Jibhop

Crown Princess • Princess Cruises

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

Feb 14, 2027 → Feb 28, 2027 • San Juan ↔

More sea days than typical

From $1,559

$1,559 · $111/night · good value · ↓18% below typical

$111/night

Good value

↓18% 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

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 20, 2028 • San Juan ↔

13% below typical

From $1,691

$1,691 · $121/night · good value · ↓13% below typical

$121/night

Good value

↓13% below typical

Arvia • P&O Cruises

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

Jan 15, 2027 → Jan 29, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

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

Jan 16, 2027 → Jan 30, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

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

Jan 30, 2027 → Feb 13, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Fort-de-France

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Lowest in 180 days

From $722

$722 · $103/night · typical price · ↓1% below typical

$103/night

Typical price

↓1% below typical

Iona • P&O Cruises

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

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

9% below typical

From $2,336

$2,336 · $167/night · typical price · ↓9% below typical

$167/night

Typical price

↓9% below typical

Iona • P&O Cruises

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

Jan 29, 2028 → Feb 12, 2028 • Antigua ↔

6% below typical

From $2,431

$2,431 · $174/night · typical price · ↓6% below typical

$174/night

Typical price

↓6% below typical

Oceania Sonata • Oceania Cruises

11-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Castries

Jan 22, 2028 → Feb 2, 2028 • Miami ↔

Lowest in 180 days

From $5,399

$5,399 · $491/night · typical price

$491/night

Typical price

Emerald Princess • Princess Cruises

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

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Great balance

From $819

$819 · $117/night · good value · ↓11% below typical

$117/night

Good value

↓11% below typical

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 13, 2028 • San Juan ↔

11% below typical

From $865

$865 · $124/night · good value · ↓11% below typical

$124/night

Good value

↓11% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

From $5,960

$5,960 · $596/night · good value · ↓16% below typical

$596/night

Good value

↓16% below typical

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Dec 5, 2026 → Dec 12, 2026 • San Juan → Bridgetown

Great balance

From $1,429

$1,429 · $204/night · good value · ↓15% below typical

$204/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 20, 2027 → Jan 3, 2028 • La Romana ↔

17% below typical

From $1,379

$1,379 · $99/night · good value · ↓17% below typical

$99/night

Good value

↓17% below typical

Crown Princess • Princess Cruises

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

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

Great balance

From $859

$859 · $123/night · good value · ↓15% below typical

$123/night

Good value

↓15% below typical

Emerald Princess • Princess Cruises

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

Jan 16, 2028 → Jan 30, 2028 • San Juan ↔

9% below typical

From $1,666

$1,666 · $119/night · typical price · ↓9% below typical

$119/night

Typical price

↓9% below typical

Norwegian Breakaway • Norwegian Cruise Line

14-night Southern Caribbean Arc via Georgetown, South Carolina, Oranjestad & Willemstad

Apr 4, 2027 → Apr 18, 2027 • New Orleans → Boston

Lowest in 30 days $421 above typical

From $2,259

$2,259 · $161/night · priced high · ↑23% above typical

$161/night

Priced high

↑23% 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 $140 above typical

From $834

$834 · $119/night · priced high · ↑20% above typical

$119/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 $453 above typical

From $3,107

$3,107 · $164/night · priced high · ↑17% above typical

$164/night

Priced high

↑17% above typical