Jibhop

Seabourn Quest • Seabourn

11-night Eastern Caribbean Loop via San Juan, Little Bay & South Friars Bay

Nov 23, 2027 → Dec 4, 2027 • Miami ↔

Lowest in 180 days $2,736 below typical ↘

From $4,334

$4,334 · $394/night · great deal · ↓39% below typical

$394/night

Great deal

↓39% below typical

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 5, 2026 → Dec 19, 2026 • Philipsburg → Bridgetown

Lowest in 30 days $2,527 below typical ↘

From $5,269

$5,269 · $376/night · great deal · ↓32% below typical

$376/night

Great deal

↓32% below typical

Seabourn Ovation • Seabourn

15-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg

Lowest in 180 days $2,879 below typical ↘

From $6,119

$6,119 · $408/night · great deal · ↓32% below typical

$408/night

Great deal

↓32% below typical

Queen Mary 2 • Cunard Line

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

Mar 6, 2028 → Mar 26, 2028 • New York → Southampton

Lowest in 180 days $1,108 below typical ↘

From $2,658

$2,658 · $133/night · great deal · ↓29% below typical

$133/night

Great deal

↓29% below typical

Seabourn Quest • Seabourn

14-night Eastern Caribbean Loop via Road Bay, South Friars Bay & Little Bay

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

Lowest in 30 days $2,845 below typical ↘

From $6,153

$6,153 · $440/night · great deal · ↓32% below typical

$440/night

Great deal

↓32% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Terre-de-Haut & Rodney Bay

Dec 12, 2026 → Dec 19, 2026 • Bridgetown ↔

Lowest in 180 days $1,009 below typical ↘

From $2,889

$2,889 · $413/night · great deal · ↓26% below typical

$413/night

Great deal

↓26% below typical

Seabourn Ovation • Seabourn

8-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Nov 20, 2026 → Nov 28, 2026 • Miami → Bridgetown

Lowest in 180 days $1,400 below typical ↘

From $3,399

$3,399 · $425/night · great deal · ↓29% below typical

$425/night

Great deal

↓29% below typical

Britannia • P&O Cruises

14-night Eastern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 30, 2026 → Nov 13, 2026 • Southampton → Bridgetown

Lowest in 180 days $405 below typical ↘

From $1,215

$1,215 · $87/night · great deal · ↓25% below typical

$87/night

Great deal

↓25% below typical

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Nov 10, 2026 → Dec 1, 2026 • Fort Lauderdale ↔

Lowest in 30 days $725 below typical ↘

From $2,024

$2,024 · $96/night · great deal · ↓26% below typical

$96/night

Great deal

↓26% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

Lowest in 180 days $148 below typical ↘

From $496

$496 · $71/night · great deal · ↓23% below typical

$71/night

Great deal

↓23% below typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Oct 31, 2026 → Nov 21, 2026 • Fort Lauderdale ↔

Lowest in 30 days $715 below typical ↘

From $2,034

$2,034 · $97/night · great deal · ↓26% below typical

$97/night

Great deal

↓26% below typical

Seabourn Quest • Seabourn

14-night Eastern Caribbean Loop via South Friars Bay, Little Bay & Road Bay

Dec 4, 2027 → Dec 18, 2027 • Miami ↔

Lowest in 180 days $1,094 below typical ↘

From $6,204

$6,204 · $443/night · good value · ↓15% below typical

$443/night

Good value

↓15% below typical

Explora III

7-night Eastern Caribbean Arc via Providenciales & Cruz Bay, Saint John

Mar 14, 2027 → Mar 21, 2027 • Miami → Bridgetown

Lowest in 30 days $797 below typical ↘

From $4,650

$4,650 · $664/night · good value · ↓15% below typical

$664/night

Good value

↓15% below typical

Carnival Conquest • Carnival Cruise Line

11-night Southern Caribbean Loop via Saint Thomas, Roseau & Celebration Key

Nov 1, 2027 → Nov 12, 2027 • Miami ↔

Lowest in 180 days $138 below typical ↘

From $812

$812 · $74/night · good value · ↓14% below typical

$74/night

Good value

↓14% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Saint-Pierre & Rodney Bay

Feb 6, 2027 → Feb 13, 2027 • Bridgetown ↔

Lowest in 180 days $435 below typical ↘

From $4,164

$4,164 · $595/night · typical price · ↓9% below typical

$595/night

Typical price

↓9% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

$103 below typical ↘

From $541

$541 · $77/night · good value · ↓16% below typical

$77/night

Good value

↓16% below typical

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

$81 below typical ↘

From $563

$563 · $80/night · good value · ↓13% below typical

$80/night

Good value

↓13% below typical

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Jan 4, 2027 → Jan 15, 2027 • Fort Lauderdale ↔

$171 below typical ↘

From $1,451

$1,451 · $132/night · good value · ↓11% below typical

$132/night

Good value

↓11% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$183 above typical ↘

From $882

$882 · $126/night · priced high · ↑26% above typical

$126/night

Priced high

↑26% above typical