When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 49 days in advance, which can save you up to 84% on flights from Oakland, California to Caribbean compared to booking the week you need them. Waiting 49 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 $355. For sooner than that we have options available in the next 3 days from $622.
Our data shows that September tends to be the cheapest month to fly to Caribbean from Oakland, California. Users have commonly found prices around $522 for the month, but tickets can be as low as $243. Due to multiple factors, prepare for potentially higher prices in December.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Caribbean as you normally would.
Fly from
Fly to
Budget
$310 - $531
Route
Depart
Return
Price
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Mon 9/16
2 stops14h 16m
San Juan Luis Munoz Marin Intl
Sun 9/22
2 stops22h 29m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Fri 9/20
2 stops11h 49m
San Juan Luis Munoz Marin Intl
Sun 9/29
2 stops22h 29m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Mon 8/5
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Tue 8/13
2 stops19h 21m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Tue 7/30
2 stops14h 22m
San Juan Luis Munoz Marin Intl
Tue 8/6
2 stops12h 15m
OaklandSaint Thomas Island Cyril E King
OAK - STT
OAKSTT
Oakland
Fri 9/13
2 stops21h 58m
Saint Thomas Island Cyril E King
Thu 9/19
2 stops24h 22m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Sun 8/4
1 stop9h 53m
San Juan Luis Munoz Marin Intl
Mon 8/12
2 stops19h 21m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Tue 7/9
2 stops17h 06m
San Juan Luis Munoz Marin Intl
Wed 7/17
2 stops11h 16m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Mon 8/5
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Sat 8/10
2 stops19h 21m
OaklandSaint Thomas Island Cyril E King
OAK - STT
OAKSTT
Oakland
Sun 7/14
3 stops30h 41m
Saint Thomas Island Cyril E King
Sat 7/20
3 stops36h 12m
No data available for this route at this time. Please check back soon.
Entertainment
Boarding
Comfort
Crew
Overall
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Comfort
Crew
Overall
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Comfort
Crew
Overall
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Comfort
Crew
Overall
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Comfort
Crew
Overall
Food
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
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