Jibhop

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

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

$408 above typical ↗

From $4,149

$4,149 · $346/night · priced high · ↑11% above typical

$346/night

Priced high

↑11% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

15-night Southern Caribbean Loop via Tortola, Roseau & Castries

Feb 16, 2028 → Mar 2, 2028 • Miami ↔

From $11,909

$11,909 · $794/night · priced high · ↑11% above typical

$794/night

Priced high

↑11% above typical

Celebrity Constellation • Celebrity Cruises

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

Mar 27, 2027 → Apr 3, 2027 • San Juan ↔

$82 above typical ↗

From $856

$856 · $122/night · priced high · ↑11% above typical

$122/night

Priced high

↑11% above typical

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Jan 23, 2027 → Feb 13, 2027 • Fort Lauderdale ↔

$235 above typical

From $2,659

$2,659 · $127/night · typical price · ↑10% above typical

$127/night

Typical price

↑10% above typical

Norwegian Luna • Norwegian Cruise Line

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

Aug 1, 2026 → Aug 8, 2026 • Miami ↔

$100 above typical

From $1,209

$1,209 · $173/night · typical price · ↑9% above typical

$173/night

Typical price

↑9% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Philipsburg

Jan 17, 2028 → Jan 27, 2028 • Miami ↔

From $7,772

$7,772 · $777/night · typical price · ↑9% above typical

$777/night

Typical price

↑9% above typical

Celebrity Constellation • Celebrity Cruises

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

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

$59 above typical ↗

From $762

$762 · $109/night · typical price · ↑8% above typical

$109/night

Typical price

↑8% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Oct 10, 2026 → Oct 17, 2026 • San Juan ↔

$57 above typical ↗

From $755

$755 · $108/night · typical price · ↑8% above typical

$108/night

Typical price

↑8% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Arc via Tortola & Basseterre, Saint Kitts

Apr 22, 2028 → Apr 29, 2028 • San Juan → New York

From $1,289

$1,289 · $184/night · typical price · ↑8% above typical

$184/night

Typical price

↑8% above typical

Regal Princess • Princess Cruises

15-night Itinerary BZBZE-HNRTB-MXCZM-P221398-USMIA-DOPOP-PRSJU-SXPHI-VGTOV

Dec 12, 2027 → Dec 27, 2027 • Miami ↔

From $2,311

$2,311 · $154/night · typical price · ↑7% above typical

$154/night

Typical price

↑7% above typical

Regal Princess • Princess Cruises

8-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV

Nov 27, 2027 → Dec 5, 2027 • Miami ↔

Great balance

From $1,007

$1,007 · $126/night · typical price · ↑7% above typical

$126/night

Typical price

↑7% above typical

Vista

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

Dec 21, 2026 → Dec 28, 2026 • Miami ↔

↗

From $3,149

$3,149 · $450/night · typical price · ↑5% above typical

$450/night

Typical price

↑5% above typical

Regal Princess • Princess Cruises

15-night Itinerary BZBZE-HNRTB-MXCZM-P221398-USMIA-DOPOP-PRSJU-SXPHI-VGTOV

Nov 20, 2027 → Dec 5, 2027 • Miami ↔

From $1,851

$1,851 · $123/night · typical price · ↑5% above typical

$123/night

Typical price

↑5% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Castries & Bridgetown

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

From $1,339

$1,339 · $191/night · typical price · ↑5% above typical

$191/night

Typical price

↑5% above typical