Cheap flights from Tampa to Caribbean Islands from $99

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Tampa, with most prices found around $93. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Tampa averaging around $95.

The cheapest day to depart from Tampa to Caribbean Islands is on a Thursday. Travelers who choose to depart for Caribbean Islands on a Thursday will often find tickets for as low as $305. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $330. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Tampa to Caribbean Islands in the evening for as low as $285. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $395. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Tampa to Montego Bay Sangster Intl for the best Tampa - Caribbean Islands flight prices

You are more likely to see cheaper flights to Caribbean Islands from Tampa when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $293 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Tampa for as low as $272 on momondo.

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

Breeze Airways, Frontier, and JetBlue are the most popular carriers operating from Tampa to Caribbean Islands

JetBlue, Frontier and Southwest are the top three most popular airlines that fly to Caribbean Islands from Tampa according to our data. JetBlue is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 13 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

As of June 2026, 5 flights take off from Tampa and land in Caribbean Islands each day. The most common flight departure time for this route is 9:00PM, with 48% of daily flights taking off in the evening.

The number of flights available between Tampa and Caribbean Islands is 37 per week as of June 2026. The most frequent departure day is Sat, with 19% of weekly flights leaving on this day.