Cheap flights from Lisbon to Caribbean

8 routes connect Lisbon (LIS) to destinations in Caribbean, starting at €327 to Santo Domingo. Mid-week departures and shoulder-season months consistently unlock lower fares on long-haul routes.

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About this region

Best for: beacheswinter sunall-inclusivediving
Typical trip: 7-14 days
Typical value months(EU departures): MaySeptemberOctober

Trip lengths and value months reflect typical patterns for EU-origin departures - individual routes vary.

Popular destinations in Caribbean from Lisbon

The most popular destinations in Caribbean from Lisbon include Santo Domingo, Punta Cana, Havana, Pointe-a-pitre and San Juan. Prices vary by season, airline, and how far in advance you book. The table below lists all available routes sorted by current fare.

Cheapest destinations in Caribbean from Lisbon

Flights to Caribbean from nearby airports

Other regions from Lisbon

Lisbon to Central America & Mexico

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Frequently asked questions

How many destinations in Caribbean can I fly to from Lisbon?

SkyHopp currently tracks 8 destinations in Caribbean from Lisbon (LIS). Prices are refreshed regularly as our flight partners publish new fares. The full list is in the price table above, sorted by cheapest current fare.

What is the cheapest flight from Lisbon to Caribbean?

Recent fares from Lisbon to Caribbean have started from €327 to Santo Domingo. Prices change frequently — check the table above for the latest available fares. Booking 4-8 weeks in advance and travelling mid-week typically unlocks the lowest prices on long-haul routes.

Which cities in Caribbean are cheapest to fly to from Lisbon?

The price table above shows all destinations sorted cheapest first. Prices shift daily, but the top destinations by fare from Lisbon have recently included Santo Domingo. Clicking through to a destination page shows a 12-month price calendar so you can identify the cheapest month to fly.

When is the best time to fly from Lisbon to Caribbean?

Shoulder-season months and mid-week departures typically offer the lowest fares on routes from Lisbon. For Caribbean, the best value windows vary by destination — check the individual route pages for month-by-month price calendars. Booking further in advance is particularly important on long-haul routes, where last-minute fares tend to be significantly higher.