Jibhop

Regal Princess • Princess Cruises

6-night Eastern Caribbean Loop via Princess Cays & Puerto Plata

Dec 27, 2027 → Jan 2, 2028 • Miami ↔

$937 above typical ↗

From $1,621

$1,621 · $270/night · priced high · ↑137% above typical

$270/night

Priced high

↑137% above typical

Carnival Venezia • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Dec 27, 2026 → Jan 3, 2027 • Port Canaveral ↔

$770 above typical

From $1,335

$1,335 · $191/night · priced high · ↑136% above typical

$191/night

Priced high

↑136% above typical

Norwegian Aqua • Norwegian Cruise Line

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

Dec 27, 2026 → Jan 3, 2027 • Miami ↔

$1,280 above typical ↗

From $2,439

$2,439 · $348/night · priced high · ↑110% above typical

$348/night

Priced high

↑110% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 1, 2026 → Aug 8, 2026 • San Juan ↔

$1,069 above typical ↗

From $2,056

$2,056 · $294/night · priced high · ↑108% above typical

$294/night

Priced high

↑108% above typical

Emerald Princess • Princess Cruises

6-night Eastern Caribbean Loop via San Juan & Saint Thomas

Jan 14, 2028 → Jan 20, 2028 • Bridgetown ↔

$832 above typical

From $1,625

$1,625 · $271/night · priced high · ↑105% above typical

$271/night

Priced high

↑105% above typical

Emerald Princess • Princess Cruises

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

Nov 26, 2027 → Dec 3, 2027 • Bridgetown ↔

$826 above typical ↗

From $1,699

$1,699 · $243/night · priced high · ↑95% above typical

$243/night

Priced high

↑95% above typical

Emerald Princess • Princess Cruises

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

Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔

$976 above typical

From $2,034

$2,034 · $291/night · priced high · ↑92% above typical

$291/night

Priced high

↑92% above typical

Emerald Princess • Princess Cruises

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

Mar 10, 2028 → Mar 17, 2028 • Bridgetown ↔

$966 above typical

From $2,024

$2,024 · $289/night · priced high · ↑91% above typical

$289/night

Priced high

↑91% above typical

Carnival Festivale • Carnival Cruise Line

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

May 29, 2027 → Jun 6, 2027 • Port Canaveral ↔

$657 above typical

From $1,391

$1,391 · $174/night · priced high · ↑90% above typical

$174/night

Priced high

↑90% above typical

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Castries & Antigua

Dec 23, 2027 → Jan 3, 2028 • Philadelphia ↔

$930 above typical ↗

From $1,979

$1,979 · $180/night · priced high · ↑89% above typical

$180/night

Priced high

↑89% above typical

Emerald Princess • Princess Cruises

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

Jan 7, 2028 → Jan 14, 2028 • Bridgetown ↔

$789 above typical

From $1,714

$1,714 · $245/night · priced high · ↑85% above typical

$245/night

Priced high

↑85% above typical

Carnival Magic • Carnival Cruise Line

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

Dec 26, 2026 → Jan 3, 2027 • Miami ↔

$519 above typical

From $1,138

$1,138 · $142/night · priced high · ↑84% above typical

$142/night

Priced high

↑84% above typical

Emerald Princess • Princess Cruises

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

Mar 3, 2028 → Mar 10, 2028 • Bridgetown ↔

$886 above typical

From $1,944

$1,944 · $278/night · priced high · ↑84% above typical

$278/night

Priced high

↑84% above typical

Norwegian Bliss • Norwegian Cruise Line

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

Dec 23, 2026 → Jan 4, 2027 • New York ↔

$1,070 above typical ↗

From $2,419

$2,419 · $202/night · priced high · ↑79% above typical

$202/night

Priced high

↑79% above typical

Independence of the Seas • Royal Caribbean International

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

Nov 20, 2027 → Nov 27, 2027 • Miami ↔

Great balance

From $1,326

$1,326 · $189/night · priced high · ↑78% above typical

$189/night

Priced high

↑78% above typical

MSC Seashore • MSC Cruises

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

Jan 15, 2028 → Jan 29, 2028 • Miami ↔

$960 above typical ↗

From $2,218

$2,218 · $158/night · priced high · ↑76% above typical

$158/night

Priced high

↑76% above typical

Emerald Princess • Princess Cruises

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

Feb 4, 2028 → Feb 11, 2028 • Bridgetown ↔

$718 above typical

From $1,694

$1,694 · $242/night · priced high · ↑74% above typical

$242/night

Priced high

↑74% above typical

Celebrity Beyond • Celebrity Cruises

6-night Eastern Caribbean Loop via Puerto Plata & Grand Turk Island

Sep 5, 2027 → Sep 11, 2027 • Miami ↔

$448 above typical

From $1,062

$1,062 · $177/night · priced high · ↑73% above typical

$177/night

Priced high

↑73% above typical

Emerald Princess • Princess Cruises

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

Feb 18, 2028 → Feb 25, 2028 • Bridgetown ↔

$704 above typical

From $1,680

$1,680 · $240/night · priced high · ↑72% above typical

$240/night

Priced high

↑72% above typical

Rotterdam • Holland America

11-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 22, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

$798 above typical ↗

From $2,034

$2,034 · $185/night · priced high · ↑65% above typical

$185/night

Priced high

↑65% above typical