Bailey Island, Maine feels a world away, even though it’s only a short drive from Brunswick and Portland. At the end of Route 24 in Harpswell, it’s connected to the mainland by a granite bridge unlike any other in the world.
A day is all you need to experience the island’s scenic coastline, fresh seafood, and laid-back pace. If you want to know how to get to Bailey Island, what to see and do, where to eat, and how to spend a perfect day at scenic Land’s End, keep reading.
Editor’s Note: This article was originally published in July 2022 and updated with the latest information in June 2026.
This post may contain affiliate links. If you book or purchase through them, I may earn a small commission at no additional cost to you, so I can continue providing you with high-quality information to support your travel plans.
Our Visit to Bailey Island Maine
Bailey Island is a small working island at the southern tip of Harpswell, in the Greater Portland and Casco Bay region of Maine. It’s only about two-and-a-half miles long and a half mile wide, but it packs in lobster wharves, a famous granite bridge, walking trails, and a sea-glass beach. It also offers one of the prettiest ocean overlooks in the state.
When my mother, my college-age son, and I took a road trip to Maine, we spent the better part of an afternoon exploring Bailey Island in Harpswell before meeting friends for dinner.
We could have lingered much longer.
Bailey Island makes for a great scenic road trip in itself or combined with other stops along a longer scenic Maine drive.
Like at many coastal towns on the rugged Maine Coastline, you can expect to find beautiful scenery, quaint New England fishing communities, and an independent way of life. The region is home to some of the few remaining working harbors on the Maine coast.
Keep reading to learn all about this beautiful destination, and why you’ll enjoy visiting Bailey Island, Maine.
Related Article: Travel further inland to discover picturesque Bethel, Maine.
If you’re staying overnight, use the interactive map below to find a place to stay. Zoom into Bailey Island and Harpswell, then set your dates and the number of guests to compare live rates and availability for hotels, inns, and vacation rentals. You’ll find my specific picks in the Where to Stay section further down.
Where is Bailey Island Maine?
You’ll find Bailey Island in the Greater Portland and Casco Bay region of Maine. It’s about an hour-and-a-half drive (50 miles) from Portland, and 15 miles south of Brunswick, Maine.
From Boston, it’s 140 miles by car.
Bailey Island is one of three islands:
- Bailey Island
- Orrs Island
- Sebascodegan or “Great Island.”
The islands make up the town of Harpswell ,and each is connected to the mainland or each other by bridge.
More specifically, Bailey Island is part of the 216 miles of rocky coastline that comprises Harpswell Neck. It’s also the last stop on Route 24.
History of Bailey Island Maine
Known as “Newaggin” when settled in the 1600s, Bailey Island is the smallest of the three islands. It’s a charming coastal town in New England with a year-round population of around a few hundred.
The name of the island is for Deacon Timothy Bailey of Massachusetts. Bailey is said to have bought the island in 1750 for 1 pound of tobacco and 1 gallon of rum. Then, he named the island for himself.
How to Get to Bailey Island Maine
There are two ways to get to Bailey island: by land or by sea.
To get there from the mainland, travel Route 24 across the Cribstone Bridge. This bridge is the only one of its kind in the world. More on that, below.
Related: Before you hit the road, be sure you consider the pros and cons of traveling by car.
Crossing The Cribstone Bridge
Built in 1927, the narrow Cribstone Bridge is made entirely of large stacked granite blocks. The bridge is a historic civil engineering landmark, listed on the National Register of Historic Places.
It’s 1,122 feet long and gravity alone holds together the blocks. This unique design allows water to flow freely through the open cells without disturbing the structure as the tide changes.
The Cribstone bridge connects the islands of Bailey Island and Orr’s Island in the town of Harpswell.
We pulled over in the dirt lot to the right before crossing to take some photos and to watch the boats gracing the waterway.
If you’re looking for a bite to eat overlooking the water, Cook’s Lobster & Ale House is right around the corner from the bridge.
How to Get to Bailey Island Maine by Sea
The other way to get to Bailey Island is by sea.
Casco Bay Lines offers scenic tours departing from Portland, ME. Among others, the tours include Bailey Island and Mackerel Cove or Eagle Island. Both tours provide for a 2-hour layover on Bailey Island for lunch at Cook’s Lobster & Ale House.
You can also arrive by sea on a sailing charter, lobster tour, or even charter your own private tour.
Prefer to let someone else captain? From nearby Portland you can book a scenic Casco Bay lighthouse cruise or a private vintage lobster-boat charter, both taking in the same islands and working waters you will see around Bailey Island.
Here are a few options you might consider for arriving at Bailey Island by sea:
- Tevake Sailing Charters
- Casco Bay Sites-N-Lights
- West Wind Lobster Tours
Related Article: Read my review of this great lobster tour departing from Portland, Maine.
