If you'd like to follow him (sailing not hanging), why not join the crew? You'd be much more comfortable as we've chartered a Leopard 42 Catamaran (4 double en suite cabins), and we're island hopping North from St Lucia to St Martin from May 21st to June 4th.
See my profile on the web site for more details, or contact me by e-mail: firstname.lastname@example.org . We're paying for the boat so you just need personal expenses and share food and drink ect.
Avast me hearties!