Jibhop

Regal Princess • Princess Cruises

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

Apr 3, 2027 → Apr 10, 2027 • Fort Lauderdale ↔

Great balance

From $1,378

$1,378 · $197/night · priced high · ↑55% above typical

$197/night

Priced high

↑55% above typical

Vision of the Seas • Royal Caribbean International

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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$325 above typical

From $969

$969 · $138/night · priced high · ↑50% above typical

$138/night

Priced high

↑50% above typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & San Juan

Dec 27, 2026 → Jan 6, 2027 • Fort Lauderdale ↔

From $1,793

$1,793 · $179/night · priced high · ↑50% above typical

$179/night

Priced high

↑50% above typical

Crown Princess • Princess Cruises

5-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 3, 2027 → Jan 8, 2027 • San Juan → Bridgetown

From $857

$857 · $171/night · priced high · ↑50% above typical

$171/night

Priced high

↑50% above typical

Regal Princess • Princess Cruises

7-night Eastern Caribbean Loop via Puerto Plata & San Juan

Sep 12, 2026 → Sep 19, 2026 • Fort Lauderdale ↔

From $1,002

$1,002 · $143/night · priced high · ↑49% above typical

$143/night

Priced high

↑49% above typical

Regal Princess • Princess Cruises

14-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV-USMIA-P221398-DOPOP-TCGDT

Dec 19, 2027 → Jan 2, 2028 • Miami ↔

From $2,990

$2,990 · $214/night · priced high · ↑48% above typical

$214/night

Priced high

↑48% above typical

Emerald Princess • Princess Cruises

8-night Eastern Caribbean Loop via Castries, San Juan & Saint Thomas

Jan 20, 2028 → Jan 28, 2028 • Bridgetown ↔

From $1,539

$1,539 · $192/night · priced high · ↑47% above typical

$192/night

Priced high

↑47% above typical

Carnival Celebration • Carnival Cruise Line

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

Aug 2, 2026 → Aug 9, 2026 • Miami ↔

$302 above typical

From $996

$996 · $142/night · priced high · ↑44% above typical

$142/night

Priced high

↑44% above typical

Sun Princess • Princess Cruises

7-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel

Mar 14, 2027 → Mar 21, 2027 • Fort Lauderdale ↔

From $1,076

$1,076 · $154/night · priced high · ↑40% above typical

$154/night

Priced high

↑40% above typical

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Roatán, Belize City & Cozumel

Sep 5, 2026 → Sep 19, 2026 • Fort Lauderdale ↔

From $1,882

$1,882 · $134/night · priced high · ↑40% above typical

$134/night

Priced high

↑40% above typical

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc: Road Bay & Saint-Barthélemy

Apr 1, 2029 → Apr 8, 2029 • San Juan ↔

$1,373 above typical

From $4,892

$4,892 · $699/night · priced high · ↑39% above typical

$699/night

Priced high

↑39% above typical

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Mar 18, 2028 → Mar 25, 2028 • Miami ↔

Great balance

From $968

$968 · $138/night · priced high · ↑38% above typical

$138/night

Priced high

↑38% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 22, 2027 → May 29, 2027 • San Juan ↔

$265 above typical

From $960

$960 · $137/night · priced high · ↑38% above typical

$137/night

Priced high

↑38% above typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Antigua & Princess Cays

Feb 15, 2027 → Feb 25, 2027 • Fort Lauderdale ↔

From $1,644

$1,644 · $164/night · priced high · ↑38% above typical

$164/night

Priced high

↑38% above typical

Adventure of the Seas • Royal Caribbean International

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

Jul 24, 2026 → Aug 1, 2026 • Port Canaveral ↔

$703 above typical ↗

From $2,669

$2,669 · $334/night · priced high · ↑36% above typical

$334/night

Priced high

↑36% above typical

Mardi Gras • Carnival Cruise Line

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

May 8, 2027 → May 15, 2027 • Port Canaveral ↔

$217 above typical

From $836

$836 · $119/night · priced high · ↑35% above typical

$119/night

Priced high

↑35% above typical

Regal Princess • Princess Cruises

14-night Itinerary P221398-TCGDT-BSNAS-USFLL-DOPOP-PRSJU-SXPHI-TCGDT

Dec 20, 2026 → Jan 3, 2027 • Fort Lauderdale ↔

From $2,720

$2,720 · $194/night · priced high · ↑35% above typical

$194/night

Priced high

↑35% above typical

Carnival Vista • Carnival Cruise Line

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

Dec 31, 2027 → Jan 8, 2028 • Port Canaveral ↔

$332 above typical

From $1,280

$1,280 · $160/night · priced high · ↑35% above typical

$160/night

Priced high

↑35% above typical

Zuiderdam • Holland America

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

Nov 27, 2027 → Dec 11, 2027 • Miami ↔

$440 above typical

From $1,739

$1,739 · $124/night · priced high · ↑34% above typical

$124/night

Priced high

↑34% above typical

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Mar 20, 2027 → Mar 27, 2027 • Miami ↔

Great balance

From $934

$934 · $133/night · priced high · ↑34% above typical

$133/night

Priced high

↑34% above typical