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
$867/night
View by
535 total
Allure of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Philipsburg & Charlotte Amalie, Saint Thomas
Feb 28, 2027 → Mar 7, 2027 • Miami ↔
From $1,318
$188/night
Priced high
↑20% above typical
Star of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas
Aug 15, 2027 → Aug 22, 2027 • Port Canaveral ↔
From $1,996
$285/night
Priced high
↑19% 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 ↔
From $1,240
$177/night
Priced high
↑19% above typical
Celebrity Apex • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Dec 5, 2026 → Dec 12, 2026 • Port Canaveral ↔
From $1,472
$210/night
Priced high
↑19% above typical
MSC Seashore • MSC Cruises
14-night Eastern Caribbean Loop via Ocean Cay, Puerto Plata & Philipsburg
Dec 12, 2027 → Dec 26, 2027 • Miami ↔
From $1,568
$112/night
Priced high
↑19% above typical
Explora III
7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John
Feb 12, 2027 → Feb 19, 2027 • San Juan → Miami
From $5,780
$826/night
Priced high
↑17% above typical
Oceania Allura • Oceania Cruises
10-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Saint-Barthélemy
Mar 21, 2027 → Mar 31, 2027 • Miami ↔
From $4,499
$450/night
Priced high
↑17% above typical
Celebrity Apex • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Mar 27, 2027 → Apr 3, 2027 • Port Canaveral ↔
From $1,214
$173/night
Priced high
↑17% 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 ↔
From $942
$135/night
Priced high
↑15% above typical
MSC Poesia • MSC Cruises
21-night Eastern Caribbean Loop via Ocho Rios, Cartagena & Colón
Nov 1, 2026 → Nov 22, 2026 • Miami ↔
From $2,255
$107/night
Priced high
↑14% above typical
Allure of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Philipsburg & Charlotte Amalie, Saint Thomas
Feb 14, 2027 → Feb 21, 2027 • Miami ↔
From $1,228
$175/night
Priced high
↑12% above typical
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 $911
$130/night
Priced high
↑11% above typical
Explora II • Explora Journeys
7-night Eastern Caribbean Arc via Puerto Plata & Cruz Bay, Saint John
Jan 9, 2028 → Jan 16, 2028 • Miami → San Juan
From $4,020
$574/night
Typical price
↑10% above typical
Explora II • Explora Journeys
7-night Eastern Caribbean Arc via Puerto Plata, Road Bay & Cruz Bay, Saint John
Jan 30, 2028 → Feb 6, 2028 • Miami → San Juan
From $4,020
$574/night
Typical price
↑10% above typical
Explora III
14-night Eastern Caribbean Arc via Philipsburg, Saint-Barthélemy & Cruz Bay, Saint John
Feb 5, 2027 → Feb 19, 2027 • Miami ↔
From $10,880
$777/night
Typical price
↑10% above typical
Explora III
8-night Eastern Caribbean Arc via Ocho Rios, Catalina Island & Jost Van Dyke
Dec 20, 2026 → Dec 28, 2026 • Miami → San Juan
From $6,040
$755/night
Typical price
↑10% above typical
Icon of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Philipsburg & Coco Cay
May 29, 2027 → Jun 5, 2027 • Miami ↔
From $1,793
$256/night
Typical price
↑10% above typical
Explora I • Explora Journeys
9-night Eastern Caribbean Loop via Puerto Plata, Cayo Levantado & San Juan
Jan 11, 2027 → Jan 20, 2027 • Miami ↔
From $5,920
$658/night
Typical price
↑10% above typical
Explora III
16-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay
Jan 13, 2027 → Jan 29, 2027 • San Juan ↔
From $12,620
$789/night
Typical price
↑9% above typical