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P&O Cruises

Iona • P&O Cruises

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

Jan 7, 2028 → Jan 21, 2028 • Bridgetown ↔

Lowest in 180 days $211 below typical

From $2,363

$169/night

Typical price

↓8% below typical

P&O Cruises

Iona • P&O Cruises

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

Jan 8, 2028 → Jan 22, 2028 • Bridgetown ↔

Lowest in 180 days $211 below typical

From $2,363

$169/night

Typical price

↓8% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 20, 2028 • San Juan ↔

Lowest in 180 days $335 below typical

From $1,616

$115/night

Good value

↓17% below typical

P&O Cruises

Arvia • P&O Cruises

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

Dec 3, 2027 → Dec 17, 2027 • Bridgetown ↔

Lowest in 30 days $405 below typical

From $2,161

$154/night

Good value

↓16% below typical

P&O Cruises

Arvia • P&O Cruises

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

Nov 21, 2026 → Dec 5, 2026 • Bridgetown ↔

Lowest in 180 days $298 below typical

From $1,863

$133/night

Good value

↓14% below typical

P&O Cruises

Arvia • P&O Cruises

27-night Transatlantic Crossing via Philipsburg, Fort-de-France & Roseau

Feb 28, 2028 → Mar 26, 2028 • Basseterre, Saint Kitts → Southampton

$1,031 below typical

From $3,918

$145/night

Great deal

↓21% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

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

Dec 11, 2027 → Dec 18, 2027 • San Juan ↔

Lowest in 180 days $147 below typical

From $833

$119/night

Good value

↓15% below typical

MSC Cruises

MSC World Europa • MSC Cruises

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

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

Lowest in 180 days $243 below typical

From $1,961

$140/night

Good value

↓11% below typical

MSC Cruises

MSC World Europa • MSC Cruises

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

Mar 6, 2027 → Mar 13, 2027 • Fort-de-France ↔

Lowest in 180 days $191 below typical

From $911

$130/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 ↔

$472 below typical

From $1,566

$112/night

Great deal

↓23% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Jan 22, 2027 → Jan 29, 2027 • Bridgetown ↔

$367 below typical

From $1,294

$185/night

Great deal

↓22% below typical

Princess Cruises

Star Princess • Princess Cruises

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

Mar 19, 2028 → Mar 29, 2028 • Port Canaveral ↔

Lowest in 30 days $174 below typical

From $1,212

$121/night

Good value

↓13% below typical

Cunard Line

Queen Mary 2 • Cunard Line

27-night Eastern Caribbean Loop via New York, Saint Thomas & Basseterre, Saint Kitts

Nov 12, 2027 → Dec 9, 2027 • Southampton ↔

Lowest in 180 days $598 below typical

From $3,624

$134/night

Good value

↓14% below typical

Cunard Line

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via Basseterre, Saint Kitts, Castries & Bridgetown

Dec 21, 2027 → Jan 11, 2028 • New York → Southampton

Lowest in 180 days $482 below typical

From $3,208

$153/night

Good value

↓13% below typical

Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Dec 19, 2026 → Dec 26, 2026 • Bridgetown → Philipsburg

Lowest in 180 days $461 below typical

From $3,598

$514/night

Good value

↓11% below typical

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

Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

Lowest in 180 days $120 below typical

From $792

$113/night

Good value

↓13% 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

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