Fly from
Fly to
Route
Depart
Return
Price
New WindsorSan Juan
SWF - SJU
SWFSJU
New Windsor Stewart
Mon 1/27
7:40 pm-3:55 pm
2 stops19h 15m
San Juan Luis Munoz Marin Intl
Thu 1/30
10:09 pm-1:20 pm
1 stop16h 11m
New WindsorPunta Cana
SWF - PUJ
SWFPUJ
New Windsor Stewart
Fri 1/17
2:10 pm-3:49 pm
1 stop24h 39m
Punta Cana
Thu 1/23
4:54 pm-1:20 pm
1 stop21h 26m
New WindsorOranjestad
SWF - AUA
SWFAUA
New Windsor Stewart
Mon 1/6
6:27 pm-3:40 pm
1 stop20h 13m
Oranjestad Reina Beatrix
Thu 1/16
4:40 pm-1:20 pm
1 stop21h 40m
New WindsorMontego Bay
SWF - MBJ
SWFMBJ
New Windsor Stewart
Mon 12/9
12:55 pm-1:33 pm
1 stop24h 38m
Montego Bay Sangster Intl
Sun 12/15
2:38 pm-12:05 pm
1 stop21h 27m
New WindsorKingston
SWF - KIN
SWFKIN
New Windsor Stewart
Fri 12/13
12:55 pm-9:09 am
1 stop20h 14m
Kingston Norman Manley
Sun 12/15
1:12 pm-12:05 pm
1 stop22h 53m
New WindsorNassau
SWF - NAS
SWFNAS
New Windsor Stewart
Mon 1/6
6:27 pm-2:45 pm
1 stop20h 18m
Nassau Intl
Fri 1/10
7:15 am-1:20 pm
1 stop6h 05m
New WindsorSanto Domingo
SWF - SDQ
SWFSDQ
New Windsor Stewart
Thu 2/6
7:54 pm-12:55 pm
1 stop16h 01m
Santo Domingo Las Americas
Sun 2/9
6:19 pm-6:50 pm
2 stops25h 31m
New WindsorSantiago de los Caballeros
SWF - STI
SWFSTI
New Windsor Stewart
Fri 12/6
10:57 am-10:04 am
2 stops22h 07m
Santiago de los Caballeros
Sun 12/8
10:54 am-10:07 am
2 stops24h 13m
New WindsorSimpson Bay
SWF - SXM
SWFSXM
New Windsor Stewart
Thu 2/20
7:54 pm-3:09 pm
2 stops18h 15m
Simpson Bay Princess Juliana
Mon 2/24
4:07 pm-11:49 am
2 stops20h 42m
New WindsorWillemstad
SWF - CUR
SWFCUR
New Windsor Stewart
Fri 12/13
12:55 pm-11:35 am
1 stop21h 40m
Willemstad Hato Int.
Sun 12/15
11:15 am-12:05 pm
2 stops25h 50m
Currently, September is the cheapest month in which you can book a flight from New Windsor to Caribbean Islands (average of $254). Flying from New Windsor to Caribbean Islands in March is currently the most expensive (average of $335). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from New Windsor 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.
In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.
If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$136 | Average$367 | FlexibilityNo cancel fee | On-time65% |
JetBlue | Cheapest$227 | Average$429 | FlexibilityNo cancel fee | On-time62% |