Jibhop

Iona • P&O Cruises

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

Dec 10, 2027 → Dec 24, 2027 • Bridgetown ↔

From $1,796

$1,796 · $128/night · great deal · ↓20% below typical

$128/night

Great deal

↓20% below typical

Seabourn Ovation • Seabourn

12-night Madeira One-Way via Castries & Funchal, Madeira

Mar 27, 2027 → Apr 8, 2027 • Bridgetown → Lisboa

$815 below typical ↗

From $6,298

$6,298 · $525/night · good value · ↓11% below typical

$525/night

Good value

↓11% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Feb 5, 2028 → Feb 17, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Oranjestad

Feb 17, 2028 → Feb 29, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Willemstad

Feb 29, 2028 → Mar 11, 2028 • Bridgetown ↔

From $6,600

$6,600 · $600/night · great deal · ↓20% below typical

$600/night

Great deal

↓20% below typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Apr 8, 2028 → Apr 22, 2028 • Bridgetown → Philipsburg

$661 below typical

From $11,359

$11,359 · $811/night · typical price · ↓6% below typical

$811/night

Typical price

↓6% below typical

Arvia • P&O Cruises

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

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

From $1,931

$1,931 · $138/night · great deal · ↓25% below typical

$138/night

Great deal

↓25% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Nov 21, 2026 → Dec 5, 2026 • Bridgetown ↔

16% below typical

From $1,823

$1,823 · $130/night · good value · ↓16% below typical

$130/night

Good value

↓16% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Kralendijk

Jan 10, 2028 → Jan 22, 2028 • Bridgetown ↔

From $7,400

$7,400 · $617/night · good value · ↓18% below typical

$617/night

Good value

↓18% below typical

Iona • P&O Cruises

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

Jan 7, 2028 → Jan 21, 2028 • Bridgetown ↔

8% below typical

From $2,363

$2,363 · $169/night · typical price · ↓8% below typical

$169/night

Typical price

↓8% below typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Jan 22, 2027 → Jan 29, 2027 • Bridgetown ↔

Great balance

From $1,294

$1,294 · $185/night · great deal · ↓22% below typical

$185/night

Great deal

↓22% below typical

Scenic Eclipse I

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

Oct 20, 2027 → Oct 31, 2027 • Bridgetown → Panamá, Ciudad de

$1,021 below typical

From $9,523

$9,523 · $866/night · typical price · ↓10% below typical

$866/night

Typical price

↓10% below typical

MSC Opera • MSC Cruises

4-night Eastern Caribbean Arc via Fort-de-France & Pointe-à-Pitre

Nov 11, 2027 → Nov 15, 2027 • Bridgetown → La Romana

From $939

$939 · $235/night · good value · ↓15% below typical

$235/night

Good value

↓15% below typical

Iona • P&O Cruises

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

Jan 21, 2028 → Feb 4, 2028 • Bridgetown ↔

11% below typical

From $2,296

$2,296 · $164/night · good value · ↓11% below typical

$164/night

Good value

↓11% below typical

Britannia • P&O Cruises

14-night Eastern Caribbean Arc via Bridgetown, Castries & Basseterre, Saint Kitts

Mar 19, 2027 → Apr 2, 2027 • Bridgetown → Southampton

Lowest in 30 days

From $1,755

$1,755 · $125/night · typical price · ↓2% below typical

$125/night

Typical price

↓2% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Jan 1, 2027 → Jan 15, 2027 • Bridgetown ↔

11% below typical

From $2,228

$2,228 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Jan 2, 2027 → Jan 16, 2027 • Bridgetown ↔

11% below typical

From $2,228

$2,228 · $159/night · good value · ↓11% below typical

$159/night

Good value

↓11% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Kingstown & Castries

Feb 14, 2028 → Feb 24, 2028 • Bridgetown ↔

19% below typical

From $5,743

$5,743 · $574/night · good value · ↓19% below typical

$574/night

Good value

↓19% below typical

MSC World Europa • MSC Cruises

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

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

11% below typical

From $1,961

$1,961 · $140/night · good value · ↓11% below typical

$140/night

Good value

↓11% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Nov 20, 2026 → Dec 4, 2026 • Bridgetown ↔

11% below typical

From $1,931

$1,931 · $138/night · good value · ↓11% below typical

$138/night

Good value

↓11% below typical