Jibhop

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 ↔

$393 above typical ↗

From $3,499

$3,499 · $350/night · priced high · ↑13% above typical

$350/night

Priced high

↑13% 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 ↔

$90 above typical ↗

From $839

$839 · $120/night · priced high · ↑12% above typical

$120/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

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 ↔

$421 above typical ↗

From $4,149

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

$346/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 Insignia • Oceania Cruises

25-night Transatlantic Crossing via Tortola, Cruz Bay, Saint John & Castries

Nov 24, 2026 → Dec 19, 2026 • Miami ↔

$850 above typical ↗

From $8,499

$8,499 · $340/night · priced high · ↑11% above typical

$340/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

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

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Curaçao & Bridgetown

Feb 5, 2028 → Feb 19, 2028 • Antigua ↔

From $2,701

$2,701 · $193/night · typical price · ↑9% above typical

$193/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 · ↑8% above typical

$777/night

Typical price

↑8% 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 $1,309

$1,309 · $187/night · typical price · ↑8% above typical

$187/night

Typical price

↑8% above typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Curaçao & Bridgetown

Dec 25, 2027 → Jan 8, 2028 • Antigua ↔

From $2,769

$2,769 · $198/night · typical price · ↑8% above typical

$198/night

Typical price

↑8% above typical

Arvia • P&O Cruises

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

Oct 23, 2026 → Nov 14, 2026 • Southampton → Antigua

$206 above typical

From $2,877

$2,877 · $131/night · typical price · ↑8% above typical

$131/night

Typical price

↑8% above typical

Celebrity Xcel • Celebrity Cruises

7-night Eastern Caribbean Loop via Philipsburg & Tortola

Apr 4, 2027 → Apr 11, 2027 • Miami ↔

$81 above typical ↘

From $1,138

$1,138 · $163/night · typical price · ↑8% above typical

$163/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

Celebrity Constellation • Celebrity Cruises

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

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

$57 above typical ↗

From $831

$831 · $119/night · typical price · ↑7% above typical

$119/night

Typical price

↑7% above typical

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Oct 11, 2026 → Oct 18, 2026 • Miami ↔

$61 above typical ↘

From $908

$908 · $130/night · typical price · ↑7% above typical

$130/night

Typical price

↑7% 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

Oceania Sirena • Oceania Cruises

65-night Chilean Fjords Passage via Georgetown, Grand Cayman, Ocho Rios & Panama Canal

Jan 5, 2028 → Mar 10, 2028 • Miami ↔

$1,461 above typical

From $22,349

$22,349 · $344/night · typical price · ↑7% above typical

$344/night

Typical price

↑7% above typical