Alaska is about 14,523 times bigger than Montserrat.

Montserrat is approximately 102 sq km, while Alaska is approximately 1,481,348 sq km, making Alaska 1,452,202% larger than Montserrat. Meanwhile, the population of Montserrat is ~5,414 people (704,817 more people live in Alaska).
Tip: This to-scale comparison of Montserrat vs. Alaska uses the Mercator projection, which distorts the size of regions near the poles.