What to See and Do On Bailey Island Maine
As you can imagine, the pace is slower, here on Bailey Island. It’s an ideal destination if you love to meander about, taking in stunning ocean views, eating the freshest seafood, and enjoying incredible photo opportunities.
My recommendation is to just take your time to casually explore this quaint little island on your own.
But if you prefer a more solid plan, there are a number of attractions you might put on your itinerary. Here are the stops worth building a day around, though you’re likely to stumble on many of them yourself.
The Giant Stairs
Follow the coastal path and you’ll reach the Giant Stairs, a natural rock formation that drops toward the sea in broad, stair-like granite ledges. It’s a short, rewarding walk with dramatic surf when the swell is up. Watch your footing on the wet rock, and keep an eye out for poison ivy along the trail.
Mackerel Cove
Mackerel Cove is one of the most photographed spots in Maine. Once you see the lineup of lobster boats against the working wharves, you’ll understand why. It is a classic Down East scene, especially in morning light.
Sea Glass at Pinnacle Rock
Along the shoreline you’ll find a small rocky beach near Pinnacle Rock known for sea glass. Time your visit to the tide for the best hunting and bring a small container for your treasures.
Preserves and Trails
Harpswell protects several pockets of trail and shoreline open to the public, including the Johnson Field Preserve at Mackerel Cove and the MacIntosh Lot Preserve. The Harpswell Heritage Land Trust maintains trails across the area if you want to stretch the visit with a walk.
For sea glass, check a tide chart and plan to arrive an hour or two before low tide. The receding water exposes the most glass, and the gravelly pockets near Pinnacle Rock and Land’s End Beach are the spots to comb.
One of my favorite scenic stops in Bailey Island Maine is Land’s End.
To get there, follow along Route 24 until it literally ends. You’ll know you’re getting close when you see a sign that warns “Road Ends 500 feet.”
It’s also an excellent destination for inflatable kayaks and all sorts of other outdoor activities. Since it is all saltwater at Bailey Island, you can pick yours from the list of best inflatable kayaks for ocean.
With all the opportunities for getting outdoors here, you may even see adults riding tricycles on the roads of Bailey Island. If that sounds like something you’ll enjoy, find out how to get the best e-trike for adults.
Download your FREE Step-by-Step Daytrip Planner (below)
so you can plan an awesome day trip!
Take A Side Trip to Nearby Portland Maine
If you have a bit of time, definitely stop by Portland Maine on your way to Bailey Island.
While you’re in Portland, it’s worth booking a guided walking tour of the Old Port and historic waterfront. A local guide brings the city’s two centuries of history to life as you wander the cobblestone lanes, passing landmarks like the famous lobsterman statue, Henry Wadsworth Longfellow’s former home, and the historic Abyssinian Church.
Portland Maine is a great place to visit. It’s only about an hour’s drive from Bailey Island.
From Portland, you could even plan a quick visit to the quaint Peaks Island.
What is Land’s End in Harpswell ME?
Land’s End is a scenic destination at the southernmost tip of Bailey Island.
Here, you’ll find mesmerizing views of the Atlantic Ocean, Turnip Island, and Jaquish Island. You’ll also see a myriad of other small outcroppings on the horizon. (Fun Fact: About 200 islands of Harpswell are reachable only by boat.)
You’ll also see the “Maine Lobsterman” sculpture, as well as narrow walking paths along the shale.
The view is especially breathtaking from the deck of the Land’s End Gift Shop (not to be confused with the mail-order clothing catalog).
Where to Park at Land’s End, Bailey Island Maine
You’ll find two free parking lots next to and across from Lands’ End Gift Shop. Plus, it’s worth noting that if nature calls, you can use the portable restrooms in the first parking lot next to the gift shop.
Exploring Land’s End
Here are some ideas on what to do while you’re visiting Land’s End:
- Relax on the small, sea-glass strewn Bailey Island Beach
- Watch the boats cruise Casco Bay
- Admire the iconic ‘Maine Lobsterman’, a bronze statue created for the 1939 World’s Fair
- Walk along the rocky trail ending at the Giant’s Stairway
- Cool off and shop the gift store for unique Maine-made souvenirs
At Land’s End, follow the path that meanders along the coastline to enjoy the stunning views of Casco Bay. You may even catch a glimpse of seals, seabirds, and other sea life.
Here’s a great aerial video of the area to give you a taste of the natural beauty you can expect while visiting Land’s End:
If you follow along the coastal path, I’m told you will arrive at what’s known locally as “The Giants Steps.” This is a natural rock formation that looks like stairs leading down to the sea. (Tip: Watch out for poison ivy.)
On the trail, you’ll encounter a small rocky beach called Pinnacle Rock. That’s where you’ll want to keep your eyes out for beautiful sea glass.
