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Departures Itineraries
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
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
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
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Jun 13, 2027 → Jun 20, 2027 • Port Canaveral ↔

Lowest in 180 days $217 above typical
$2,176 · $311/night · priced high · ↑11% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

Lowest in 30 days $140 above typical
$1,449 · $207/night · priced high · ↑11% above typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Mar 11, 2028 → Mar 19, 2028 • Miami ↔

Lowest in 180 days $72 above typical
$746 · $93/night · priced high · ↑11% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Feb 1, 2027 → Feb 13, 2027 • New York ↔

Lowest in 30 days $150 above typical ↘
$1,569 · $131/night · priced high · ↑11% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $130 above typical
$1,409 · $201/night · priced high · ↑10% above typical
Norwegian Cruise Line

Norwegian Pearl • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Puerto Plata & Cruz Bay, Saint John

Dec 13, 2027 → Dec 23, 2027 • Philadelphia ↔

Lowest in 30 days $95 above typical
$1,049 · $105/night · priced high · ↑10% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

10-night Eastern Caribbean Arc via Kings Wharf, Tortola & Basseterre, Saint Kitts

Nov 3, 2027 → Nov 13, 2027 • New York → San Juan

Lowest in 30 days $182 above typical
$2,009 · $201/night · typical price · ↑10% 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

Jan 22, 2028 → Jan 29, 2028 • San Juan ↔

Lowest in 180 days $67 above typical
$767 · $110/night · typical price · ↑10% above typical
Explora Journeys

Explora I • Explora Journeys

7-night Eastern Caribbean Arc via Puerto Plata & Philipsburg

Jan 29, 2027 → Feb 5, 2027 • Miami → San Juan

Lowest in 30 days $400 above typical
$4,600 · $657/night · typical price · ↑10% above typical