A backpacker friend of mine managed to get hired as crew member on a sail boat. As far as I understood his story, this seems a common option.
Asking Google with ‘sailing crew wanted caribbean’ query, I found this forum: Crew Wanted on sailnet.com.
Naturally it depends how strict a budget you’re on as a backpacker, or flashpacker or however you define yourself.
About suggests that Easy Cruise Caribbean is the best option – no frills, but is a cruise, at $55 a night, which seems pretty darn awesome. Travels to Barbados, St. Vincent, Martinique, the Grenadines, Grenada and St. Lucia.
Thorn Tree Forums backs this up with this quote:
One of the biggest gifts to budget travelers the last 2 years has been
EasyCruise (www.easycruise.com). They were/are a no-frills cruise line
(really just an interisland, overnight ferry service with cabins) that
has traveled in the Caribbean the last 2 winters. They are owned by
the same company that owns European budget airline Easy Jet. Their
plan is/was to go a different circuit in the Caribbean every year from
about mid-Dec to mid-April, then reposition the boat to Europe for the
summer. I traveled with them in February and they were great. I was
able to get a cabin for $37 per night (TOTAL for 2 persons! food was a
la carte). Most people on the cruise were budget travelers who had
never done any “mainline” cruises, as well as many locals who were
seeing a few other islands for far cheaper than they otherwise could.
I have read that they are trying to buy a couple more boats, but their
plans for next year in the Caribbean are up in the air right now. If
they don’t secure another boat or two, they may not cruise in the
Caribbean next year and may just stay in Europe. Check on their
website before you go on your trip, because if they are running you
simply can’t come close to their deal for island hopping.
Credit:stackoverflow.com‘
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