Jibhop

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

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Sep 6, 2027 → Sep 13, 2027 • La Romana ↔

Great balance

From $629

$629 · $90/night · good value · ↓15% below typical

$90/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

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg

Dec 5, 2026 → Dec 12, 2026 • Fort-de-France ↔

Great balance

From $1,001

$1,001 · $143/night · good value · ↓16% below typical

$143/night

Good value

↓16% below typical

Iona • P&O Cruises

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

Feb 18, 2028 → Mar 3, 2028 • Bridgetown ↔

11% below typical

From $2,296

$2,296 · $164/night · good value · ↓11% below typical

$164/night

Good value

↓11% below typical

Iona • P&O Cruises

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

Feb 19, 2028 → Mar 4, 2028 • Bridgetown ↔

11% below typical

From $2,296

$2,296 · $164/night · good value · ↓11% below typical

$164/night

Good value

↓11% below typical

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 1, 2028 → Jan 15, 2028 • Antigua ↔

6% below typical

From $2,411

$2,411 · $172/night · typical price · ↓6% below typical

$172/night

Typical price

↓6% 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

Vista

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint-Barthélemy

Nov 25, 2026 → Dec 7, 2026 • Miami ↔

$416 below typical ↗

From $5,449

$5,449 · $454/night · typical price · ↓7% below typical

$454/night

Typical price

↓7% 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

Arvia • P&O Cruises

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

Nov 20, 2026 → Dec 4, 2026 • Bridgetown ↔

11% below typical

From $1,931

$1,931 · $138/night · good value · ↓11% below typical

$138/night

Good value

↓11% below typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Mar 6, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

Lowest in 30 days

From $2,749

$2,749 · $131/night · typical price · ↓1% below typical

$131/night

Typical price

↓1% 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

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Tortola & Roseau

Dec 6, 2027 → Dec 20, 2027 • Basseterre, Saint Kitts ↔

From $2,269

$2,269 · $162/night · good value · ↓12% below typical

$162/night

Good value

↓12% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Jun 14, 2027 → Jun 21, 2027 • La Romana ↔

Great balance

From $749

$749 · $107/night · good value · ↓16% below typical

$107/night

Good value

↓16% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Jun 28, 2027 → Jul 5, 2027 • La Romana ↔

Great balance

From $749

$749 · $107/night · good value · ↓16% below typical

$107/night

Good value

↓16% below typical

Arvia • P&O Cruises

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

Jan 15, 2027 → Jan 29, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

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

Jan 16, 2027 → Jan 30, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

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

Jan 30, 2027 → Feb 13, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Carnival Pride • Carnival Cruise Line

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

Jan 9, 2028 → Jan 23, 2028 • Baltimore ↔

Lowest in 30 days

From $1,505

$1,505 · $108/night · typical price · ↓1% below typical

$108/night

Typical price

↓1% below typical