Find cheap flights from Caribbean to Boston

Find cheap flights from Caribbean to Boston

Round-trip
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Boston Logan Intl
Fri 2/26
Fri 3/5
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Good to know

Low season

May Best time to beat the crowds with an average 3% drop in price.

High season

June Most popular time to fly with an average 3% increase in price.

Average price round-trip

$339 (avg. price over the last 2 weeks)

Good deal round-trip

$148 or less

Good deal one-way

$140 or less

FAQs for booking flights from Caribbean to Boston

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Top 4 airlines serving Caribbean to Boston Logan Intl

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,019 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Pretty straight forward. Clean. Efficient."

Cons: "Significant delay of departure."

Cons: "Made us check our carry ons and there was plenty of space in the cabin overhead comoartments"

Pros: "The food and drinks were so lovely, it felt like I was in first class rather than the cheapest economy seat. Great entertainment selection and comfortable seat that let me sleep well."

Pros: "Nothing"
Cons: "Proper communication"

Pros: "Nice plane, good service and pilots, great landing - no issues at all."

Cons: "Check in was terrible- long wait just for drop off of already checked in bags"

Pros: "Delta One product is among the best in domestic US."
Cons: "Let passengers know that Delta One has a special check in area."

Cons: "Wifi didn't work"

Pros: "Food, timeliness, comfort"
Cons: "Not sure"

Pros: "individual TVs"
Cons: "it would be great if you could not use all those one-use plastic cups. waste is a real issue in the US and the solution is using re-usable items like washable cups. Unboarding was a nightmare and it started to get really hot waiting to get off."

Cons: "The fact the the toilette was kitty cornered in the mid cabin bathroom is a joke on modern society."

Pros: "Nothing"
Cons: "The flight attendants skipped many rows of people not offering food or beverage. I wasnt sleep so not sure why I wasnt asked did I want a beverage or snack"

Cons: "WiFi didn't work"

Pros: "Everythg was perfect"
Cons: "Have some headset so people can watch movies in the plane"

Pros: "Good seating, great food, good service."

Cons: "Not getting turned around after flying in the air for an hour, having to get on another plane, and then landing at 4am."

Pros: "Everyone was great!"
Cons: "N/A"

Pros: "Convenience. Smooth ride. On time. Great staff."
Cons: "N/A"

Pros: "Nicer plane"
Cons: "One stewardess almonds mowed me down with cart"

Cons: "Wheelchair shortage on arrival, although I had one reserved. Waited for a while then walked. Not ideal. Very long wait for bus to rental car center."

Pros: "Not comfortable and not helpful"
Cons: "Some rude staffs , not helpful"

Pros: "On time and helpful staff."
Cons: "Very cramped seating."

Cons: "We thought we were flying AirFrance as our emails came from them and were surprised to learn after waiting in the AirFrance baggage drop queue for 30 mins that we were in the wrong place."

Pros: "Everything was really great"
Cons: "I can’t no say anything bad"

Cons: "Really rough landing"

Cons: "Late boarding and take off with no explanation."

Cons: "I was flying from CDG to LGD and my bag was lost, yet the baggage claim system showed it arrived...... Thankful I packed some essentials in my carry on. The bigger issue will be dealing with my medical insurance company to get medications replaced that were in the checked bag."

Pros: "Quick boarding"
Cons: "N/a"

Cons: "Dripped on!!!!!!"

Pros: "On time, staff, and overall service"
Cons: "No complaints"

Pros: "Awesome customer service"
Cons: "No complaints"

Pros: "Me atendieron muy bien , tuve un excelente viaje"
Cons: "Nada"

Pros: "Zones are more delineated."
Cons: "People were obviously cutting in line and edging up before their zones were called."

Pros: "the trip going to cancun was an absolute nitemare.... the phone situation was less than acceptable... call back times horrific incorrect postings of new schedules.... late postings of new schedules...."
Cons: "the trip going to cancun was an absolute nitemare.... the phone situation was less than acceptable... call back times horrific incorrect postings of new schedules.... late postings of new schedules...."

