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Departures Itineraries
Virgin Voyages

Scarlet Lady • Virgin Voyages

6-night Southern Caribbean Loop via Kingstown & Bridgetown

Jan 2, 2028 → Jan 8, 2028 • San Juan ↔

Lowest in 180 days
$654 · $109/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Jan 15, 2028 → Jan 22, 2028 • San Juan ↔

Lowest in 180 days
$763 · $109/night · typical price
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Feb 13, 2028 → Feb 20, 2028 • San Juan ↔

Lowest in 180 days
$731 · $104/night · typical price
Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Kingstown, Castries & Fort-de-France

Jan 25, 2028 → Feb 4, 2028 • Bridgetown ↔

$6,040 · $604/night · good value · ↓15% below typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 12, 2026 → Dec 26, 2026 • Bridgetown ↔

$2,228 · $159/night · typical price · ↓5% below typical
MSC Cruises

MSC Seaview • MSC Cruises

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

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

Great balance
$1,388 · $198/night · typical price · ↓6% below typical
MSC Cruises

MSC Meraviglia • MSC Cruises

22-night Transatlantic Crossing via Castries, Bridgetown & Kingstown

Apr 16, 2028 → May 8, 2028 • Pointe-à-Pitre → Southampton

$1,756 · $80/night · typical price · ↓7% below typical
MSC Cruises

MSC Seaview • MSC Cruises

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

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

9% below typical
$1,667 · $119/night · typical price · ↓9% below typical
Phoenix Reisen

MS Aurelia • Phoenix Reisen

14-night Brazil One-Way: Kingstown, Saint George's & Fortaleza

Nov 8, 2028 → Nov 22, 2028 • Bridgetown → Rio de Janeiro

Lowest in 180 days
$4,499 · $321/night · typical price
P&O Cruises

Britannia • P&O Cruises

28-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

$4,593 · $164/night · typical price · ↓2% below typical
MSC Cruises

MSC World Europa • MSC Cruises

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

Mar 20, 2027 → Mar 27, 2027 • Fort-de-France ↔

Great balance
$1,069 · $153/night · typical price · ↓3% below typical
MSC Cruises

MSC World Europa • MSC Cruises

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

Mar 21, 2027 → Mar 28, 2027 • Pointe-à-Pitre ↔

Great balance
$1,069 · $153/night · typical price · ↓3% below typical
P&O Cruises

Britannia • P&O Cruises

11-night Southern Caribbean Arc via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Dec 22, 2026 • Bridgetown → Antigua

$1,823 · $166/night · typical price · ↓1% below typical
MSC Cruises

MSC World Europa • MSC Cruises

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

Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔

4% below typical
$2,291 · $164/night · typical price · ↓4% below typical
MSC Cruises

MSC Seaview • MSC Cruises

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

Jan 9, 2027 → Jan 16, 2027 • Fort-de-France ↔

Great balance
$965 · $138/night · typical price · ↓5% below typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

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

$2,836 · $203/night · priced high · ↑58% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

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

$2,701 · $193/night · priced high · ↑51% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

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

$2,769 · $198/night · priced high · ↑20% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

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

$2,607 · $186/night · priced high · ↑13% above typical
P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Nov 13, 2026 → Nov 27, 2026 • Bridgetown ↔

$2,026 · $145/night · priced high · ↑13% above typical