Jibhop

Queen Mary 2 • Cunard Line

11-night Eastern Caribbean Loop via Saint Thomas & Road Town, Tortola

Nov 17, 2026 → Nov 28, 2026 • New York ↔

Lowest in 180 days $582 below typical ↘

From $1,138

$1,138 · $103/night · great deal · ↓34% below typical

$103/night

Great deal

↓34% below typical

Queen Mary 2 • Cunard Line

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

Mar 6, 2028 → Mar 26, 2028 • New York → Southampton

Lowest in 180 days $1,108 below typical ↘

From $2,658

$2,658 · $133/night · great deal · ↓29% below typical

$133/night

Great deal

↓29% below typical

Norwegian Gem • Norwegian Cruise Line

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

Nov 28, 2026 → Dec 10, 2026 • Tampa ↔

Lowest in 30 days $588 below typical ↘

From $1,119

$1,119 · $93/night · great deal · ↓34% below typical

$93/night

Great deal

↓34% below typical

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Nov 10, 2026 → Dec 1, 2026 • Fort Lauderdale ↔

Lowest in 30 days $725 below typical ↘

From $2,024

$2,024 · $96/night · great deal · ↓26% below typical

$96/night

Great deal

↓26% below typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Oct 31, 2026 → Nov 21, 2026 • Fort Lauderdale ↔

Lowest in 30 days $715 below typical ↘

From $2,034

$2,034 · $97/night · great deal · ↓26% below typical

$97/night

Great deal

↓26% below typical

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Philipsburg

Nov 28, 2027 → Dec 10, 2027 • New York ↔

Lowest in 30 days $214 below typical ↘

From $1,259

$1,259 · $105/night · good value · ↓14% below typical

$105/night

Good value

↓14% below typical

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Tortola

Dec 10, 2027 → Dec 22, 2027 • New York ↔

Lowest in 180 days $170 below typical ↘

From $1,249

$1,249 · $104/night · good value · ↓12% below typical

$104/night

Good value

↓12% 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

Arvia • P&O Cruises

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

Dec 3, 2027 → Dec 17, 2027 • Bridgetown ↔

From $1,890

$1,890 · $135/night · great deal · ↓26% below typical

$135/night

Great deal

↓26% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jun 19, 2027 → Jun 26, 2027 • San Juan ↔

Lowest in 180 days $62 below typical ↘

From $906

$906 · $129/night · typical price · ↓6% below typical

$129/night

Typical price

↓6% below typical

Harmony of the Seas • Royal Caribbean International

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

Mar 20, 2027 → Mar 27, 2027 • Port Canaveral ↔

Lowest in 180 days ↘

From $1,127

$1,127 · $161/night · typical price · ↓4% below typical

$161/night

Typical price

↓4% below typical

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Dec 10, 2027 → Dec 24, 2027 • Bridgetown ↔

From $1,796

$1,796 · $128/night · great deal · ↓20% below typical

$128/night

Great deal

↓20% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$70 below typical ↘

From $628

$628 · $90/night · good value · ↓10% below typical

$90/night

Good value

↓10% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jul 3, 2027 → Jul 10, 2027 • San Juan ↔

Lowest in 180 days ↘

From $946

$946 · $135/night · typical price · ↓2% below typical

$135/night

Typical price

↓2% below typical

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $470 above typical ↘

From $1,749

$1,749 · $250/night · priced high · ↑37% above typical

$250/night

Priced high

↑37% above typical

Explora I • Explora Journeys

12-night Southern Caribbean Arc via Parintins, Port Elizabeth, Bequia & Bridgetown

Feb 17, 2027 → Mar 1, 2027 • Manaus → San Juan

Lowest in 30 days $2,220 above typical ↘

From $9,600

$9,600 · $800/night · priced high · ↑30% above typical

$800/night

Priced high

↑30% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 90 days $190 above typical ↘

From $1,499

$1,499 · $214/night · priced high · ↑15% above typical

$214/night

Priced high

↑15% above typical

Norwegian Bliss • Norwegian Cruise Line

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

Feb 1, 2027 → Feb 13, 2027 • New York ↔

Lowest in 30 days $150 above typical ↘

From $1,569

$1,569 · $131/night · priced high · ↑11% above typical

$131/night

Priced high

↑11% above typical

Celebrity Apex • Celebrity Cruises

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

Dec 19, 2026 → Dec 26, 2026 • Port Canaveral ↔

Lowest in 180 days $58 above typical ↘

From $1,053

$1,053 · $150/night · typical price · ↑6% above typical

$150/night

Typical price

↑6% above typical

Britannia • P&O Cruises

28-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

From $4,593

$4,593 · $164/night · typical price · ↓2% below typical

$164/night

Typical price

↓2% below typical