Where is Cuba? This amusing sign on Cuba’s Cayo Santa Maria beach shows some key distances between Cuba and some interesting places! London 8200Km and Toronto 2480km. Can you see the others? Where are you travelling to Cuba from? Oddly enough, many people don’t know where Cuba is until they plan a vacation. Cuba is situated in the Caribbean, being the largest island (by far) island in the Caribbean archipelago. It is 90 miles (144KM) from Key West Florida USA. To the west, From Cancun Mexico to Cuba it’s around 95 miles (152km) from shore to shore. To the south you’ll find the Cayman Islands. To the East Haiti and the Dominican Republic and, above central Cuba, you’ll find the Bahamas. So, now if anyone asks you’ll know – Where is Cuba?