Find a great deal and save up to 33% by booking at least 31 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Massachusetts to Caribbean within the next two weeks, with the cheapest ticket starting at $280.
September can be a great time to fly to Caribbean from Massachusetts with a flight ticket averaging about $309. Cheapflights users have found deals in the month of September for as cheap as $88. The most expensive prices can be found in the month of December.
When flying from Massachusetts to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$89 - $222
Route
Depart
Return
Price
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Wed 5/29
Nonstop4h 06m
San Juan Luis Munoz Marin Intl
Tue 6/4
Nonstop4h 21m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Wed 5/29
Nonstop4h 06m
San Juan Luis Munoz Marin Intl
Tue 6/4
Nonstop4h 21m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Tue 9/10
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Tue 9/24
Nonstop4h 08m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Wed 5/29
Nonstop4h 06m
San Juan Luis Munoz Marin Intl
Wed 6/5
Nonstop4h 14m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Wed 5/29
Nonstop4h 06m
San Juan Luis Munoz Marin Intl
Wed 6/12
Nonstop4h 14m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Wed 5/29
Nonstop4h 06m
San Juan Luis Munoz Marin Intl
Mon 6/3
Nonstop4h 24m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Tue 6/4
Nonstop4h 12m
San Juan Luis Munoz Marin Intl
Thu 6/6
Nonstop4h 08m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Mon 9/30
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Wed 10/30
Nonstop4h 05m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Thu 6/13
1 stop14h 21m
San Juan Luis Munoz Marin Intl
Fri 6/21
1 stop16h 16m
No data available for this route at this time. Please check back soon.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Comfort
Entertainment
Crew
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
23%of flight departures | Early morningMidnight to 6 am |
---|---|
25%of flight departures | Morning6 am to noon |
9%of flight departures | AfternoonNoon to 6 pm |
43%of flight departures | Evening6 pm to midnight |
Cheapflights helps you search for flights from Massachusetts to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Massachusetts to Caribbean.
Yes, we can. To see specific flights from Massachusetts to Caribbean with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean from Massachusetts today and book when prices fit your budget.