The Hobie 21 can do it. The same guy who did the Drake Passage also sailed from Miami to South America, island-hopping through the Caribbean. Four guys on two Hobie 21 Sport Cruisers. The boats were brand new out of the box and not modified.
Semp Toshiba's (Roberto and Duncan) Hobie 21 was a very custom boat - I think they built it from scratch using modern high tech methods...
From
http://www.edge-ventures.com/antarctica.htm"The vessel choice was a custom built Catamaran based on the HOBIE 21 hull shape; construction and engineering of which was carried out by Barracuda Technologies, Rio de Janeiro. Kevlar and Carbon Fibres surrounding a 12mm Divinycell PVC Foam core were infused with epoxy, producing a bulletproof platform. Further modifications included - foam filled "crash boxes" and a total of 5 watertight compartments in each hull. A powerful rig including a 24m2 spinnaker and a 9.6-meter tall mast complemented the 3-meter beam to produce a fast and stable vessel. "