Award flights from Boston (BOS) to the Caribbean
AwardTool saw award space on 10 routes from Boston (BOS) to the Caribbean in the last 30 days, into 10 airports in 10 countries, on 10 programs. Lowest business class observed: 25,000 points + $75.52, Boston (BOS) to Punta Cana (PUJ), with Alaska Atmos Rewards.
Prices observed – .
Page regenerated from the Oct 16, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Routes with award space
- 10
- Countries reached
- 10
- Lowest business class
- 25,000 points + $75.52
- BOS–PUJ · Atmos
- Lowest economy
- 4,900 points + $5.60
- BOS–SXM · TrueBlue
- Lowest first class
- 27,000 miles + $49.60
- BOS–MBJ · SkyMiles
Award routes from Boston (BOS) to the Caribbean by destination country
Countries by number of routes, with the lowest awards AwardTool saw on 2 or more dates on their routes.
| Destination country | Routes | Lowest business | Lowest economy |
|---|---|---|---|
| Aruba | 1 | — | 7,500 points + $15.60BOS–AUA · TrueBlue |
| Bahamas | 1 | — | 6,400 miles + $6.60BOS–NAS · SkyMiles |
| Barbados | 1 | — | 16,900 points + $7.10BOS–BGI · TrueBlue |
| Cayman Islands | 1 | — | 12,100 points + $5.60BOS–GCM · TrueBlue |
| Dominican Republic | 1 | 25,000 points + $75.52BOS–PUJ · Atmos | 5,000 miles + $55.52BOS–PUJ · SkyMiles |
| Grenada | 1 | — | 23,900 points + $20.50BOS–GND · TrueBlue |
| Jamaica | 1 | — | 11,200 miles + $49.60BOS–MBJ · SkyMiles |
| Saint Lucia | 1 | — | 8,900 points + $11.00BOS–UVF · TrueBlue |
| Sint Maarten | 1 | — | 4,900 points + $5.60BOS–SXM · TrueBlue |
| Turks and Caicos Islands | 1 | 28,826 points + $96.71BOS–PLS · Aeroplan · Mixed cabin | 14,413 points + $88.81BOS–PLS · Aeroplan |
Award routes from Boston (BOS) to the Caribbean
The lowest one-way award AwardTool observed on each route, by cabin, with the program and the number of dates seen. Flights within the Caribbean are not counted here.
| Route | Economy | Business | First | Nonstop seen | Programs |
|---|---|---|---|---|---|
| Boston (BOS) to Aruba (AUA) | 7,500 points + $15.60TrueBlue · 315 dates | 72,900 points + $15.60TrueBlue · 1 date | 32,800 miles + $15.60SkyMiles · 307 dates | Yes | 4 |
| Boston (BOS) to Barbados (BGI) | 16,900 points + $7.10TrueBlue · 293 dates | — | — | Yes | 1 |
| Boston (BOS) to Grand Cayman (GCM) | 12,100 points + $5.60TrueBlue · 173 dates | — | — | Yes | 1 |
| Boston (BOS) to Grenada (GND) | 23,900 points + $20.50TrueBlue · 305 dates | — | — | Not seen | 1 |
| Boston (BOS) to Montego Bay (MBJ) | 11,200 miles + $49.60SkyMiles · 319 dates | — | 27,000 miles + $49.60SkyMiles · 319 dates | Yes | 2 |
| Boston (BOS) to Nassau (NAS) | 6,400 miles + $6.60SkyMiles · 329 dates | — | 34,500 miles + $6.60SkyMiles · 329 dates | Yes | 2 |
| Boston (BOS) to Providenciales (PLS) | 14,413 points + $88.81Aeroplan · 310 dates | 28,826 points + $96.71Aeroplan · 300 dates · Mixed cabin | 40,357 points + $88.81Aeroplan · 3 dates · Mixed cabin | Yes | 2 |
| Boston (BOS) to Punta Cana (PUJ) | 5,000 miles + $55.52SkyMiles · 330 dates | 25,000 points + $75.52Atmos · 18 dates | 28,826 points + $128.73Aeroplan · 6 dates | Yes | 10 |
| Boston (BOS) to Saint Lucia (UVF) | 8,900 points + $11.00TrueBlue · 317 dates | — | — | Yes | 1 |
| Boston (BOS) to Sint Maarten (SXM) | 4,900 points + $5.60TrueBlue · 314 dates | — | — | Yes | 1 |
Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them in the observation window. Award space changes constantly. A seat we saw may be gone, and space we haven't seen may exist. Always confirm with a live search before transferring points; most transfers can't be reversed.
