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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 $1,156 below typical

From $1,072

$89/night

Great deal

↓52% below typical

MSC Cruises

MSC World Europa • MSC Cruises

18-night Transatlantic Crossing: Barcelona, Puerto del Rosario-Fuerteventura & Philipsburg

Nov 17, 2026 → Dec 5, 2026 • Marseille → Fort-de-France

Lowest in 180 days $1,687 below typical

From $1,028

$57/night

Great deal

↓62% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Feb 13, 2027 → Feb 27, 2027 • Miami ↔

Lowest in 30 days $1,190 below typical

From $1,116

$80/night

Great deal

↓52% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Loop via Philipsburg & Basseterre, Saint Kitts

Jan 2, 2027 → Jan 10, 2027 • Miami ↔

Lowest in 180 days $418 below typical

From $599

$75/night

Great deal

↓41% below typical

Regent Seven Seas Cruises

Seven Seas Mariner • Regent Seven Seas Cruises

24-night Transatlantic Crossing: Lanzarote, Las Palmas de Gran Canaria & Nassau

Oct 14, 2028 → Nov 7, 2028 • Lisboa → Miami

$7,328 below typical

From $10,030

$418/night

Great deal

↓42% below typical

MSC Cruises

MSC Opera • MSC Cruises

15-night Transatlantic Crossing via Barcelona, Tangier & Antigua

Nov 1, 2026 → Nov 16, 2026 • Marseille → La Romana

Lowest in 180 days $503 below typical

From $882

$59/night

Great deal

↓36% below typical

MSC Cruises

MSC World Europa • MSC Cruises

21-night Transatlantic Crossing via Civitavecchia, La Spezia & Marseille

Nov 14, 2026 → Dec 5, 2026 • Genova → Fort-de-France

$3,195 below typical

From $1,653

$79/night

Great deal

↓66% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, Ocean Cay & Philipsburg

Feb 7, 2027 → Feb 21, 2027 • Miami ↔

$1,110 below typical ↗ Trending up

From $1,196

$85/night

Great deal

↓48% below typical

Holland America

Zuiderdam • Holland America

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

Oct 31, 2026 → Nov 21, 2026 • Miami ↔

$2,208 below typical

From $1,989

$95/night

Great deal

↓53% 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 ↔

$1,054 below typical

From $1,144

$104/night

Great deal

↓48% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Jan 6, 2027 → Jan 16, 2027 • Fort Lauderdale ↔

Lowest in 180 days $368 below typical

From $823

$82/night

Great deal

↓31% below typical

MSC Cruises

MSC Opera • MSC Cruises

18-night Transatlantic Crossing via Civitavecchia, Livorno & Marseille

Oct 29, 2026 → Nov 16, 2026 • Civitavecchia (Rome) → La Romana

$727 below typical

From $1,045

$58/night

Great deal

↓41% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Jan 2, 2027 → Jan 16, 2027 • Miami ↔

$764 below typical ↗ Trending up

From $1,016

$73/night

Great deal

↓43% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Arc via San Juan & Basseterre, Saint Kitts

Dec 5, 2026 → Dec 13, 2026 • Miami ↔

$534 below typical

From $559

$70/night

Great deal

↓49% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Aug 28, 2027 → Sep 4, 2027 • San Juan ↔

Lowest in 180 days $314 below typical

From $673

$96/night

Great deal

↓32% below typical

P&O Cruises

Arvia • P&O Cruises

16-night Transatlantic Crossing via Bridgetown, Fort-de-France & Basseterre, Saint Kitts

Mar 12, 2027 → Mar 28, 2027 • Bridgetown → Southampton

Lowest in 180 days $463 below typical

From $1,553

$97/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, Cruz Bay, Saint John & Philipsburg

Mar 28, 2027 → Apr 4, 2027 • San Juan ↔

Lowest in 180 days $207 below typical ↘ Trending down

From $589

$84/night

Great deal

↓26% below typical

Royal Caribbean International

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Jul 26, 2026 → Aug 2, 2026 • Port Canaveral ↔

Lowest in 180 days $564 below typical ↘ Trending down

From $1,453

$208/night

Great deal

↓28% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Ocean Cay

Dec 5, 2026 → Dec 19, 2026 • Miami ↔

$796 below typical ↗ Trending up

From $1,116

$80/night

Great deal

↓42% below typical

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