Pros: "The TV selections"

Cons: "Change d for WiFi. Cheap"

Pros: "Efficient hop to Boston"

Pros: "Modern plane from ATL to BOS. On board games were a fun distraction."

Cons: "The tsa is worthless"

Pros: "Very professionals"
Cons: "N/A"

Pros: "Everything went smoothly."
Cons: "N/A"

Pros: "Easy boarding. Due to bad weather they kept us well informed. One hour late but not their fault."
Cons: "A little chilly in the waiting are."

Cons: "Smooth and easy"

Cons: "Boarding in LA was. Mess"

Pros: "It was my husband's birthday and the stewardess (red dress, long brown hair) went out of her way to make him feel special by bringing champagne, cookies and even chocolate once we were getting off the plane. I was very touched."
Cons: "The guy next to me was kind of smelly but was very nice."

Pros: "The crew were nice"
Cons: "The wifi didn't work at all, the entertainment system wasn't working until they did a reboot during the flight"

Cons: "No tvs."

Pros: "Great stewardesses, good food"

Cons: "Personal monitors. Free food."

Pros: "The steward was super friendly."

Pros: "That I took off and landed safely."
Cons: "The attitude of the employees."

Pros: "pilot was great and you could hear him!"
Cons: "SOME kind of FREE food"

Cons: "Tiny seats..."

Cons: "Normal los azafato tienen que estar más pendiente ala tripulación que anda con nenes chiquitos los papas se se duermen y los salvajitos se creen que están en un campamento de verano.y quieren romper el avión más pendiente a eso"

Pros: "Super comfortable"
Cons: "Excellent"

Pros: "Yes"

Cons: "Since we were in one of the last groups to board, there was no room for our carry on and had to be checked. Yet there are people in the previous classes who have two carry on bags and both are checked. There needs to be a penalty for this."

Pros: "Did not experience food or entertainment"

Cons: "Had to drive 100 miles to catch second leg of trip."

Pros: "Or some attitude re-adjustment. I usually observe rude passengers acting the way some of the stewards were acting."
Cons: "Rude staff"

Cons: "No entertainment, nor food"

Pros: "Liked that there were easily accessible power ports"
Cons: "My entertainment system did not work"

Pros: "Outlets, great entertainment choices, quick boarding"

Pros: "On time arrival"

Pros: "Overall easy navigation."
Cons: "More signs for terminal to terminal navigation."

Pros: "I actually got to sit by my sweetie. Perfection."

Pros: "Arrived 30 minutes early"
Cons: "We had to wait 40 minutes in the runway before parking at the gate."

Pros: "Staff was polite and friendly. It was a great experience!"

Pros: "That I arrived at my destination"
Cons: "Everything"

Pros: "Boarding was quick."
Cons: "1. No individual monitors. The pull down shared monitors are antiquated and not the standard now. 2. Would not fly AA from SJU again because of this. Unless I preloaded my iPad with movies."

Pros: "Everyone operated fast and professional"
Cons: "Nothing"

Pros: "Allowed us to pre-order with our daughter who needed our support."

Pros: "It did not crash"
Cons: "Delays, baggage loss, how the Airline dealt with both."

Pros: "On time departure"
Cons: "Please use the A330 for the return trip..."

Cons: "The seat was extremely comfortable."

Pros: "Quick boarding and on time departure"

Pros: "It was a reminder again why I never fly United"

Pros: "AA is excellent."

Pros: "It's fine, you know what to expect."
Cons: "No entertainment; no TVs, no music."

Pros: "Everithing is excelent."

Cons: "Served drink as they prepped for landing"

Pros: "Is AA ever slightly embarrassed by the fact that their planes look like they're from the 80?"
Cons: "Shared TV?!!"