Lowest awards by month from Boston (BOS) to the Caribbean
The lowest one-way award AwardTool observed for departures in each month across every route on this page, with its route and program and the number of routes with award space that month. Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers.
| Month | Economy | Premium Economy | Business | First |
|---|---|---|---|---|
| 5,500 pointsBOS–SXM · TrueBlue · 10 routes | 33,638 pointsBOS–PUJ · Aeroplan · 2 routes | 28,343 pointsBOS–PUJ · Aeroplan · 2 routes · Mixed cabin | 27,900 milesBOS–MBJ · SkyMiles · 5 routes | |
| 4,900 pointsBOS–SXM · TrueBlue · 10 routes | 23,061 pointsBOS–PLS · Aeroplan · 2 routes | 28,826 pointsBOS–PLS · Aeroplan · 2 routes · Mixed cabin | 27,900 milesBOS–MBJ · SkyMiles · 5 routes | |
| 5,500 pointsBOS–SXM · TrueBlue · 10 routes | 23,061 pointsBOS–PUJ · Aeroplan · 2 routes | 25,000 pointsBOS–PUJ · Atmos · 3 routes | 27,000 milesBOS–MBJ · SkyMiles · 4 routes | |
| 8,000 pointsBOS–AUA · TrueBlue · 10 routes | 71,301 pointsBOS–PUJ · Aeroplan · 2 routes | 25,000 pointsBOS–PUJ · Atmos · 2 routes | 27,000 milesBOS–MBJ · SkyMiles · 5 routes | |
| 8,000 pointsBOS–AUA · TrueBlue · 10 routes | 73,410 pointsBOS–PUJ · Aeroplan · 1 route | 40,000 milesBOS–PUJ · Etihad Guest · 2 routes | 27,000 milesBOS–MBJ · SkyMiles · 5 routes | |
| 10,800 milesBOS–PUJ · SkyMiles · 10 routes | 72,125 pointsBOS–PUJ · Aeroplan · 1 route | 30,000 milesBOS–PUJ · LifeMiles · 2 routes | 27,000 milesBOS–MBJ · SkyMiles · 4 routes | |
| 8,200 milesBOS–PUJ · SkyMiles · 10 routes | 68,813 pointsBOS–PUJ · Aeroplan · 1 route | 25,000 pointsBOS–PUJ · Atmos · 3 routes | 27,000 milesBOS–MBJ · SkyMiles · 5 routes | |
| 8,200 milesBOS–PUJ · SkyMiles · 10 routes | 128,335 pointsBOS–PUJ · Aeroplan · 1 route | 25,000 pointsBOS–PUJ · Atmos · 2 routes | 27,000 milesBOS–MBJ · SkyMiles · 5 routes | |
| 10,900 pointsBOS–AUA · TrueBlue · 10 routes | — | 42,000 milesBOS–PUJ · Etihad Guest · 2 routes | 32,800 milesBOS–AUA · SkyMiles · 4 routes | |
| 13,800 milesBOS–AUA · SkyMiles · 10 routes | — | 40,000 milesBOS–PUJ · Etihad Guest · 2 routes | 35,000 pointsBOS–PUJ · Atmos · 4 routes | |
| 8,200 milesBOS–PUJ · SkyMiles · 10 routes | 123,002 pointsBOS–PUJ · Aeroplan · 1 route | 40,000 milesBOS–PUJ · Etihad Guest · 2 routes | 27,000 milesBOS–MBJ · SkyMiles · 5 routes | |
| 8,200 milesBOS–PUJ · SkyMiles · 9 routes | 123,002 pointsBOS–PUJ · Aeroplan · 1 route | 40,000 milesBOS–PUJ · Etihad Guest · 2 routes | 35,000 pointsBOS–PUJ · Atmos · 4 routes |
Taxes vary by route and program and are not part of these month figures; each route page shows them.
