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Departures Itineraries
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Tortola

Dec 22, 2027 → Jan 3, 2028 • New York ↔

Lowest in 30 days $790 above typical
$2,209 · $184/night · priced high · ↑56% above typical
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 22, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

Lowest in 30 days $725 above typical
$2,034 · $185/night · priced high · ↑55% above typical
Virgin Voyages

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Cruz Bay, Saint John

Dec 28, 2026 → Jan 7, 2027 • Miami ↔

Lowest in 90 days $700 above typical
$1,990 · $199/night · priced high · ↑54% above typical
Holland America

Eurodam • Holland America

11-night Eastern Caribbean Loop: Philipsburg, Antigua & Roseau

Feb 12, 2028 → Feb 23, 2028 • Fort Lauderdale ↔

Lowest in 180 days $613 above typical
$1,924 · $175/night · priced high · ↑47% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Dec 18, 2027 → Dec 25, 2027 • San Juan ↔

Lowest in 30 days $550 above typical
$1,809 · $258/night · priced high · ↑44% above typical
Holland America

Eurodam • Holland America

10-night Eastern Caribbean Arc: Philipsburg, Antigua & Fort-de-France

Jan 12, 2028 → Jan 22, 2028 • Fort Lauderdale ↔

Lowest in 180 days $490 above typical
$1,624 · $162/night · priced high · ↑43% above typical
Holland America

Eurodam • Holland America

18-night Western Caribbean Arc: Grand Turk Island, San Juan & Cozumel

Nov 13, 2027 → Dec 1, 2027 • Fort Lauderdale ↔

Lowest in 180 days $769 above typical
$2,574 · $143/night · priced high · ↑43% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 20, 2027 → Nov 27, 2027 • Miami ↔

Lowest in 180 days $680 above typical
$2,287 · $327/night · priced high · ↑42% above typical
Cunard Line

Queen Elizabeth • Cunard Line

14-night Transatlantic Crossing via Saint Thomas, Basseterre, Saint Kitts & Kingstown

Dec 23, 2027 → Jan 6, 2028 • Miami ↔

Lowest in 180 days $711 above typical
$2,405 · $172/night · priced high · ↑42% above typical
Norwegian Cruise Line

Norwegian Getaway • Norwegian Cruise Line

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Great Stirrup Cay

Dec 22, 2026 → Dec 31, 2026 • Port Canaveral ↔

Lowest in 30 days $424 above typical ↘
$1,469 · $163/night · priced high · ↑41% above typical
Holland America

Eurodam • Holland America

21-night Eastern Caribbean Arc: Half Moon Cay, Montego Bay & Cozumel

Dec 22, 2027 → Jan 12, 2028 • Fort Lauderdale ↔

Lowest in 180 days $1,001 above typical
$3,504 · $167/night · priced high · ↑40% above typical
Holland America

Eurodam • Holland America

11-night Eastern Caribbean Loop: Philipsburg, Antigua & Roseau

Dec 1, 2027 → Dec 12, 2027 • Fort Lauderdale ↔

Lowest in 180 days $513 above typical
$1,824 · $166/night · priced high · ↑39% above typical
Cunard Line

Queen Mary 2 • Cunard Line

21-night Eastern Caribbean Arc via Road Town, Tortola, Basseterre, Saint Kitts & Castries

Dec 22, 2028 → Jan 12, 2029 • New York → Southampton

Lowest in 180 days $1,350 above typical
$4,963 · $236/night · priced high · ↑37% above typical
Norwegian Cruise Line

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Philipsburg, Saint Thomas & Tortola

Dec 23, 2026 → Jan 3, 2027 • Philadelphia ↔

Lowest in 30 days $390 above typical ↘
$1,439 · $131/night · priced high · ↑37% above typical
Cunard Line

Queen Mary 2 • Cunard Line

20-night Eastern Caribbean Arc via New York, Road Town, Tortola & Basseterre, Saint Kitts

Dec 15, 2028 → Jan 4, 2029 • Southampton → New York

Lowest in 180 days $1,232 above typical
$4,673 · $234/night · priced high · ↑36% above typical
Holland America

Eurodam • Holland America

21-night Eastern Caribbean Arc: Philipsburg, Antigua & Roseau

Feb 12, 2028 → Mar 4, 2028 • Fort Lauderdale ↔

Lowest in 180 days $836 above typical
$3,339 · $159/night · priced high · ↑33% above typical
Oceania Cruises

Oceania Allura • Oceania Cruises

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Philipsburg

Feb 5, 2027 → Feb 12, 2027 • Miami → San Juan

Lowest in 30 days $911 above typical
$3,749 · $536/night · priced high · ↑32% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

May 23, 2027 → May 30, 2027 • Port Canaveral ↔

Lowest in 30 days $422 above typical ↘
$1,826 · $261/night · priced high · ↑30% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Bridgetown

Nov 15, 2026 → Nov 22, 2026 • San Juan ↔

Lowest in 30 days $380 above typical ↘
$1,659 · $237/night · priced high · ↑30% above typical
Holland America

Eurodam • Holland America

8-night Eastern Caribbean Arc: Grand Turk Island, San Juan & Philipsburg

Nov 13, 2027 → Nov 21, 2027 • Fort Lauderdale ↔

Lowest in 180 days $232 above typical
$1,034 · $129/night · priced high · ↑29% above typical