Jibhop

Celebrity Ascent • Celebrity Cruises

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

Feb 15, 2027 → Feb 26, 2027 • Fort Lauderdale ↔

$223 above typical

From $1,846

$1,846 · $168/night · priced high · ↑14% above typical

$168/night

Priced high

↑14% above typical

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Nov 21, 2027 → Nov 28, 2027 • San Juan ↔

$78 above typical

From $672

$672 · $96/night · priced high · ↑13% above typical

$96/night

Priced high

↑13% above typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Nov 13, 2026 → Nov 27, 2026 • Bridgetown ↔

From $2,026

$2,026 · $145/night · priced high · ↑13% above typical

$145/night

Priced high

↑13% above typical

Celebrity Eclipse • Celebrity Cruises

9-night Eastern Caribbean Loop via Philipsburg & Saint John's

Feb 19, 2028 → Feb 28, 2028 • Fort Lauderdale ↔

$145 above typical ↗

From $1,278

$1,278 · $142/night · priced high · ↑13% above typical

$142/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

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Apr 3, 2027 → Apr 10, 2027 • Fort-de-France ↔

From $1,035

$1,035 · $148/night · priced high · ↑13% above typical

$148/night

Priced high

↑13% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 1, 2027 → May 8, 2027 • San Juan ↔

$100 above typical

From $917

$917 · $131/night · priced high · ↑12% above typical

$131/night

Priced high

↑12% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

9-night Eastern Caribbean Loop via Saint-Barthélemy & Basseterre, Saint Kitts

Jan 27, 2028 → Feb 5, 2028 • Miami ↔

From $7,179

$7,179 · $798/night · priced high · ↑11% above typical

$798/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

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

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

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

$88 above typical ↗

From $912

$912 · $130/night · priced high · ↑11% above typical

$130/night

Priced high

↑11% above typical

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Mar 21, 2028 → Apr 4, 2028 • Bridgetown ↔

From $2,341

$2,341 · $167/night · priced high · ↑10% above typical

$167/night

Priced high

↑10% above typical

Nieuw Amsterdam • Holland America

12-night Transatlantic Crossing via Philipsburg, Fort-de-France & Bridgetown

Nov 29, 2026 → Dec 11, 2026 • Fort Lauderdale ↔

$149 above typical

From $1,639

$1,639 · $137/night · priced high · ↑10% above typical

$137/night

Priced high

↑10% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 29, 2027 → Jun 5, 2027 • San Juan ↔

$78 above typical

From $896

$896 · $128/night · typical price · ↑10% above typical

$128/night

Typical price

↑10% above typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Nov 14, 2026 → Nov 28, 2026 • Bridgetown ↔

From $1,958

$1,958 · $140/night · typical price · ↑9% above typical

$140/night

Typical price

↑9% 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

Explora I • Explora Journeys

19-night Eastern Caribbean Arc via Parintins, Cruz Bay, Saint John & Road Bay

Feb 17, 2027 → Mar 8, 2027 • Manaus → Miami

$1,025 above typical

From $12,710

$12,710 · $669/night · typical price · ↑9% above typical

$669/night

Typical price

↑9% above typical

Island Princess • Princess Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Nov 5, 2027 → Nov 15, 2027 • Fort Lauderdale ↔

From $1,275

$1,275 · $128/night · typical price · ↑9% above typical

$128/night

Typical price

↑9% above typical

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's

Jan 17, 2027 → Jan 31, 2027 • San Juan ↔

From $1,739

$1,739 · $124/night · typical price · ↑8% above typical

$124/night

Typical price

↑8% above typical