The dot-com bubble of the late 1990s and early 2000s and the rise of cryptocurrencies are two notable speculative market events drawing parallels. Examining historical bubbles, such as the Dutch Tulip mania, the South Sea Bubble and the U.S. Housing Bubble, can offer insights into the similarities, differences, and potential outcomes of these events. The dot-com bubble was driven by investor enthusiasm, leading to unrealistic expectations about the potential of internet companies, and excessive speculation. As investors poured money into companies with little regard for their financial viability, a disconnect between stock prices and underlying fundamentals emerged, which led to a self-reinforcing cycle of rising stock prices and increased investor enthusiasm. The aftermath of the dot-com bubble led to increased scrutiny and regulation of the financial markets. Now, the cryptocurrency, like the dot-com era, has faced numerous challenges, but has continued to grow and mature.