Books like Isaac the Pirate: To Exotic Lands

Isaac is a talented artist with no money but with a wonderful lover back in the 18th century. He runs into a rich Captain who is taken by his abilities and hires him with a handsome stipend to come along in his voyages. It turns out he's a pirate. Isaac went to make some quick money and come back and marry the love of his life but has embarked upon a series of at turns hilarious and dark adventures on the high seas from the Caribbean to the icy North, with apparently no end in sight. Meanwhile, his girlfriend is getting attention from another.