Rocky headlands, quaint harbor towns, cliffside national parks—five days northbound on Maine’s Route 1 will have you embracing all the coastal feels.
DAY 1: OGUNQUIT & KENNEBUNKPORT
Take I-95 North from Boston, and in a little over an hour you’ll be transported to the seaside village of Ogunquit. Sink your toes in the sand, then meander the Marginal Way footpath toward Perkins Cove. Pick up handcrafted stoneware at Perkins Cove Pottery Shop and dine on scallop carbonara at the Front Porch. Make the 20-minute drive to Kennebunkport, a historic fishing village that draws a posh crowd. Plop your bags at Kennebunkport Inn (from $169 a night) and enjoy a sunset stroll through Dock Square.
DAY 2: KENNEBUNKPORT & KENNEBUNK
Start the morning like true Mainers— out on the water. Captain Bob Danzilo teaches trap hauling and sustainable fishing practices aboard the Rugosa. Head to nearby Kennebunk to shop for upcycled furniture at Antiques on Nine and terra-cotta pot candles at Snug Harbor Farm. The White Barn Inn Restaurant offers dinner at its most decadent (think caviar-truffle lobster rolls).
DAY 3: CAPE ELIZABETH & PORTLAND
Biddeford’s Palace Diner has just 15 counter seats, so depart early for your stack of buttermilk flapjacks. Cape Elizabeth is a rugged peninsula featuring the oldest lighthouse in Maine, Portland Head Light. Snap
some pics and then get in line at Bite into Maine, a nearby food truck famed for piled-high lobster rolls (order yours Maine-style, with mayo and chives). You’re just a few miles from downtown Portland, where a crop of young chefs have energized the city’s food scene. If you can’t get into Eventide Oyster Co., walk next door to the Honey Paw. Pan-Asian dishes, like smoked lamb khao soi, will have you rethinking the definition of New England cuisine. Then tuck into a heavenly bed at the Blind Tiger (from $209 a night).
DAY 4: PORTLAND
After sticky buns at Tandem Coffee + Bakery, shop for outdoorsy staples at Portland Dry Goods and vintage home decor at Blanche + Mimi. Next on tap: a walkable brewery tour. Make your way from Rising Tide Brewing Company to Lone Pine Brewing Company to Oxbow Blending & Bottling. Bites from Duckfat double as dinner.
DAY 5: BAR HARBOR
Layer on your Lululemon and call in boxed lunches from Down East Deli & Boxed Lunch Co. before the three-hour drive to Acadia National Park. Admire panoramas of the Schoodic Peninsula from the summit of Cadillac Mountain. Then stretch your legs on the moderate Bubbles Trail. Bar Harbor Inn (from $159 a night) is the spot for a muchneeded shower and catnap. Just don’t snooze through sunset at Bass Harbor Head Light Station. End the journey with a nightcap of blueberry basil sorbet at Mount Desert Island Ice Cream.