Eastern Caribbean Loop via Puerto Plata, San Juan & Road Bay

Puerto Plata · Cayo Levantado · San Juan · Spanish Town (Virgin Gorda) · Road Bay

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Embark and disembark port

Port of call

Port by port

9 nights · 5 port calls · 4 countries (Dominican Republic, Puerto Rico, Virgin Islands, British, Anguilla)

Explore other routes with different ports, trip lengths, and departure ports.

Adds Virgin Islands, U.S.

Puerto Plata, Cayo Levantado & San Juan

1 upcoming departure From $607/night

1 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $649/night.

Median current fare: $649/night; $5,845 total
Lowest recent fare: $649/night; $5,845 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

Explora III

Feb 19, 2027 · 9 nights

$5,845 suite · $649/night

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

Feb 19, 2027

Explora III • 9 nights • Miami ↔

Good time to book

7% below typical

$5,845

$649/night

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