Jibhop

Norwegian Pearl • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Puerto Plata & San Juan

Dec 8, 2026 → Dec 18, 2026 • Philadelphia ↔

Lowest in 30 days $115 below typical ↘

From $839

$839 · $84/night · good value · ↓12% below typical

$84/night

Good value

↓12% below typical

Explora III

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

Mar 14, 2027 → Mar 21, 2027 • Miami → Bridgetown

Lowest in 30 days $572 below typical ↘

From $4,875

$4,875 · $696/night · good value · ↓11% below typical

$696/night

Good value

↓11% below typical

Explorer of the Seas • Royal Caribbean International

4-night Eastern Caribbean Loop via Labadee

Apr 12, 2027 → Apr 16, 2027 • Port Canaveral ↔

$98 below typical ↘

From $408

$408 · $102/night · good value · ↓19% below typical

$102/night

Good value

↓19% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jun 26, 2027 → Jul 3, 2027 • San Juan ↔

Lowest in 180 days $109 below typical ↘

From $896

$896 · $128/night · good value · ↓11% below typical

$128/night

Good value

↓11% 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

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Oct 31, 2026 → Nov 8, 2026 • Miami ↔

$106 below typical ↘

From $568

$568 · $71/night · good value · ↓16% below typical

$71/night

Good value

↓16% below typical

Eurodam • Holland America

7-night Eastern Caribbean Loop: Grand Turk Island & San Juan

Dec 19, 2026 → Dec 26, 2026 • Fort Lauderdale ↔

Lowest in 180 days $100 below typical ↘

From $844

$844 · $121/night · good value · ↓11% below typical

$121/night

Good value

↓11% below typical

Norwegian Luna • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Dec 12, 2027 → Dec 19, 2027 • Miami ↔

Lowest in 180 days $130 below typical ↘

From $1,049

$1,049 · $150/night · good value · ↓11% below typical

$150/night

Good value

↓11% below typical

Norwegian Luna • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Sep 5, 2026 → Sep 12, 2026 • Miami ↔

Lowest in 30 days $100 below typical ↘

From $859

$859 · $123/night · good value · ↓10% below typical

$123/night

Good value

↓10% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Feb 13, 2027 → Feb 20, 2027 • Miami ↔

Lowest in 180 days $140 below typical ↘

From $1,474

$1,474 · $211/night · typical price · ↓9% below typical

$211/night

Typical price

↓9% below typical

Explora III

8-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay

Jan 13, 2027 → Jan 21, 2027 • San Juan → Miami

Lowest in 90 days $457 below typical ↘

From $5,440

$5,440 · $680/night · typical price · ↓8% below typical

$680/night

Typical price

↓8% 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

Explora III

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

Dec 6, 2026 → Dec 13, 2026 • Miami → San Juan

Lowest in 180 days $401 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Arc via Road Bay & Saint John's

Dec 13, 2026 → Dec 20, 2026 • San Juan → Miami

Lowest in 90 days $401 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Arc via Road Bay, Saint John's & Frederiksted, Saint Croix

Nov 15, 2026 → Nov 22, 2026 • San Juan → Miami

Lowest in 30 days $400 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Nov 22, 2026 → Nov 29, 2026 • Miami → San Juan

Lowest in 180 days $400 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Seabourn Ovation • Seabourn

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

Jan 9, 2027 → Jan 16, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $350 below typical ↘

From $4,249

$4,249 · $607/night · typical price · ↓8% below typical

$607/night

Typical price

↓8% below typical

Seabourn Ovation • Seabourn

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

Dec 19, 2026 → Jan 2, 2027 • Bridgetown ↔

Lowest in 180 days $572 below typical ↘

From $7,224

$7,224 · $516/night · typical price · ↓7% below typical

$516/night

Typical price

↓7% below typical

Allure of the Seas • Royal Caribbean International

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

Mar 28, 2027 → Apr 4, 2027 • Miami ↔

Lowest in 90 days $74 below typical ↘

From $1,026

$1,026 · $147/night · typical price · ↓7% below typical

$147/night

Typical price

↓7% below typical