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Cunard Line

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Saint George's

Nov 11, 2027 → Nov 25, 2027 • Miami ↔

Lowest in 180 days $295 above typical

From $1,833

$131/night

Priced high

↑19% above typical

Cunard Line

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Saint George's

Nov 25, 2027 → Dec 9, 2027 • Miami ↔

Lowest in 180 days $295 above typical

From $1,833

$131/night

Priced high

↑19% above typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Feb 15, 2027 → Feb 26, 2027 • Fort Lauderdale ↔

Lowest in 30 days $310 above typical

From $1,939

$176/night

Priced high

↑19% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Jan 25, 2028 → Feb 8, 2028 • Bridgetown ↔

Lowest in 30 days $314 above typical

From $2,092

$149/night

Priced high

↑18% above typical

P&O Cruises

Arvia • P&O Cruises

22-night Transatlantic Crossing via Antigua, Castries & Oranjestad

Mar 4, 2028 → Mar 26, 2028 • Antigua → Southampton

Lowest in 180 days $476 above typical

From $3,242

$147/night

Priced high

↑17% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Roseau & Philipsburg

Jan 1, 2028 → Jan 8, 2028 • Fort-de-France ↔

Lowest in 30 days $151 above typical

From $1,040

$149/night

Priced high

↑17% above typical

Princess Cruises

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Puerto Plata & San Juan

Dec 26, 2027 → Jan 2, 2028 • Fort Lauderdale ↔

Lowest in 30 days $161 above typical

From $1,111

$159/night

Priced high

↑17% above typical

MSC Cruises

MSC World Europa • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Castries

Dec 29, 2026 → Jan 12, 2027 • Bridgetown ↔

Lowest in 180 days $391 above typical

From $2,771

$198/night

Priced high

↑16% above typical

MSC Cruises

MSC World Europa • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Feb 23, 2027 → Mar 9, 2027 • Bridgetown ↔

Lowest in 180 days $339 above typical

From $2,421

$173/night

Priced high

↑16% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Jan 2, 2028 → Jan 9, 2028 • Pointe-à-Pitre ↔

Lowest in 30 days $144 above typical

From $1,033

$148/night

Priced high

↑16% above typical

P&O Cruises

Arvia • P&O Cruises

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

Dec 17, 2027 → Dec 31, 2027 • Bridgetown ↔

Lowest in 30 days $379 above typical

From $2,945

$210/night

Priced high

↑15% above typical

Cunard Line

Queen Mary 2 • Cunard Line

28-night Eastern Caribbean Loop via New York, Road Town, Tortola & Basseterre, Saint Kitts

Dec 15, 2028 → Jan 12, 2029 • Southampton ↔

Lowest in 180 days $705 above typical

From $5,625

$201/night

Priced high

↑14% above typical

Cunard Line

Queen Mary 2 • Cunard Line

13-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Dec 21, 2027 → Jan 3, 2028 • New York ↔

Lowest in 30 days $327 above typical

From $2,611

$201/night

Priced high

↑14% above typical

Princess Cruises

Crown Princess • Princess Cruises

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

Jan 3, 2027 → Jan 17, 2027 • San Juan ↔

Lowest in 180 days $228 above typical

From $1,859

$133/night

Priced high

↑14% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Willemstad & Oranjestad

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

Lowest in 30 days $131 above typical

From $1,113

$159/night

Priced high

↑13% above typical

Princess Cruises

Sun Princess • Princess Cruises

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

Dec 18, 2027 → Dec 28, 2027 • Fort Lauderdale ↔

Lowest in 30 days $162 above typical

From $1,408

$141/night

Priced high

↑13% above typical

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Antigua, Road Town, Tortola & La Romana

Jan 29, 2027 → Feb 12, 2027 • Fort-de-France ↔

Lowest in 30 days $200 above typical

From $1,785

$128/night

Priced high

↑13% above typical

Carnival Cruise Line

Carnival Breeze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Ocho Rios, Frederiksted, Saint Croix & Antigua

Jan 29, 2028 → Feb 12, 2028 • Galveston ↔

Lowest in 180 days $138 above typical

From $1,324

$95/night

Priced high

↑12% above typical

Celebrity Cruises

Celebrity Apex • Celebrity Cruises

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

Dec 5, 2026 → Dec 12, 2026 • Port Canaveral ↔

Lowest in 30 days $115 above typical

From $1,177

$168/night

Priced high

↑11% above typical

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Mar 20, 2027 → Mar 27, 2027 • Port Canaveral ↔

Lowest in 30 days $128 above typical ↘ Trending down

From $1,317

$188/night

Priced high

↑11% above typical

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