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I'm not aware of arts festivals in T&T. Or film.  There may be random events or exhibitions, but it's not a trend in this country.
There's a jazz festivals in Tobago.
There are many food fests, mainly axed around cocoa, so they'll happen between october-march (cocoa harvest time). In Lopinot and Brasso Seco, the local commuities organize culinary events, and so does Santa Cruz Green Market, sometimes.

Then there's a list here, traditional festivals and holiday time:

Aside from that, there are some Orisha festivals: Obatala, Egungun, Obaluwaye, and an Orisha Ocean Festival in Tobago.
And a chinese Dragon-boat festival in Chaguaramas.

Maybe this isn't exactly what you were looking for, but this is what Trinidad has. If you find out more, let me know.

On the 17th of March 2018, the Art Society of Mount Hope formally invites you to our 6th annual Art Gala!

Bocas Lit Fest

The five-day Trinidad & Tobago Literary Festival brings together readers, writers, poets, and publishers from the Caribbean diaspora each April for book launches, discussions, performances, readings, workshops, and the presentation of annual prizes for fiction, non-fiction, and poetry. Outreach events continue through the year, both at home and at overseas book festivals.

bocaslitfest.com