Cuba Holidays 2025 Best Time To Go To Cuba. Planning a trip to cuba but wondering when would be the best time to go? The best time to visit cuba is between november and april, when the weather.

However, this island is anchored in the caribbean, so you can expect balmy temperatures all year round. With temperatures reaching the high 20s, it’s the perfect time to swap your slippers for flip flops on a winter sun holiday or tropical christmas getaway.