As others have answered. Beers are about $4-5 each. A dog carrier is much like luggage that you would need to arrange for, upon your arrival.
Red stripe is 4 or 5 everywhere. Out hotel let us leave the crate in their luggage room as long as we didnt leave our pet in it
Beer and spirits average prices $4+, dogs can go with you in your area for small-medium dogs. Contact them for details. All cargo is strapped down because of the waves. Friendly staff will answer any questions.
Of course the answer for domestic beer is, depends on where you go, pretty much the same as usual where you are, $2.50-4.50. They do have "happy hours" at some locations. At the Key West Express terminal there is a baggage service, Paradise Porters, that will store, deliver, and pick up bags upon arrival or departure. Excellent service and reasonable cost.
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