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Princess Cruises

Island Princess • Princess Cruises

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

Nov 29, 2027 → Dec 13, 2027 • Fort Lauderdale ↔

$166 below typical

From $1,442

$103/night

Good value

↓10% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

Lowest in 180 days

From $879

$126/night

Typical price

↓4% 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 ↔

Lowest in 180 days ↘ Trending down

From $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 ↔

Lowest in 180 days ↘ Trending down

From $1,069

$153/night

Typical price

↓3% below typical

Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

14-night Southern Caribbean Loop via Ocho Rios, Oranjestad & Willemstad

Dec 8, 2027 → Dec 22, 2027 • Miami ↔

From $7,874

$562/night

Royal Caribbean International

Odyssey of the Seas • Royal Caribbean International

11-night Southern Caribbean Loop via Philipsburg & Castries

Jan 13, 2028 → Jan 24, 2028 • Cape Liberty, NJ (NYC) ↔

Lowest in 180 days

From $1,482

$135/night

Typical price

↓3% below typical

Sea Cloud Cruises

Sea Cloud Spirit • Sea Cloud Cruises

8-night Southern Caribbean Arc via Terre-de-Haut & Soufriere

Dec 12, 2027 → Dec 20, 2027 • Philipsburg → Willemstad

From $5,319

$665/night

Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

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

Feb 14, 2028 → Feb 24, 2028 • Bridgetown ↔

20% below typical

From $5,743

$574/night

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Apr 2, 2028 → Apr 9, 2028 • San Juan ↔

Lowest in 180 days

From $884

$126/night

Typical price

↓2% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

Lowest in 30 days

From $793

$113/night

Typical price

↓2% below typical

Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Kralendijk

Jan 10, 2028 → Jan 22, 2028 • Bridgetown ↔

From $7,400

$617/night

P&O Cruises

Iona • P&O Cruises

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

Dec 11, 2027 → Dec 25, 2027 • Bridgetown ↔

Lowest in 30 days

From $2,228

$159/night

Typical price

↓2% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Southern Caribbean Loop via Kingstown, Port-of-Spain & Saint George

Feb 22, 2028 → Mar 7, 2028 • Bridgetown ↔

Lowest in 30 days

From $2,262

$162/night

Typical price

↓2% below typical

Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

From $5,960

$596/night

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Fort-de-France

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Lowest in 180 days

From $722

$103/night

Typical price

↓1% below typical

MSC Cruises

MSC Seaview • MSC Cruises

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

Dec 12, 2026 → Dec 19, 2026 • Fort-de-France ↔

Great balance

From $799

$114/night

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Jan 9, 2028 → Jan 16, 2028 • Pointe-à-Pitre ↔

Lowest in 30 days

From $883

$126/night

Typical price

↓1% below typical

Carnival Cruise Line

Carnival Pride • Carnival Cruise Line

12-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Bridgetown

Nov 28, 2027 → Dec 10, 2027 • Baltimore ↔

$83 below typical

From $1,407

$117/night

Typical price

↓6% below typical

MSC Cruises

MSC World Europa • MSC Cruises

7-night Fort-de-France → Pointe-à-Pitre → Castries → Bridgetown + 3 more

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

Lowest in 180 days

From $1,069

$153/night

Typical price

↓3% below typical

Norwegian Cruise Line

Norwegian Breakaway • Norwegian Cruise Line

14-night Southern Caribbean Arc via Saint Thomas, Castries & Saint George's

Nov 8, 2026 → Nov 22, 2026 • Boston → New Orleans

$104 below typical ↘ Trending down

From $1,434

$102/night

Typical price

↓7% below typical

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