Cheap flights from Tampa to Caribbean from $59

In general, October is the cheapest month to fly from Tampa to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $329. If you don’t want to visit Caribbean in October, then you should wait until September to fly from Tampa, when ticket prices are also cheap, with an average price of $333.

The cheapest day to depart from Tampa to Caribbean is on a Wednesday when prices can be found for as low as $304. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $321. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

In the evening is the cheapest time of day to fly from Tampa to Caribbean when you can find flight prices for as low as $273. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $345.

Fly from Tampa to San Juan Luis Munoz Marin Intl for the best Tampa - Caribbean flight prices

You are more likely to see cheaper flights to Caribbean from Tampa when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $291 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Tampa for as low as $266 on momondo.

There are 4 cabin classes available to choose from on Tampa to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Frontier, Breeze Airways, and American Airlines are the most popular carriers operating from Tampa to Caribbean

JetBlue, Frontier and Southwest are the top three most popular airlines that fly to Caribbean from Tampa according to our data. JetBlue is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 14 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

2 flights are operational daily from Tampa to Caribbean as of August 2026. The most popular departure time for this route is 2:00PM, with 45% of flights per day taking off in the evening.

The number of flights available between Tampa and Caribbean is 20 per week as of August 2026. The most frequent departure day is Mon, with 35% of weekly flights leaving on this day.