Jibhop

Emerald Princess • Princess Cruises

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

Jan 9, 2028 → Jan 23, 2028 • San Juan ↔

4% below typical

From $1,771

$1,771 · $127/night · typical price · ↓4% below typical

$127/night

Typical price

↓4% below typical

Arvia • P&O Cruises

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

Feb 25, 2028 → Mar 10, 2028 • Bridgetown ↔

From $2,404

$2,404 · $172/night · typical price · ↓3% below typical

$172/night

Typical price

↓3% below typical

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Jan 2, 2027 → Jan 9, 2027 • Fort-de-France ↔

Great balance

From $850

$850 · $121/night · good value · ↓11% below typical

$121/night

Good value

↓11% below typical

Island Princess • Princess Cruises

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

Nov 15, 2027 → Nov 29, 2027 • Fort Lauderdale ↔

9% below typical

From $1,497

$1,497 · $107/night · typical price · ↓9% below typical

$107/night

Typical price

↓9% below typical

Emerald Princess • Princess Cruises

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

Nov 28, 2027 → Dec 5, 2027 • San Juan ↔

Great balance

From $840

$840 · $120/night · typical price · ↓3% below typical

$120/night

Typical price

↓3% below typical

MSC Seaview • MSC Cruises

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

Jan 12, 2027 → Jan 26, 2027 • Bridgetown ↔

9% below typical

From $1,667

$1,667 · $119/night · typical price · ↓9% below typical

$119/night

Typical price

↓9% below typical

Coral Princess • Princess Cruises

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

Dec 20, 2027 → Jan 3, 2028 • Fort Lauderdale ↔

9% below typical

From $1,947

$1,947 · $139/night · typical price · ↓9% below typical

$139/night

Typical price

↓9% below typical

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 14, 2027 • San Juan ↔

5% below typical

From $1,523

$1,523 · $109/night · typical price · ↓5% below typical

$109/night

Typical price

↓5% below typical

Emerald Princess • Princess Cruises

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

Jan 23, 2028 → Feb 6, 2028 • San Juan ↔

3% below typical

From $1,786

$1,786 · $128/night · typical price · ↓3% below typical

$128/night

Typical price

↓3% below typical

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Castries, Fort-de-France & Bridgetown

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

From $2,431

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

$174/night

Typical price

↓2% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Arc via Tortola, Saint-Barthélemy & Philipsburg

Jan 5, 2028 → Jan 15, 2028 • Miami → Bridgetown

From $6,461

$6,461 · $646/night · typical price · ↓9% below typical

$646/night

Typical price

↓9% below typical

Britannia • P&O Cruises

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

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

From $4,593

$4,593 · $164/night · typical price · ↓2% below typical

$164/night

Typical price

↓2% below typical

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Cozumel

Nov 10, 2026 → Nov 21, 2026 • Fort Lauderdale ↔

From $1,384

$1,384 · $126/night · typical price · ↓4% below typical

$126/night

Typical price

↓4% below typical

Britannia • P&O Cruises

11-night Southern Caribbean Arc via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Dec 22, 2026 • Bridgetown → Antigua

From $1,823

$1,823 · $166/night · typical price · ↓1% below typical

$166/night

Typical price

↓1% below typical

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Philipsburg, Saint John's & Basseterre, Saint Kitts

Jan 17, 2027 → Jan 24, 2027 • Pointe-à-Pitre ↔

Great balance

From $850

$850 · $121/night · typical price · ↓7% below typical

$121/night

Typical price

↓7% below typical

MSC World Europa • MSC Cruises

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

Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔

4% below typical

From $2,291

$2,291 · $164/night · typical price · ↓4% below typical

$164/night

Typical price

↓4% below typical

Silver Dawn • Silversea Cruises

11-night Southern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Roseau

Jan 25, 2028 → Feb 5, 2028 • San Juan ↔

From $6,700

$6,700 · $609/night · typical price · ↓3% below typical

$609/night

Typical price

↓3% below typical

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Arc via Saint-Barthélemy, Roseau & Fort-de-France

Feb 22, 2028 → Mar 3, 2028 • San Juan → Miami

From $6,100

$6,100 · $610/night · typical price · ↓3% below typical

$610/night

Typical price

↓3% below typical

Emerald Princess • Princess Cruises

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

Jan 9, 2028 → Jan 16, 2028 • San Juan ↔

Great balance

From $915

$915 · $131/night · typical price

$131/night

Typical price

Arvia • P&O Cruises

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

Dec 20, 2027 → Jan 3, 2028 • Basseterre, Saint Kitts ↔

From $4,161

$4,161 · $297/night · priced high · ↑62% above typical

$297/night

Priced high

↑62% above typical