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Departures Itineraries
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 90 days $190 above typical ↘
$1,499 · $214/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
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 $160 above typical
$1,469 · $210/night · priced high · ↑12% 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
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
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
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
Oceania Cruises

Oceania Sonata • Oceania Cruises

14-night ABC Islands One-Way: Cabo Rojo, Oranjestad & Willemstad

Dec 28, 2028 → Jan 11, 2029 • Miami ↔

Lowest in 180 days $687 above typical
$7,599 · $543/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
Holland America

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Dec 12, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

Lowest in 30 days $210 above typical
$2,709 · $129/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
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Castries

Feb 27, 2028 → Mar 5, 2028 • San Juan ↔

Lowest in 180 days $53 above typical
$784 · $112/night · typical price · ↑7% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

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

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

Lowest in 90 days $70 above typical
$1,043 · $149/night · typical price · ↑7% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

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

Mar 6, 2027 → Mar 13, 2027 • San Juan ↔

Lowest in 90 days $70 above typical
$1,043 · $149/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
Explora Journeys

Explora II • Explora Journeys

7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Bridgetown

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

Lowest in 30 days $265 above typical
$4,020 · $574/night · typical price · ↑7% above typical
Cunard Line

Queen Mary 2 • Cunard Line

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

Dec 21, 2027 → Jan 3, 2028 • New York ↔

Lowest in 180 days $144 above typical
$2,381 · $183/night · typical price · ↑6% 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
Virgin Voyages

Valiant Lady • Virgin Voyages

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

Lowest in 30 days $70 above typical
$1,183 · $169/night · typical price · ↑6% above typical