Jibhop

Silver Spirit • Silversea Cruises

7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Jan 22, 2028 → Jan 29, 2028 • Bridgetown ↔

Great balance

From $5,600

$5,600 · $800/night · typical price · ↑7% above typical

$800/night

Typical price

↑7% above typical

Silver Spirit • Silversea Cruises

7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Jan 29, 2028 → Feb 5, 2028 • Bridgetown ↔

Great balance

From $5,600

$5,600 · $800/night · typical price · ↑7% above typical

$800/night

Typical price

↑7% above typical

Silver Shadow • Silversea Cruises

10-night Southern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Castries

Feb 16, 2027 → Feb 26, 2027 • Bridgetown → San Juan

From $7,500

$7,500 · $750/night · typical price · ↑4% above typical

$750/night

Typical price

↑4% above typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Kingstown & Castries

Jan 15, 2028 → Jan 25, 2028 • Bridgetown ↔

4% below typical

From $6,814

$6,814 · $681/night · typical price · ↓4% below typical

$681/night

Typical price

↓4% below typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Southern Caribbean Arc via Charlotte Amalie, Saint Thomas, Roseau & Bridgetown

Mar 20, 2027 → Mar 30, 2027 • Miami → San Juan

From $6,940

$6,940 · $694/night · typical price · ↓3% below typical

$694/night

Typical price

↓3% below typical

Caribbean Princess • Princess Cruises

12-night Southern Caribbean Loop via Oranjestad, Curaçao & Fort-de-France

Apr 9, 2027 → Apr 21, 2027 • Fort Lauderdale ↔

From $1,234

$1,234 · $103/night · typical price · ↓3% below typical

$103/night

Typical price

↓3% below typical

MSC Seaview • MSC Cruises

14-night Southern Caribbean Loop via Kingstown, Saint George's & Fort-de-France

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

From $2,022

$2,022 · $144/night · typical price · ↓1% below typical

$144/night

Typical price

↓1% below typical

Crown Princess • Princess Cruises

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

Jan 3, 2027 → Jan 10, 2027 • San Juan ↔

From $1,189

$1,189 · $170/night · priced high · ↑48% above typical

$170/night

Priced high

↑48% above typical

Celebrity Constellation • Celebrity Cruises

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

Feb 13, 2027 → Feb 20, 2027 • San Juan ↔

$301 above typical ↗

From $1,054

$1,054 · $151/night · priced high · ↑40% above typical

$151/night

Priced high

↑40% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

$213 above typical ↗

From $916

$916 · $131/night · priced high · ↑30% above typical

$131/night

Priced high

↑30% above typical

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

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

$129 above typical

From $839

$839 · $120/night · priced high · ↑18% above typical

$120/night

Priced high

↑18% above typical

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

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

$103 above typical

From $697

$697 · $100/night · priced high · ↑17% above typical

$100/night

Priced high

↑17% above typical

Celebrity Constellation • Celebrity Cruises

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

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

$125 above typical ↗

From $874

$874 · $125/night · priced high · ↑17% above typical

$125/night

Priced high

↑17% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

15-night Southern Caribbean Loop via Tortola, Roseau & Castries

Feb 16, 2028 → Mar 2, 2028 • Miami ↔

From $11,909

$11,909 · $794/night · priced high · ↑11% above typical

$794/night

Priced high

↑11% above typical

Celebrity Constellation • Celebrity Cruises

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

Mar 27, 2027 → Apr 3, 2027 • San Juan ↔

$82 above typical ↗

From $856

$856 · $122/night · priced high · ↑11% above typical

$122/night

Priced high

↑11% above typical

Celebrity Constellation • Celebrity Cruises

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

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

$59 above typical ↗

From $762

$762 · $109/night · typical price · ↑8% above typical

$109/night

Typical price

↑8% above typical

Island Princess • Princess Cruises

12-night Southern Caribbean Loop via Oranjestad, Curaçao & Castries

Nov 30, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

From $1,526

$1,526 · $127/night · typical price · ↑8% above typical

$127/night

Typical price

↑8% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 13, 2027 → Mar 20, 2027 • San Juan ↔

$64 above typical ↗

From $887

$887 · $127/night · typical price · ↑8% above typical

$127/night

Typical price

↑8% above typical

Enchanted Princess • Princess Cruises

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

Dec 3, 2026 → Dec 17, 2026 • Fort Lauderdale ↔

From $1,722

$1,722 · $123/night · typical price · ↑3% above typical

$123/night

Typical price

↑3% above typical

Coral Princess • Princess Cruises

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

Oct 15, 2026 → Oct 29, 2026 • Fort Lauderdale ↔

From $1,994

$1,994 · $142/night · typical price · ↑2% above typical

$142/night

Typical price

↑2% above typical