When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 43 days in advance, which can save you up to 161% on flights from Pensacola to Caribbean Islands compared to booking the week you need them. Waiting 43 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $264. For sooner than that we have options available in the next 3 days from $427.
October can be a great time to fly to Caribbean Islands from Pensacola with a flight ticket averaging about $366. Cheapflights users have found deals in the month of October for as cheap as $172. The most expensive prices can be found in the month of December.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Caribbean Islands as you normally would.
Fly from
Fly to
Budget
$146 - $438
Route
Depart
Return
Price
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Fri 5/31
1 stop8h 36m
San Juan Luis Munoz Marin Intl
Tue 6/4
1 stop12h 09m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Sat 6/22
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Tue 6/25
1 stop13h 10m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Fri 9/6
1 stop16h 49m
San Juan Luis Munoz Marin Intl
Tue 9/10
1 stop21h 52m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Mon 6/3
1 stop15h 11m
San Juan Luis Munoz Marin Intl
Thu 6/13
1 stop13h 12m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Fri 5/31
1 stop8h 36m
San Juan Luis Munoz Marin Intl
Mon 6/3
1 stop7h 16m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Sat 6/8
2 stops19h 27m
San Juan Luis Munoz Marin Intl
Mon 6/10
2 stops28h 27m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Fri 9/6
2 stops17h 08m
San Juan Luis Munoz Marin Intl
Mon 9/9
2 stops19h 48m
PensacolaFreeport Grand Bahama Intl
PNS - FPO
PNSFPO
Pensacola
Wed 5/29
2 stops22h 55m
Freeport Grand Bahama Intl
Tue 6/4
2 stops6h 25m
PensacolaOranjestad Reina Beatrix
PNS - AUA
PNSAUA
Pensacola
Tue 9/24
1 stop6h 30m
Oranjestad Reina Beatrix
Wed 9/25
1 stop8h 22m
No data available for this route at this time. Please check back soon.
Boarding
Overall
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Overall
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Overall
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Overall
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Overall
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Overall
Crew
Entertainment
Comfort
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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