Jibhop

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Saint George's

Nov 25, 2027 → Dec 9, 2027 • Miami ↔

Lowest in 180 days $210 above typical

From $1,643

$1,643 · $117/night · priced high · ↑15% above typical

$117/night

Priced high

↑15% above typical

Valiant Lady • Virgin Voyages

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

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

Lowest in 30 days $140 above typical

From $1,113

$1,113 · $159/night · priced high · ↑14% above typical

$159/night

Priced high

↑14% above typical

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Willemstad & Oranjestad

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

Lowest in 30 days $131 above typical

From $1,113

$1,113 · $159/night · priced high · ↑13% above typical

$159/night

Priced high

↑13% above typical

Eurodam • Holland America

10-night Eastern Caribbean Loop via Half Moon Cay, San Juan & Tortola

Feb 27, 2027 → Mar 9, 2027 • Fort Lauderdale ↔

Lowest in 30 days $157 above typical

From $1,349

$1,349 · $135/night · priced high · ↑13% above typical

$135/night

Priced high

↑13% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $160 above typical

From $1,419

$1,419 · $203/night · priced high · ↑13% above typical

$203/night

Priced high

↑13% above typical

Norwegian Bliss • Norwegian Cruise Line

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

Feb 7, 2028 → Feb 19, 2028 • New York ↔

Lowest in 30 days $170 above typical

From $1,589

$1,589 · $132/night · priced high · ↑12% above typical

$132/night

Priced high

↑12% above typical

Iona • P&O Cruises

26-night Transatlantic Crossing via Philipsburg, Fort-de-France & Roseau

Mar 6, 2028 → Apr 1, 2028 • Basseterre, Saint Kitts → Southampton

Lowest in 180 days $386 above typical

From $3,647

$3,647 · $140/night · priced high · ↑12% above typical

$140/night

Priced high

↑12% above typical

Carnival Breeze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Ocho Rios, Frederiksted, Saint Croix & Antigua

Jan 29, 2028 → Feb 12, 2028 • Galveston ↔

Lowest in 180 days $138 above typical

From $1,324

$1,324 · $95/night · priced high · ↑12% above typical

$95/night

Priced high

↑12% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $140 above typical

From $1,449

$1,449 · $207/night · priced high · ↑11% above typical

$207/night

Priced high

↑11% 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

Norwegian Prima • Norwegian Cruise Line

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

Nov 20, 2027 → Nov 27, 2027 • San Juan ↔

Lowest in 30 days $130 above typical

From $1,409

$1,409 · $201/night · priced high · ↑10% above typical

$201/night

Priced high

↑10% above typical

Norwegian Prima • Norwegian Cruise Line

10-night Eastern Caribbean Arc via Kings Wharf, Tortola & Basseterre, Saint Kitts

Nov 3, 2027 → Nov 13, 2027 • New York → San Juan

Lowest in 30 days $182 above typical

From $2,009

$2,009 · $201/night · typical price · ↑10% above typical

$201/night

Typical price

↑10% above typical

Explora I • Explora Journeys

7-night Eastern Caribbean Arc via Puerto Plata & Philipsburg

Jan 29, 2027 → Feb 5, 2027 • Miami → San Juan

Lowest in 30 days $400 above typical

From $4,600

$4,600 · $657/night · typical price · ↑10% above typical

$657/night

Typical price

↑10% above typical

Rotterdam • Holland America

11-night Eastern Caribbean Loop: Philipsburg, Antigua & Roseau

Mar 16, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

Lowest in 30 days $125 above typical

From $1,584

$1,584 · $144/night · typical price · ↑9% above typical

$144/night

Typical price

↑9% 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 180 days $110 above typical ↘

From $1,419

$1,419 · $203/night · typical price · ↑8% above typical

$203/night

Typical price

↑8% above typical

Rotterdam • Holland America

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

Dec 12, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

Lowest in 30 days $210 above typical

From $2,709

$2,709 · $129/night · typical price · ↑8% above typical

$129/night

Typical price

↑8% above typical

Rotterdam • Holland America

21-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Cozumel

Dec 22, 2026 → Jan 12, 2027 • Fort Lauderdale ↔

Lowest in 30 days $210 above typical

From $2,709

$2,709 · $129/night · typical price · ↑8% above typical

$129/night

Typical price

↑8% above typical

Norwegian Bliss • Norwegian Cruise Line

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

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

Lowest in 30 days $140 above typical

From $1,819

$1,819 · $152/night · typical price · ↑8% above typical

$152/night

Typical price

↑8% above typical

Explora III

8-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Road Bay & Saint-Pierre

Jan 21, 2027 → Jan 29, 2027 • Miami → San Juan

Lowest in 30 days $433 above typical

From $6,330

$6,330 · $791/night · typical price · ↑7% above typical

$791/night

Typical price

↑7% above typical

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Willemstad

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

Lowest in 90 days $70 above typical

From $1,043

$1,043 · $149/night · typical price · ↑7% above typical

$149/night

Typical price

↑7% above typical