Jibhop

Oceania Sonata • Oceania Cruises

11-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Castries

Jan 22, 2028 → Feb 2, 2028 • Miami ↔

Lowest in 180 days

From $5,399

$5,399 · $491/night · typical price

$491/night

Typical price

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 13, 2028 • San Juan ↔

11% below typical

From $865

$865 · $124/night · good value · ↓11% below typical

$124/night

Good value

↓11% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

From $5,960

$5,960 · $596/night · good value · ↓16% below typical

$596/night

Good value

↓16% below typical

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Dec 5, 2026 → Dec 12, 2026 • San Juan → Bridgetown

Great balance

From $1,429

$1,429 · $204/night · good value · ↓15% below typical

$204/night

Good value

↓15% below typical

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Basseterre, Saint Kitts & Castries

Dec 14, 2027 → Jan 3, 2028 • Southampton → New York

$240 below typical ↗

From $3,201

$3,201 · $160/night · typical price · ↓7% below typical

$160/night

Typical price

↓7% below typical

Crown Princess • Princess Cruises

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

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

Great balance

From $859

$859 · $123/night · good value · ↓15% below typical

$123/night

Good value

↓15% below typical

Iona • P&O Cruises

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

Dec 4, 2027 → Dec 18, 2027 • Antigua ↔

From $2,066

$2,066 · $148/night · typical price · ↓9% below typical

$148/night

Typical price

↓9% below typical

Valiant Lady • Virgin Voyages

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

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

Lowest in 30 days $724 above typical

From $1,837

$1,837 · $262/night · priced high · ↑65% above typical

$262/night

Priced high

↑65% above typical

Queen Mary 2 • Cunard Line

14-night Southern Caribbean Arc via Saint Thomas, Bridgetown & Castries

Nov 24, 2028 → Dec 8, 2028 • New York ↔

Lowest in 180 days $988 above typical

From $3,177

$3,177 · $227/night · priced high · ↑45% above typical

$227/night

Priced high

↑45% above typical

Valiant Lady • Virgin Voyages

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

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Lowest in 30 days $420 above typical

From $1,533

$1,533 · $219/night · priced high · ↑38% above typical

$219/night

Priced high

↑38% above typical

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via New York, Saint Thomas & Bridgetown

Nov 17, 2028 → Dec 8, 2028 • Southampton → New York

Lowest in 180 days $1,236 above typical

From $4,520

$4,520 · $215/night · priced high · ↑38% above typical

$215/night

Priced high

↑38% 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

Lowest in 30 days $2,220 above typical ↘

From $9,600

$9,600 · $800/night · priced high · ↑30% above typical

$800/night

Priced high

↑30% above typical

Explora I • Explora Journeys

12-night Southern Caribbean Arc via Saint-Barthélemy, Saint-Pierre & Bridgetown

Feb 5, 2027 → Feb 17, 2027 • San Juan → Manaus

Lowest in 30 days $1,740 above typical ↘

From $9,120

$9,120 · $760/night · priced high · ↑24% above typical

$760/night

Priced high

↑24% above typical

Norwegian Breakaway • Norwegian Cruise Line

14-night Southern Caribbean Arc via Georgetown, South Carolina, Oranjestad & Willemstad

Apr 4, 2027 → Apr 18, 2027 • New Orleans → Boston

Lowest in 30 days $421 above typical

From $2,259

$2,259 · $161/night · priced high · ↑23% above typical

$161/night

Priced high

↑23% above typical

Queen Mary 2 • Cunard Line

28-night Southern Caribbean Loop via New York, Saint Thomas & Bridgetown

Nov 17, 2028 → Dec 15, 2028 • Southampton ↔

Lowest in 180 days $903 above typical

From $5,282

$5,282 · $189/night · priced high · ↑21% above typical

$189/night

Priced high

↑21% above typical

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown

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

Lowest in 180 days $140 above typical

From $834

$834 · $119/night · priced high · ↑20% above typical

$119/night

Priced high

↑20% above typical

Valiant Lady • Virgin Voyages

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

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

Lowest in 30 days $140 above typical

From $1,113

$1,113 · $159/night · priced high · ↑14% above typical

$159/night

Priced high

↑14% above typical

Valiant Lady • Virgin Voyages

8-night Southern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Mar 19, 2027 → Mar 27, 2027 • San Juan ↔

Lowest in 30 days $160 above typical

From $1,272

$1,272 · $159/night · priced high · ↑14% above typical

$159/night

Priced high

↑14% above typical

Celebrity Summit • Celebrity Cruises

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

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

Lowest in 30 days $100 above typical

From $814

$814 · $116/night · priced high · ↑14% above typical

$116/night

Priced high

↑14% above typical

Oceania Sonata • Oceania Cruises

14-night Southern Caribbean Arc: Georgetown, Grand Cayman, Ocho Rios & Oranjestad

Mar 15, 2029 → Mar 29, 2029 • Miami ↔

Lowest in 180 days $576 above typical

From $6,999

$6,999 · $500/night · typical price · ↑9% above typical

$500/night

Typical price

↑9% above typical