FOOD: Boathouse Bistro. Thistle Inn. Coastal Prime. Tugboat Inn. Mama D's (for breakfast). East Boothbay General Store (breakfast pizza & blueberry pie). SWEETS: Daffy Taffy and Fudge Factory. Downeast Ice Cream Factory. Wannawaf. BARS: McSeagull's. Mine Oyster. SHOPPING: Abacus Gallery. Sherman's. Enchantments. Two Salty Dogs.
A horticultural 295-acre maze of walking trails, the Botanical Gardensis a solid destination for any botany-loving guests of ours. About a 10 to 15-minute drive from downtown Boothbay. You may not have time to make it to this one, but if you do it won't disappoint.
If you're planning on being up more than a few days this is a trip we'd highly recommend. It's 10 miles from the nearest mainland, with amazing cliffside hiking. It's home to half lobstermen, half artists (and around 90% of all residents have their PHD). It's also where we got engaged! Get info on the ferry from Boothbay to Monhegan here.
If you're looking to go more off the grid and explore natural Maine, we'd recommend picking a trail from the Boothbay Land Trust. Over 30 miles of pristine New England territory at your fingertips. Linekin Preserve and Lobster Cove both recommended. For more information on trails, click here.
BOOTHBAY LAND TRUST
We've actually never been on a whale-watching cruise (all Bretts included), but would venture to say they're probably pretty cool. If you're staying in town and have 3 hours to kill one afternoon, check out Cap'n Fish's Whale Watch.
ON THE WATER
Wiscasset is a small town on Route 1 you'll pass through on your way in and out of Boothbay. You may notice a line of people standing beside the bridge, waiting to get a lobster roll from a red shack. That's Red's Eats. It doles out somewhere around 14.5 tons of lobster meat in the 6 months a year it's open.
RED'S EATS / WISCASSET
A 45-minute drive south of Boothbay, Freeport is basically the Disneyland of outlet towns. It's home to LL Bean, which if you've never been to — you should. Great stop to make either on your way to, or out of, Boothbay.
A 2-hour drive north from Boothbay to Bar Harbor. Home to Martha Stewart and Acadia National Park. It's quintessential Maine coast. There are even a handful of alpaca farms you can stop at on your trip up north.
If you're flying into and/or out of Portland, definitely check out Old Port. Cobblestone streets, fishing piers, old brick buildings. There are plenty of boutiques, restaurants and bars to warrant a half-day or overnight stay.