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Princess Cruises

Crown Princess • Princess Cruises

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

Feb 19, 2027 → Feb 26, 2027 • Bridgetown ↔

$467 below typical

From $1,194

$171/night

Great deal

↓28% below typical

Princess Cruises

Coral Princess • Princess Cruises

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

Nov 18, 2026 → Nov 28, 2026 • Fort Lauderdale ↔

$378 below typical

From $1,044

$104/night

Great deal

↓27% below typical

Norwegian Cruise Line

Norwegian Sun • Norwegian Cruise Line

13-night Eastern Caribbean Arc via Kings Wharf, San Juan & Great Stirrup Cay

Oct 24, 2026 → Nov 6, 2026 • New York → Miami

$610 below typical ↘ Trending down

From $1,469

$113/night

Great deal

↓29% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

$284 below typical

From $788

$113/night

Great deal

↓26% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

Lowest in 180 days $174 below typical

From $738

$105/night

Good value

↓19% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

Lowest in 180 days $174 below typical

From $738

$105/night

Good value

↓19% below typical

Princess Cruises

Regal Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Feb 6, 2028 → Feb 13, 2028 • Miami ↔

$303 below typical

From $900

$129/night

Great deal

↓25% below typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

$420 below typical

From $1,189

$170/night

Great deal

↓26% below typical

Holland America

Eurodam • Holland America

14-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel

Nov 28, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

$503 below typical

From $1,384

$99/night

Great deal

↓27% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Mar 7, 2027 → Mar 14, 2027 • San Juan ↔

Lowest in 30 days $185 below typical

From $828

$118/night

Good value

↓18% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Feb 28, 2027 → Mar 14, 2027 • San Juan ↔

Lowest in 30 days $318 below typical

From $1,516

$108/night

Good value

↓17% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

7-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Apr 4, 2027 → Apr 11, 2027 • Miami ↔

Lowest in 180 days $80 below typical ↘ Trending down

From $507

$72/night

Good value

↓14% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 12, 2027 → Dec 26, 2027 • San Juan ↔

$522 below typical

From $1,516

$108/night

Great deal

↓26% below typical

Princess Cruises

Coral Princess • Princess Cruises

10-night Eastern Caribbean Loop via Antigua, Philipsburg & Roseau

Nov 8, 2026 → Nov 18, 2026 • Fort Lauderdale ↔

$328 below typical

From $1,094

$109/night

Great deal

↓23% below typical

Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Nov 28, 2026 → Dec 6, 2026 • Miami ↔

$148 below typical

From $526

$66/night

Great deal

↓22% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

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

Mar 8, 2027 → Mar 18, 2027 • Miami ↔

Lowest in 180 days $143 below typical ↘ Trending down

From $736

$74/night

Good value

↓16% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

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

Mar 19, 2028 → Apr 2, 2028 • Port Canaveral ↔

Lowest in 180 days $198 below typical

From $1,033

$74/night

Good value

↓16% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

12-night Eastern Caribbean Arc via Saint Thomas, Frederiksted, Saint Croix & Oranjestad

Nov 2, 2027 → Nov 14, 2027 • Manhattan/New York → Port Canaveral

Lowest in 180 days $139 below typical

From $783

$65/night

Good value

↓15% below typical

Carnival Cruise Line

Carnival Venezia • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Nov 1, 2026 → Nov 8, 2026 • Port Canaveral ↔

$115 below typical

From $504

$72/night

Good value

↓19% below typical

Princess Cruises

Regal Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Saint Thomas & Cozumel

Dec 5, 2027 → Dec 19, 2027 • Miami ↔

$530 below typical

From $1,734

$124/night

Great deal

↓23% below typical

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