Cheap flights from Boston to Caribbean
Travel > Caribbean
Travel tip: Visit San Juan on your holidays!Check our current prices for flights from Boston to Caribbean. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Boston to Caribbean, you will need to run a search below.
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Cheap Ponce airfares from $246/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/26/2023, 05:30 am from Boston Logan (BOS) airport and arrives at Ponce Mercedita (PSE) at 03:29 pm. The flight time is 9 hours and 59 minutes. The Returning flight departes on 03/10/2023, 04:20 pm (other return dates are also available). Date posted: 01 Feb 2023
Price evolution for flights From Boston To Caribbean

Recent Deals on Flights from Boston to Caribbean:Roundtrip / Oneway
- $246
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Ponce, PR (PSE) 02/26/2023 05:30 am Ponce, PR (PSE) Boston, MA (BOS) 03/10/2023 04:20 pm - $253
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 03/11/2023 05:23 pm San Juan, PR (SJU) Boston, MA (BOS) 03/21/2023 05:00 am - $301
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Punta Cana, DO (PUJ) 03/28/2023 09:20 am Punta Cana, DO (PUJ) Boston, MA (BOS) 04/11/2023 08:17 pm - $306
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) St. Croix Island, VI (STX) 03/07/2023 06:10 am St. Croix Island, VI (STX) Boston, MA (BOS) 03/14/2023 04:18 pm - $311
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Ponce, PR (PSE) 02/25/2023 05:30 am Ponce, PR (PSE) Boston, MA (BOS) 03/08/2023 04:05 pm - $60
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 02/28/2023 05:55 pm - $86
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) San Juan, PR (SJU) 02/28/2023 09:20 am - $104
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Punta Cana, DO (PUJ) 05/02/2023 08:23 am - $108
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Kingston, JM (KIN) 02/28/2023 06:10 am - $116
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Ponce, PR (PSE) 02/14/2023 05:30 am
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Know what to do when flying to Caribbean?
San Juan Travel Guide Located in the Caribbean, in the Northern Coastal Plains of the island Puerto Rico, San Juan is the capital of this island. Known as "La Ciudad Amurallada" (the walled city), San Juan is an important port and also the oldest city in [...]San Juan History San Juan, also known as “La Ciudad Amurallada”, occupies a land of 122 square kilometer and houses 442,447 inhabitants. The city is positioned in the Northern Coastal Plains and lying under the Karsts zone to the north of Caguas and [...]
San Juan Sightseeing Once you set foot on the soil of San Juan, you will feel as if you were taken back 500 years ago in 1508. In this city, you will experience firsthand what Latin American culture really is like. Though covered by a wall, San Juan never fails to [...]
San Juan Nightlife Like most cities, the San Juan night scene also comes alive during the weekends. Clubs, bars, discos and a lot more are to be found here. Whatever your action is, there is surely something for you in San Juan. The majority of those who go out [...]