Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Nov 26, 2027 → Dec 10, 2027 • Bridgetown ↔
From $2,161
$154/night
Priced high
↑20% above typical
View by
930 total
Rotterdam • Holland America
21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel
Dec 12, 2026 → Jan 2, 2027 • Fort Lauderdale ↔
From $2,799
$133/night
Priced high
↑20% above typical
Britannia • P&O Cruises
14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts
Feb 5, 2027 → Feb 19, 2027 • Bridgetown ↔
From $2,742
$196/night
Priced high
↑19% above typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Jan 10, 2027 → Jan 17, 2027 • San Juan ↔
From $1,499
$214/night
Priced high
↑19% above typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Jan 24, 2027 → Jan 31, 2027 • San Juan ↔
From $1,499
$214/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
Island Princess • Princess Cruises
7-night Eastern Caribbean Loop via Puerto Plata & San Juan
Oct 29, 2027 → Nov 5, 2027 • Fort Lauderdale ↔
From $956
$137/night
Priced high
↑19% above typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Bridgetown & Antigua
Dec 25, 2027 → Jan 1, 2028 • San Juan ↔
From $1,909
$273/night
Priced high
↑19% above typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Nov 12, 2027 → Nov 26, 2027 • Bridgetown ↔
From $2,134
$152/night
Priced high
↑19% above typical
Norwegian Bliss • Norwegian Cruise Line
12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Tortola
Mar 6, 2028 → Mar 18, 2028 • New York ↔
From $1,679
$140/night
Priced high
↑18% 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 $2,134
$152/night
Priced high
↑17% above typical
Sky Princess • Princess Cruises
14-night Western Caribbean Loop via Princess Cays, Falmouth & Cozumel
Dec 19, 2027 → Jan 2, 2028 • Fort Lauderdale ↔
From $2,220
$159/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
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Tortola
Jul 19, 2026 → Jul 26, 2026 • Miami ↔
From $1,334
$191/night
MSC Seaview • MSC Cruises
14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France
Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔
From $2,254
$161/night
Explora I • Explora Journeys
7-night Eastern Caribbean Arc via Puerto Plata & Philipsburg
Jan 29, 2027 → Feb 5, 2027 • Miami → San Juan
From $4,840
$691/night
Priced high
↑15% above typical
Norwegian Prima • Norwegian Cruise Line
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown
Nov 20, 2027 → Nov 27, 2027 • San Juan ↔
From $1,409
$201/night
Priced high
↑15% above typical