Jibhop

Rotterdam • Holland America

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

Dec 22, 2027 → Dec 29, 2027 • Fort Lauderdale ↔

Lowest in 180 days $405 above typical

From $1,349

$1,349 · $193/night · priced high · ↑43% above typical

$193/night

Priced high

↑43% above typical

Eurodam • Holland America

18-night Western Caribbean Arc: Grand Turk Island, San Juan & Cozumel

Nov 13, 2027 → Dec 1, 2027 • Fort Lauderdale ↔

Lowest in 180 days $762 above typical

From $2,574

$2,574 · $143/night · priced high · ↑42% above typical

$143/night

Priced high

↑42% above typical

Norwegian Getaway • Norwegian Cruise Line

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Great Stirrup Cay

Dec 22, 2026 → Dec 31, 2026 • Port Canaveral ↔

Lowest in 30 days $424 above typical ↘

From $1,469

$1,469 · $163/night · priced high · ↑41% above typical

$163/night

Priced high

↑41% above typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Apr 1, 2028 → Apr 9, 2028 • Port Canaveral ↔

Lowest in 180 days $289 above typical

From $1,023

$1,023 · $128/night · priced high · ↑39% above typical

$128/night

Priced high

↑39% above typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Apr 29, 2028 → May 7, 2028 • Port Canaveral ↔

Lowest in 180 days $289 above typical

From $1,023

$1,023 · $128/night · priced high · ↑39% above typical

$128/night

Priced high

↑39% above typical

Rotterdam • Holland America

17-night Eastern Caribbean Loop: Half Moon Cay, Cabo Rojo & Willemstad

Dec 29, 2027 → Jan 15, 2028 • Fort Lauderdale ↔

Lowest in 180 days $781 above typical

From $2,804

$2,804 · $165/night · priced high · ↑39% above typical

$165/night

Priced high

↑39% above typical

Rotterdam • Holland America

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

Feb 19, 2028 → Feb 26, 2028 • Fort Lauderdale ↔

Lowest in 180 days $360 above typical

From $1,304

$1,304 · $186/night · priced high · ↑38% above typical

$186/night

Priced high

↑38% above typical

Valiant Lady • Virgin Voyages

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

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

Lowest in 30 days $420 above typical

From $1,533

$1,533 · $219/night · priced high · ↑38% above typical

$219/night

Priced high

↑38% above typical

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Samana & Grand Turk Island

Feb 13, 2027 → Feb 20, 2027 • San Juan ↔

Lowest in 30 days $420 above typical

From $1,533

$1,533 · $219/night · priced high · ↑38% above typical

$219/night

Priced high

↑38% above typical

Norwegian Pearl • Norwegian Cruise Line

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

Dec 23, 2026 → Jan 3, 2027 • Philadelphia ↔

Lowest in 30 days $390 above typical ↘

From $1,439

$1,439 · $131/night · priced high · ↑37% above typical

$131/night

Priced high

↑37% above typical

Eurodam • Holland America

20-night Western Caribbean Loop: Half Moon Cay, Montego Bay & Cozumel

Jan 2, 2028 → Jan 22, 2028 • Fort Lauderdale ↔

Lowest in 180 days $750 above typical

From $3,019

$3,019 · $151/night · priced high · ↑33% above typical

$151/night

Priced high

↑33% above typical

Rotterdam • Holland America

14-night Eastern Caribbean Arc: Grand Turk Island, San Juan & Saint Thomas

Feb 19, 2028 → Mar 4, 2028 • Fort Lauderdale ↔

Lowest in 180 days $595 above typical

From $2,414

$2,414 · $172/night · priced high · ↑33% above typical

$172/night

Priced high

↑33% above typical

Oceania Allura • Oceania Cruises

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

Feb 5, 2027 → Feb 12, 2027 • Miami → San Juan

Lowest in 30 days $911 above typical

From $3,749

$3,749 · $536/night · priced high · ↑32% above typical

$536/night

Priced high

↑32% above typical

Eurodam • Holland America

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

Jan 29, 2028 → Feb 5, 2028 • Fort Lauderdale ↔

Lowest in 180 days $295 above typical

From $1,239

$1,239 · $177/night · priced high · ↑31% above typical

$177/night

Priced high

↑31% above typical

Valiant Lady • Virgin Voyages

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

Nov 14, 2026 → Nov 20, 2026 • San Juan ↔

Lowest in 90 days $240 above typical

From $1,014

$1,014 · $169/night · priced high · ↑31% above typical

$169/night

Priced high

↑31% 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

Rotterdam • Holland America

14-night Eastern Caribbean Loop: Nassau, Puerto Plata & Grand Turk Island

Feb 12, 2028 → Feb 26, 2028 • Fort Lauderdale ↔

Lowest in 180 days $545 above typical

From $2,364

$2,364 · $169/night · priced high · ↑30% above typical

$169/night

Priced high

↑30% above typical

Rotterdam • Holland America

14-night Eastern Caribbean Loop: Half Moon Cay, Grand Turk Island & Puerto Plata

Feb 26, 2028 → Mar 11, 2028 • Fort Lauderdale ↔

Lowest in 180 days $545 above typical

From $2,364

$2,364 · $169/night · priced high · ↑30% above typical

$169/night

Priced high

↑30% above 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 $380 above typical ↘

From $1,659

$1,659 · $237/night · priced high · ↑30% above typical

$237/night

Priced high

↑30% above typical

Rotterdam • Holland America

14-night Eastern Caribbean Loop: Half Moon Cay, Grand Turk Island & Puerto Plata

Jan 29, 2028 → Feb 12, 2028 • Fort Lauderdale ↔

Lowest in 180 days $501 above typical

From $2,214

$2,214 · $158/night · priced high · ↑29% above typical

$158/night

Priced high

↑29% above typical