Jibhop

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Princess Cays & Saint Thomas

Feb 6, 2028 → Feb 20, 2028 • Miami ↔

More sea days than typical

From $1,929

$1,929 · $138/night · typical price

$138/night

Typical price

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Aug 1, 2026 → Aug 8, 2026 • Miami ↔

$3,562 above typical ↗

From $5,935

$5,935 · $848/night · priced high · ↑150% above typical

$848/night

Priced high

↑150% 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 ↔

$1,352 above typical

From $2,320

$2,320 · $331/night · priced high · ↑140% above typical

$331/night

Priced high

↑140% above typical

Emerald Princess • Princess Cruises

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

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

From $1,625

$1,625 · $271/night · priced high · ↑107% above typical

$271/night

Priced high

↑107% above typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Dec 27, 2027 → Jan 3, 2028 • La Romana ↔

Great balance

From $1,649

$1,649 · $236/night · priced high · ↑98% above typical

$236/night

Priced high

↑98% above typical

MSC Meraviglia • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Apr 8, 2028 → Apr 15, 2028 • Fort-de-France ↔

Great balance

From $1,179

$1,179 · $168/night · priced high · ↑97% above typical

$168/night

Priced high

↑97% above typical

MSC Meraviglia • MSC Cruises

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

Apr 9, 2028 → Apr 16, 2028 • Pointe-à-Pitre ↔

Great balance

From $1,172

$1,172 · $167/night · priced high · ↑96% above typical

$167/night

Priced high

↑96% above typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $2,024

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

$289/night

Priced high

↑91% above typical

Celebrity Apex • Celebrity Cruises

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

Dec 28, 2027 → Jan 4, 2028 • Port Canaveral ↔

$960 above typical

From $2,024

$2,024 · $289/night · priced high · ↑90% above typical

$289/night

Priced high

↑90% above typical

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Dec 24, 2026 → Jan 4, 2027 • Fort Lauderdale ↔

$1,750 above typical ↗

From $3,971

$3,971 · $361/night · priced high · ↑79% above typical

$361/night

Priced high

↑79% 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 ↔

From $2,218

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

$158/night

Priced high

↑76% above typical

Carnival Magic • Carnival Cruise Line

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

Dec 26, 2027 → Jan 3, 2028 • Miami ↔

$465 above typical

From $1,084

$1,084 · $136/night · priced high · ↑75% above typical

$136/night

Priced high

↑75% above typical

Crown Princess • Princess Cruises

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

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

Great balance

From $1,863

$1,863 · $266/night · priced high · ↑74% above typical

$266/night

Priced high

↑74% 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 ↔

$448 above typical ↘

From $1,067

$1,067 · $133/night · priced high · ↑72% above typical

$133/night

Priced high

↑72% above typical

MSC Meraviglia • MSC Cruises

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

Dec 19, 2027 → Dec 26, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,622

$1,622 · $232/night · priced high · ↑70% above typical

$232/night

Priced high

↑70% above typical

Carnival Magic • Carnival Cruise Line

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

Dec 18, 2027 → Dec 26, 2027 • Miami ↔

$397 above typical

From $1,016

$1,016 · $127/night · priced high · ↑64% above typical

$127/night

Priced high

↑64% above typical

Regal Princess • Princess Cruises

8-night Itinerary DOPOP-PRSJU-SXPHI-TCGDT

Dec 26, 2026 → Jan 3, 2027 • Fort Lauderdale ↔

From $1,884

$1,884 · $236/night · priced high · ↑64% above typical

$236/night

Priced high

↑64% above typical

Disney Dream • Disney Cruise Line

7-night ABC Islands Loop via Curaçao & Cruz Bay, Saint John

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

$1,439 above typical

From $3,763

$3,763 · $538/night · priced high · ↑62% above typical

$538/night

Priced high

↑62% above typical

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Dec 27, 2026 → Jan 10, 2027 • San Juan ↔

From $3,084

$3,084 · $220/night · priced high · ↑62% above typical

$220/night

Priced high

↑62% above typical

MSC Meraviglia • MSC Cruises

7-night Eastern Caribbean Loop via Antigua, Philipsburg & Basseterre, Saint Kitts

Nov 21, 2027 → Nov 28, 2027 • Pointe-à-Pitre ↔

Great balance

From $1,002

$1,002 · $143/night · priced high · ↑61% above typical

$143/night

Priced high

↑61% above typical