Romantic Isleboro

A Private Island Romance

Islesboro is the kind of place where time slows down and connection deepens. Just a short ferry ride from Lincolnville, this quiet island is perfect for couples seeking seclusion, natural beauty, and heartfelt simplicity. Whether you're biking through winding tree-lined roads, picnicking on a rocky shore, or watching the sun dip behind Penobscot Bay, Islesboro offers a timeless, intimate experience made for two.

Things to Do

  • Bike the Island – Bring your bikes or rent locally to cruise the peaceful 14-mile stretch from north to south.

  • Visit Grindle Point Lighthouse – A picturesque lighthouse and maritime museum right by the ferry landing.

  • Explore the Islesboro Historical Society – Learn about the island's storied past, from shipbuilding to celebrity summer homes.

Place to Stay

  • The Islesboro Inn – Historic charm with modern comfort and wraparound porches.

  • Airbnb/Cottage Rentals – Many cozy seaside cottages and charming homes are available for romantic stays.

  • Nebo Lodge – A boutique inn just across the bay in North Haven that also offers special overnight packages for Islesboro explorers.

Where to Eat

  • Islesboro Community Center Café – Casual bites and friendly vibes at the island hub.

  • Homemade Picnics – Pick up local provisions in Lincolnville before the ferry and enjoy beachside meals in solitude.

  • The Lost Kitchen (Freedom, ME) – If you’re venturing back to the mainland, it’s worth the detour for one of Maine’s most romantic and acclaimed dining experiences.

Outdoor Activities

  • Sandy Beach Preserve – A sweet, secluded spot for swimming and sunning.

  • Hiking at Turtle Head Preserve – Offers panoramic views of Penobscot Bay from the island’s northern tip.

  • Kayaking – Paddle around the island’s quiet coves and spot seals basking on rocky ledges.