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Departures Itineraries
Holland America

Zuiderdam • Holland America

21-night Eastern Caribbean Arc via Philipsburg, Antigua & Fort-de-France

Oct 31, 2026 → Nov 21, 2026 • Miami ↔

Lowest in 30 days $2,248 below typical
$2,039 · $97/night · great deal · ↓52% below typical
Seabourn

Seabourn Quest • Seabourn

11-night Eastern Caribbean Loop via San Juan, Little Bay & South Friars Bay

Nov 23, 2027 → Dec 4, 2027 • Miami ↔

Lowest in 180 days $2,736 below typical ↘
$4,334 · $394/night · great deal · ↓39% below typical
Seabourn

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 5, 2026 → Dec 19, 2026 • Philipsburg → Bridgetown

Lowest in 30 days $2,527 below typical ↘
$5,269 · $376/night · great deal · ↓32% below typical
Cunard Line

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via Basseterre, Saint Kitts, Castries & Bridgetown

Mar 6, 2028 → Mar 26, 2028 • New York → Southampton

Lowest in 180 days $1,108 below typical ↘
$2,658 · $133/night · great deal · ↓29% below typical
Seabourn

Seabourn Ovation • Seabourn

15-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg

Lowest in 180 days $2,879 below typical ↘
$6,119 · $408/night · great deal · ↓32% below typical
Holland America

Zuiderdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Fort-de-France

Oct 31, 2026 → Nov 11, 2026 • Miami ↔

$952 below typical
$1,294 · $118/night · great deal · ↓42% below typical
Seabourn

Seabourn Quest • Seabourn

14-night Eastern Caribbean Loop via Road Bay, South Friars Bay & Little Bay

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

Lowest in 30 days $2,845 below typical ↘
$6,153 · $440/night · great deal · ↓32% below typical
Cunard Line

Queen Mary 2 • Cunard Line

34-night Itinerary PTFNC-VGRAD-BBBGI-LCCAS-GDSTG-DMRSU-KNBAS-DOPOP-SXPHI-ESSCT

Jan 11, 2027 → Feb 14, 2027 • Southampton ↔

Lowest in 180 days $1,559 below typical ↘
$3,766 · $111/night · great deal · ↓29% below typical
Seabourn

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Terre-de-Haut & Rodney Bay

Dec 12, 2026 → Dec 19, 2026 • Bridgetown ↔

Lowest in 180 days $1,009 below typical ↘
$2,889 · $413/night · great deal · ↓26% below typical
Seabourn

Seabourn Ovation • Seabourn

8-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Nov 20, 2026 → Nov 28, 2026 • Miami → Bridgetown

Lowest in 180 days $1,400 below typical ↘
$3,399 · $425/night · great deal · ↓29% below typical
Carnival Cruise Line

Carnival Conquest • Carnival Cruise Line

11-night Southern Caribbean Loop via Saint Thomas, Roseau & Celebration Key

Jan 11, 2027 → Jan 22, 2027 • Miami ↔

$328 below typical
$640 · $58/night · great deal · ↓34% below typical
Cunard Line

Queen Mary 2 • Cunard Line

35-night Transatlantic Crossing via Santa Cruz de Tenerife, Philipsburg & Saint George's

Jan 11, 2028 → Feb 15, 2028 • Southampton ↔

$1,726 below typical
$3,756 · $107/night · great deal · ↓31% below typical
Holland America

Rotterdam • Holland America

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

Nov 21, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

Lowest in 30 days $775 below typical
$1,974 · $94/night · great deal · ↓28% below typical
Cunard Line

Queen Mary 2 • Cunard Line

30-night Eastern Caribbean Arc via New York, Road Town, Tortola & Philipsburg

Dec 12, 2026 → Jan 11, 2027 • Southampton ↔

Lowest in 180 days $1,263 below typical
$3,899 · $130/night · great deal · ↓24% below typical
Holland America

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Nov 10, 2026 → Dec 1, 2026 • Fort Lauderdale ↔

Lowest in 30 days $725 below typical ↘
$2,024 · $96/night · great deal · ↓26% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

Lowest in 180 days $149 below typical ↘
$496 · $71/night · great deal · ↓23% below typical
Holland America

Rotterdam • Holland America

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

Oct 31, 2026 → Nov 21, 2026 • Fort Lauderdale ↔

Lowest in 30 days $715 below typical ↘
$2,034 · $97/night · great deal · ↓26% below 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

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

Lowest in 90 days $140 below typical ↘
$534 · $76/night · great deal · ↓21% below typical
Cunard Line

Queen Mary 2 • Cunard Line

27-night Eastern Caribbean Loop via New York, Saint Thomas & Basseterre, Saint Kitts

Nov 12, 2027 → Dec 9, 2027 • Southampton ↔

Lowest in 180 days $978 below typical
$3,244 · $120/night · great deal · ↓23% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

Lowest in 30 days $138 below typical ↘
$507 · $72/night · great deal · ↓21% below typical