For more time on the water, book a sunset cruise or paddle. Join world sailors and boatbuilders Herb and Doris Smith aboard their latest project, the Schooner Eastwind (207-633-6598, fishermanswharfinn.com/sailing.htm), a 65-foot traditional wooden schooner they constructed in 2004. The Eastwind departs Pier 6 on Fisherman's Wharf at 6 p.m. for a 2 1/2-hour evening sail to the outer islands and Seal Rocks. Or, join sea-kayaking outfitter Tidal Transit (207-633-7140, kayakboothbay.com) on its Sunset Tour. The two- to three-hour paddle around the inner and outer harbors departs at 5:30 p.m. Or, for a rocking good time, book passage on the Cahoots Classic Rock Cruise (Thursday nights) or Reggae Cruise (Sunday nights) aboard the Harbor Princess (Pier 6, 207-633-3500 or 888-942-5363, whaleme.com/tickets.htm).
By now, you're famished. The Lobster Dock (49 Atlantic Ave., 207-633-7120, thelobsterdock.com), on the east side of the footbridge, is the genuine deal when it comes to order-at-the window lobster shacks. Of course you can order lobster, but there's so much more: celebrity chef Bobby Flay challenged the kitchen to a crab cakes throwdown. For a more refined atmosphere, book a table at Ports of Italy (47 Commercial St., 207-633-1011, portsofitaly.com). Chef Davide Rossi was reared in Milan and attended culinary school in Italy, so he knows a thing or two about authentic Italian flavors. Or, count the stars while dining on the third-floor deck of the Boathouse Bistro (12 The By-Way, 207-633-0400). It serves a wide-ranging menu, including tapas-style choices.
10 p.m.-1 a.m.: Ready for a night on the town? Down on the waterfront, J.H. Hawks (Pier 1, 207-633-5589), Gray's Wharf (Pier 1, 207-633-5629, grayswharf.com), and McSeagulls (14 Wharf St. at Pier 1, 207-633-5900, mcseagullsonline.com) usually have live entertainment. Far quieter is the Townsend Coffee House and Wine Bar (53 Townsend Ave., 207-633-0809, townsendcoffeehouse.com), where Maine musicians often perform on Saturday nights.
1 a.m.-sunrise: Sleep well, and dream of your return.
Hilary Nangle, author of "Moon Coastal Maine" and "Moon Maine" (both Avalon Travel Publishing, 2008), can be reached at HilaryNangle.com.