You can watch for the waves crashing in “Thunder Hole,” too.
If this is your type of scenic beauty, consider planning a Monhegan Island Day Trip for more breathtaking views.
A Must-See: The Gift Shop
Land’s End has a large gift shop with home-made fudge, light snacks, water, and an extensive selection of Maine-made souvenirs.
The two floors are filled with artisan goods, trinkets, t-shirts, and more, crafted by nearly 100 Maine artisans. Trust me, you’ll want to spend some time here to take it all in.
This is souvenir heaven.
Land’s End Gift Shop has been owned and run by the Hutchins family since 1959. It was originally a small snack bar and store opened by Ed Hutchin’s grandparents in the 1930s. The building was fully remodeled in 1978 after a damaging January storm.
Today, Land’s End is run by Ruby and Ed’s son, Howard Hutchins, along with his wife Karen.
In addition, the shop provides plenty of benches on the wraparound deck (alive with whirligigs) overlooking the waterfront. It’s a perfect resting point if you want to sit comfortably and take in the view of Casco Bay.
That’s what I did. I loved catching some rays here, sipping a ginger beer, and taking it all in.
Best Time of Year to Visit Land’s End Gift Shop
Despite Harpswell’s reputation as a seasonal community, Land’s End Gift Shop is open seven days a week from April through October. It’s also open on weekends in December, school vacation week in February, and weekends in March.
New England winters can be bitter cold, especially on the coast. If you’re planning a day trip to Land’s End, spring, summer, or fall is better timing.
Weather and the Best Time to Visit Bailey Island
Bailey Island is at its best from late spring through early fall. Summer brings warm days and full services, while September and early October trade the crowds for crisp air and quiet roads.
The town of Harpswell is a seasonal community, so some businesses keep shorter hours outside summer. Maine coastal weather shifts quickly, so you’ll want to pack layers even in July, especially if you are heading out on the water.
Land’s End Beach
Adjacent to Land’s End Gift Store, you’ll find the diminutive Land’s End Beach. Just a few steps down from the small parking lot, it’s known for sea glass and its lovely views of the ocean.
You may also enjoy swimming in the soft sandy bottom beach. But remember, the ocean water at Maine beaches can be cold, even in summer!
This beach reveals a lot of sea glass at low tide. For the best chance to find some sea glass for your collection, check the tide charts. Then, plan to arrive an hour or two before low tide.
Where to Eat on Bailey Island Maine
You don’t come to Bailey Island for fine dining. You come for fresh lobster, water views, and the casual seafood dinner that tastes better because you’re eating it where it was caught. Here is where to go.
We had lunch with a Casco Bay view at Cook’s Lobster & Ale House, where the lobster comes fresh off the boat.
- Cook’s Lobster & Ale House: The island’s best-known restaurant, right by the Cribstone Bridge, with full lobster dinners, a raw bar, and wide water views. It is the natural lunch stop on a Casco Bay Lines cruise.
- Morse’s Cribstone Grill: A relaxed spot near the bridge for seafood, sandwiches, and a casual lunch.
- Giant Stairs Seafood Grille: Easygoing seafood close to the Land’s End end of the island.
- The lobster pounds: For lobster straight off the boat, look to Bailey Island Lobster Co. and Glen’s Lobsters near Abner Point.
- Bailey Island General Store (“BIGS”): The local spot to grab snacks, drinks, and provisions if you are packing a picnic for the rocks.
Cook’s fills up at peak lunchtime in July and August, and again whenever a tour boat lands. Arrive before noon or after 2:00 to skip the wait, or buy lobster from one of the pounds and eat it overlooking the water instead.
Where to Stay on Bailey Island
When we visited this area, we were staying in the nearby town of Brunswick. This was a great day trip, but I could have easily been persuaded to overnight on Bailey Island Maine.
Consider staying at one of several cottages on the island or one of these excellent lodging choices.
Bailey Island Motel
Just over the Cribstone Bridge and on the water’s edge, is Bailey Island Motel.
This is a great family-friendly option within walking distance to popular attractions. You’ll find decks overlooking the water, evening campfires, and complimentary use of their kayaks, too.
Waterside rooms at this modest but comfortable motel are well-priced at $130 per night and include complimentary breakfast.
A typical breakfast at Bailey Island Motel consists of coffee, tea, and delicious, freshly baked muffins. You’ll also enjoy cable TV, free Wi-Fi, ocean views, mini-fridges, and access to a private dock.
Check current rates and availability before you book.
Log Cabin Island Inn
You’ll find breathtaking sunset views of the bay and a firsthand look at lobster boats at Log Cabin Island Inn.
Plus, each room is uniquely styled. Some suites are quite spacious with full kitchens and a jacuzzi. All are well-appointed.
