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P&O Cruises

Arvia • P&O Cruises

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

Dec 19, 2026 → Jan 2, 2027 • Bridgetown ↔

Lowest in 180 days $753 above typical

From $3,282

$234/night

Priced high

↑30% above typical

Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

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

Jan 17, 2027 → Jan 29, 2027 • Fort Lauderdale ↔

Lowest in 90 days $441 above typical

From $1,944

$162/night

Priced high

↑29% above typical

P&O Cruises

Iona • P&O Cruises

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

Mar 4, 2028 → Mar 18, 2028 • Bridgetown ↔

Lowest in 90 days $581 above typical

From $2,634

$188/night

Priced high

↑28% above typical

P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Saint George's, Curaçao & Oranjestad

Feb 19, 2027 → Mar 5, 2027 • Bridgetown ↔

Lowest in 30 days $646 above typical

From $2,945

$210/night

Priced high

↑28% above typical

P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Saint George's, Curaçao & Oranjestad

Feb 20, 2027 → Mar 6, 2027 • Bridgetown ↔

Lowest in 30 days $605 above typical

From $2,904

$207/night

Priced high

↑26% above typical

Seabourn

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Saint-Pierre & Rodney Bay

Feb 6, 2027 → Feb 13, 2027 • Bridgetown ↔

Lowest in 30 days $1,239 above typical

From $5,998

$857/night

Priced high

↑26% above typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

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

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 30 days $199 above typical ↘ Trending down

From $1,048

$150/night

Priced high

↑23% above typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown

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

Lowest in 180 days $165 above typical

From $869

$124/night

Priced high

↑23% above typical

Cunard Line

Queen Mary 2 • Cunard Line

28-night Southern Caribbean Loop via New York, Saint Thomas & Bridgetown

Nov 17, 2028 → Dec 15, 2028 • Southampton ↔

Lowest in 180 days $903 above typical

From $5,282

$189/night

Priced high

↑21% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

8-night Southern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Mar 19, 2027 → Mar 27, 2027 • San Juan ↔

Lowest in 30 days $160 above typical

From $1,272

$159/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

MSC Cruises

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Bridgetown & Kingstown

Feb 19, 2028 → Feb 26, 2028 • Fort-de-France ↔

Lowest in 30 days $117 above typical

From $1,270

$181/night

Priced high

↑10% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Bridgetown, Kingstown & Port-of-Spain

Feb 20, 2028 → Feb 27, 2028 • Pointe-à-Pitre ↔

Lowest in 30 days $110 above typical

From $1,263

$180/night

Typical price

↑10% above typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Castries

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

Lowest in 180 days $64 above typical

From $793

$113/night

Typical price

↑9% above typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Feb 26, 2027 → Mar 8, 2027 • Fort Lauderdale ↔

Lowest in 90 days $121 above typical

From $1,600

$160/night

Typical price

↑8% above typical

Hapag-Lloyd Cruises

MS Europa • Hapag-Lloyd Cruises

17-night Southern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Dec 20, 2026 → Jan 6, 2027 • Miami ↔

Lowest in 180 days $803 above typical

From $10,659

$627/night

Typical price

↑8% above typical

Celebrity Cruises

Celebrity Summit • Celebrity Cruises

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

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

Lowest in 90 days

From $622

$89/night

Typical price

↑7% above typical

Cunard Line

Queen Mary 2 • Cunard Line

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

Feb 27, 2028 → Mar 18, 2028 • Southampton → New York

Lowest in 180 days $248 above typical

From $3,628

$181/night

Typical price

↑7% above typical

MSC Cruises

MSC World Europa • MSC Cruises

7-night Transatlantic Crossing via Castries, Bridgetown & Saint George

Apr 4, 2027 → Apr 11, 2027 • Pointe-à-Pitre ↔

Lowest in 30 days $81 above typical ↘ Trending down

From $1,187

$170/night

Typical price

↑7% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

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

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

Lowest in 90 days $70 above typical

From $1,043

$149/night

Typical price

↑7% above typical

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