Montserrat is about 14,523 times smaller than Alaska.

Alaska is approximately 1,481,348 sq km, while Montserrat is approximately 102 sq km, making Montserrat 0.01% the size of Alaska. Meanwhile, the population of Alaska is ~710,231 people (704,817 fewer people live in Montserrat).
Tip: This to-scale comparison of Alaska vs. Montserrat uses the Mercator projection, which distorts the size of regions near the poles.