Chebeague Island, Maine: Best Things to Do – Top Picks

Aerial view of Chebeague Island in Casco Bay, Maine showing coastline, beaches and forested areas

Did you know that Chebeague Island, pronounced “shuh-big,” is home to one of the few remaining stone slooper communities in Maine? These skilled sailors once transported granite down the eastern seaboard for constructing iconic structures like the Washington Monument. Today, this hidden gem in Casco Bay offers a perfect escape from the mainland hustle, with its rich maritime history, pristine beaches, and charming community just 10 miles (16 km) northeast of Portland.

Getting There & Planning Your Journey

Reaching Chebeague Island is part of the adventure. The island is accessible only by boat, with two primary ferry services operating year-round. The journey itself offers spectacular views of Casco Bay and its many islands.

Ferry Options

  • Chebeague Transportation Company (CTC): Operates from Cousins Island in Yarmouth with a 15-minute crossing to the Stone Wharf on the northwest side of Chebeague. Parking is available at a satellite lot with shuttle service to the ferry.
  • Casco Bay Lines: Runs from Portland’s Commercial Street with a more scenic 60-90 minute route that stops at multiple islands before reaching Chandler’s Cove on Chebeague’s southern end.

For those traveling from outside Maine, the Portland International Jetport is the closest airport, located about 20 minutes from the Casco Bay Lines terminal.

Ready to start your island adventure?

Book your flights to Portland and begin your journey to Chebeague Island.

Find Flights
Rent a Car

Best Time to Visit Chebeague Island

Timing your visit to Chebeague Island is crucial for the best experience. The island’s climate and activity options vary dramatically throughout the year.

Recommended Seasons

  • Summer (June-August): Peak season with temperatures averaging 21-27°C (70-80°F). Perfect for swimming, boating, and all outdoor activities. The island population swells to over 1,600 during this time.
  • Early Fall (September-October): Gorgeous foliage, fewer crowds, and comfortable temperatures around 10-18°C (50-65°F). Many consider this the ideal time to visit.
  • Late Spring (May-early June): Emerging wildflowers and warming temperatures of 13-21°C (55-70°F) with fewer tourists.

Seasons to Avoid

  • Winter (December-March): Temperatures drop to -7 to 4°C (20-40°F) with potential for snow and ice. Many businesses close, and ferry service may be limited during storms.
  • Early Spring (April): Often rainy and muddy as the island thaws, with limited services still operating on winter schedules.

Chebeague Island beach in summer with people enjoying the shoreline and Casco Bay views

Getting Around Locally

Chebeague Island spans approximately 3.56 square miles (9.22 km²) of land, making it perfect for exploration on foot or by bicycle. The island has one main loop road with various connecting paths.

Transportation Options

  • Walking: The island is walkable, but distances can be significant. It’s about 3 miles (4.8 km) from end to end.
  • Bicycling: The most popular way to explore. Bring your own on the ferry (small additional fee) or rent from the Chebeague Island Inn if you’re a guest.
  • Golf Carts: Some accommodations offer golf cart rentals for guests.
  • Island Taxis: Limited service available with advance booking.

Most visitors find that bicycling offers the perfect balance of convenience and immersion in the island’s natural beauty. The terrain is mostly flat with some gentle hills, making it accessible for cyclists of all abilities.

Cyclists riding along the coastal road on Chebeague Island with ocean views

Where to Stay

Accommodations on Chebeague Island are limited but charming, with options ranging from the historic inn to vacation rentals. Booking well in advance is essential, especially during the summer months.

Chebeague Island Inn

Historic Chebeague Island Inn with its white facade and wrap-around porch

This beautifully restored 1920s Greek Revival hotel is the island’s premier accommodation. Featuring 21 individually decorated rooms, a restaurant with panoramic views, and a large stone fireplace in the Great Room. The inn offers bicycle rentals and has a shuttle service to both ferry landings.

Vacation Rentals

Charming vacation cottage on Chebeague Island with water views

Several private homes and cottages are available for weekly rentals. These range from simple cabins to luxurious waterfront properties. Many offer full kitchens and private beach access, perfect for families or extended stays.

Camping

Tent camping area on Little Chebeague Island with coastal views

While there are no formal campgrounds on Great Chebeague, primitive camping is permitted on neighboring Little Chebeague Island, accessible at low tide via a sandbar. Bring all necessary supplies as there are no facilities.

Find Your Perfect Island Accommodation

Book your stay on Chebeague Island now to secure the best options, especially during peak season.

Browse Accommodations

Dining & Local Cuisine

Chebeague Island offers limited but excellent dining options, with an emphasis on fresh seafood and locally sourced ingredients. The island’s restaurants operate seasonally, with most open from May through October.

Restaurant Options

  • Chebeague Island Inn Restaurant: Fine dining featuring innovative Maine cuisine with spectacular sunset views. Open for breakfast, lunch, and dinner with a focus on seasonal ingredients.
  • The Slow Bell Cafe: Casual dining with wraps and salads for lunch, and a full dinner menu. They offer coffee and pastries in the morning.
  • The Niblic: Located at the Chebeague Island Boat Yard, offering sandwiches, coffee, snacks, and Maine-made gifts.
  • Two Birds Café: A newer addition serving curated local meals, coffee, and gifts.

