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P&O Cruises

Britannia • P&O Cruises

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

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

$875 above typical

From $3,174

$227/night

Priced high

↑38% above typical

Princess Cruises

Emerald Princess • Princess Cruises

9-night ABC Islands One-Way via San Juan & Curaçao

Mar 24, 2028 → Apr 2, 2028 • Bridgetown → Fort Lauderdale

$494 above typical

From $1,812

$201/night

Priced high

↑37% above typical

MSC Cruises

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Castries

Dec 29, 2026 → Jan 12, 2027 • Bridgetown ↔

From $2,621

$187/night

P&O Cruises

Britannia • P&O Cruises

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

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

$781 above typical

From $3,080

$220/night

Priced high

↑34% above typical

P&O Cruises

Iona • P&O Cruises

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

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

$770 above typical

From $3,039

$217/night

Priced high

↑34% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Road Bay

Mar 31, 2029 → Apr 14, 2029 • Bridgetown → Philipsburg

$3,195 above typical

From $15,119

$1,080/night

Priced high

↑27% above typical

Emerald Cruises

Emerald Azzurra • Emerald Cruises

11-night Southern Caribbean Arc: Port Elizabeth, Bequia, Kralendijk & Panama Canal

Jan 13, 2029 → Jan 24, 2029 • Bridgetown → Panamá, Ciudad de

$2,475 above typical

From $12,132

$1,103/night

Priced high

↑26% above typical

Emerald Cruises

Emerald Azzurra • Emerald Cruises

18-night Southern Caribbean Arc: Port Elizabeth, Bequia, Kralendijk & Panama Canal

Jan 13, 2029 → Jan 31, 2029 • Bridgetown → Puerto Caldera

$4,002 above typical

From $19,805

$1,100/night

Priced high

↑25% above typical

P&O Cruises

Arvia • P&O Cruises

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

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

$578 above typical

From $3,107

$222/night

Priced high

↑23% above typical

Emerald Cruises

Emerald Azzurra • Emerald Cruises

11-night Southern Caribbean Arc via Port Elizabeth, Mayreau Island & Panama Canal

Jan 13, 2028 → Jan 24, 2028 • Bridgetown → Panamá, Ciudad de

$2,137 above typical

From $11,794

$1,072/night

Priced high

↑22% above typical

P&O Cruises

Iona • P&O Cruises

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

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

$473 above typical

From $2,742

$196/night

Priced high

↑21% above typical

P&O Cruises

Iona • P&O Cruises

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

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

$362 above typical

From $2,161

$154/night

Priced high

↑20% above typical

P&O Cruises

Iona • P&O Cruises

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

Nov 26, 2027 → Dec 10, 2027 • Bridgetown ↔

$362 above typical

From $2,161

$154/night

Priced high

↑20% above typical

P&O Cruises

Britannia • P&O Cruises

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

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

$443 above typical

From $2,742

$196/night

Priced high

↑19% above typical

P&O Cruises

Iona • P&O Cruises

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

Nov 12, 2027 → Nov 26, 2027 • Bridgetown ↔

$335 above typical

From $2,134

$152/night

Priced high

↑19% above typical

P&O Cruises

Britannia • P&O Cruises

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

Nov 13, 2026 → Nov 27, 2026 • Bridgetown ↔

$311 above typical

From $2,134

$152/night

Priced high

↑17% above typical

MSC Cruises

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔

From $2,254

$161/night

SeaDream Yacht Club

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Soufriere & Terre-de-Haut

Mar 13, 2027 → Mar 20, 2027 • Bridgetown → San Juan

$713 above typical

From $5,519

$788/night

Priced high

↑15% above typical

P&O Cruises

Britannia • P&O Cruises

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

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

$308 above typical

From $2,607

$186/night

Priced high

↑13% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Antigua

Mar 3, 2029 → Mar 10, 2029 • Bridgetown → Philipsburg

$525 above typical

From $6,487

$927/night

Typical price

↑9% above typical

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