · $300/night

25% below typical · Price trending down
Royal Caribbean International

Grandeur of the Seas

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

Jun 5, 2027 · 7 nights

$1,979 suite · $283/night

10% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

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

Jun 26, 2027 · 7 nights

$738 interior · $105/night

18% below typical · 3-month low
Royal Caribbean International

Grandeur of the Seas

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

Jul 3, 2027 · 7 nights

$854 interior · $122/night

14% 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

$825 interior · $118/night

17% below typical · 3-month low

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