Find cheap flights from Massachusetts to Caribbean Islands - Compare and Save

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Caribbean Islands.

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Massachusetts to Caribbean Islands with an airline and back with another airline.

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Massachusetts to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Massachusetts and Caribbean Islands are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (87 flights per week), Qatar Airways (21 flights per week), and TAP AIR PORTUGAL (16 flights per week).

There are 21 airports in Caribbean Islands. The busiest airport is San Juan Airport (SJU), with 28% of all flights arriving there.

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is Puerto Plata La Union Airport (POP), with an average flight price of $200.

Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Tuesday where round-trip tickets can be as cheap as $395. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $428 on average.

The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost $364 on average. Morning departures are around 13% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $425.

The cheapest ticket to Caribbean Islands from Massachusetts found in the last 5 days was to San Juan Luis Munoz Marin Intl Airport, at $284 round-trip. The most popular route is Boston (BOS) to San Juan Luis Munoz Marin Intl Airport (SJU) and the cheapest round-trip airline ticket found on this route in the last 5 days was $284.

The cheapest month for flights from Massachusetts to Caribbean Islands is May, when tickets cost $213 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $305 and $294 respectively.

To get a below average price on the flight from Massachusetts to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

From Massachusetts, there are direct flights to Caribbean Islands from 1 city. This city is Boston and there are 188 direct flights each week.

There are around 27 direct flights from within Massachusetts to Caribbean Islands every day. Most flights (57%) depart in the evening.

Each week there are around 188 direct flights from within Massachusetts to Caribbean Islands. The most common day for departures is Sunday, with 22% of flights taking off on this day.

An average nonstop flight from Massachusetts to Caribbean Islands takes 6h 02m, covering a distance of 1746 miles. The shortest route is Boston (BOS) to Nassau (NAS) with an average flight time of 3h 24m.

Each week, there are 167 medium-haul flights (3-6 hour flight duration) and 21 short-haul flights (up to 3 hour flight duration) to Caribbean Islands. There aren't any long-haul flights (6-12 hour flight duration).

Based on KAYAK flight searches, the most popular destination is Punta Cana (54% of total searches to Caribbean Islands). The next most popular destinations are Saint Thomas Island (30%) and George Town (9%). Searches for flights to Kingston (7%), to Cap Haitien (1%) and to Port Au Prince (0%) are also popular.