Jibhop

Queen Elizabeth • Cunard Line

12-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Oct 15, 2026 → Oct 27, 2026 • Miami ↔

$412 below typical ↗

From $996

$996 · $83/night · great deal · ↓29% below typical

$83/night

Great deal

↓29% below typical

Independence of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Feb 7, 2027 → Feb 14, 2027 • Miami ↔

Lowest in 180 days $144 below typical

From $630

$630 · $90/night · good value · ↓19% below typical

$90/night

Good value

↓19% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Frederiksted, Saint Croix & San Juan

Dec 5, 2026 → Dec 13, 2026 • Miami ↔

Lowest in 90 days $240 below typical

From $952

$952 · $119/night · great deal · ↓20% below typical

$119/night

Great deal

↓20% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Dec 4, 2027 → Dec 12, 2027 • Miami ↔

Lowest in 180 days $240 below typical

From $952

$952 · $119/night · great deal · ↓20% below typical

$119/night

Great deal

↓20% below typical

Grandeur of the Seas • Royal Caribbean International

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

Sep 4, 2027 → Sep 11, 2027 • San Juan ↔

Lowest in 180 days $136 below typical

From $681

$681 · $97/night · good value · ↓17% below typical

$97/night

Good value

↓17% below typical

Oceania Marina • Oceania Cruises

17-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cozumel

Feb 17, 2028 → Mar 5, 2028 • Miami ↔

Lowest in 180 days $675 below typical

From $4,849

$4,849 · $285/night · good value · ↓12% below typical

$285/night

Good value

↓12% below typical

Norwegian Escape • Norwegian Cruise Line

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

Aug 19, 2026 → Aug 29, 2026 • New York ↔

Lowest in 180 days $259 below typical

From $1,239

$1,239 · $124/night · good value · ↓17% below typical

$124/night

Good value

↓17% below typical

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Dec 11, 2026 → Dec 23, 2026 • New York ↔

Lowest in 30 days $250 below typical

From $1,169

$1,169 · $97/night · good value · ↓18% below typical

$97/night

Good value

↓18% below typical

Norwegian Dawn • Norwegian Cruise Line

9-night Eastern Caribbean Loop via Freeport, Grand Bahama, Great Stirrup Cay & San Juan

Dec 9, 2027 → Dec 18, 2027 • Jacksonville ↔

Lowest in 30 days $236 below typical

From $999

$999 · $111/night · good value · ↓19% below typical

$111/night

Good value

↓19% below typical

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Feb 6, 2027 → Feb 13, 2027 • San Juan ↔

$180 below typical ↗

From $599

$599 · $86/night · great deal · ↓23% below typical

$86/night

Great deal

↓23% below typical

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

Feb 6, 2027 → Feb 13, 2027 • San Juan ↔

Lowest in 90 days $140 below typical

From $833

$833 · $119/night · good value · ↓14% below typical

$119/night

Good value

↓14% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau

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

$177 below typical ↗

From $619

$619 · $88/night · great deal · ↓22% below typical

$88/night

Great deal

↓22% below typical

Queen Elizabeth • Cunard Line

12-night Southern Caribbean Arc via San Juan, Cruz Bay, Saint John & Castries

Dec 17, 2026 → Dec 29, 2026 • Miami ↔

Lowest in 180 days $254 below typical

From $1,198

$1,198 · $100/night · good value · ↓18% below typical

$100/night

Good value

↓18% below typical

Explora III

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Road Bay

Feb 19, 2027 → Feb 28, 2027 • Miami ↔

Lowest in 180 days $917 below typical ↘

From $5,640

$5,640 · $627/night · good value · ↓14% below typical

$627/night

Good value

↓14% below typical

Vision of the Seas • Royal Caribbean International

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

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

$148 below typical

From $525

$525 · $75/night · great deal · ↓22% below typical

$75/night

Great deal

↓22% below typical

Icon of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • Miami ↔

$332 below typical

From $1,265

$1,265 · $181/night · great deal · ↓21% below typical

$181/night

Great deal

↓21% below typical

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

$206 below typical ↗

From $637

$637 · $91/night · great deal · ↓24% below typical

$91/night

Great deal

↓24% below typical

Carnival Firenze • Carnival Cruise Line

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

Mar 19, 2028 → Apr 2, 2028 • Port Canaveral ↔

Lowest in 30 days $196 below typical

From $1,035

$1,035 · $74/night · good value · ↓16% below typical

$74/night

Good value

↓16% below typical

Nieuw Amsterdam • Holland America

9-night Eastern Caribbean Loop via Philipsburg, Antigua & Tortola

Dec 11, 2026 → Dec 20, 2026 • Fort Lauderdale ↔

Lowest in 30 days $163 below typical ↘

From $854

$854 · $95/night · good value · ↓16% below typical

$95/night

Good value

↓16% below typical

Eurodam • Holland America

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

Jan 30, 2027 → Feb 6, 2027 • Fort Lauderdale ↔

Lowest in 180 days $150 below typical ↘

From $794

$794 · $113/night · good value · ↓16% below typical

$113/night

Good value

↓16% below typical