Jibhop

Queen Elizabeth • Cunard Line

21-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Dec 17, 2026 → Jan 7, 2027 • Miami ↔

$145 below typical ↗

From $2,396

$2,396 · $114/night · typical price · ↓6% below typical

$114/night

Typical price

↓6% below typical

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Basseterre, Saint Kitts & Saint-Barthélemy

Dec 11, 2027 → Dec 21, 2027 • San Juan ↔

From $5,800

$5,800 · $580/night · typical price · ↓8% below typical

$580/night

Typical price

↓8% below typical

Iona • P&O Cruises

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

Jan 15, 2028 → Jan 29, 2028 • Antigua ↔

3% below typical

From $2,499

$2,499 · $179/night · typical price · ↓3% below typical

$179/night

Typical price

↓3% below typical

Star Princess • Princess Cruises

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

Mar 19, 2028 → Mar 29, 2028 • Port Canaveral ↔

11% below typical

From $1,237

$1,237 · $124/night · good value · ↓11% below typical

$124/night

Good value

↓11% below typical

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Dec 11, 2027 → Dec 25, 2027 • Bridgetown ↔

From $2,134

$2,134 · $152/night · typical price · ↓5% below typical

$152/night

Typical price

↓5% below typical

Emerald Princess • Princess Cruises

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

Feb 13, 2028 → Feb 27, 2028 • San Juan ↔

From $1,828

$1,828 · $131/night · typical price · ↓6% below typical

$131/night

Typical price

↓6% below typical

Arvia • P&O Cruises

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

Feb 6, 2027 → Feb 20, 2027 • Antigua ↔

5% below typical

From $2,363

$2,363 · $169/night · typical price · ↓5% below typical

$169/night

Typical price

↓5% below typical

Arvia • P&O Cruises

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

Nov 14, 2026 → Nov 28, 2026 • Antigua ↔

4% below typical

From $2,066

$2,066 · $148/night · typical price · ↓4% below typical

$148/night

Typical price

↓4% below typical

Arvia • P&O Cruises

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

Nov 19, 2027 → Dec 3, 2027 • Bridgetown ↔

From $2,066

$2,066 · $148/night · typical price · ↓4% below typical

$148/night

Typical price

↓4% below typical

MSC World Europa • MSC Cruises

13-night Eastern Caribbean Loop via Saint George, Fort-de-France & Pointe-à-Pitre

Dec 2, 2026 → Dec 15, 2026 • Bridgetown ↔

From $1,942

$1,942 · $149/night · good value · ↓12% below typical

$149/night

Good value

↓12% below typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 12, 2026 → Dec 26, 2026 • Bridgetown ↔

From $2,228

$2,228 · $159/night · typical price · ↓5% below typical

$159/night

Typical price

↓5% below typical

Arvia • P&O Cruises

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

Jan 9, 2027 → Jan 23, 2027 • Antigua ↔

4% below typical

From $2,404

$2,404 · $172/night · typical price · ↓4% below typical

$172/night

Typical price

↓4% below typical

Arvia • P&O Cruises

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

Jan 29, 2028 → Feb 12, 2028 • Bridgetown ↔

From $2,404

$2,404 · $172/night · typical price · ↓4% below typical

$172/night

Typical price

↓4% below typical

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Feb 6, 2027 → Feb 13, 2027 • Fort-de-France ↔

Great balance

From $1,388

$1,388 · $198/night · typical price · ↓6% below typical

$198/night

Typical price

↓6% below typical

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Castries, Deshaies & Antigua

Jan 4, 2027 → Jan 15, 2027 • Bridgetown ↔

From $7,700

$7,700 · $700/night · typical price · ↓7% below typical

$700/night

Typical price

↓7% below typical

Emerald Princess • Princess Cruises

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

Dec 17, 2027 → Dec 24, 2027 • Bridgetown ↔

Great balance

From $1,474

$1,474 · $211/night · good value · ↓11% below typical

$211/night

Good value

↓11% below typical

Arvia • P&O Cruises

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

Nov 20, 2027 → Dec 4, 2027 • Bridgetown ↔

From $2,093

$2,093 · $150/night · typical price · ↓3% below typical

$150/night

Typical price

↓3% below typical

Arvia • P&O Cruises

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

Jan 14, 2028 → Jan 28, 2028 • Bridgetown ↔

3% below typical

From $2,431

$2,431 · $174/night · typical price · ↓3% below typical

$174/night

Typical price

↓3% below typical

Arvia • P&O Cruises

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

Jan 15, 2028 → Jan 29, 2028 • Bridgetown ↔

3% below typical

From $2,431

$2,431 · $174/night · typical price · ↓3% below typical

$174/night

Typical price

↓3% below typical

Coral Princess • Princess Cruises

11-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Fort-de-France

Dec 26, 2026 → Jan 6, 2027 • Fort Lauderdale ↔

From $1,588

$1,588 · $144/night · typical price · ↓6% below typical

$144/night

Typical price

↓6% below typical