I have bareboat
chartered three times out of St Martin using VPM/Bestsail. They have a small operation in Anse Marcel, one of the prettiest bays in St Martin. Their prices are generally much better than Moorings/Sunsail, but the boats may be a little older. Twice, I have had incredible deals chartering one way to Tortola. I like the lack of crowds and more personal service
I get from them.
If you want to fly in and out of St Martin, and you want to go to the BVI, it will be a nice easy downhill run to Tortola (about 90 miles) but an uncomfortable beat dead into the wind
coming back. This will also involve night sailing and you will need special permission from whatever charter company you choose.
For two weeks out of St Martin, I would rather cruise
to St Barts, St Kitts
, Statia, Antigua
. Throw in Saba
if the seas are calm, otherwise, its rock and roll.