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Departures Itineraries
Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

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

Jan 6, 2027 → Jan 15, 2027 • Port Canaveral ↔

Lowest in 30 days $176 above typical
$1,229 · $137/night · priced high · ↑17% above typical
Virgin Voyages

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Puerto Plata & San Juan

Jan 30, 2027 → Feb 7, 2027 • Miami ↔

Lowest in 90 days $159 above typical
$1,112 · $139/night · priced high · ↑17% above typical
Seabourn

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 26, 2026 → Jan 2, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $606 above typical ↘
$4,504 · $643/night · priced high · ↑16% above typical
Oceania Cruises

Oceania Allura • Oceania Cruises

10-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Saint-Barthélemy

Mar 21, 2027 → Mar 31, 2027 • Miami ↔

Lowest in 30 days $600 above typical
$4,499 · $450/night · priced high · ↑15% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $190 above typical
$1,449 · $207/night · priced high · ↑15% above typical
Cunard Line

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Saint George's

Nov 25, 2027 → Dec 9, 2027 • Miami ↔

Lowest in 180 days $210 above typical
$1,643 · $117/night · priced high · ↑15% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

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

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

Lowest in 30 days $140 above typical
$1,113 · $159/night · priced high · ↑14% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

8-night ABC Islands Loop via Oranjestad, Willemstad & Kralendijk

Jan 29, 2027 → Feb 6, 2027 • San Juan ↔

Lowest in 30 days $160 above typical
$1,272 · $159/night · priced high · ↑14% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

8-night Southern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Mar 19, 2027 → Mar 27, 2027 • San Juan ↔

Lowest in 30 days $160 above typical
$1,272 · $159/night · priced high · ↑14% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

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

Lowest in 180 days $103 above typical
$834 · $119/night · priced high · ↑14% above typical
Seabourn

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Mar 20, 2027 → Mar 27, 2027 • Philipsburg → Bridgetown

Lowest in 90 days $575 above typical ↘
$4,674 · $668/night · priced high · ↑14% above typical
Virgin Voyages

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Puerto Plata & San Juan

Dec 19, 2026 → Dec 27, 2026 • Miami ↔

Lowest in 90 days $160 above typical
$1,352 · $169/night · priced high · ↑13% above typical
Holland America

Eurodam • Holland America

10-night Eastern Caribbean Loop via Half Moon Cay, San Juan & Tortola

Feb 27, 2027 → Mar 9, 2027 • Fort Lauderdale ↔

Lowest in 30 days $157 above typical
$1,349 · $135/night · priced high · ↑13% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $160 above typical
$1,419 · $203/night · priced high · ↑13% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Feb 20, 2028 → Feb 27, 2028 • Port Canaveral ↔

Lowest in 180 days $183 above typical
$1,647 · $235/night · priced high · ↑13% above typical
Cunard Line

Queen Elizabeth • Cunard Line

33-night Transatlantic Crossing via Cruz Bay, Saint John, Montego Bay & Cozumel

Dec 17, 2026 → Jan 19, 2027 • Miami → Southampton

Lowest in 30 days $479 above typical
$4,472 · $136/night · priced high · ↑12% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Feb 7, 2028 → Feb 19, 2028 • New York ↔

Lowest in 30 days $170 above typical
$1,589 · $132/night · priced high · ↑12% above typical
P&O Cruises

Iona • P&O Cruises

26-night Transatlantic Crossing via Philipsburg, Fort-de-France & Roseau

Mar 6, 2028 → Apr 1, 2028 • Basseterre, Saint Kitts → Southampton

Lowest in 180 days $386 above typical
$3,647 · $140/night · priced high · ↑12% above 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

Apr 15, 2028 → Apr 22, 2028 • San Juan ↔

Lowest in 180 days $93 above typical
$910 · $130/night · priced high · ↑11% above 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

Feb 19, 2028 → Feb 26, 2028 • San Juan ↔

Lowest in 180 days $88 above typical
$867 · $124/night · priced high · ↑11% above typical