$98 Find Cheap Flights from Massachusetts to Caribbean Islands

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Useful Info

Good to know

Low seasonSeptember
Cheapest flight$98
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Boston to Montego Bay

FAQs for booking flights from Massachusetts to Caribbean Islands

  • How does KAYAK find such low prices on flights from Massachusetts to Caribbean Islands?

    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.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket 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.

  • What is the Hacker Fare option on flights from Massachusetts to Caribbean Islands?

    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.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Caribbean Islands?

    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.

  • Which airlines fly most frequently to Caribbean Islands?

    Massachusetts and Caribbean Islands are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (108 flights per week), Hawaiian Airlines (33 flights per week), and Qatar Airways (21 flights per week).

  • How many airports are there in Caribbean Islands?

    There are 21 airports in Caribbean Islands. The busiest airport is San Juan Airport (SJU), with 27% of all flights arriving there.

  • Which is the cheapest airport to fly into in Caribbean Islands?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is Providenciales Airport (PLS), with an average flight price of $179.

  • What is the cheapest day to fly to Caribbean Islands?

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Monday where round-trip tickets can be as cheap as $290. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $332 on average.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $300 on average. Morning departures are around 6% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $341.

  • What is the cheapest flight to Caribbean Islands?

    The cheapest ticket to Caribbean Islands from Massachusetts found in the last 72 hours was to San Juan Luis Munoz Marin Intl Airport, at $137 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 72 hours was $137.

  • What is the cheapest month to fly from Massachusetts to Caribbean Islands?

    The cheapest month for flights from Massachusetts to Caribbean Islands is September, when tickets cost $506 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $752 and $737 respectively.

  • How far in advance should I book a flight from Massachusetts to Caribbean Islands?

    To get a below average price on the flight from Massachusetts to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

  • How many cities have direct flights to Caribbean Islands?

    From Massachusetts, there are direct flights to Caribbean Islands from 1 city. This city is Boston and there are 222 direct flights each week.

  • How many direct flights to Caribbean Islands are there each day?

    There are around 32 direct flights from within Massachusetts to Caribbean Islands every day. Most flights (54%) depart in the morning.

  • How many direct flights to Caribbean Islands are there each week?

    Each week there are around 222 direct flights from within Massachusetts to Caribbean Islands. The most common day for departures is Saturday, with 18% of flights taking off on this day.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from Massachusetts to Caribbean Islands takes 5h 55m, covering a distance of 1742 miles. The shortest route is Boston (BOS) to Nassau (NAS) with an average flight time of 3h 27m.

  • How many long-haul flights are there to Caribbean Islands each week?

    Each week, there are 191 medium-haul flights (3-6 hour flight duration) and 31 short-haul flights (up to 3 hour flight duration) to Caribbean Islands. There aren't any long-haul flights (6-12 hour flight duration).

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Oranjestad (16% of total searches to Caribbean Islands). The next most popular destinations are Punta Cana (16%) and Santo Domingo (13%). Searches for flights to Montego Bay (8%), to Santiago de los Caballeros (7%) and to Saint Thomas Island (6%) are also popular.

Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Caribbean Islandsfrom $267
Business Class flights to Caribbean Islandsfrom $207
Prem Econ Class flights to Caribbean Islandsfrom $139
Economy Class flights to Caribbean Islandsfrom $52

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