2. Maltese Falcon: $150 Million
One of the most expensive sailboats in the world is the legendary Maltese Falcon. If you’ve seen the 1941 film noir movie, then you’ll know that the name works perfectly; the Maltese Falcon has been the symbol for the possession of something almost unreachable, with how mysterious it is. The sailboat is just as mysteriously extravagant; built by the Italian Perini Navi Yachts, it’s 289 feet long, and filled with luxurious amenities. The Maltese Falcon can host 12 guests, with six different cabins. The boat also includes a gym and a small submarine, you know, for those cool underwater excursions.