Jibhop

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

MS Europa 2 • Hapag-Lloyd Cruises

14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Dec 7, 2027 → Dec 21, 2027 • Miami ↔

From $9,419

$9,419 · $673/night · good value · ↓15% below typical

$673/night

Good value

↓15% below typical

MS HANSEATIC inspiration • Hapag-Lloyd Cruises

16-night Southern Caribbean Arc via Kings Wharf, Road Bay & Saint-Barthélemy

Oct 20, 2027 → Nov 5, 2027 • Halifax → Curaçao

From $8,499

$8,499 · $531/night · good value · ↓18% below typical

$531/night

Good value

↓18% below typical

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Nov 27, 2027 → Dec 4, 2027 • Saint John's → San Juan

$633 below typical

From $6,151

$6,151 · $879/night · typical price · ↓9% below typical

$879/night

Typical price

↓9% 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

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Apr 3, 2027 → Apr 10, 2027 • Saint Thomas → San Juan

Great balance

From $5,275

$5,275 · $754/night · good value · ↓12% below typical

$754/night

Good value

↓12% 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

Explora III

7-night Itinerary TCPLS-DOPOP-DOLRM-VGJVD-BLSBH

Nov 8, 2026 → Nov 15, 2026 • Miami → San Juan

Lowest in 30 days ↘

From $4,760

$4,760 · $680/night · typical price · ↓2% below typical

$680/night

Typical price

↓2% below typical

MS Europa • Hapag-Lloyd Cruises

17-night Southern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Dec 20, 2026 → Jan 6, 2027 • Miami ↔

From $8,528

$8,528 · $502/night · good value · ↓15% below typical

$502/night

Good value

↓15% below typical

MS Europa • Hapag-Lloyd Cruises

14-night Southern Caribbean Arc via Cockburn Town, Saint-Barthélemy & Cruz Bay, Saint John

Dec 3, 2028 → Dec 17, 2028 • Miami → Colón (Panama Canal)

From $7,061

$7,061 · $504/night · good value · ↓15% below typical

$504/night

Good value

↓15% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Dec 16, 2028 → Dec 23, 2028 • Philipsburg ↔

4% below typical

From $6,040

$6,040 · $863/night · typical price · ↓4% below typical

$863/night

Typical price

↓4% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Dec 23, 2028 → Dec 30, 2028 • Philipsburg ↔

4% below typical

From $6,040

$6,040 · $863/night · typical price · ↓4% below typical

$863/night

Typical price

↓4% below typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

$745 below typical

From $11,525

$11,525 · $823/night · typical price · ↓6% below typical

$823/night

Typical price

↓6% 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

Vista

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint-Barthélemy

Nov 25, 2026 → Dec 7, 2026 • Miami ↔

$416 below typical ↗

From $5,449

$5,449 · $454/night · typical price · ↓7% below typical

$454/night

Typical price

↓7% below typical

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Saint-Barthélemy & Ocean Cay

Feb 27, 2028 → Mar 5, 2028 • San Juan → Miami

Lowest in 30 days

From $4,020

$4,020 · $574/night · typical price · ↓1% below typical

$574/night

Typical price

↓1% below typical

Oceania Vista • Oceania Cruises

12-night Miami → Charlotte Amalie, Saint Thomas → Philipsburg → Saint-Barthélemy + 5 more

Nov 25, 2026 → Dec 7, 2026 • Miami ↔

14% below typical

From $4,749

$4,749 · $396/night · good value · ↓14% below typical

$396/night

Good value

↓14% below typical

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$600 below typical

From $9,160

$9,160 · $654/night · typical price · ↓6% below typical

$654/night

Typical price

↓6% below typical