Rotterdam • Holland America
11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau
Jan 12, 2027 → Jan 23, 2027 • Fort Lauderdale ↔
From $1,534
$139/night
Priced high
↑25% above typical
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496 total
Rotterdam • Holland America
11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau
Feb 2, 2027 → Feb 13, 2027 • Fort Lauderdale ↔
From $1,534
$139/night
Priced high
↑25% above typical
Rotterdam • Holland America
21-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Cozumel
Dec 22, 2026 → Jan 12, 2027 • Fort Lauderdale ↔
From $2,889
$138/night
Priced high
↑24% above typical
Arvia • P&O Cruises
14-night Southern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg
Dec 18, 2026 → Jan 1, 2027 • Bridgetown ↔
From $3,107
$222/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 ↔
From $1,244
$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 ↔
From $1,349
$135/night
Priced high
↑23% above typical
Rotterdam • Holland America
11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau
Feb 23, 2027 → Mar 6, 2027 • Fort Lauderdale ↔
From $1,484
$135/night
Priced high
↑21% above typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Dec 25, 2027 → Jan 8, 2028 • Bridgetown ↔
From $2,742
$196/night
Priced high
↑21% above typical
Emerald Princess • Princess Cruises
5-night Eastern Caribbean Arc via Saint Thomas & Philipsburg
Nov 21, 2027 → Nov 26, 2027 • San Juan → Bridgetown
From $744
$149/night
Priced high
↑20% 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
$867/night
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Nov 13, 2027 → Nov 27, 2027 • Bridgetown ↔
From $2,161
$154/night
Priced high
↑20% above typical
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
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 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
Crown Princess • Princess Cruises
7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg
Mar 5, 2027 → Mar 12, 2027 • Bridgetown ↔
From $1,194
$171/night
Priced high
↑18% above typical
Nieuw Amsterdam • Holland America
9-night Eastern Caribbean Loop
Mar 12, 2027 → Mar 21, 2027 • Fort Lauderdale ↔
From $1,264
$140/night
Priced high
↑17% 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
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Nov 21, 2027 → Nov 28, 2027 • San Juan ↔
From $1,002
$143/night
Priced high
↑16% above typical