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Departures Itineraries
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Philipsburg, Bridgetown & Castries

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Lowest in 30 days $420 above typical
$1,533 · $219/night · priced high · ↑38% 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
Holland America

Eurodam • Holland America

21-night Western Caribbean Arc: Half Moon Cay, Falmouth & Cozumel

Dec 12, 2027 → Jan 2, 2028 • Fort Lauderdale ↔

Lowest in 180 days $901 above typical
$3,404 · $162/night · priced high · ↑36% 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
Holland America

Eurodam • Holland America

20-night Western Caribbean Loop: Half Moon Cay, Montego Bay & Cozumel

Jan 2, 2028 → Jan 22, 2028 • Fort Lauderdale ↔

Lowest in 180 days $750 above typical
$3,019 · $151/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
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Dec 25, 2027 → Jan 1, 2028 • San Juan ↔

Lowest in 30 days $420 above typical
$1,909 · $273/night · priced high · ↑28% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Dec 24, 2027 → Dec 31, 2027 • San Juan ↔

Lowest in 90 days $237 above typical
$1,079 · $154/night · priced high · ↑28% above typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Nov 20, 2027 → Nov 27, 2027 • San Juan ↔

Lowest in 180 days $194 above typical
$889 · $127/night · priced high · ↑28% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Mar 11, 2028 → Mar 18, 2028 • Miami ↔

Lowest in 180 days $440 above typical
$2,047 · $292/night · priced high · ↑27% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Mar 25, 2028 → Apr 1, 2028 • Miami ↔

Lowest in 180 days $440 above typical
$2,047 · $292/night · priced high · ↑27% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Apr 8, 2028 → Apr 15, 2028 • Miami ↔

Lowest in 180 days $440 above typical
$2,047 · $292/night · priced high · ↑27% above typical
Holland America

Eurodam • Holland America

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

Mar 15, 2028 → Mar 26, 2028 • Fort Lauderdale ↔

Lowest in 180 days $385 above typical
$1,919 · $174/night · priced high · ↑25% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Apr 16, 2028 → Apr 23, 2028 • Port Canaveral ↔

Lowest in 180 days $403 above typical
$2,014 · $288/night · priced high · ↑25% above typical
Holland America

Eurodam • Holland America

21-night Western Caribbean Arc: Philipsburg, Antigua & Cozumel

Dec 1, 2027 → Dec 22, 2027 • Fort Lauderdale ↔

Lowest in 180 days $611 above typical
$3,114 · $148/night · priced high · ↑24% above typical