"Tucked within Maine’s scenic Casco Bay, Bailey Island offers a tranquil coastal getaway rich with New England charm, natural wonders, and maritime history."
Review: 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. It is the only cribstone bridge in the world as far as I know. With sweeping ocean views, working fishing coves, cozy waterfront inns, and legendary lobster shacks, Bailey Island invites you to unwind, explore, and savor the best of coastal Maine.
First: First a Bit of Bailey Island History
Second: Bailey Island, Maine Attractions and Tours
Third: More Bailey Island, Maine Attractions and Tours
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 Trip