Cons: "I don't understand why the carryon limitation can't be better enforced. I watched several people put multiple bags in the overhead compartments and nothing under their seats, yet those in boarding groups 3 & 4 often are required to check their baggage."

Pros: "I had a great experience overall. I don't give 5 stars because there is always room for improvement no matter how good your service is."
Cons: "Size of the snacks"

Cons: "Delayed for 30 mins due to traffic going in to Boston."

Pros: "AA has. Not been an airline I have used in many years. Great experience, I will be looking to fly with them again very soon."

Pros: "Very affordable! Traveling can be difficult, especially from Chicago O'hare - one of the busiest airports in the country - but everything was made easy for me and was a breeze!"
Cons: "No complaints here!"

Pros: "Everything was good or better."
Cons: "No dislikes"

Pros: "On time"

Pros: "Todo muy bueno"

Pros: "More confortable seats."

Cons: "AA flights always seem to get delayed. I never fly AA unless I have to."

Cons: "20 min delay at Dallas International"

Pros: "It was great."
Cons: "Everything was good."

Pros: "Todo estubo muy bien"

Pros: "Easy booking, Great prices"

Pros: "nice people"
Cons: "cramped seats, lousy snacks"

Pros: "Business Class seat"
Cons: "People using forward lavs"

Pros: "Crew was amazing!"
Cons: "Social Distancing"

Pros: "Hair plane was very clean"

Pros: "Nothing. Not clean at all."
Cons: "Clean the plane. Space people out. Passengers were bunched together while other spaces were wide open. Not cool"

Pros: "Ok."
Cons: "Nothinh"

Pros: "Yes"
Cons: "No"

Pros: "nothing, I was trying and calling Fortine Airlines to change the flight because the situation of coronavirus and I didn't get answer ...Calling more that 500 times ... This is a scam"
Cons: "nothing, I was trying and calling Fortine Airlines to change the flight because the situation of coronavirus and I didn't get answer ...Calling more that 500 times ... This is a scam"

Pros: "Crew was friendly and amazing"
Cons: "Seats recline. At least free water/coffee for refreshment."

Cons: "Los precios son muy populares por lo que la incomodidad de los asientos se te olvida. En general todo es bueno. Aparentaba estar limpio y el servicio fue excelente."

Pros: "Nothing, 2 hrs delay waiting for a crew member and plane was ~25% full, no snacks or beverages"

Pros: "The softest landing on our whole trip!"

Pros: "Maria at the San Juan counter was very nice and helpful. I recently widowed and was very nervous about flying with Frontier. She put me at ease."
Cons: "I have nothing to add here"

Pros: "Seats are not that small . It’s comfortable"

Pros: "Nothing"
Cons: "Everything"

Pros: "Safety."
Cons: "More options for Food (snaks and drinks)"

Pros: "Crew it was really nice"

Pros: "Captain was informative but not too talkative. Left on time and arrived 20 min early"
Cons: "It was a 6 pm take off and the only food available for purchase was a “snack pack”. A tiny piece of beef jerky with crackers, cheese, and 10 Chocolate covered blueberries for $6.00. Made the mistake of not eating before and was silly to be expecting more from a discount airline I guess."

Pros: "Good"

Pros: "2 hours waiting in the airport inside the plane"
Cons: "Notify what happen..."

Cons: "Stuck on tarmac for 40 min after landing Then waited another hour for luggage to be delivered. If you’re going to force us to check bags the. Please ensure the system is working at the airport!!"

Cons: "Some free snack and soda or water"

Pros: "Yea"

Cons: "Seats didn’t recline, it was a bumpy ride nothing was free! That’s what we (didn’t) pay for!"

Cons: "No dieron gratis nada de café ni agua .y las azafatas estaban burlándose de los pasajeros es una falta de respeto"

Cons: "Tickets were purchased together but yet one ticket was zone 1 and the other two were zone 3"

Pros: "The crew was polite and knowledgeable"
Cons: "The seats were very uncomfortable overnight flight could not sleep"

Pros: "Crew was fine, there need to be a great improvement on the seats"
Cons: "Seats"

Cons: "Make seats recline"

Pros: "The crew was very very polite and helpful,, flight was punctual, boarding on time, everything was great."

