Tucked within Maine’s scenic Casco Bay, Bailey Island offers a tranquil coastal getaway rich with New England charm, natural wonders, and maritime history. Once known as Newaggin by the Abenaki people and later renamed for its 18th-century settler, the island is connected to Orr’s Island by the unique Bailey Island Bridge, the only cribstone bridge in the world. With sweeping ocean views, working fishing coves, cozy waterfront inns, and legendary lobster shacks, Bailey Island invites travelers to unwind, explore, and savor the best of coastal Maine.

Recommended for

Nature lovers
Hike the Giant Stairs, relax at Mackerel Cove, and enjoy coastal views at Land’s End

History enthusiasts
Discover WWII-era fire towers and the story behind the iconic Maine Lobsterman statue

Seafood seekers
Indulge in local lobster dishes at Cook’s Lobster & Ale House and Dolphin Marina Restaurant

Peaceful retreaters
Stay at Driftwood Inn or Log Cabin Island Inn for ocean views and saltwater swims

Things to Experience

  • Giant Stairs Trail: A scenic quarter-mile walk through volcanic rock formations with striking ocean views
  • Land’s End Cove: A serene spot for swimming, picnics, and browsing at the local gift shop
  • Sea Life Learning Center: Engage with local marine life in touch tanks and educational exhibits
  • Historic Sites: Explore WW2 fire towers, the Nubble bait shack, and the history of the Maine Lobsterman sculpture

Special Highlights

  • Bailey Island Bridge: A one-of-a-kind granite cribstone bridge connecting Orr’s and Bailey Island since 1928
  • Local Lobstering Culture: Watch lobster boats at work in Mackerel and Garrison Coves
  • Casco Bay Ferry Access: Arrive via scenic ferry routes from Portland and surrounding islands
  • Cultural Legacy: Former summer home of psychoanalyst Carl Jung’s protégés and noted artists

Plan Your Visit

Location: Bailey Island, Harpswell, Maine 04003
Ferry Service: Casco Bay Lines
Restaurants: Cook’s Lobster & Ale House, Dolphin Marina and Restaurant
Accommodations: Driftwood Inn, Log Cabin Island Inn

Plan Your Trip