The Big Picture
Escape the Northeast chill and trade snow for sunshine this January and February 2026 with wide-open award availability to the Caribbean and Central America. We’ve found nonstop JetBlue flights from JFK and BOS for under 10,000 miles each way to select warm-weather destinations—including Grand Cayman (GCM), Aruba (AUA), Cancún (CUN), Punta Cana (PUJ), Liberia (LIR), and San José (SJO).
All routes have at least two economy seats available, with some showing up to nine seats—perfect for couples or families planning a winter escape. Outbound taxes and fees range from $6 to $59, while return flights run between $58 and $109.
Keep in mind that all major banks transfer points to JetBlue, but not all do so at a 1:1 ratio, so be sure to check our Transfer Partner Cheat Sheet for the best value. With JetBlue points averaging 1.35¢ each—and these redemptions often yielding 1.5–1.8¢ per point—this is an excellent opportunity to stretch your miles further and warm up your winter travel plans.
Available Dates
Outbound
JFK to GCM
Jan: 1, 2, 5, 9–12, 16-19, 22-26, 30, 31
Feb: 1, 2, 6, 8, 9, 21, 23, 26, 27
JFK to AUA
Jan: 1–3, 5–7, 9, 11–13, 19–26, 29
Feb: 1, 2, 5, 6, 8, 9, 19–26
JFK to PUJ
Jan: 1–8, 10–13, 19–31
Feb: 1–5, 7–10, 18–24
JFK to CUN
Jan: 1–7, 9–13, 19–21, 23–30
Feb: 1–6, 8–10, 18–25, 27
JFK to LIR
Jan: 3–7, 10, 12, 13, 19–21, 23, 24, 26–28
Feb: 1–4, 8, 9, 19–25, 27
JFK to SJO
Jan: 19–21, 23–31
Feb: 1–6, 9, 19–20, 22, 24–25
BOS to CUN
Jan: 1–5, 9–13, 18–20, 23–27, 30–31
Feb: 1–3, 8, 23–25, 27
BOS to LIR
Jan: 1, 2, 4–7, 11–12, 14, 18–19, 21, 25–26, 28
Feb: 1, 2, 4, 8–9, 19, 23–26
BOS to PUJ
Jan: 1–7, 9, 11–13, 19–28, 31
Feb: 1–4, 8–9, 23–24, 26–27
Return
CUN to JFK
Jan: 13–17, 22–23, 28–31
Feb: 2–15, 17–18, 25–27
AUA to JFK
Jan: 13–16, 18, 23, 28–30
Feb: 3–9, 11–17, 26
LIR to JFK
Jan: 14–15, 17, 23, 29
Feb: 5–8, 10–15, 26–27
GCM to JFK
Jan: 8–12, 15–18, 23–25, 29–31
Feb: 1, 2, 5–9, 13–14, 26–27
PUJ to JFK
Jan: 14–15, 17, 23–24, 27–31
Feb: 3–8, 10–17, 25–27
SJO to JFK
Jan: 15–17, 20, 22–24, 27–28, 30
Feb: 1, 2, 4–6, 8–13, 17, 26
CUN to BOS
Jan: 13–17, 22–23, 28–31
Feb: 3–8, 11–17, 26
LIR to BOS
Jan: 12, 14, 19, 21, 25, 26, 28
Feb: 1, 2, 4, 8, 9, 11, 12, 25, 26
PUJ to BOS
Jan: 15, 16, 22, 23, 28–30
Feb: 4–6, 10–17, 25, 26
