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Departures Itineraries
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
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
Carnival Cruise Line

Carnival Breeze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Ocho Rios, Frederiksted, Saint Croix & Antigua

Jan 29, 2028 → Feb 12, 2028 • Galveston ↔

Lowest in 180 days $138 above typical
$1,324 · $95/night · priced high · ↑12% 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
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 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
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
Holland America

Rotterdam • Holland America

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

Mar 16, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

Lowest in 30 days $125 above typical
$1,584 · $144/night · typical price · ↑9% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Lowest in 180 days $110 above typical ↘
$1,419 · $203/night · typical price · ↑8% above typical
Holland America

Rotterdam • Holland America

21-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Cozumel

Dec 22, 2026 → Jan 12, 2027 • Fort Lauderdale ↔

Lowest in 30 days $210 above typical
$2,709 · $129/night · typical price · ↑8% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

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

Lowest in 30 days $140 above typical
$1,819 · $152/night · typical price · ↑8% above typical

Explora III

8-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Road Bay & Saint-Pierre

Jan 21, 2027 → Jan 29, 2027 • Miami → San Juan

Lowest in 30 days $433 above typical
$6,330 · $791/night · typical price · ↑7% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

6-night Eastern Caribbean Loop via Road Town, Tortola & Basseterre, Saint Kitts

Mar 13, 2027 → Mar 19, 2027 • San Juan ↔

Lowest in 90 days $60 above typical
$894 · $149/night · typical price · ↑7% above typical

Vista

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 16, 2028 → Dec 28, 2028 • Miami ↔

Lowest in 180 days $357 above typical
$5,499 · $458/night · typical price · ↑7% above typical

Explora III

8-night Eastern Caribbean Arc via Cruz Bay, Saint John, Saint-Barthélemy & Saint John's

Jan 5, 2027 → Jan 13, 2027 • Miami → San Juan

Lowest in 30 days $393 above typical
$6,290 · $786/night · typical price · ↑7% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 1, 2028 → Jan 8, 2028 • San Juan ↔

Lowest in 30 days $80 above typical
$1,339 · $191/night · typical price · ↑6% above typical

Vista

22-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Cozumel

Dec 16, 2028 → Jan 7, 2029 • Miami ↔

Lowest in 180 days $572 above typical
$9,999 · $455/night · typical price · ↑6% above typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days $52 above typical
$1,021 · $146/night · typical price · ↑5% above typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Jan 11, 2029 → Jan 23, 2029 • Miami ↔

Lowest in 180 days
$6,199 · $517/night · typical price · ↑5% above typical