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Departures Itineraries
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Nov 21, 2027 → Dec 5, 2027 • San Juan ↔

$1,806 · $129/night · typical price · ↑4% above typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

Feb 20, 2028 → Feb 27, 2028 • San Juan ↔

$1,011 · $144/night · typical price · ↑4% above typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Mar 5, 2028 → Mar 19, 2028 • San Juan ↔

$2,191 · $157/night · typical price · ↑4% above typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Mar 12, 2028 → Mar 26, 2028 • San Juan ↔

$2,181 · $156/night · typical price · ↑3% above typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Fort-de-France

Feb 20, 2028 → Mar 5, 2028 • San Juan ↔

$1,978 · $141/night · typical price · ↑2% above typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 2, 2028 → Jan 16, 2028 • San Juan ↔

$1,861 · $133/night · typical price · ↑1% above typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 30, 2028 → Feb 13, 2028 • San Juan ↔

$1,841 · $132/night · typical price
Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

6% below typical
$889 · $127/night · typical price · ↓6% below typical

Explora III

14-night Eastern Caribbean Loop via Road Bay, Saint John's & Cruz Bay, Saint John

Nov 15, 2026 → Nov 29, 2026 • San Juan ↔

↗
$9,520 · $680/night · typical price · ↓2% below typical
Princess Cruises

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Jan 24, 2027 → Feb 7, 2027 • San Juan ↔

2% below typical
$1,576 · $113/night · typical price · ↓2% below typical
Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Basseterre, Saint Kitts & Philipsburg

Dec 12, 2027 → Dec 19, 2027 • San Juan ↔

Great balance
$1,139 · $163/night · typical price · ↓6% below typical
Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Jan 10, 2027 → Jan 20, 2027 • San Juan → Bridgetown

$7,100 · $710/night · typical price · ↓1% below typical
Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Feb 6, 2027 → Feb 16, 2027 • San Juan → Bridgetown

$7,100 · $710/night · typical price · ↓1% below typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

$793 · $113/night · typical price · ↓1% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Nov 8, 2026 → Nov 15, 2026 • San Juan ↔

↗
$659 · $94/night · typical price · ↓2% below typical
Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Mar 6, 2027 → Mar 13, 2027 • San Juan ↔

↗
$758 · $108/night · typical price · ↓2% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Nov 21, 2026 → Nov 28, 2026 • San Juan ↔

↗
$659 · $94/night · typical price · ↓2% below typical
Silversea Cruises

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Terre-de-Haut

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$7,100 · $1,014/night · priced high · ↑41% above typical
Silversea Cruises

Silver Dawn • Silversea Cruises

7-night Eastern Caribbean Loop via Philipsburg & Roseau

Dec 28, 2027 → Jan 4, 2028 • San Juan ↔

$5,900 · $843/night · priced high · ↑34% above typical
Silversea Cruises

Silver Ray • Silversea Cruises

8-night Eastern Caribbean Arc via Cruz Bay, Saint John & Fort-de-France

Dec 26, 2027 → Jan 3, 2028 • San Juan → Miami

$7,400 · $925/night · priced high · ↑29% above typical