Jibhop

Crown Princess • Princess Cruises

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

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

Great balance

From $1,294

$1,294 · $185/night · great deal · ↓22% below typical

$185/night

Great deal

↓22% below typical

Regal Princess • Princess Cruises

14-night Western Caribbean Arc via Roatán, Cozumel & Princess Cays

Jul 25, 2026 → Aug 8, 2026 • Fort Lauderdale ↔

From $1,691

$1,691 · $121/night · great deal · ↓21% below typical

$121/night

Great deal

↓21% below typical

Caribbean Princess • Princess Cruises

9-night ABC Islands Loop via Grand Turk Island & Oranjestad

Dec 14, 2027 → Dec 23, 2027 • Fort Lauderdale ↔

12% below typical

From $819

$819 · $91/night · good value · ↓12% below typical

$91/night

Good value

↓12% below typical

Crown Princess • Princess Cruises

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

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

From $1,516

$1,516 · $108/night · great deal · ↓20% below typical

$108/night

Great deal

↓20% below typical

Enchanted Princess • Princess Cruises

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

Jan 16, 2027 → Jan 26, 2027 • Fort Lauderdale ↔

18% below typical

From $973

$973 · $97/night · good value · ↓18% below typical

$97/night

Good value

↓18% below typical

Island Princess • Princess Cruises

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

Oct 29, 2027 → Nov 5, 2027 • Fort Lauderdale ↔

Great balance

From $856

$856 · $122/night · good value · ↓17% below typical

$122/night

Good value

↓17% below typical

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

From $1,619

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

$116/night

Great deal

↓20% below typical

Emerald Princess • Princess Cruises

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

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

Great balance

From $842

$842 · $120/night · good value · ↓14% below typical

$120/night

Good value

↓14% below typical

Regal Princess • Princess Cruises

6-night Bahamas Loop via Princess Cays & Grand Turk Island

Feb 14, 2027 → Feb 20, 2027 • Fort Lauderdale ↔

Great balance

From $706

$706 · $118/night · good value · ↓15% below typical

$118/night

Good value

↓15% below typical

Crown Princess • Princess Cruises

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

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

15% below typical

From $1,615

$1,615 · $115/night · good value · ↓15% below typical

$115/night

Good value

↓15% below typical

Star Princess • Princess Cruises

7-night Eastern Caribbean Arc via Grand Turk Island & Princess Cays

Dec 12, 2026 → Dec 19, 2026 • Fort Lauderdale ↔

Great balance

From $713

$713 · $102/night · good value · ↓18% below typical

$102/night

Good value

↓18% below typical

Regal Princess • Princess Cruises

7-night Eastern Caribbean Loop via Cozumel & Princess Cays

Dec 12, 2027 → Dec 19, 2027 • Miami ↔

From $912

$912 · $130/night · good value · ↓19% below typical

$130/night

Good value

↓19% below typical

Crown Princess • Princess Cruises

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

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

Great balance

From $828

$828 · $118/night · good value · ↓18% below typical

$118/night

Good value

↓18% below typical

Crown Princess • Princess Cruises

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

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

More sea days than typical

From $1,559

$1,559 · $111/night · good value · ↓18% below typical

$111/night

Good value

↓18% below typical

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 20, 2028 • San Juan ↔

13% below typical

From $1,691

$1,691 · $121/night · good value · ↓13% below typical

$121/night

Good value

↓13% below typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & San Juan

Mar 17, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

From $1,351

$1,351 · $135/night · good value · ↓19% below typical

$135/night

Good value

↓19% below typical

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Cozumel & Princess Cays

Jan 2, 2028 → Jan 16, 2028 • Miami ↔

16% below typical

From $1,478

$1,478 · $106/night · good value · ↓16% below typical

$106/night

Good value

↓16% below typical

Sun Princess • Princess Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, Princess Cays & Cozumel

Jan 31, 2027 → Feb 14, 2027 • Fort Lauderdale ↔

13% below typical

From $1,248

$1,248 · $89/night · good value · ↓13% below typical

$89/night

Good value

↓13% below typical

Sky Princess • Princess Cruises

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

Jan 10, 2027 → Jan 18, 2027 • Port Canaveral ↔

Great balance

From $709

$709 · $89/night · good value · ↓15% below typical

$89/night

Good value

↓15% below typical

Regal Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, San Juan & Cozumel

Aug 15, 2026 → Aug 29, 2026 • Fort Lauderdale ↔

14% below typical

From $1,363

$1,363 · $97/night · good value · ↓14% below typical

$97/night

Good value

↓14% below typical