Jibhop

Iona • P&O Cruises

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

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

From $2,363

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

$169/night

Priced high

↑31% above typical

Arvia • P&O Cruises

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

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

From $3,282

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

$234/night

Priced high

↑28% above typical

Iona • P&O Cruises

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

Nov 13, 2027 → Nov 27, 2027 • Bridgetown ↔

From $2,161

$2,161 · $154/night · priced high · ↑20% above typical

$154/night

Priced high

↑20% above typical

Iona • P&O Cruises

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

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

From $2,701

$2,701 · $193/night · priced high · ↑20% above typical

$193/night

Priced high

↑20% above typical

Oceania Allura • Oceania Cruises

8-night Eastern Caribbean Arc via Saint-Barthélemy, Philipsburg & Basseterre, Saint Kitts

Feb 19, 2027 → Feb 27, 2027 • San Juan → Miami

From $3,299

$3,299 · $412/night · priced high · ↑20% above typical

$412/night

Priced high

↑20% above typical

Iona • P&O Cruises

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

Dec 25, 2027 → Jan 8, 2028 • Bridgetown ↔

From $2,539

$2,539 · $181/night · priced high · ↑13% above typical

$181/night

Priced high

↑13% above typical

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Aug 16, 2026 → Aug 23, 2026 • Miami ↔

Great balance

From $1,121

$1,121 · $160/night · priced high · ↑10% above typical

$160/night

Priced high

↑10% above typical

Emerald Princess • Princess Cruises

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

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Great balance

From $1,065

$1,065 · $152/night · typical price · ↑9% above typical

$152/night

Typical price

↑9% above typical

Arvia • P&O Cruises

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

Nov 13, 2027 → Nov 27, 2027 • Antigua ↔

From $2,336

$2,336 · $167/night · typical price · ↑8% above typical

$167/night

Typical price

↑8% above typical

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 27, 2028 → Mar 12, 2028 • San Juan ↔

From $2,091

$2,091 · $149/night · typical price · ↑8% above typical

$149/night

Typical price

↑8% above typical

Emerald Princess • Princess Cruises

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

Mar 5, 2028 → Mar 12, 2028 • San Juan ↔

From $1,115

$1,115 · $159/night · typical price · ↑5% above typical

$159/night

Typical price

↑5% above typical

Iona • P&O Cruises

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

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

From $1,890

$1,890 · $135/night · typical price · ↑5% above typical

$135/night

Typical price

↑5% above typical

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Roseau

Nov 8, 2027 → Nov 22, 2027 • Basseterre, Saint Kitts ↔

From $2,269

$2,269 · $162/night · typical price · ↑5% above typical

$162/night

Typical price

↑5% above typical

Emerald Princess • Princess Cruises

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

Mar 19, 2028 → Mar 26, 2028 • San Juan ↔

Great balance

From $1,105

$1,105 · $158/night · typical price · ↑4% above typical

$158/night

Typical price

↑4% above typical

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Nov 21, 2027 → Dec 5, 2027 • San Juan ↔

From $1,806

$1,806 · $129/night · typical price · ↑4% above typical

$129/night

Typical price

↑4% above typical

Emerald Princess • Princess Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Fort-de-France

Feb 20, 2028 → Feb 27, 2028 • San Juan ↔

From $1,011

$1,011 · $144/night · typical price · ↑4% above typical

$144/night

Typical price

↑4% above typical

Emerald Princess • Princess Cruises

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

Mar 5, 2028 → Mar 19, 2028 • San Juan ↔

From $2,191

$2,191 · $157/night · typical price · ↑4% above typical

$157/night

Typical price

↑4% above typical

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Mar 12, 2028 → Mar 26, 2028 • San Juan ↔

From $2,181

$2,181 · $156/night · typical price · ↑3% above typical

$156/night

Typical price

↑3% above typical

Arvia • P&O Cruises

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

Jan 23, 2027 → Feb 6, 2027 • Antigua ↔

From $2,566

$2,566 · $183/night · typical price · ↑3% above typical

$183/night

Typical price

↑3% above typical

Iona • P&O Cruises

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

Jan 24, 2028 → Feb 7, 2028 • Basseterre, Saint Kitts ↔

From $2,634

$2,634 · $188/night · typical price · ↑2% above typical

$188/night

Typical price

↑2% above typical