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Departures Itineraries
Princess Cruises

Crown Princess • Princess Cruises

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

Jan 8, 2027 → Jan 15, 2027 • Bridgetown ↔

Great balance
$1,194 · $171/night · great deal · ↓28% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

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

Great balance
$1,194 · $171/night · great deal · ↓28% 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 ↔

Great balance
$788 · $113/night · great deal · ↓26% below typical
MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Antigua & La Romana

Aug 13, 2027 → Aug 20, 2027 • Fort-de-France ↔

Great balance
$889 · $127/night · great deal · ↓26% below typical
Princess Cruises

Enchanted Princess • Princess Cruises

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

Dec 17, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

20% below typical
$953 · $95/night · great deal · ↓20% 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 ↔

$6,500 · $650/night · great deal · ↓22% 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 ↔

$1,094 · $109/night · great deal · ↓26% below typical
Princess Cruises

Star Princess • Princess Cruises

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

Dec 12, 2027 → Dec 22, 2027 • Port Canaveral ↔

25% below typical
$937 · $94/night · great deal · ↓25% below typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 5, 2027 → Dec 19, 2027 • San Juan ↔

20% below typical
$1,566 · $112/night · great deal · ↓20% below typical
MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Dec 14, 2026 → Dec 21, 2026 • La Romana ↔

Great balance
$639 · $91/night · great deal · ↓23% below typical
MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Jul 5, 2027 → Jul 12, 2027 • La Romana ↔

Great balance
$849 · $121/night · great deal · ↓21% below typical
Oceania Cruises

Oceania Vista • Oceania Cruises

14-night New York → Charlotte Amalie, Saint Thomas → Tortola → Saint John's + 6 more

Oct 28, 2026 → Nov 11, 2026 • New York → Miami

22% below typical
$4,999 · $357/night · great deal · ↓22% below typical
MSC Cruises

MSC Opera • MSC Cruises

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

Dec 7, 2026 → Dec 14, 2026 • La Romana ↔

Great balance
$659 · $94/night · great deal · ↓21% 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 ↔

24% below typical
$721 · $103/night · great deal · ↓24% below typical
Princess Cruises

Sky Princess • Princess Cruises

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

Nov 29, 2026 → Dec 7, 2026 • Port Canaveral ↔

Great balance
$691 · $86/night · great deal · ↓21% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Jan 22, 2027 → Jan 29, 2027 • Bridgetown ↔

Great balance
$1,294 · $185/night · great deal · ↓22% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Mar 7, 2027 → Mar 21, 2027 • San Juan ↔

20% below typical
$1,619 · $116/night · great deal · ↓20% below typical
MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Aug 2, 2027 → Aug 9, 2027 • La Romana ↔

Great balance
$949 · $136/night · great deal · ↓21% below typical