Haystack Mountain School of Crafts

Nestled on a gorgeous cove, Aragosta serves a seasonal, locally-sourced tasting menu that elevates American cuisine amid charming, nostalgic vibes.

A women-owned small batch organic coffee roasting company located at 44.23º North latitude. Operating 2 Cafes, serving manually brewed coffee and locally made pastries, one open year-round in Deer Isle Village and the second, open seasonally from Memorial Day to Indigenous People's Day each summer.

Homey cabins & lodge rooms with ocean views on a waterside property, plus a Portuguese restaurant. Overlooking Penobscot Bay, this rustic property on Deer Isle is 22.5 miles from Blue Hill and 38.5 miles from Bucksport. Vibrant, homey lodge rooms and cabins present full or partial ocean views. Most offer gas or stone fireplaces; some add living areas and TVs. Rooms feature shared decks, while cabins include private decks. Cabins ranging in decor from basic to rustic-chic provide kitchenettes. Some come with pull-out sofas and can sleep up to 6. Telephones, WiFi and a TV are available in the main lodge, which can also hold special events up to 100 people. An on-site Portugese restaurant serves local seafood and offers ocean views.

Nervous Nellie's has to be visited to be comprehended. It is complicated and very fun: a jam factory in a one-time summer cottage (cottage industry so to speak), shop of yummy, quirky Maine goods and 15 flavors of jam, marmalade and chutney, sculpture studio and dozens of whimdsical outdoor sculptures made of found materials, mostly metal and remnants from livelihoods of yore: fishing, farming, forestry. Sculptures range from bitty birds to a 15' tall flamingo, a Grail Castle complete with maids and knights to a juke joint spilling the blues out the doorway where a table set with a checkerboard awaits play. A cultural playground for all ages? A quirky food experience in an idyllic island setting? Art that makes dogs bark and people laugh? You tell me!

Experience the historic 1791 Portland Head Light in Fort Williams Park, where stunning ocean views and picturesque cliffs create an unforgettable backdrop.

Nestled in a retro gas station, this charming Portland café serves up unique pastries, standout biscuits, and hearty breakfast sandwiches—perfect for a cozy morning.

There's often a line for the specialty lobster rolls at this long-standing red shack with a patio.

This cozy, brick-walled gem dishes up inventive small plates and cocktails, all while letting you peek at the culinary magic happening in the open kitchen.

Shannon's Unshelled is a charming harborside shack serving up loaded lobster rolls and other seafood delights, all in a friendly picnic table setting.

Set in a charming former farmhouse, this upscale inn boasts inviting country-style accommodations, an exceptional restaurant, and a serene spa, making it a perfect romantic getaway just minutes from the river and beach.