Jibhop

Crown Princess • Princess Cruises

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

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

Great balance

From $788

$788 · $113/night · great deal · ↓26% below typical

$113/night

Great deal

↓26% below typical

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

From $953

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

$95/night

Great deal

↓20% below typical

Crown Princess • Princess Cruises

7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau

Feb 28, 2027 → Mar 7, 2027 • San Juan ↔

22% below typical

From $743

$743 · $106/night · great deal · ↓22% below typical

$106/night

Great deal

↓22% below typical

Coral Princess • Princess Cruises

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

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

From $1,094

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

$109/night

Great deal

↓26% below typical

Star Princess • Princess Cruises

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

Dec 5, 2026 → Dec 19, 2026 • Fort Lauderdale ↔

25% below typical

From $1,304

$1,304 · $93/night · great deal · ↓25% below typical

$93/night

Great deal

↓25% below typical

Crown Princess • Princess Cruises

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

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

From $1,426

$1,426 · $102/night · great deal · ↓25% below typical

$102/night

Great deal

↓25% below typical

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

From $937

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

$94/night

Great deal

↓25% below typical

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

From $1,566

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

$112/night

Great deal

↓20% below typical

Crown Princess • Princess Cruises

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

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

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Crown Princess • Princess Cruises

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

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

20% below typical

From $738

$738 · $105/night · good value · ↓20% below typical

$105/night

Good value

↓20% below typical

Emerald Princess • Princess Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

Dec 12, 2027 → Dec 19, 2027 • San Juan ↔

From $790

$790 · $113/night · good value · ↓19% below typical

$113/night

Good value

↓19% below typical

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 6, 2027 → Dec 20, 2027 • Fort Lauderdale ↔

23% below typical

From $1,537

$1,537 · $110/night · great deal · ↓23% below typical

$110/night

Great deal

↓23% below typical

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

From $721

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

$103/night

Great deal

↓24% below typical

Majestic Princess • Princess Cruises

18-night Southern Caribbean Arc via Philipsburg, Philipsburg & Castries

Nov 19, 2026 → Dec 7, 2026 • Fort Lauderdale → Buenos Aires

From $2,480

$2,480 · $138/night · great deal · ↓22% below typical

$138/night

Great deal

↓22% below typical

Regal Princess • Princess Cruises

7-night Western Caribbean Loop via Cozumel & Belize City

Aug 22, 2026 → Aug 29, 2026 • Fort Lauderdale ↔

Great balance

From $673

$673 · $96/night · good value · ↓19% below typical

$96/night

Good value

↓19% below typical

Regal Princess • Princess Cruises

7-night Western Caribbean Loop via Roatán, Cozumel & Princess Cays

Jul 25, 2026 → Aug 1, 2026 • Fort Lauderdale ↔

From $833

$833 · $119/night · great deal · ↓22% below typical

$119/night

Great deal

↓22% below typical

Crown Princess • Princess Cruises

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

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

From $785

$785 · $112/night · good value · ↓17% below typical

$112/night

Good value

↓17% below typical

Emerald Princess • Princess Cruises

7-night ABC Islands One-Way via Curaçao & Oranjestad

Mar 26, 2028 → Apr 2, 2028 • San Juan → Fort Lauderdale

From $881

$881 · $126/night · good value · ↓17% below typical

$126/night

Good value

↓17% below typical

Sky Princess • Princess Cruises

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

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

Great balance

From $691

$691 · $86/night · great deal · ↓21% below typical

$86/night

Great deal

↓21% below typical

Emerald Princess • Princess Cruises

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

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

Great balance

From $792

$792 · $113/night · good value · ↓14% below typical

$113/night

Good value

↓14% below typical