Departure months
Trip length
Search
MSC Cruises

MSC Seaview • MSC Cruises

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

Apr 3, 2027 → Apr 10, 2027 • Fort-de-France ↔

From $1,035

$148/night

Silversea Cruises

Silver Ray • Silversea Cruises

8-night Southern Caribbean Arc via Castries, Saint George's & Port Elizabeth, Bequia

Dec 18, 2027 → Dec 26, 2027 • Bridgetown → San Juan

From $6,900

$863/night

Silversea Cruises

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Castries, Port Elizabeth, Bequia & Saint George's

Dec 17, 2027 → Dec 28, 2027 • Bridgetown ↔

From $9,000

$818/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Jan 22, 2028 → Jan 29, 2028 • Fort-de-France ↔

Great balance

From $949

$136/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Mar 4, 2028 → Mar 11, 2028 • Fort-de-France ↔

Great balance

From $1,129

$161/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Mar 18, 2028 → Mar 25, 2028 • Fort-de-France ↔

Great balance

From $1,129

$161/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Jan 23, 2028 → Jan 30, 2028 • Pointe-à-Pitre ↔

Great balance

From $942

$135/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Mar 5, 2028 → Mar 12, 2028 • Pointe-à-Pitre ↔

Great balance

From $1,122

$160/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Mar 19, 2028 → Mar 26, 2028 • Pointe-à-Pitre ↔

Great balance

From $1,122

$160/night

Silversea Cruises

Silver Spirit • Silversea Cruises

7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Jan 22, 2028 → Jan 29, 2028 • Bridgetown ↔

Great balance

From $5,600

$800/night

Silversea Cruises

Silver Spirit • Silversea Cruises

7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Jan 29, 2028 → Feb 5, 2028 • Bridgetown ↔

Great balance

From $5,600

$800/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Dec 11, 2027 → Dec 18, 2027 • Fort-de-France ↔

Great balance

From $969

$138/night

Silversea Cruises

Silver Spirit • Silversea Cruises

13-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Castries

Dec 28, 2027 → Jan 10, 2028 • Bridgetown ↔

From $10,000

$769/night

MSC Cruises

MSC Opera • MSC Cruises

7-night ABC Islands Loop via Catalina Island, Oranjestad & Willemstad

Jan 3, 2028 → Jan 10, 2028 • La Romana ↔

Great balance

From $799

$114/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Dec 12, 2027 → Dec 19, 2027 • Pointe-à-Pitre ↔

Great balance

From $962

$137/night

Oceania Cruises

Oceania Marina • Oceania Cruises

14-night Southern Caribbean Loop via Georgetown, Grand Cayman, Montego Bay & Oranjestad

Dec 22, 2026 → Jan 5, 2027 • Miami ↔

From $4,349

$311/night

Silversea Cruises

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Basseterre, Saint Kitts

Jan 15, 2028 → Jan 25, 2028 • San Juan ↔

From $6,400

$640/night

Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Kralendijk

Jan 25, 2027 → Feb 6, 2027 • Bridgetown → Miami

From $8,800

$733/night

P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France

Feb 21, 2028 → Mar 6, 2028 • Basseterre, Saint Kitts ↔

1% below typical

From $2,607

$186/night

Typical price

↓1% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Jan 2, 2028 → Jan 16, 2028 • San Juan ↔

1% below typical

From $1,836

$131/night

Typical price

↓1% below typical

Filters

Filters

Reset
Deal Signals
Trip Style
Cabin Type
Ports Visited
Cruise Line & Ship
Price

Per person