Programs with award space from Boston (BOS) to the Caribbean
Programs by number of routes, with the lowest award each showed on 2 or more dates.
| Program | Routes | Lowest business | Lowest economy |
|---|---|---|---|
| JetBlue TrueBlue | 7 | — | 4,900 points + $5.60BOS–SXM · TrueBlue |
| Virgin Atlantic Flying Club | 5 | — | 16,500 points + $6.60BOS–NAS · Virgin Atlantic |
| Delta SkyMiles | 4 | — | 5,000 miles + $55.52BOS–PUJ · SkyMiles |
| Air Canada Aeroplan | 2 | 28,343 points + $133.43BOS–PUJ · Aeroplan · Mixed cabin | 14,413 points + $128.73BOS–PUJ · Aeroplan |
| Air France/KLM Flying Blue | 2 | 45,500 miles + $83.42BOS–PUJ · Flying Blue | 16,500 miles + $43.50BOS–AUA · Flying Blue |
| Alaska Atmos Rewards | 1 | 25,000 points + $75.52BOS–PUJ · Atmos | 12,500 points + $75.52BOS–PUJ · Atmos |
| Avianca LifeMiles | 1 | 30,000 miles + $58.00BOS–PUJ · LifeMiles | 15,000 miles + $58.00BOS–PUJ · LifeMiles |
| Etihad Guest | 1 | 40,000 miles + $83.42BOS–PUJ · Etihad Guest | 23,000 miles + $83.42BOS–PUJ · Etihad Guest |
| GOL Smiles | 1 | 67,000 miles + taxes varyBOS–PUJ · Smiles · nonstop | 28,300 miles + taxes not reportedBOS–PUJ · Smiles |
| United MileagePlus | 1 | 35,000 miles + $55.52BOS–PUJ · MileagePlus · Mixed cabin | 20,000 miles + $55.52BOS–PUJ · MileagePlus |
Transferable points to the Caribbean
Banks whose points transfer to programs with award space to the Caribbean, with the points each award takes at the listed ratio.
Questions about award flights from Boston (BOS) to the Caribbean
What's the lowest business-class award from Boston (BOS) to the Caribbean AwardTool has seen?
25,000 points + $75.52, Boston (BOS) to Punta Cana (PUJ), with Alaska Atmos Rewards, which showed business-class award space on that route on 18 departure dates in the last 30 days. Search live before you transfer points.
What's the lowest economy award from Boston (BOS) to the Caribbean AwardTool has seen?
4,900 points + $5.60, Boston (BOS) to Sint Maarten (SXM), with JetBlue TrueBlue, which showed economy award space on that route on 314 departure dates in the last 30 days. Search live before you transfer points.
Which countries in the Caribbean had award space from Boston (BOS)?
Aruba, Bahamas, Barbados, Cayman Islands, Dominican Republic, Grenada, Jamaica, Saint Lucia, Sint Maarten and Turks and Caicos Islands, counting published routes with award space in the last 30 days.
Which airports in the Caribbean had award space from Boston (BOS)?
Aruba (AUA), Barbados (BGI), Grand Cayman (GCM), Grenada (GND), Montego Bay (MBJ), Nassau (NAS), Providenciales (PLS), Punta Cana (PUJ) and 2 other airports, in the last 30 days. Only routes where a program showed award space on 2 or more dates are listed.
When were business-class awards from Boston (BOS) to the Caribbean lowest?
Departures in Jan 2027: 25,000 points BOS to PUJ with Alaska Atmos Rewards, open on 7 dates that month. Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers. A record of what AwardTool observed, not a forecast.
Which programs had award space from Boston (BOS) to the Caribbean?
JetBlue TrueBlue (7 routes), Virgin Atlantic Flying Club (5 routes), Delta SkyMiles (4 routes), Air Canada Aeroplan (2 routes), Air France/KLM Flying Blue (2 routes), Alaska Atmos Rewards (1 route) and 4 other programs. JetBlue TrueBlue had the most routes.