Jibhop

Emerald Princess • Princess Cruises

8-night Eastern Caribbean Loop via Castries, San Juan & Saint Thomas

Jan 20, 2028 → Jan 28, 2028 • Bridgetown ↔

From $1,539

$1,539 · $192/night · priced high · ↑47% above typical

$192/night

Priced high

↑47% above typical

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Mar 27, 2027 → Apr 3, 2027 • Fort-de-France ↔

Great balance

From $1,035

$1,035 · $148/night · priced high · ↑47% above typical

$148/night

Priced high

↑47% above typical

Star of the Seas • Royal Caribbean International

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

Jul 26, 2026 → Aug 2, 2026 • Port Canaveral ↔

$1,209 above typical ↗

From $3,810

$3,810 · $544/night · priced high · ↑46% above typical

$544/night

Priced high

↑46% above typical

Oceania Allura • Oceania Cruises

9-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Philipsburg

Jan 27, 2027 → Feb 5, 2027 • Miami ↔

$1,521 above typical

From $4,799

$4,799 · $533/night · priced high · ↑46% above typical

$533/night

Priced high

↑46% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

Great balance

From $1,769

$1,769 · $253/night · priced high · ↑46% above typical

$253/night

Priced high

↑46% above typical

Seven Seas Voyager • Regent Seven Seas Cruises

21-night Amazon River Repositioning via Recife, Manaus & Castries

Feb 26, 2028 → Mar 18, 2028 • Rio de Janeiro → Miami

$6,393 above typical ↗

From $21,141

$21,141 · $1,007/night · priced high · ↑43% above typical

$1,007/night

Priced high

↑43% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

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

Great balance

From $1,369

$1,369 · $196/night · priced high · ↑43% above typical

$196/night

Priced high

↑43% above typical

Oceania Allura • Oceania Cruises

17-night Eastern Caribbean Loop via Costa Maya, Roatán & Cozumel

Dec 21, 2026 → Jan 7, 2027 • Miami ↔

$3,150 above typical

From $10,799

$10,799 · $635/night · priced high · ↑41% above typical

$635/night

Priced high

↑41% above typical

MSC Seaview • MSC Cruises

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

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

From $1,981

$1,981 · $142/night · priced high · ↑40% above typical

$142/night

Priced high

↑40% above typical

Celebrity Constellation • Celebrity Cruises

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

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

$301 above typical ↗

From $1,054

$1,054 · $151/night · priced high · ↑40% above typical

$151/night

Priced high

↑40% above typical

Carnival Firenze • Carnival Cruise Line

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

Dec 17, 2027 → Dec 26, 2027 • Port Canaveral ↔

$297 above typical

From $1,077

$1,077 · $120/night · priced high · ↑38% above typical

$120/night

Priced high

↑38% above typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Antigua & Princess Cays

Feb 15, 2027 → Feb 25, 2027 • Fort Lauderdale ↔

From $1,644

$1,644 · $164/night · priced high · ↑38% above typical

$164/night

Priced high

↑38% above typical

Grandeur of the Seas • Royal Caribbean International

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

May 22, 2027 → May 29, 2027 • San Juan ↔

$261 above typical

From $960

$960 · $137/night · priced high · ↑37% above typical

$137/night

Priced high

↑37% above typical

Celebrity Beyond • Celebrity Cruises

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

Jan 3, 2027 → Jan 10, 2027 • Fort Lauderdale ↔

$353 above typical ↗

From $1,302

$1,302 · $186/night · priced high · ↑37% above typical

$186/night

Priced high

↑37% above typical

Rotterdam • Holland America

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

Jan 12, 2027 → Jan 23, 2027 • Fort Lauderdale ↔

$464 above typical ↗

From $1,734

$1,734 · $158/night · priced high · ↑37% above typical

$158/night

Priced high

↑37% above typical

Celebrity Apex • Celebrity Cruises

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

Mar 13, 2027 → Mar 20, 2027 • Port Canaveral ↔

$354 above typical ↗

From $1,378

$1,378 · $197/night · priced high · ↑35% above typical

$197/night

Priced high

↑35% above typical

Explora I • Explora Journeys

24-night Southern Caribbean Loop via Saint-Barthélemy, Saint-Pierre & Bridgetown

Feb 5, 2027 → Mar 1, 2027 • San Juan ↔

$5,095 above typical

From $19,855

$19,855 · $827/night · priced high · ↑35% above typical

$827/night

Priced high

↑35% above typical

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Castries

Dec 29, 2026 → Jan 12, 2027 • Bridgetown ↔

From $2,621

$2,621 · $187/night · priced high · ↑34% above typical

$187/night

Priced high

↑34% above typical

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Oranjestad & Willemstad

Jan 2, 2028 → Jan 9, 2028 • San Juan ↔

Great balance

From $1,219

$1,219 · $174/night · priced high · ↑34% above typical

$174/night

Priced high

↑34% above typical

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via Saint Thomas, Bridgetown & Castries

Nov 24, 2028 → Dec 15, 2028 • New York → Southampton

$1,118 above typical

From $4,402

$4,402 · $210/night · priced high · ↑34% above typical

$210/night

Priced high

↑34% above typical