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Departures Itineraries
Virgin Voyages

Valiant Lady • Virgin Voyages

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

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Lowest in 30 days $420 above typical
$1,533 · $219/night · priced high · ↑38% above typical
Cunard Line

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via New York, Saint Thomas & Bridgetown

Nov 17, 2028 → Dec 8, 2028 • Southampton → New York

Lowest in 180 days $1,236 above typical
$4,520 · $215/night · priced high · ↑38% above typical
Cunard Line

Queen Mary 2 • Cunard Line

21-night Eastern Caribbean Arc via Road Town, Tortola, Basseterre, Saint Kitts & Castries

Dec 22, 2028 → Jan 12, 2029 • New York → Southampton

Lowest in 180 days $1,350 above typical
$4,963 · $236/night · priced high · ↑37% above typical
Cunard Line

Queen Mary 2 • Cunard Line

20-night Eastern Caribbean Arc via New York, Road Town, Tortola & Basseterre, Saint Kitts

Dec 15, 2028 → Jan 4, 2029 • Southampton → New York

Lowest in 180 days $1,232 above typical
$4,673 · $234/night · priced high · ↑36% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

6-night Eastern Caribbean Loop via Tortola & Cruz Bay, Saint John

Nov 14, 2026 → Nov 20, 2026 • San Juan ↔

Lowest in 90 days $240 above typical
$1,014 · $169/night · priced high · ↑31% 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 ↔

Lowest in 30 days $300 above typical
$1,559 · $223/night · priced high · ↑24% above typical
Norwegian Cruise Line

Norwegian Breakaway • Norwegian Cruise Line

14-night Southern Caribbean Arc via Georgetown, South Carolina, Oranjestad & Willemstad

Apr 4, 2027 → Apr 18, 2027 • New Orleans → Boston

Lowest in 30 days $401 above typical
$2,259 · $161/night · priced high · ↑22% above typical
Cunard Line

Queen Mary 2 • Cunard Line

28-night Southern Caribbean Loop via New York, Saint Thomas & Bridgetown

Nov 17, 2028 → Dec 15, 2028 • Southampton ↔

Lowest in 180 days $903 above typical
$5,282 · $189/night · priced high · ↑21% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $240 above typical
$1,499 · $214/night · priced high · ↑19% above typical
Cunard Line

Queen Mary 2 • Cunard Line

28-night Eastern Caribbean Loop via New York, Road Town, Tortola & Basseterre, Saint Kitts

Dec 15, 2028 → Jan 12, 2029 • Southampton ↔

Lowest in 180 days $807 above typical
$5,625 · $201/night · priced high · ↑17% 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 ↔

Lowest in 30 days $190 above typical
$1,449 · $207/night · priced high · ↑15% above typical
Cunard Line

Queen Elizabeth • Cunard Line

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

Nov 25, 2027 → Dec 9, 2027 • Miami ↔

Lowest in 180 days $210 above typical
$1,643 · $117/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
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
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
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
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