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MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 6, 2027 → Dec 20, 2027 • La Romana ↔

56% below typical

From $729

$52/night

P&O Cruises

Arvia • P&O Cruises

15-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Basseterre, Saint Kitts

Oct 23, 2026 → Nov 7, 2026 • Southampton → Bridgetown

$336 below typical

From $1,485

$99/night

Good value

↓18% 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 ↔

$607 below typical

From $2,064

$98/night

Great deal

↓23% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

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

$407 below typical

From $1,619

$116/night

Great deal

↓20% below typical

P&O Cruises

Arvia • P&O Cruises

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

Feb 12, 2027 → Feb 26, 2027 • Bridgetown ↔

Lowest in 30 days $338 below typical

From $2,228

$159/night

Good value

↓13% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jan 23, 2027 → Jan 30, 2027 • San Juan ↔

$129 below typical ↘ Trending down

From $595

$85/night

Good value

↓18% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Dec 19, 2026 → Jan 2, 2027 • Miami ↔

50% below typical

From $958

$68/night

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Sep 25, 2027 → Oct 2, 2027 • San Juan ↔

Lowest in 180 days $93 below typical

From $641

$92/night

Good value

↓13% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Feb 5, 2028 → Feb 15, 2028 • Fort Lauderdale ↔

Lowest in 30 days $137 below typical

From $1,055

$106/night

Good value

↓11% below typical

Oceania Cruises

Oceania Sonata • Oceania Cruises

44-night Eastern Caribbean Arc via Puerto Quetzal, Panama Canal & Cozumel

Jan 6, 2028 → Feb 19, 2028 • Los Angeles → Miami

Lowest in 180 days

From $20,599

$468/night

Typical price

↓5% 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 $162 below typical

From $1,728

$115/night

Typical price

↓9% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Oct 24, 2026 → Oct 31, 2026 • San Juan ↔

$140 below typical ↘ Trending down

From $594

$85/night

Good value

↓19% below typical

Cunard Line

Queen Mary 2 • Cunard Line

18-night Eastern Caribbean Arc via Saint Thomas, Road Town, Tortola & Basseterre, Saint Kitts

Nov 17, 2026 → Dec 5, 2026 • New York → Southampton

Lowest in 180 days $357 below typical

From $2,458

$137/night

Good value

↓13% below typical

Celebrity Cruises

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Jan 24, 2027 → Jan 31, 2027 • Fort Lauderdale ↔

Lowest in 90 days $105 below typical ↘ Trending down

From $868

$124/night

Good value

↓11% below typical

Celebrity Cruises

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Apr 4, 2027 → Apr 11, 2027 • Fort Lauderdale ↔

$180 below typical ↘ Trending down

From $832

$119/night

Good value

↓18% below typical

Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 6, 2028 → Feb 13, 2028 • San Juan ↔

Lowest in 180 days $136 below typical

From $840

$120/night

Good value

↓14% below typical

P&O Cruises

Iona • P&O Cruises

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

Jan 21, 2028 → Feb 4, 2028 • Bridgetown ↔

Lowest in 180 days $170 below typical

From $2,404

$172/night

Typical price

↓7% below typical

P&O Cruises

Iona • P&O Cruises

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

Jan 22, 2028 → Feb 5, 2028 • Bridgetown ↔

Lowest in 180 days $170 below typical

From $2,404

$172/night

Typical price

↓7% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

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

Lowest in 180 days $219 below typical

From $1,615

$115/night

Good value

↓12% below typical

Cunard Line

Queen Mary 2 • Cunard Line

18-night Eastern Caribbean Arc via New York, Saint Thomas & Road Town, Tortola

Nov 10, 2026 → Nov 28, 2026 • Southampton → New York

$538 below typical

From $2,277

$127/night

Good value

↓19% below typical

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