Find a great deal and save up to 81% by booking at least 48 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Maine to Caribbean within the next two weeks, with the cheapest ticket starting at $515.
Flights from Maine to Caribbean lean towards being more expensive in November. Prices are generally better when you fly from Maine to Caribbean in October, with the cheapest ticket starting at $292.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Maine to Caribbean as you normally would.
Fly from
Fly to
Budget
$224 - $587
Route
Depart
Return
Price
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Thu 5/16
1 stop15h 17m
San Juan Luis Munoz Marin Intl
Mon 5/20
1 stop10h 46m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Thu 5/16
1 stop15h 17m
San Juan Luis Munoz Marin Intl
Sun 5/19
1 stop29h 34m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Sat 10/26
1 stop8h 24m
San Juan Luis Munoz Marin Intl
Wed 11/6
1 stop7h 59m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Mon 10/28
1 stop8h 24m
San Juan Luis Munoz Marin Intl
Sat 11/2
1 stop8h 01m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Sat 10/26
2 stops21h 10m
San Juan Luis Munoz Marin Intl
Tue 11/5
2 stops17h 17m
PortlandMontego Bay Sangster Intl
PWM - MBJ
PWMMBJ
Portland
Fri 10/18
2 stops18h 27m
Montego Bay Sangster Intl
Fri 10/25
2 stops19h 20m
PortlandSan Juan Luis Munoz Marin Intl
PWM - SJU
PWMSJU
Portland
Tue 6/25
1 stop6h 03m
San Juan Luis Munoz Marin Intl
Thu 7/4
1 stop6h 29m
PortlandMontego Bay Sangster Intl
PWM - MBJ
PWMMBJ
Portland
Tue 5/21
1 stop6h 27m
Montego Bay Sangster Intl
Sat 6/1
1 stop6h 46m
PortlandNassau Intl
PWM - NAS
PWMNAS
Portland
Mon 5/27
3 stops23h 36m
Nassau Intl
Fri 5/31
2 stops11h 44m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Entertainment
Comfort
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Entertainment
Comfort
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Entertainment
Comfort
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Entertainment
Comfort
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Entertainment
Comfort
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Entertainment
Comfort
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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