When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 31 days in advance, which can save you up to 33% on flights from Boston to Caribbean Islands compared to booking the week you need them. Waiting 31 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $280. For sooner than that we have options available in the next 3 days from $359.
September can be a great time to fly to Caribbean Islands from Boston 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 Boston to Caribbean Islands, 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
$115 - $223
Route
Depart
Return
Price
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Tue 5/28
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 6/12
Nonstop4h 14m
San Juan Luis Munoz Marin Intl
Tue 6/18
Nonstop4h 14m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Thu 5/30
Nonstop4h 06m
San Juan Luis Munoz Marin Intl
Sat 6/1
Nonstop4h 24m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Mon 6/10
Nonstop4h 14m
San Juan Luis Munoz Marin Intl
Tue 6/25
Nonstop4h 14m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Tue 7/9
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Tue 7/16
Nonstop4h 08m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Thu 6/6
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Thu 6/13
Nonstop4h 08m
Boston Logan IntlSan Juan Luis Munoz Marin Intl
BOS - SJU
BOSSJU
Boston Logan Intl
Wed 6/5
Nonstop4h 14m
San Juan Luis Munoz Marin Intl
Sun 6/9
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
Thu 5/30
Nonstop4h 02m
San Juan Luis Munoz Marin Intl
Wed 6/5
Nonstop4h 14m
No data available for this route at this time. Please check back soon.
Food
Comfort
Entertainment
Overall
Boarding
Crew
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.
Food
Comfort
Entertainment
Overall
Boarding
Crew
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.
Food
Comfort
Entertainment
Overall
Boarding
Crew
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.
Food
Comfort
Entertainment
Overall
Boarding
Crew
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.
Food
Comfort
Entertainment
Overall
Boarding
Crew
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.
Food
Comfort
Entertainment
Overall
Boarding
Crew
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.
26%of flight departures | Early morningMidnight to 6 am |
---|---|
25%of flight departures | Morning6 am to noon |
9%of flight departures | AfternoonNoon to 6 pm |
40%of flight departures | Evening6 pm to midnight |
Cheapflights makes it easy to find Boston to Caribbean Islands flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
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Yes, we can. To see specific flights from Boston to Caribbean Islands with no change fees, users can toggle flexible booking options after using the search form above to find flights.
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