Jibhop

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Tortola, Philipsburg & Antigua

Dec 27, 2027 → Jan 10, 2028 • Basseterre, Saint Kitts ↔

Lowest in 30 days $905 above typical

From $3,174

$3,174 · $227/night · priced high · ↑40% above typical

$227/night

Priced high

↑40% above typical

Iona • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France

Nov 29, 2027 → Dec 13, 2027 • Basseterre, Saint Kitts ↔

Lowest in 30 days $632 above typical

From $2,431

$2,431 · $174/night · priced high · ↑35% above typical

$174/night

Priced high

↑35% above typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Saint George's, Curaçao & Oranjestad

Jan 22, 2027 → Feb 5, 2027 • Bridgetown ↔

Lowest in 30 days $781 above typical

From $3,080

$3,080 · $220/night · priced high · ↑34% above typical

$220/night

Priced high

↑34% above typical

Seabourn Ovation • Seabourn

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

Dec 26, 2026 → Jan 2, 2027 • Philipsburg → Bridgetown

Lowest in 90 days $1,299 above typical ↘

From $5,298

$5,298 · $757/night · priced high · ↑32% above typical

$757/night

Priced high

↑32% above typical

Iona • P&O Cruises

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

Mar 3, 2028 → Mar 17, 2028 • Bridgetown ↔

Lowest in 30 days $644 above typical ↘

From $2,674

$2,674 · $191/night · priced high · ↑32% above typical

$191/night

Priced high

↑32% above typical

Iona • P&O Cruises

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

Nov 20, 2027 → Dec 4, 2027 • Antigua ↔

Lowest in 30 days $564 above typical ↘

From $2,363

$2,363 · $169/night · priced high · ↑31% above typical

$169/night

Priced high

↑31% above typical

Britannia • P&O Cruises

17-night Eastern Caribbean Arc via Philipsburg, Tortola & Grand Turk Island

Dec 22, 2026 → Jan 8, 2027 • Antigua → Bridgetown

Lowest in 180 days $876 above typical ↘

From $3,755

$3,755 · $221/night · priced high · ↑30% above typical

$221/night

Priced high

↑30% above typical

Iona • P&O Cruises

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

Mar 4, 2028 → Mar 18, 2028 • Bridgetown ↔

Lowest in 90 days $604 above typical ↘

From $2,634

$2,634 · $188/night · priced high · ↑30% above typical

$188/night

Priced high

↑30% above typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Saint George's, Curaçao & Oranjestad

Feb 19, 2027 → Mar 5, 2027 • Bridgetown ↔

Lowest in 30 days $646 above typical ↘

From $2,945

$2,945 · $210/night · priced high · ↑28% above typical

$210/night

Priced high

↑28% above typical

Arvia • P&O Cruises

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

Dec 26, 2026 → Jan 9, 2027 • Antigua ↔

Lowest in 90 days $716 above typical ↘

From $3,282

$3,282 · $234/night · priced high · ↑28% above typical

$234/night

Priced high

↑28% above typical

Seabourn Ovation • Seabourn

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

Mar 20, 2027 → Mar 27, 2027 • Philipsburg → Bridgetown

Lowest in 30 days $1,148 above typical ↘

From $5,498

$5,498 · $785/night · priced high · ↑26% above typical

$785/night

Priced high

↑26% above typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Saint George's, Curaçao & Oranjestad

Feb 20, 2027 → Mar 6, 2027 • Bridgetown ↔

Lowest in 30 days $605 above typical ↘

From $2,904

$2,904 · $207/night · priced high · ↑26% above typical

$207/night

Priced high

↑26% 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 $175 above typical

From $869

$869 · $124/night · priced high · ↑25% above typical

$124/night

Priced high

↑25% above typical

Iona • P&O Cruises

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

Dec 24, 2027 → Jan 7, 2028 • Bridgetown ↔

Lowest in 30 days $567 above typical ↘

From $2,836

$2,836 · $203/night · priced high · ↑25% above typical

$203/night

Priced high

↑25% above typical

Arvia • P&O Cruises

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

Dec 19, 2026 → Jan 2, 2027 • Bridgetown ↔

Lowest in 180 days $581 above typical ↘

From $3,147

$3,147 · $225/night · priced high · ↑23% above typical

$225/night

Priced high

↑23% above typical

Arvia • P&O Cruises

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

Dec 18, 2026 → Jan 1, 2027 • Bridgetown ↔

Lowest in 30 days $541 above typical

From $3,107

$3,107 · $222/night · priced high · ↑21% above typical

$222/night

Priced high

↑21% above typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Feb 20, 2027 → Feb 27, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $949 above typical ↘

From $5,698

$5,698 · $814/night · priced high · ↑20% above typical

$814/night

Priced high

↑20% above typical

Arcadia • P&O Cruises

19-night Transatlantic Crossing via Saint George's, Palermo & Piraeus

Oct 2, 2026 → Oct 21, 2026 • Southampton → Southampton

Lowest in 180 days $520 above typical ↘

From $3,174

$3,174 · $167/night · priced high · ↑20% above typical

$167/night

Priced high

↑20% above typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Jan 16, 2027 → Jan 23, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $800 above typical

From $5,598

$5,598 · $800/night · priced high · ↑17% above typical

$800/night

Priced high

↑17% above typical

Britannia • P&O Cruises

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

Feb 5, 2027 → Feb 19, 2027 • Bridgetown ↔

Lowest in 30 days $375 above typical

From $2,674

$2,674 · $191/night · priced high · ↑16% above typical

$191/night

Priced high

↑16% above typical