Jibhop

Norwegian Prima • Norwegian Cruise Line

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

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

$340 above typical

From $1,599

$1,599 · $228/night · priced high · ↑27% above typical

$228/night

Priced high

↑27% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 15, 2026 → Aug 22, 2026 • San Juan ↔

$257 above typical ↗

From $1,225

$1,225 · $175/night · priced high · ↑27% above typical

$175/night

Priced high

↑27% above typical

Oceania Allura • Oceania Cruises

20-night Eastern Caribbean Arc via Saint-Barthélemy, Philipsburg & Basseterre, Saint Kitts

Feb 19, 2027 → Mar 11, 2027 • San Juan → Miami

$1,990 above typical ↗

From $10,099

$10,099 · $505/night · priced high · ↑25% above typical

$505/night

Priced high

↑25% above typical

Norwegian Aqua • Norwegian Cruise Line

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

Jan 3, 2027 → Jan 10, 2027 • Miami ↔

$210 above typical

From $1,089

$1,089 · $156/night · priced high · ↑24% above typical

$156/night

Priced high

↑24% above typical

Oceania Allura • Oceania Cruises

10-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Philipsburg

Dec 2, 2026 → Dec 12, 2026 • Miami ↔

$1,050 above typical ↗

From $5,549

$5,549 · $555/night · priced high · ↑23% above typical

$555/night

Priced high

↑23% above typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Roseau & Antigua

Dec 19, 2026 → Dec 29, 2026 • Miami ↔

From $8,672

$8,672 · $867/night · priced high · ↑23% above typical

$867/night

Priced high

↑23% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 5, 2027 → Mar 17, 2027 • Miami ↔

From $10,484

$10,484 · $874/night · priced high · ↑23% above typical

$874/night

Priced high

↑23% above typical

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Oct 25, 2026 → Nov 1, 2026 • Miami ↔

$190 above typical ↗

From $1,038

$1,038 · $148/night · priced high · ↑22% above typical

$148/night

Priced high

↑22% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

$125 above typical ↗

From $874

$874 · $125/night · priced high · ↑17% above typical

$125/night

Priced high

↑17% above typical

Norwegian Prima • Norwegian Cruise Line

7-night ABC Islands Loop via Tortola & Saint Thomas

Mar 7, 2027 → Mar 14, 2027 • San Juan ↔

$210 above typical

From $1,519

$1,519 · $217/night · priced high · ↑16% above typical

$217/night

Priced high

↑16% above typical

Arvia • P&O Cruises

22-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Basseterre, Saint Kitts

Oct 22, 2027 → Nov 13, 2027 • Southampton → Antigua

$409 above typical ↗

From $3,080

$3,080 · $140/night · priced high · ↑15% above typical

$140/night

Priced high

↑15% above typical

Rotterdam • Holland America

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

Feb 2, 2027 → Feb 13, 2027 • Fort Lauderdale ↔

$205 above typical ↗

From $1,634

$1,634 · $149/night · priced high · ↑14% above typical

$149/night

Priced high

↑14% above typical

Norwegian Aqua • Norwegian Cruise Line

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

Oct 3, 2027 → Oct 10, 2027 • Port Canaveral ↔

$140 above typical

From $1,139

$1,139 · $163/night · priced high · ↑14% above typical

$163/night

Priced high

↑14% above typical

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Oct 11, 2026 → Oct 18, 2026 • Miami ↔

$116 above typical ↘

From $964

$964 · $138/night · priced high · ↑14% above typical

$138/night

Priced high

↑14% above typical

Vision of the Seas • Royal Caribbean International

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

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

$89 above typical ↗

From $783

$783 · $112/night · priced high · ↑13% above typical

$112/night

Priced high

↑13% above typical

Star Princess • Princess Cruises

14-night Eastern Caribbean Loop via Princess Cays, Tortola & Philipsburg

Dec 22, 2027 → Jan 5, 2028 • Port Canaveral ↔

From $1,966

$1,966 · $140/night · priced high · ↑13% above typical

$140/night

Priced high

↑13% above typical

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Nassau, San Juan & Tortola

Dec 27, 2027 → Jan 6, 2028 • Miami ↔

$382 above typical ↗

From $3,499

$3,499 · $350/night · priced high · ↑12% above typical

$350/night

Priced high

↑12% above typical

Regal Princess • Princess Cruises

15-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV-USMIA-P221398-VISTT-SXPHI

Nov 27, 2027 → Dec 12, 2027 • Miami ↔

From $1,969

$1,969 · $131/night · priced high · ↑11% above typical

$131/night

Priced high

↑11% above typical

Explora III

16-night Eastern Caribbean Arc via Cruz Bay, Saint John, Saint-Barthélemy & Saint John's

Jan 5, 2027 → Jan 21, 2027 • Miami ↔

$1,336 above typical ↗

From $13,130

$13,130 · $821/night · priced high · ↑11% above typical

$821/night

Priced high

↑11% above typical

Explora III

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

Jan 29, 2027 → Feb 12, 2027 • San Juan ↔

$1,155 above typical

From $11,475

$11,475 · $820/night · priced high · ↑11% above typical

$820/night

Priced high

↑11% above typical