Jibhop

Zuiderdam • Holland America

14-night Eastern Caribbean Loop: Half Moon Cay, Puerto Plata & Grand Turk Island

Nov 28, 2026 → Dec 12, 2026 • Miami ↔

Lowest in 30 days ↘

From $1,274

$1,274 · $91/night · typical price · ↓2% below typical

$91/night

Typical price

↓2% below typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

$749 below typical

From $11,525

$11,525 · $823/night · typical price · ↓6% below typical

$823/night

Typical price

↓6% below typical

Arvia • P&O Cruises

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

Jan 1, 2027 → Jan 15, 2027 • Bridgetown ↔

11% below typical

From $2,228

$2,228 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

Arvia • P&O Cruises

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

Jan 2, 2027 → Jan 16, 2027 • Bridgetown ↔

11% below typical

From $2,228

$2,228 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John & Terre-de-Haut

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

$723 below typical

From $9,040

$9,040 · $646/night · typical price · ↓7% below typical

$646/night

Typical price

↓7% 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 America • MSC Cruises

14-night Western Caribbean Loop via Roatán, Cozumel & Ocean Cay

Oct 9, 2027 → Oct 23, 2027 • Miami ↔

21% below typical

From $867

$867 · $62/night · great deal · ↓21% below typical

$62/night

Great deal

↓21% 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

MSC World Europa • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

11% below typical

From $1,961

$1,961 · $140/night · good value · ↓11% below typical

$140/night

Good value

↓11% below typical

MSC Poesia • MSC Cruises

29-night Western Caribbean Arc via Ocho Rios, Cartagena & Panama Canal

Mar 28, 2027 → Apr 26, 2027 • Miami → Seattle

From $2,556

$2,556 · $88/night · good value · ↓14% below typical

$88/night

Good value

↓14% below typical

Explora III

17-night Eastern Caribbean Arc via Sept-Iles, New York & Cruz Bay, Saint John

Oct 15, 2026 → Nov 1, 2026 • Quebec → San Juan

$1,117 below typical ↗

From $11,475

$11,475 · $675/night · typical price · ↓9% below typical

$675/night

Typical price

↓9% below typical

Oceania Sonata • Oceania Cruises

21-night Southern Caribbean Arc: Cruz Bay, Saint John, Roseau & Cozumel

Feb 22, 2029 → Mar 15, 2029 • Miami ↔

Lowest in 180 days

From $10,299

$10,299 · $490/night · typical price · ↓1% below typical

$490/night

Typical price

↓1% 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

MSC World America • MSC Cruises

14-night Western Caribbean Loop via Roatán, Cozumel & Ocean Cay

Apr 10, 2027 → Apr 24, 2027 • Miami ↔

20% below typical

From $877

$877 · $63/night · great deal · ↓20% below typical

$63/night

Great deal

↓20% 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

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

MSC World America • MSC Cruises

14-night Western Caribbean Loop via Puerto Plata, Ocean Cay & Cozumel

Dec 26, 2026 → Jan 9, 2027 • Miami ↔

16% below typical

From $1,504

$1,504 · $107/night · good value · ↓16% below typical

$107/night

Good value

↓16% below typical