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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 ↔

$270 above typical

From $1,469

$210/night

Priced high

↑23% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night ABC Islands Loop via Willemstad & Oranjestad

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

$270 above typical

From $1,489

$213/night

Priced high

↑22% above typical

Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Oranjestad & Bridgetown

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

$185 above typical ↘ Trending down

From $1,064

$152/night

Priced high

↑21% above typical

Norwegian Cruise Line

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Basseterre, Saint Kitts & Castries

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

$185 above typical ↘ Trending down

From $1,064

$152/night

Priced high

↑21% above typical

Princess Cruises

Emerald Princess • Princess Cruises

5-night Eastern Caribbean Arc via Saint Thomas & Philipsburg

Nov 21, 2027 → Nov 26, 2027 • San Juan → Bridgetown

$126 above typical

From $744

$149/night

Priced high

↑20% above typical

Explora Journeys

Explora I • Explora Journeys

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Road Bay

Mar 1, 2027 → Mar 8, 2027 • San Juan → Miami

$789 above typical

From $4,875

$696/night

Priced high

↑19% above typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's

Jan 17, 2027 → Jan 24, 2027 • San Juan ↔

$156 above typical

From $969

$138/night

Priced high

↑19% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

$240 above typical

From $1,499

$214/night

Priced high

↑19% 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 ↔

$240 above typical

From $1,499

$214/night

Priced high

↑19% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night ABC Islands Loop via Tortola & Saint Thomas

Mar 7, 2027 → Mar 14, 2027 • San Juan ↔

$230 above typical ↗ Trending up

From $1,459

$208/night

Priced high

↑19% 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 ↔

$300 above typical

From $1,909

$273/night

Priced high

↑19% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Kralendijk & Willemstad

Jan 17, 2027 → Jan 24, 2027 • San Juan ↔

$210 above typical

From $1,429

$204/night

Priced high

↑17% above typical

Explora III

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John

Feb 12, 2027 → Feb 19, 2027 • San Juan → Miami

$833 above typical

From $5,780

$826/night

Priced high

↑17% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Willemstad & Cruz Bay, Saint John

Mar 27, 2027 → Apr 3, 2027 • San Juan ↔

From $1,708

$244/night

Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Nov 21, 2027 → Nov 28, 2027 • San Juan ↔

$137 above typical

From $1,002

$143/night

Priced high

↑16% above typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

May 29, 2027 → Jun 5, 2027 • San Juan ↔

$125 above typical

From $942

$135/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

Feb 28, 2027 → Mar 7, 2027 • San Juan ↔

$190 above typical

From $1,449

$207/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

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

$185 above typical

From $1,409

$201/night

Priced high

↑15% above typical

Explora III

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

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

$761 above typical

From $5,820

$831/night

Priced high

↑15% above typical

Oceania Cruises

Oceania Allura • Oceania Cruises

20-night Eastern Caribbean Arc via Saint-Barthélemy, Philipsburg & Basseterre, Saint Kitts

Feb 19, 2027 → Mar 11, 2027 • San Juan → Miami

$1,201 above typical

From $9,199

$460/night

Priced high

↑15% above typical

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