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Princess Cruises

Regal Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Feb 6, 2028 → Feb 13, 2028 • Miami ↔

$301 below typical

From $900

$129/night

Great deal

↓25% below typical

Hapag-Lloyd Cruises

MS Europa 2 • Hapag-Lloyd Cruises

14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Dec 7, 2027 → Dec 21, 2027 • Miami ↔

Lowest in 180 days $1,715 below typical

From $9,419

$673/night

Good value

↓15% 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

P&O Cruises

Arvia • P&O Cruises

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

Dec 5, 2026 → Dec 19, 2026 • Bridgetown ↔

$676 below typical

From $1,890

$135/night

Great deal

↓26% below typical

MSC Cruises

MSC Opera • MSC Cruises

3-night Eastern Caribbean Arc via Antigua & Road Town, Tortola

Mar 12, 2027 → Mar 15, 2027 • Fort-de-France → La Romana

Lowest in 90 days $177 below typical

From $719

$240/night

Good value

↓20% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Sep 4, 2027 → Sep 11, 2027 • San Juan ↔

Lowest in 180 days $136 below typical

From $681

$97/night

Good value

↓17% 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

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Nov 8, 2026 → Nov 15, 2026 • San Juan ↔

$161 below typical ↘ Trending down

From $550

$79/night

Great deal

↓23% below typical

Royal Caribbean International

Jewel of the Seas • Royal Caribbean International

4-night Eastern Caribbean Loop via Grand Turk Island

Feb 14, 2028 → Feb 18, 2028 • Fort Lauderdale ↔

Lowest in 180 days $101 below typical

From $455

$114/night

Good value

↓18% below typical

Regent Seven Seas Cruises

Seven Seas Splendor • Regent Seven Seas Cruises

16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg

Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami

From $7,897

$494/night

Princess Cruises

Regal Princess • Princess Cruises

14-night Itinerary P221398-TCGDT-BSNAS-USFLL-SXPHI-PRSJU-DOPOP-TCGDT

Nov 22, 2026 → Dec 6, 2026 • Fort Lauderdale ↔

Lowest in 30 days $279 below typical

From $1,370

$98/night

Good value

↓17% below typical

Princess Cruises

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Dec 12, 2027 → Dec 19, 2027 • Fort Lauderdale ↔

$254 below typical

From $696

$99/night

Great deal

↓27% below typical

MSC Cruises

MSC Opera • MSC Cruises

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

Feb 28, 2028 → Mar 13, 2028 • La Romana ↔

48% below typical

From $909

$65/night

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Mar 20, 2028 → Apr 3, 2028 • La Romana ↔

49% below typical

From $939

$67/night

MSC Cruises

MSC Opera • MSC Cruises

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

Mar 27, 2028 → Apr 10, 2028 • La Romana ↔

49% below typical

From $939

$67/night

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Mar 6, 2028 → Mar 20, 2028 • La Romana ↔

52% below typical

From $879

$63/night

MSC Cruises

MSC Opera • MSC Cruises

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

Jan 17, 2028 → Jan 31, 2028 • La Romana ↔

55% below typical

From $709

$51/night

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Jan 24, 2028 → Feb 7, 2028 • La Romana ↔

55% below typical

From $709

$51/night

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Jan 10, 2028 → Jan 24, 2028 • La Romana ↔

59% below typical

From $649

$46/night

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