Old Port District
Handsome 19th-century brick buildings line the streets of the Old Port; Portland's most enticing shops, pubs and restaurants are located within this five-square-block district. By night, flickering gas lanterns add to the atmosphere. What to do here? Eat some wicked-fresh seafood, down a local microbrew, buy a nautical-themed T-shirt from an up-and-coming designer or peruse the many local art galleries. Don't forget to wander the authentically stinky wharves, ducking into a fishmongers to order some lobsters to ship home (if home is in the US, that is).