Jibhop

Valiant Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Saint Thomas, Willemstad & Oranjestad

Nov 20, 2026 → Nov 28, 2026 • San Juan ↔

From $1,272

$1,272 · $159/night · priced high · ↑23% above typical

$159/night

Priced high

↑23% above typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Basseterre, Saint Kitts

Mar 12, 2027 → Mar 19, 2027 • Bridgetown ↔

$231 above typical

From $1,244

$1,244 · $178/night · priced high · ↑23% above typical

$178/night

Priced high

↑23% above typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Mar 19, 2027 → Mar 26, 2027 • Bridgetown ↔

$231 above typical

From $1,244

$1,244 · $178/night · priced high · ↑23% above typical

$178/night

Priced high

↑23% above typical

Eurodam • Holland America

10-night Eastern Caribbean Loop via Half Moon Cay, San Juan & Tortola

Feb 27, 2027 → Mar 9, 2027 • Fort Lauderdale ↔

$250 above typical ↗

From $1,349

$1,349 · $135/night · priced high · ↑23% above typical

$135/night

Priced high

↑23% above typical

Norwegian Aqua • Norwegian Cruise Line

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

Feb 28, 2027 → Mar 7, 2027 • Miami ↔

$220 above typical ↗

From $1,189

$1,189 · $170/night · priced high · ↑23% above typical

$170/night

Priced high

↑23% above typical

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Aug 8, 2026 → Aug 16, 2026 • Miami ↔

$163 above typical

From $895

$895 · $112/night · priced high · ↑22% above typical

$112/night

Priced high

↑22% above typical

MSC Seaview • MSC Cruises

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

Mar 14, 2027 → Mar 21, 2027 • Pointe-à-Pitre ↔

Great balance

From $863

$863 · $123/night · priced high · ↑22% above typical

$123/night

Priced high

↑22% above typical

Norwegian Dawn • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Great Stirrup Cay, Puerto Plata & Cruz Bay, Saint John

Jan 2, 2028 → Jan 14, 2028 • Jacksonville ↔

$252 above typical ↗

From $1,389

$1,389 · $116/night · priced high · ↑22% above typical

$116/night

Priced high

↑22% above typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Apr 14, 2029 → Apr 28, 2029 • Philipsburg → Bridgetown

$2,652 above typical

From $14,672

$14,672 · $1,048/night · priced high · ↑22% above typical

$1,048/night

Priced high

↑22% above typical

Regal Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Jul 4, 2026 → Jul 11, 2026 • Fort Lauderdale ↔

$201 above typical

From $1,117

$1,117 · $160/night · priced high · ↑22% above typical

$160/night

Priced high

↑22% above typical

Explorer of the Seas • Royal Caribbean International

6-night Eastern Caribbean Loop via Labadee & Coco Cay

Apr 2, 2028 → Apr 8, 2028 • Fort Lauderdale ↔

Great balance

From $955

$955 · $159/night · priced high · ↑22% above typical

$159/night

Priced high

↑22% 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 · ↑21% above typical

$874/night

Priced high

↑21% 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 · ↑21% above typical

$867/night

Priced high

↑21% above typical

Carnival Celebration • Carnival Cruise Line

7-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

May 23, 2027 → May 30, 2027 • Miami ↔

$140 above typical

From $804

$804 · $115/night · priced high · ↑21% above typical

$115/night

Priced high

↑21% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Oranjestad & Bridgetown

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

From $1,064

$1,064 · $152/night · priced high · ↑21% above typical

$152/night

Priced high

↑21% above typical

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Arc via Spanish Town & Little Bay

Feb 9, 2028 → Feb 16, 2028 • La Romana → Fort-de-France

From $4,821

$4,821 · $689/night · priced high · ↑21% above typical

$689/night

Priced high

↑21% above typical

Sky Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Falmouth & Cozumel

Dec 19, 2027 → Jan 2, 2028 • Fort Lauderdale ↔

$395 above typical

From $2,295

$2,295 · $164/night · priced high · ↑21% above typical

$164/night

Priced high

↑21% above typical

Norwegian Aura • Norwegian Cruise Line

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

Aug 21, 2027 → Aug 28, 2027 • Miami ↔

$230 above typical ↗

From $1,339

$1,339 · $191/night · priced high · ↑21% above typical

$191/night

Priced high

↑21% above typical

Norwegian Aura • Norwegian Cruise Line

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

Jul 10, 2027 → Jul 17, 2027 • Miami ↔

$290 above typical ↗

From $1,689

$1,689 · $241/night · priced high · ↑21% above typical

$241/night

Priced high

↑21% above typical

Norwegian Prima • Norwegian Cruise Line

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

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

$260 above typical ↗

From $1,519

$1,519 · $217/night · priced high · ↑21% above typical

$217/night

Priced high

↑21% above typical