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Departures Itineraries
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
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 ↔

Lowest in 30 days $349 below typical
$619 · $56/night · great deal · ↓36% below typical
Norwegian Cruise Line

Norwegian Breakaway • Norwegian Cruise Line

14-night Southern Caribbean Arc via Saint Thomas, Castries & Saint George's

Nov 8, 2026 → Nov 22, 2026 • Boston → New Orleans

Lowest in 180 days $380 below typical ↘
$1,269 · $91/night · great deal · ↓23% below typical
Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

13-night Southern Caribbean Loop via Oranjestad, Curaçao & Saint George's

Mar 22, 2027 → Apr 4, 2027 • Miami ↔

$293 below typical
$850 · $65/night · great deal · ↓26% below typical
Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Arc via San Juan, Saint-Barthélemy & Willemstad

Mar 19, 2027 → Mar 31, 2027 • Miami → Bridgetown

$6,500 · $542/night · great deal · ↓38% below typical
Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Willemstad

Mar 7, 2027 → Mar 19, 2027 • Bridgetown → Miami

$6,800 · $567/night · great deal · ↓35% below typical
Regent Seven Seas Cruises

Seven Seas Prestige • Regent Seven Seas Cruises

14-night Southern Caribbean Arc via Oranjestad, Willemstad & Kralendijk

Apr 9, 2027 → Apr 23, 2027 • Miami → New York

$9,643 · $689/night · great deal · ↓30% below typical
Regent Seven Seas Cruises

Seven Seas Mariner • Regent Seven Seas Cruises

22-night Southern Caribbean Loop via Bridgetown, Port-of-Spain & Santarém

Nov 9, 2026 → Dec 1, 2026 • Miami ↔

$11,242 · $511/night · great deal · ↓28% below typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Dec 10, 2027 → Dec 24, 2027 • Bridgetown ↔

$1,796 · $128/night · great deal · ↓20% below typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau

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

22% below typical
$743 · $106/night · great deal · ↓22% below typical
Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Feb 5, 2028 → Feb 17, 2028 • Bridgetown ↔

$7,100 · $592/night · great deal · ↓21% below typical
Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Oranjestad

Feb 17, 2028 → Feb 29, 2028 • Bridgetown ↔

$7,100 · $592/night · great deal · ↓21% below typical
Princess Cruises

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 21, 2027 → Mar 7, 2027 • San Juan ↔

$1,426 · $102/night · great deal · ↓25% below typical
Silversea Cruises

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Willemstad

Feb 29, 2028 → Mar 11, 2028 • Bridgetown ↔

$6,600 · $600/night · great deal · ↓20% below typical
Princess Cruises

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 6, 2027 → Dec 20, 2027 • Fort Lauderdale ↔

23% below typical
$1,537 · $110/night · great deal · ↓23% below typical
Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

14-night Southern Caribbean Loop via Ocho Rios, Oranjestad & Willemstad

Dec 8, 2027 → Dec 22, 2027 • Miami ↔

$7,874 · $562/night · great deal · ↓20% below typical
Princess Cruises

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Roseau

Feb 28, 2027 → Mar 14, 2027 • San Juan ↔

$1,516 · $108/night · great deal · ↓20% below typical