Cunard Line

Queen Mary 2 • Cunard Line

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

Nov 19, 2027 → Dec 9, 2027 • New York → Southampton

Lowest in 180 days $355 below typical
$2,773 · $139/night · good value · ↓11% 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 ↔

Lowest in 30 days $318 below typical
$1,516 · $108/night · good value · ↓17% below typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 5, 2027 → Dec 19, 2027 • San Juan ↔

$395 below typical
$1,641 · $117/night · good value · ↓19% 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

$811 below typical
$2,480 · $138/night · great deal · ↓25% below typical
MSC Cruises

MSC Opera • MSC Cruises

25-night Itinerary ITLIV-ITGOA-FRMRS-ESBCN-MATNG-AGANU-SXPHI-KNBAS-DOLRM-DOCAI-BBBGI-MQFDF-GPPTP-VGRAD

Oct 29, 2026 → Nov 23, 2026 • Civitavecchia (Rome) → La Romana

$584 below typical
$1,766 · $71/night · great deal · ↓25% below typical
Cunard Line

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Kingstown

Dec 9, 2027 → Dec 23, 2027 • Miami ↔

Lowest in 180 days $190 below typical
$1,587 · $113/night · good value · ↓11% below typical
MSC Cruises

MSC Seashore • MSC Cruises

16-night Transatlantic Crossing via Philipsburg & Ponta Delgada

Mar 25, 2028 → Apr 10, 2028 • Miami → Barcelona

Lowest in 30 days $284 below typical
$1,393 · $87/night · good value · ↓17% below typical
P&O Cruises

Arvia • P&O Cruises

15-night Transatlantic Crossing via Fort-de-France, Basseterre, Saint Kitts & Philipsburg

Mar 11, 2028 → Mar 26, 2028 • Bridgetown → Southampton

Lowest in 180 days $151 below typical
$1,728 · $115/night · typical price · ↓8% below typical
Princess Cruises

Coral Princess • Princess Cruises

10-night Eastern Caribbean Loop via Antigua, Philipsburg & Roseau

Nov 8, 2026 → Nov 18, 2026 • Fort Lauderdale ↔

$337 below typical
$1,094 · $109/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 & Tortola

Jan 15, 2027 → Jan 29, 2027 • Bridgetown ↔

Lowest in 30 days $230 below typical
$2,269 · $162/night · typical price · ↓9% below typical
P&O Cruises

Arvia • P&O Cruises

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

Jan 16, 2027 → Jan 30, 2027 • Bridgetown ↔

Lowest in 30 days $230 below typical
$2,269 · $162/night · typical price · ↓9% below typical
P&O Cruises

Arvia • P&O Cruises

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

Jan 30, 2027 → Feb 13, 2027 • Bridgetown ↔

Lowest in 30 days $230 below typical
$2,269 · $162/night · typical price · ↓9% 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 7, 2027 → Aug 14, 2027 • San Juan ↔

Lowest in 180 days $97 below typical
$887 · $127/night · typical price · ↓10% below typical
MSC Cruises

MSC Opera • MSC Cruises

17-night Transatlantic Crossing: Tangier, Antigua & Philipsburg

Nov 2, 2026 → Nov 19, 2026 • Barcelona → Bridgetown

Lowest in 180 days $264 below typical
$1,306 · $77/night · good value · ↓17% below typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Feb 21, 2027 → Feb 28, 2027 • Port Canaveral ↔

Lowest in 180 days $140 below typical
$1,341 · $192/night · typical price · ↓9% 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 ↔

$507 below typical
$2,164 · $103/night · good value · ↓19% below typical
Holland America

Rotterdam • Holland America

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

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

$507 below typical
$2,164 · $103/night · good value · ↓19% below typical
MSC Cruises

MSC Meraviglia • MSC Cruises

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

Mar 27, 2027 → Apr 4, 2027 • Miami ↔

Great balance
$784 · $98/night · great deal · ↓35% below typical
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

Nov 20, 2027 → Nov 27, 2027 • San Juan ↔

Lowest in 180 days $70 below typical
$763 · $109/night · typical price · ↓8% below typical
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

Nov 27, 2027 → Dec 4, 2027 • San Juan ↔

Lowest in 180 days $70 below typical
$763 · $109/night · typical price · ↓8% below typical