Southern Caribbean Loop via Key West, Oranjestad & Charlotteville

Fort Lauderdale → Key West → Oranjestad → Charlotteville → Saint George's → Bridgetown → Castries → San Juan → Half Moon Cay → Fort Lauderdale

Loading map...

Embark and disembark port

Port of call

Port by port

14 nights · 8 port calls · 8 countries

1 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $107/night.

Median current fare: $107/night; $1,499 total
Lowest recent fare: $107/night; $1,499 total
Sailings with good pricing: 1 of 1 favorable; Price history for 1 of 1 sailings
Comparison set: 1 sailings; Currently priced departures

How these are chosen

Best overall value: the strongest value signal, a fare furthest below Jibhop's typical fare for the same cabin, among departures with enough price history.
Lowest fare: the lowest current starting fare among all listed departures. Cabin categories can differ between departures, so check the cabin shown.
Best near-term option: a below-typical fare on a departure within the next 90 days.
Currently priced high: a fare above its usual range in Jibhop's observations. Shown as a warning, not a recommendation.

Best overall value

Volendam

Dec 22, 2026 · 14 nights

$1,549 oceanview · $111/night

Each fare is the departure's lowest current fare; the cabin category can differ between departures. Observed fares, not guaranteed availability.

Dec 22, 2026

Volendam • 14 nights • Fort Lauderdale ↔

Good time to book

16% below typical

$1,499

$107/night

Explore in full search view