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P&O Cruises

Iona • P&O Cruises

35-night Transatlantic Crossing via Santa Cruz de Tenerife, Basseterre, Saint Kitts & Bridgetown

Jan 4, 2027 → Feb 8, 2027 • Southampton ↔

Lowest in 180 days $2,788 below typical

From $3,647

$104/night

Great deal

↓43% below typical

Princess Cruises

Majestic Princess • Princess Cruises

12-night ABC Islands One-Way via Philipsburg, Basseterre, Saint Kitts & Castries

Nov 7, 2026 → Nov 19, 2026 • New York → Fort Lauderdale

Lowest in 180 days $1,146 below typical

From $1,072

$89/night

Great deal

↓52% below typical

Cunard Line

Queen Elizabeth • Cunard Line

40-night Eastern Caribbean Arc via Endicott Arm, Panama Canal & Cruz Bay, Saint John

Sep 17, 2026 → Oct 27, 2026 • Seattle → Miami

Lowest in 180 days $2,954 below typical

From $3,016

$75/night

Great deal

↓49% below typical

Seabourn

Seabourn Ovation • Seabourn

12-night Madeira One-Way via Castries & Funchal, Madeira

Mar 27, 2027 → Apr 8, 2027 • Bridgetown → Lisboa

Lowest in 180 days $2,699 below typical

From $4,929

$411/night

Great deal

↓35% below typical

Cunard Line

Queen Elizabeth • Cunard Line

33-night Eastern Caribbean Arc via Los Angeles, Panama Canal & Cruz Bay, Saint John

Sep 24, 2026 → Oct 27, 2026 • Seattle → Miami

$2,683 below typical ↗ Trending up

From $2,242

$68/night

Great deal

↓54% below typical

Regent Seven Seas Cruises

Seven Seas Mariner • Regent Seven Seas Cruises

18-night Brazil One-Way via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Castries

Jan 4, 2027 → Jan 22, 2027 • Miami → Rio de Janeiro

$7,071 below typical

From $8,401

$467/night

Great deal

↓46% below typical

Nicko Cruises

Vasco Da Gama • Nicko Cruises

80-night Transatlantic Crossing via Vigo, Lisboa & Mindelo

Nov 3, 2026 → Jan 22, 2027 • Hamburg → Papeete

$5,747 below typical

From $11,392

$142/night

Great deal

↓34% below typical

Princess Cruises

Majestic Princess • Princess Cruises

33-night Patagonia & Cape Horn One-Way via Philipsburg, Castries & Bridgetown

Nov 19, 2026 → Dec 22, 2026 • Fort Lauderdale → San Antonio

Lowest in 180 days $2,114 below typical

From $3,986

$121/night

Great deal

↓35% below typical

MSC Cruises

MSC World Europa • MSC Cruises

25-night Transatlantic Crossing via Pointe-à-Pitre, Castries & Bridgetown

Apr 3, 2027 → Apr 28, 2027 • Fort-de-France → Civitavecchia (Rome)

$2,053 below typical

From $3,501

$140/night

Great deal

↓37% below typical

Seabourn

Seabourn Ovation • Seabourn

12-night Transatlantic Crossing via Castries & Funchal, Madeira

Mar 25, 2028 → Apr 6, 2028 • Bridgetown → Lisboa

Lowest in 180 days $2,229 below typical

From $5,399

$450/night

Great deal

↓29% below typical

Disney Cruise Line

Disney Fantasy • Disney Cruise Line

10-night Eastern Caribbean Loop via Philipsburg, Castries & Disney Castaway Cay

Jul 12, 2026 → Jul 22, 2026 • Port Canaveral ↔

Lowest in 180 days $788 below typical

From $3,380

$338/night

Good value

↓19% below typical

Cunard Line

Queen Elizabeth • Cunard Line

12-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Oct 15, 2026 → Oct 27, 2026 • Miami ↔

Lowest in 180 days $497 below typical

From $1,066

$89/night

Great deal

↓32% below typical

Princess Cruises

Majestic Princess • Princess Cruises

18-night Southern Caribbean Arc via Philipsburg, Philipsburg & Castries

Nov 19, 2026 → Dec 7, 2026 • Fort Lauderdale → Buenos Aires

Lowest in 90 days $947 below typical

From $2,380

$132/night

Great deal

↓28% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days $260 below typical

From $722

$103/night

Great deal

↓26% below typical

Seabourn

Seabourn Ovation • Seabourn

19-night Southern Caribbean Crossing via Tortola, South Friars Bay & Les Trois-Îlets

Mar 18, 2028 → Apr 6, 2028 • Philipsburg → Lisboa

Lowest in 180 days $3,168 below typical

From $8,909

$469/night

Great deal

↓26% below typical

Seabourn

Seabourn Ovation • Seabourn

21-night Transatlantic Crossing via Castries, Funchal, Madeira & Cadiz

Mar 25, 2028 → Apr 15, 2028 • Bridgetown → Barcelona

Lowest in 180 days $3,449 below typical

From $9,899

$471/night

Great deal

↓26% below typical

MSC Cruises

MSC World Europa • MSC Cruises

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

Dec 13, 2026 → Dec 20, 2026 • Pointe-à-Pitre ↔

Lowest in 30 days $343 below typical ↘ Trending down

From $847

$121/night

Great deal

↓29% below typical

Seabourn

Seabourn Ovation • Seabourn

19-night Transatlantic Crossing via Tortola, South Friars Bay & Les Trois-Îlets

Mar 20, 2027 → Apr 8, 2027 • Philipsburg → Lisboa

Lowest in 180 days $2,898 below typical

From $9,179

$483/night

Great deal

↓24% below typical

P&O Cruises

Arvia • P&O Cruises

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

Dec 4, 2026 → Dec 18, 2026 • Bridgetown ↔

Lowest in 180 days $676 below typical

From $1,890

$135/night

Great deal

↓26% below typical

Seabourn

Seabourn Ovation • Seabourn

22-night Western Mediterranean Circuit via Castries, Funchal, Madeira & Cadiz

Mar 27, 2027 → Apr 18, 2027 • Bridgetown → Genova

Lowest in 180 days $3,285 below typical

From $10,699

$486/night

Great deal

↓23% below typical

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