If you stay at Log Cabin Island Inn, you’ll enjoy a full complimentary breakfast. You may also opt for a delicious dinner with your stay, too.
Check availability for your travel dates.
The Driftwood Inn
The Driftwood Inn is the oldest inn on Bailey Island. It has been in continuous operation for over 100 years.
It offers pristine, private cabins for rent on their three-acre oceanfront location overlooking beautiful Casco Bay. Hosting includes housekeeping services and the use of their saltwater swimming pool.
Or, rent “The Mansion,” which literally sleeps a full house of up to 16 guests.
See the latest rates to get an idea if it’s a fit for you.
Capt. Lawrence E. Johnson House
Perhaps one of the most luxurious accommodations on Bailey Island is the Capt. Lawrence E. Johnson House.
It comfortably hosts up to ten guests, making it perfect for family holidays and events.
Each room includes ensuite bathrooms, luxury linens, and cozy sitting areas. They offer different view of the inlets and sounds surrounding the island.
The wrap-around deck provides outdoor dining with a gas grill and a three-burner outside range. Plus, you’ll want to check out the rooftop deck complete with a wet bar.
You might even be tempted to rent this property for a month at a time.
See the current rates and availability before you book.
Final Thoughts on Visiting Bailey Island Maine
Bailey Island makes a memorable day trip if you happen to be within driving distance of Harpswell, Maine.
And if you’re further away, even better. Plan to stay over on the island so you can fully experience the relaxed vibe, coastal beauty, and “Down East” hospitality you’re sure to encounter.
Do you love Maine’s coastal islands, like I do? Then you might want to check out this article about Peaks Island, too!
Resources for Bailey Island Maine
Use the table below to quickly find where to stay, eat, book a tour, and shop on Bailey Island and around Harpswell.
| Name | Type | Contact |
|---|---|---|
| Bailey Island Motel | Motel | (207) 833-2886 · Check availability |
| Log Cabin Island Inn | Inn | (207) 833-5546 · Check availability |
| The Driftwood Inn | Inn | (207) 833-5461 · Check availability |
| Capt. Lawrence E. Johnson House | Vacation rental | (207) 541-9187 · Check availability |
| Cook’s Lobster & Ale House | Restaurant | (207) 833-2818 · Menu |
| Morse’s Cribstone Grill | Restaurant | (207) 833-7775 · Menu |
| Giant Stairs Seafood Grille | Restaurant | (207) 833-5000 · More info |
| Bailey Island Lobster Co. | Lobster pound | (207) 833-6099 |
| Glen’s Lobsters | Lobster pound | (207) 833-6138 · More info |
| Harpswell Honey | Local honey | (207) 833-5858 |
| Casco Bay Lines | Ferry & cruises | (207) 774-7871 · Website |
| Casco Bay Sites-N-Lights | Sightseeing tours | (207) 837-1788 · Website |
| Tevake Sailing Charters | Sailing charter | (207) 841-9125 · Website |
| West Wind Lobster Tours | Lobster tour | (207) 939-5481 · Website |
| Land’s End Gift Shop | Gift shop | (207) 833-2313 · Website |
| Betty’s Seaside Creations | Crafts shop | (207) 833-6645 · More info |
| Bailey Island General Store (“BIGS”) | General store | (207) 833-2400 · More info |
FAQs
Below are answers to some of the most common questions about Bailey Island.
What town is Bailey Island in?
You’ll find Bailey Island in the town of Harpswell, Maine. It’s part of Cumberland County. This charming little town right on the coast overlooking Casco Bay. Bailey Island is, as you might have guessed, an island. It’s connected to the mainland by a Cribstone bridge you can drive over.
How long is Bailey Island Maine?
Bailey Island Maine is very drivable at 2.5 miles long and just a half mile wide. You’ll find scenic vistas just about everywhere.
What is Land’s End in Maine?
At the southern tip of Bailey Island, you’ll find Land’s End. This scenic destination offers amazing views to the Atlantic Ocean, as well as views to smaller islands and outcroppings, like Jaquish Island and Turnip Island. Trails wrap around this part of the rugged Maine coastline, perfect for walking to enjoy a nature break and wildlife. Or, stop into the gift shop for some souvenirs and a cool beverage.
Is Bailey Island worth visiting?
Yes. Bailey Island packs a one-of-a-kind granite bridge, a working lobster harbor, sea-glass beaches, the scenic Land’s End overlook, and fresh seafood into a small, easy-to-explore island. It is well worth the detour on any midcoast Maine trip, and an easy half-day from Portland or Brunswick.
How do you get to Bailey Island?
You can drive across the Cribstone Bridge on Route 24, or arrive by sea on a Casco Bay Lines cruise, a sailing charter, or a lobster tour from Portland.
Have a question not answered by this article? Just post it in the comments below!
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Next Steps
For more on coastal Maine, read these articles next:
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