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Departures Itineraries
Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

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

Apr 16, 2028 → Apr 30, 2028 • Port Canaveral ↔

Lowest in 30 days
$1,064 · $76/night · typical price · ↑1% above typical
Explora Journeys

Explora I • Explora Journeys

19-night Eastern Caribbean Arc via Puerto Plata, Philipsburg & Terre-de-Haut

Jan 29, 2027 → Feb 17, 2027 • Miami → Manaus

Lowest in 30 days
$11,440 · $602/night · typical price
Holland America

Volendam • Holland America

14-night Southern Caribbean Loop via Key West, Oranjestad & Charlotteville

Dec 22, 2026 → Jan 5, 2027 • Fort Lauderdale ↔

Lowest in 30 days
$1,889 · $135/night · typical price
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Road Town, Tortola, Bridgetown & Castries

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

Lowest in 90 days
$973 · $139/night · typical price
Cunard Line

Queen Elizabeth • Cunard Line

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

Nov 11, 2027 → Nov 25, 2027 • Miami ↔

Lowest in 180 days
$1,433 · $102/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

Nov 12, 2027 → Nov 20, 2027 • San Juan ↔

Lowest in 180 days
$952 · $119/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

6-night Southern Caribbean Loop via Kingstown & Bridgetown

Jan 2, 2028 → Jan 8, 2028 • San Juan ↔

Lowest in 180 days
$654 · $109/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 8, 2028 → Jan 15, 2028 • San Juan ↔

Lowest in 30 days
$1,259 · $180/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days
$1,259 · $180/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

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

Lowest in 180 days
$763 · $109/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days
$1,259 · $180/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Lowest in 30 days
$1,259 · $180/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Lowest in 180 days
$763 · $109/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 5, 2028 → Feb 12, 2028 • San Juan ↔

Lowest in 30 days
$1,259 · $180/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 12, 2028 → Feb 19, 2028 • San Juan ↔

Lowest in 30 days
$1,259 · $180/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Bridgetown & Castries

Feb 12, 2028 → Feb 19, 2028 • San Juan ↔

Lowest in 180 days
$833 · $119/night · typical price
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Roseau & Kingstown

Feb 13, 2028 → Feb 20, 2028 • San Juan ↔

Lowest in 180 days
$731 · $104/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 30 days
$1,259 · $180/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Feb 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 180 days
$833 · $119/night · typical price
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Mar 4, 2028 → Mar 11, 2028 • San Juan ↔

Lowest in 30 days
$1,309 · $187/night · typical price