Cons: "No TV no music not entertaining"

Pros: "I live in Orlando. I made a mistake. The travel was supoused to be from Orlando to San Juan ."

Cons: "I believe the pilot flew to high. Me and my friends ears popped severely and caused pain."

Pros: "Price, on time and cleaness."
Cons: "No entertainment (magazines, movie, tv) and seats a little uncomfortable."

Pros: "Quick and easy"
Cons: "I’m a small person.... and i barely had room sitting inside the aircraft"

Pros: "On time flight. Friendly crew."
Cons: "No free beverages, very cramped seating."

Pros: "i Liked that I was able to fly home"
Cons: "The cost of the flight once you add the cost of carry on or checked bag for that I could’ve flew Delta with snacks"

Pros: "Seats are just not made for trips longer than 2hrs"

Cons: "Flight from sju to mco was delay 3 times. Lost my mco to pvd flight. And then i was send from mco to raleigh and another delay. Then raleigh to pvd with one more delay and loss bags. All frontier gave me was $50voucher when i lost hundreds in hotel and car and taxi and my time. The depart time for the sju flight was 3am i have to be in the airport 2hrs before so this was a allmost 24hrs flight for me because i reach my destination at 4pm. I expect comunication from you."

Pros: "Nothing. The only thing that was good it was that it was a direct flight, however with the delay it make it longer than other flights with stops"
Cons: "Will not use your airline in the future due unreliable flights. Never experienced this with any other airline"

Pros: "The price is good"
Cons: "I don’t like the chairs"

Cons: "I don't like the seats, they have no cushion and they don't recline. Plus the tray table is super small. Also you pay for all drinks. Another thing the pressure is horrible in these planes. It seems they try to cut down on cost so the cabin is not pressurized right to reduced your ears from getting the over pressure from the ascend and descent of the plane."

Pros: "The crew personnel aboard the plane was friendly and the seats confortable."
Cons: "They made me pay $45 for a 16 inches carry on back that I have as my only luggage , because according to the counter employee, my handbag (purse) was too big so it was considered as a second carry on. I requested a waiver, because I’m an Army Veteran, a senior citizen, but it was denied by the counter employee."

Pros: "The atendance and organisation"
Cons: "The seats. They shoul recline and not be steady in one position"

Pros: "Quick Price Nice attendants"
Cons: "Seats don’t lean back. But not bad."

Pros: "I really liked how amazingly friendly all the crew were. They all had a real smile and tried to help every costumer Kindly. Never saw this from ANY airline. They are EXCELLENT!"
Cons: "Many crying babies, most but that's nothing you could do LOL!"

Pros: "Cheap flight"
Cons: "No complimentary snacks at all. I paid $3 for a coke, very little seats with no elbow or leg room nor to lean back. I felt like i was in a can."

Pros: "Fast luggage checking"
Cons: "No cash accepted for overweight baggage"

Pros: "Check in online was easy and gate boarding a breeze, and even got a seat upgrade... THANK YOU!!!"
Cons: "Having to wait to drop off bags in terminal counter rather than curb drop off for those that have the online check in"

Pros: "Best treatment of military personal."
Cons: "Boarding was a bit chaotic."

Pros: "Good price"
Cons: "Worst trip ever"

Pros: "Flight got cancelled at the last minute and they didnt try to communic"
Cons: "Still waiting for my refund"

Pros: "The crew need to be more professional and care the passenger."
Cons: "The Spirit’s airline needs to be more reliable. Fourth hours delayed wasn’t funny."

Pros: "Crew was great."
Cons: "Needs wifi."

Pros: "Crew was great."
Cons: "I know it is coming down the line but wifi would be great especially on flights longer than 3 hours."

