Re holiday season charter: book very early as this ultra peak season. Between Xmas & NY is crazy with every
boat and captain booked solid very early. I once spent a very fun NYE on Tobacco Caye with almost every charter captain in Belize in attendance...we were all there working charters.
There are basically two charter options now in Belize: Moorings/Sunsail in Placencia and Belize Sailing Vacations (BSV) out of Cucumber Beach near Belize City. BSV offers full
service charters only and does a first class job of those.
Moorings/Sunsail offers mostly
bareboat charters, but also offers full
service charters or captain only. All the above options are good ones, all the above charter bases are well run.
The flight from Belize City to Placencia is short and scenic, but at the end of a full travel day many are not thrilled about another flight.
Alternatively you could sail to Placencia:
BSV will do one-way charters to Placencia or as far south as the Rio Dulce, but of course there is some extra cost as the boat & crew must return to Belize City. Moorings/Sunsail has allowed
bareboat charters to the Rio before, but I dont think its the norm.
Belize to Rio Dulce (Guatemala) is one of my favorite charter routes in the region because Belize &
Guatemala are so radically different in every possible way...guests are always blown away by the transition from barrier reef to jungle river. An option worth investgating.
There is good sailing, exploring, snorkelling,
diving from one end of Belize to the other. The only down side to going N from Belize City is there are a few tricky bits to navigate like the aptly named infamous "Port O' Stuck". Plenty of tricky bits in S Belize too, but you dont have to navigate them if you choose not to, no such choice going north.
Charter boats cannot go outside the reef without a local captain aboard. Moorings/Sunsail does prudently prohibit some routes inside the reef, but there are still extensive options.