Jibhop

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via San Juan, Philipsburg & Fort-de-France

Jan 15, 2027 → Jan 22, 2027 • Bridgetown ↔

From $1,270

$1,270 · $181/night · priced high · ↑58% above typical

$181/night

Priced high

↑58% above typical

Celebrity Eclipse • Celebrity Cruises

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Jan 17, 2027 → Jan 29, 2027 • Fort Lauderdale ↔

$852 above typical ↗

From $2,355

$2,355 · $196/night · priced high · ↑57% above typical

$196/night

Priced high

↑57% above typical

MSC Seaview • MSC Cruises

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

Mar 20, 2027 → Mar 27, 2027 • Fort-de-France ↔

Great balance

From $1,078

$1,078 · $154/night · priced high · ↑53% above typical

$154/night

Priced high

↑53% above typical

Explora I • Explora Journeys

12-night Southern Caribbean Arc via Parintins, Port Elizabeth, Bequia & Bridgetown

Feb 17, 2027 → Mar 1, 2027 • Manaus → San Juan

$3,620 above typical

From $11,000

$11,000 · $917/night · priced high · ↑49% above typical

$917/night

Priced high

↑49% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

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

Great balance

From $1,769

$1,769 · $253/night · priced high · ↑46% above typical

$253/night

Priced high

↑46% above typical

MSC Seaview • MSC Cruises

7-night Transatlantic Crossing via Castries, Bridgetown & Saint George

Mar 21, 2027 → Mar 28, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,008

$1,008 · $144/night · priced high · ↑43% above typical

$144/night

Priced high

↑43% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

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

Great balance

From $1,369

$1,369 · $196/night · priced high · ↑43% above typical

$196/night

Priced high

↑43% 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

MSC Seaview • MSC Cruises

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

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

Great balance

From $980

$980 · $140/night · priced high · ↑39% above typical

$140/night

Priced high

↑39% above typical

Explora I • Explora Journeys

24-night Southern Caribbean Loop via Saint-Barthélemy, Saint-Pierre & Bridgetown

Feb 5, 2027 → Mar 1, 2027 • San Juan ↔

$5,095 above typical

From $19,855

$19,855 · $827/night · priced high · ↑35% above typical

$827/night

Priced high

↑35% 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

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's

Jan 17, 2027 → Jan 24, 2027 • San Juan ↔

From $969

$969 · $138/night · priced high · ↑21% above typical

$138/night

Priced high

↑21% above typical

MSC Seaview • MSC Cruises

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

Feb 20, 2027 → Feb 27, 2027 • Fort-de-France ↔

Great balance

From $1,204

$1,204 · $172/night · priced high · ↑18% above typical

$172/night

Priced high

↑18% 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

Norwegian Viva • Norwegian Cruise Line

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

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

From $1,064

$1,064 · $152/night · priced high · ↑17% above typical

$152/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

Celebrity Eclipse • Celebrity Cruises

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Feb 28, 2027 → Mar 12, 2027 • Fort Lauderdale ↔

$239 above typical

From $1,750

$1,750 · $146/night · priced high · ↑16% above typical

$146/night

Priced high

↑16% above typical

MSC Seaview • MSC Cruises

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

Apr 3, 2027 → Apr 10, 2027 • Fort-de-France ↔

From $1,035

$1,035 · $148/night · priced high · ↑13% above typical

$148/night

Priced high

↑13% 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