Pros: "Cheap no frill airline. Water in the bathroom and $3 for water to drink for a 4 hours flight."
Cons: "Adding my pre TSA check on my board pass and not changing $80 dollars for one suitcase. CRAZY!!! $3 FOR WATER ON A 4 HOURS FLIGHT. We should have at least water for drink for free. Flight was delayed on top of all these inconveniences. Bathroom have no running water too."

Pros: "Good service."

Cons: "Last minute tickets were available for cheap."

Pros: "Horrible"

Pros: "Ridiculous to pay $57.00 for a suite case"

Cons: "they charged $52 for 1 baggage then $55 if overweight. That is a rip off. Never again."

Pros: "my upgraded seat"
Cons: "boarding was confusing"

Pros: "Timing was great"
Cons: "Trays on the last two rows not enough space to eat"

Pros: "very littel"
Cons: "Terrible check in experience."

Pros: "Nothing"
Cons: "Pricing on everything, horrible!"

Pros: "Everyone was so friendly and helpful"
Cons: "That I couldn't take all the friendly and helpful people home with me...to make them a proper meal"

Cons: "It was horrible everything"

Cons: "Well I had to buy 2 plane tickets because the first wasn't enough ...."

Pros: "And then had to wait at the gate while another plane left."

Cons: "Waiting in Boston for over 20 minutes"

Cons: "The counter staff are rude and incompetent."

Pros: "Being seated we it my son."
Cons: "Every thing else."

Pros: "All"
Cons: "Nothing"

Cons: "Took forever to get my bag"

Pros: "Nothing"
Cons: "The gate agents were rude! Not helpful at all when I asked a question!"

Cons: "Security line moved very, very slowly."

Pros: "Nothing"
Cons: "Missed my meeting and lost out on my rental car."

Cons: "The headline says it all."

Cons: "They left my ten year old son at the gate....... Nothing done....... Awful"

Pros: "price"
Cons: "long bag drop line and argumentive customers fighting and causing a scene."

Cons: "I didn't get abborf"

Cons: "1:30 delay"

Pros: "No issues"

Pros: "Nothing"
Cons: "flights delayed.. they are not organize"

Cons: "Old plane"

Pros: "Good value"
Cons: "Bad gate area"

Cons: "That was a very bad landing"

Pros: "Nothing"
Cons: "2hour delay traveled with 3 kids and was a horrible experience and to top it of they charge high prices for luggage never again will travel trough Spirit airlines!!"

Pros: "NOTHING"
Cons: "THE LACK OF LEG ROOM YOUR DRACONIAN PRICING POLICIES UGH"

Pros: "Arrival was earlier than expected."
Cons: "Seat, snack prices are steepe"

Pros: "Once it left the usual cramped ride."
Cons: "Late and a bit disorganized getting off the ground. Lack of up-front info re. costs."

Pros: "We were traveling with a 1yr old and they took great care of us"

Pros: "Timing, punctual"

Pros: "Exelent"

Pros: "It was easy, and friendly."
Cons: "No complaints"

Pros: "Whole process was seamless"

Cons: "They didn't even let me board the plane."

Pros: "Efficient"
Cons: "My seat was booked for two people"

Cons: "I don't like having to pay so much for carry on."

Cons: "Late to depart, then 1 hr wait for a gate."

Cons: "32 hour drlay and 50 bag cost. Im done!!!"

Pros: "Service"
Cons: "No seat reclining"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Caribbean to Boston

Airlines flying from Caribbean to Boston have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Caribbean to Boston

Mandatory masks

Masks required on board, masks provided on flights from Caribbean to Boston

Social distancing seating

Middle seats unavailable to book on flights from Caribbean to Boston

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Caribbean to Boston

Book cheap flights from Caribbean to Boston

Recent round-trip flight deals

5/10
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Spirit Airlines
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Recent one-way flight deals

3/4
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13h 47m
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Delta
4h 09m
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JetBlue
11h 14m
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United Airlines
22h 38m
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