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MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Spanish Town & Basseterre, Saint Kitts

Jan 18, 2027 → Jan 25, 2027 • La Romana ↔

Lowest in 30 days

From $767

$110/night

Typical price

↓3% below typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Jan 4, 2027 → Jan 15, 2027 • Fort Lauderdale ↔

Lowest in 30 days

From $1,571

$143/night

Typical price

↓3% below typical

Princess Cruises

Coral Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Oct 29, 2026 → Nov 8, 2026 • Fort Lauderdale ↔

$147 below typical

From $1,275

$128/night

Good value

↓10% below typical

Princess Cruises

Sky Princess • Princess Cruises

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

Jan 16, 2028 → Jan 23, 2028 • Fort Lauderdale ↔

Lowest in 30 days

From $706

$101/night

Typical price

↓3% 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 ↔

Lowest in 180 days

From $2,291

$164/night

Typical price

↓4% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 26, 2027 → Jan 9, 2028 • San Juan ↔

Lowest in 30 days

From $1,961

$140/night

Typical price

↓4% 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

Princess Cruises

Emerald Princess • Princess Cruises

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

Jan 30, 2028 → Feb 13, 2028 • San Juan ↔

Lowest in 30 days

From $1,766

$126/night

Typical price

↓3% below typical

P&O Cruises

Arvia • P&O Cruises

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

Jan 15, 2027 → Jan 29, 2027 • Bridgetown ↔

$237 below typical

From $2,269

$162/night

Typical price

↓9% below typical

P&O Cruises

Arvia • P&O Cruises

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

Jan 30, 2027 → Feb 13, 2027 • Bridgetown ↔

$237 below typical

From $2,269

$162/night

Typical price

↓9% below typical

Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Nov 30, 2026 → Dec 10, 2026 • Miami ↔

From $6,500

$650/night

Princess Cruises

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Puerto Plata & San Juan

Feb 6, 2028 → Feb 13, 2028 • Fort Lauderdale ↔

Lowest in 30 days

From $716

$102/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, Kingstown & Castries

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

20% below typical

From $5,743

$574/night

Silversea Cruises

Silver Spirit • Silversea Cruises

7-night Eastern Caribbean Loop via Castries, Terre-de-Haut & Philipsburg

Mar 11, 2028 → Mar 18, 2028 • Bridgetown ↔

From $5,400

$771/night

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

$150 below typical ↗ Trending up

From $1,459

$208/night

Typical price

↓9% below typical

Carnival Cruise Line

Carnival Dream • Carnival Cruise Line

14-night Eastern Caribbean Loop via Ocho Rios, Bridgetown & Castries

Jan 2, 2027 → Jan 16, 2027 • Galveston ↔

$84 below typical

From $1,089

$78/night

Typical price

↓7% below typical

Oceania Cruises

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

$192 below typical

From $3,527

$294/night

Typical price

↓5% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 20, 2028 → Mar 5, 2028 • San Juan ↔

Lowest in 180 days

From $1,903

$136/night

Typical price

↓2% below typical

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 20, 2027 → Jan 3, 2028 • La Romana ↔

17% below typical

From $1,379

$99/night

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