Jibhop

SeaDream I • SeaDream Yacht Club

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

Dec 12, 2027 → Dec 19, 2027 • Bridgetown → Charlotte Amalie, Saint Thomas

$861 below typical ↗

From $3,716

$3,716 · $531/night · good value · ↓19% below typical

$531/night

Good value

↓19% below typical

MSC Opera • MSC Cruises

4-night Eastern Caribbean Arc via Catalina Island & Fort-de-France

Apr 12, 2027 → Apr 16, 2027 • La Romana → Fort-de-France

From $269

$269 · $67/night · great deal · ↓49% below typical

$67/night

Great deal

↓49% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Oct 2, 2027 → Oct 9, 2027 • San Juan ↔

Lowest in 180 days $86 below typical

From $731

$731 · $104/night · good value · ↓11% below typical

$104/night

Good value

↓11% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Willemstad

Mar 7, 2027 → Mar 19, 2027 • Bridgetown → Miami

From $6,800

$6,800 · $567/night · great deal · ↓35% below typical

$567/night

Great deal

↓35% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Loop via South Friars Bay, Saint-Pierre & Rodney Bay

Feb 6, 2027 → Feb 13, 2027 • Bridgetown ↔

Lowest in 180 days $435 below typical ↘

From $4,164

$4,164 · $595/night · typical price · ↓9% below typical

$595/night

Typical price

↓9% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Nov 27, 2027 → Dec 4, 2027 • Bridgetown → Philipsburg

Lowest in 90 days $460 below typical ↘

From $3,739

$3,739 · $534/night · good value · ↓11% below typical

$534/night

Good value

↓11% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Oct 30, 2027 → Nov 6, 2027 • San Juan ↔

Lowest in 180 days $80 below typical

From $738

$738 · $105/night · typical price · ↓10% below typical

$105/night

Typical price

↓10% below typical

Queen Mary 2 • Cunard Line

28-night Southern Caribbean Loop via New York, Basseterre, Saint Kitts & Castries

Feb 27, 2028 → Mar 26, 2028 • Southampton ↔

$750 below typical

From $3,635

$3,635 · $130/night · good value · ↓17% below typical

$130/night

Good value

↓17% below typical

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 19, 2027 → Dec 9, 2027 • New York → Southampton

Lowest in 180 days $355 below typical

From $2,773

$2,773 · $139/night · good value · ↓11% below typical

$139/night

Good value

↓11% below typical

MSC World Europa • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Dec 12, 2026 → Dec 19, 2026 • Fort-de-France ↔

Great balance

From $743

$743 · $106/night · great deal · ↓38% below typical

$106/night

Great deal

↓38% below typical

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown

Apr 2, 2028 → Apr 9, 2028 • San Juan ↔

Lowest in 180 days $53 below typical

From $851

$851 · $122/night · typical price · ↓6% below typical

$122/night

Typical price

↓6% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Aug 7, 2027 → Aug 14, 2027 • San Juan ↔

Lowest in 180 days $99 below typical

From $887

$887 · $127/night · good value · ↓10% below typical

$127/night

Good value

↓10% below typical

Queen Elizabeth • Cunard Line

21-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 26, 2026 → Dec 17, 2026 • Miami ↔

$353 below typical ↗

From $1,797

$1,797 · $86/night · good value · ↓16% below typical

$86/night

Good value

↓16% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Jun 12, 2027 → Jun 19, 2027 • San Juan ↔

Lowest in 180 days $99 below typical ↘

From $906

$906 · $129/night · typical price · ↓10% below typical

$129/night

Typical price

↓10% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Antigua & La Romana

Aug 27, 2027 → Sep 3, 2027 • Fort-de-France ↔

Great balance

From $729

$729 · $104/night · great deal · ↓39% below typical

$104/night

Great deal

↓39% below typical

Scarlet Lady • Virgin Voyages

7-night Southern Caribbean Loop via Tortola, Bridgetown & Castries

Nov 27, 2027 → Dec 4, 2027 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$763 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical

SeaDream II • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Terre-de-Haut & Charlestown

Mar 4, 2028 → Mar 11, 2028 • Bridgetown → San Juan

$966 below typical

From $4,591

$4,591 · $656/night · good value · ↓17% below typical

$656/night

Good value

↓17% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 4, 2027 → Dec 11, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $329 below typical ↘

From $3,569

$3,569 · $510/night · typical price · ↓8% below typical

$510/night

Typical price

↓8% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

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

Lowest in 30 days $804 below typical ↘

From $7,394

$7,394 · $528/night · typical price · ↓10% below typical

$528/night

Typical price

↓10% below typical

Celebrity Ascent • Celebrity Cruises

10-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Nov 12, 2027 → Nov 22, 2027 • Fort Lauderdale ↔

$320 below typical

From $1,540

$1,540 · $154/night · good value · ↓17% below typical

$154/night

Good value

↓17% below typical