Alaska is about 289 times bigger than Trinidad and Tobago.

Trinidad and Tobago is approximately 5,128 sq km, while Alaska is approximately 1,481,348 sq km, making Alaska 28,787% larger than Trinidad and Tobago. Meanwhile, the population of Trinidad and Tobago is ~1.4 million people (695,415 fewer people live in Alaska).
Tip: This to-scale comparison of Trinidad and Tobago vs. Alaska uses the Mercator projection, which distorts the size of regions near the poles.