Top Travel Days of 2024, Spending My 60th Birthday in Camden, Maine
I honestly loved every minute of the three-day weekend Lisa planned around my big birthday in mid-coast Maine this past August. Hanging out with 20 of my closest friends and family, we biked to Owl’s Head Lighthouse, walked the breakwater at Rockland Harbor, saw the Andrew Wyeth paintings at the Farnsworth, savored our lobster rolls overlooking the water at McLoons, and had many cocktails on the rooftop lounge of our hotel, 250 Main. But Lisa really outdid herself on my actual birthday, organizing a hike up Maiden Cliff in Camden Hills State Park and then renting a private schooner, the Schooner Olad, for some 6 glorious hours that afternoon. Our captain and crew were wonderful, gliding the century-old vessel out through the many islands that hug the shoreline. Thankfully, the weather was sublime, the waves were mellow, and we even swam when we docked at an island for our lobster feast. They cooked the crustaceans the old-fashioned way under seaweed on an open fire, and when bitten into, probably the best lobster I ever tasted! On the sail back to Camden, we savored the sunset, glass of Don Papa Rum in hand. That’s what I call a Dream Day!
Aboard an historic schooner sailing the Penobscot Bay islands of Maine’s mid-coast, modernity slows to a more languid pace. Cruising amidst the anonymous pine-topped islands, stopping at the occasional seaside village, you can’t help but relax aboard these yachts of yesteryear. Help hoist the sails, read a good thick book, or partake in an increasingly popular activity aboard a windjammer, photography. Lately, these schooners have been offering specialty cruises that cater to one particular passion.
We wake up to blinding sunshine at Buck’s Harbor in South Brooksville, best known as the spot where children’s book author and illustrator Robert McCloskey (“Make Way for Ducklings,” “Blueberries for Sal”) summered. FDR would also stop here on his way to Campobello Island for a short ice cream break. We found some of those famous wild Maine blueberries in our pancakes that morning before hoisting the sails and setting a course for that hump atop Big Spruce Island. Each one of these Penobscot Bay harbors and islands has a legacy and Big Spruce Island is no different. This is the place where artist Fairfield Porter and his brother, photographer Eliot Porter, would spend their summers and there’s still a working artists’ community on the island today.
Sad to be leaving the 
Maine’s 2,500-mile stretch of granite coast is custom-made for sailing. No other sport gives you the freedom to anchor in a pristine cove, hike on an anonymous island, and sleep with seals by your window. Some 2,000-plus pine-studded islands, more than in the Caribbean or Polynesian archipelago, welcome sailors from around the globe. If you’re feeling a wee bit intimidated to tackle the sport in these salty waters, take a refresher course at 
“Heave Ho!” went the cry as all hands pulled down on a thick rope to haul up the mainsail. “Heave Ho!” the crew chanted again and the schooner headed upwind, all sails gleaming white against a cloudless blue sky. The Captain took the wheel as the boat quickly gained momentum passing another anonymous island crowned with pines and rimmed with the ubiquitous Maine granite. Behind us was the vast expanse of the Atlantic, dotted with multi-colored lobster buoys and lined with the only mountains on the coast north of Brazil. The crew were passengers from around America and Europe who delighted in the chance to hoist the sails, bilge the pump, even take a turn at the wheel sailing this big boy.