Little Chebeague

Little Chebeague Island is proof that simple adventures are often the best ones. It’s close to Portland, easy to explore, and just far enough off the beaten path to feel like a real escape.

Whether you’re hiking, swimming, camping, or simply soaking up the Casco Bay views, this is a place you’ll want to return to — again and again

A photo of a hiking trail through the woods on little chebeague
A photo of people camping on the beach of little chebeague
An aerial photo looking down on little chebeague during a summer afternoon
An aerial photo taken at sunset overlooking the beach at little chebeague. Great chebeague can bee seen in the distance.
A photo taken at sunset from the beach at Little Chebeague shows the sun setting in vibrant reds and oranges over the mainland.
A photo taken through some dune grass shows a secluded beach on Little Chebeague.

A Classic Casco Bay Island Experience

Little Chebeague Island sits just off the larger Chebeague Island, separated by a half-mile sandbar that can be crossed on foot at low tide. But most visitors arrive the better way — by private boat or charter. With no ferry access, it’s peaceful, low-key, and full of that “away from it all” feeling.

This island is maintained by the Maine Island Trail Association (MITA) and the Maine Bureau of Parks and Lands. The result? Clean campsites, easy walking trails, and a landscape that blends Maine’s rugged coast with a surprisingly gentle and family-friendly vibe.

What to Expect When You Arrive

After a 45-minute cruise from Portland Harbor, we’ll anchor your boat near the main beach and assist you with unloading. You’ll have around three hours to explore Little Chebeague Island at your own pace — or longer if you’re planning an overnight camping trip.

Here’s what makes it special:

  • Two beaches to anchor and come ashore

  • Easy, flat hiking trails — great for kids and casual walkers

  • Campsites with firepits and picnic tables (first come, first served)

  • Bathroom/privy near the east beach

  • Stunning views of Chandler Cove, Great Chebeague, and the wider Casco Bay coastline

History in the Trees

There’s more to Little Chebeague Island than meets the eye. Before WWII, it was home to a seasonal cottage colony for vacationing families. In 1943, the U.S. Navy took over the island for training and recreational use — part of the broader military presence in Casco Bay during the war.

As you walk the trails today, you’ll come across:

  • Crumbling ruins of the old cottages (please don’t enter — many are unstable)

  • Foundations and walkways from military use

  • Interpretive signs that explain the island’s role in Maine’s maritime past

This mix of rewilded nature and history adds a unique atmosphere you won’t find on most Casco Bay islands.

Hiking the Trails

Little Chebeague Island’s trail system is about 1.2 miles total — more than enough to fill a few hours with exploration, but easy enough for all ages.

Main Trailheads:

  • East Beach Trailhead: The most popular entry point, just north of the metal fire-training structure. Leads directly into the trail system.

  • Sandbar Point: For those walking over from Great Chebeague at low tide, this trailhead connects to the main loop.

Trail Highlights:

  • Cottage Loop: Winds through ruins of summer homes and Navy buildings. Wide grassy paths and scenic views make this the main route.

  • Spur Trails: Lead to hidden beaches, scenic points, and photo-worthy views of the surrounding islands.

  • Interior Loop: Connects key sites, campsites, and picnic areas.

The terrain is mostly flat, with grassy or wooded paths and the occasional boardwalk. This is a perfect intro-to-hiking island for young kids or first-time trail-goers.

Little Chebeague Island Camping

If you’re planning to stay the night, Little Chebeague camping is a fantastic way to experience the quiet beauty of Casco Bay after the daytrippers leave. The campsites are:

  • First come, first served

  • Equipped with firepits and picnic tables

  • Near the main beach and tucked along the trails

  • Carry-in, carry-out — pack out all trash

  • Leave No Trace-friendly — help keep it pristine

There’s also a bathroom (privy) near the east beach — a welcome feature for overnighters and families.

Whether you’re grilling up lunch or watching the stars beside a crackling fire, Little Chebeague Island camping offers an unforgettable night on the bay.

Beach Time & Swimming Spots

  • East Beach: Larger and more popular, with easy anchoring, soft sand, and access to trails and facilities. Best for families.

  • West Beach: Quieter and less trafficked — a great place for swimming, hunting sea glass, or setting up a peaceful picnic.

And of course, don’t forget to bring your camera. The views from the island’s eastern and northern shores are stunning — perfect for casual family photos or Instagram-worthy snapshots.

Tide Tip: The Sandbar Crossing

Planning to walk the sandbar from Chebeague Island? Be tide-smart.

  • The sandbar is only exposed at low tide

  • Give yourself at least 2 hours before and after low tide to safely cross

  • Walking the sandbar can be slow — it’s uneven, rocky, and wet

Boating remains the most reliable and scenic way to visit Little Chebeague Island — especially if you want to stay flexible on timing.

Customize Your Trip

Want to add a snack or ice cream stop to your Little Chebeague Island day trip? Ask us about including a visit to Long Island Bakehouse on the way back to the marina.

We can also help you plan longer excursions, combine visits to nearby islands, or set you up for the perfect family photo session.