Jibhop

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Oranjestad, Willemstad & Kingstown

Feb 1, 2027 → Feb 13, 2027 • Miami ↔

From $3,999

$3,999 · $333/night · typical price · ↑3% above typical

$333/night

Typical price

↑3% above typical

Explora III

16-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay

Jan 13, 2027 → Jan 29, 2027 • San Juan ↔

More sea days than typical

From $12,070

$12,070 · $754/night · typical price · ↑2% above typical

$754/night

Typical price

↑2% above typical

Crown Princess • Princess Cruises

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

Jan 10, 2027 → Jan 24, 2027 • San Juan ↔

From $1,639

$1,639 · $117/night · typical price · ↑2% above typical

$117/night

Typical price

↑2% above typical

Rotterdam • Holland America

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

Dec 1, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

↗

From $1,334

$1,334 · $121/night · typical price · ↑2% above typical

$121/night

Typical price

↑2% above typical

MSC Meraviglia • MSC Cruises

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

Dec 11, 2027 → Dec 18, 2027 • Fort-de-France ↔

Great balance

From $969

$969 · $138/night · typical price · ↑1% above typical

$138/night

Typical price

↑1% above typical

Celebrity Constellation • Celebrity Cruises

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

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

↗

From $761

$761 · $109/night · typical price · ↑1% above typical

$109/night

Typical price

↑1% above typical

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Feb 26, 2027 → Mar 8, 2027 • Fort Lauderdale ↔

↗

From $1,487

$1,487 · $149/night · typical price · ↑1% above typical

$149/night

Typical price

↑1% above typical

Vasco Da Gama • Nicko Cruises

20-night Southern Caribbean Arc via Mindelo, Belém & Fort-de-France

Nov 12, 2026 → Dec 2, 2026 • Santa Cruz de Tenerife → Bridgetown

From $4,536

$4,536 · $227/night · typical price · ↑1% above typical

$227/night

Typical price

↑1% above typical

MSC Seaview • MSC Cruises

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

Jan 26, 2027 → Feb 9, 2027 • Bridgetown ↔

From $1,846

$1,846 · $132/night · typical price · ↑1% above typical

$132/night

Typical price

↑1% above typical

MSC Meraviglia • MSC Cruises

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

Dec 12, 2027 → Dec 19, 2027 • Pointe-à-Pitre ↔

Great balance

From $962

$962 · $137/night · typical price · ↑1% above typical

$137/night

Typical price

↑1% above typical

Odyssey of the Seas • Royal Caribbean International

11-night Southern Caribbean Loop via Philipsburg & Castries

Jan 14, 2027 → Jan 25, 2027 • Cape Liberty, NJ (NYC) ↔

From $1,520

$1,520 · $138/night · typical price

$138/night

Typical price

Grandeur of the Seas • Royal Caribbean International

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

May 15, 2027 → May 22, 2027 • San Juan ↔

↗

From $819

$819 · $117/night · typical price

$117/night

Typical price

Celebrity Constellation • Celebrity Cruises

11-night Southern Caribbean Loop via Tortola, Saint John's & Castries

Nov 17, 2026 → Nov 28, 2026 • San Juan ↔

From $944

$944 · $86/night

$86/night

Celebrity Constellation • Celebrity Cruises

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

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Great balance

From $733

$733 · $105/night

$105/night

Celebrity Eclipse • Celebrity Cruises

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

Dec 3, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

From $1,750

$1,750 · $194/night

$194/night

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Dec 4, 2026 → Dec 14, 2026 • Fort Lauderdale ↔

From $1,159

$1,159 · $116/night

$116/night

Celebrity Constellation • Celebrity Cruises

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Dec 5, 2026 → Dec 12, 2026 • San Juan ↔

Great balance

From $724

$724 · $103/night

$103/night

Celebrity Constellation • Celebrity Cruises

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

From $613

$613 · $88/night

$88/night

Celebrity Eclipse • Celebrity Cruises

10-night Eastern Caribbean Loop via Tortola, Saint John's & Bridgetown

Dec 12, 2026 → Dec 22, 2026 • Fort Lauderdale ↔

From $1,381

$1,381 · $138/night

$138/night

Celebrity Constellation • Celebrity Cruises

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

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

Great balance

From $833

$833 · $119/night

$119/night