Local Specialties

  • Lobster: The quintessential Maine delicacy, often served with drawn butter.
  • Steamers: Soft-shell clams steamed and served with broth and butter.
  • Mussels: Locally harvested and often prepared with white wine and garlic.
  • Blueberries: Wild Maine blueberries are abundant on the island and feature in many desserts during summer.
  • Fresh Produce: Second Wind Farm on the island offers seasonal vegetables and fruits.

For those staying in rental properties with kitchens, Doughty’s Island Market provides groceries and essentials. Consider bringing specialty items from the mainland if you have specific needs.

Fresh Maine lobster dinner being served at a restaurant on Chebeague Island

Attractions, Sightseeing & Activities

Despite its small size, Chebeague Island offers plenty to see and do, particularly for those who enjoy outdoor activities, history, and relaxed island living.

Beaches & Swimming

  • Hamilton Beach: A sandy beach with gentle waters, perfect for families.
  • Indian Point: Rocky shoreline with excellent views and the sandbar connection to Little Chebeague at low tide.
  • Chandler’s Cove Beach: Located near the Casco Bay Lines landing with southwest-facing views.

Historical Sites

  • Museum of Chebeague History: Housed in the old schoolhouse built in 1871, featuring exhibits on the island’s stone sloopers, maritime history, and daily life.
  • Little Chebeague Island: Explore the abandoned summer colony accessible at low tide, with remnants of buildings from the early 20th century.
  • Historic Greek Revival Homes: Built by prosperous stone sloopers in the 19th century, these architectural gems dot the island.

Museum of Chebeague History in the historic schoolhouse building

Recreation

  • Great Chebeague Golf Club: A historic nine-hole course founded in 1920, offering water views from every hole.
  • Tennis: Courts available at the Tennis Club near the golf course.
  • Boating: Kayak and small boat rentals available seasonally.
  • Fishing: Shore fishing for mackerel, bluefish, and striped bass is popular from the docks and piers.

Enhance Your Island Experience

Book guided tours, kayak rentals, and other activities to make the most of your Chebeague Island visit.

Explore Tours & Activities

Sports, Nature & Outdoor Experiences

Chebeague Island’s natural beauty makes it a paradise for outdoor enthusiasts. The island’s diverse ecosystems include forests, beaches, meadows, and wetlands, all waiting to be explored.

Wildlife Viewing

The island and surrounding waters are home to diverse wildlife. Keep an eye out for:

  • Harbor seals sunning on rocks offshore
  • Porpoises breaking the surface in Casco Bay
  • Loons, gulls, and various seabirds
  • Deer, red fox, and other small mammals on land

Water Activities

Kayakers paddling along the rocky coastline of Chebeague Island

Kayaking & Paddleboarding

Explore the island’s coves and inlets by kayak or paddleboard. Rentals are available seasonally, and guided tours can be arranged for those wanting to learn about the bay’s ecology.

Sailing boats in Casco Bay near Chebeague Island on a sunny day

Sailing & Boating

The waters around Chebeague have a rich sailing tradition. Day sails can be arranged through local operators, or bring your own boat and use the moorings available at the Chebeague Island Boat Yard.

Hiking & Exploration

While Chebeague doesn’t have formal trail systems, the island roads and beaches offer excellent walking opportunities. Don’t miss the low-tide walk to Little Chebeague Island, where 1.2 miles (1.9 km) of trails traverse the abandoned summer colony.

The sandbar connecting Great Chebeague to Little Chebeague Island at low tide

Safety, Etiquette & Local Customs

Visiting Chebeague Island is generally safe, but there are important considerations to ensure a pleasant experience for both visitors and residents.

Important Safety Tips

  • Tides: Be aware of tide schedules, especially if walking to Little Chebeague. The sandbar disappears completely at high tide.
  • Water Temperature: Even in summer, ocean temperatures rarely exceed 16°C (60°F). Hypothermia is a risk for extended swimming.
  • Limited Medical Services: The island has volunteer EMTs but no medical facilities. In emergencies, patients must be transported to the mainland.
  • Cell Service: While available on most of the island, coverage can be spotty in some areas.

Island Etiquette

  • Respect private property. Many beaches and shorelines are privately owned.
  • Observe quiet hours, typically after 10 PM.
  • Practice “Leave No Trace” principles – pack out all trash.
  • Drive slowly on island roads and yield to pedestrians and cyclists.
  • Support local businesses whenever possible.

Chebeague Island has a strong year-round community of about 400 residents. Visitors who respect the island’s pace and character are always welcome.

Practical Travel Tips

What to Pack

  • Layered Clothing: Even summer evenings can be cool, and weather can change quickly.
  • Rain Gear: Be prepared for sudden showers, especially in spring and fall.
  • Sturdy Walking Shoes: For exploring the island’s varied terrain.
  • Sun Protection: Hat, sunglasses, and sunscreen are essential, especially on the water.
  • Insect Repellent: Mosquitoes can be prevalent, particularly in wooded areas.
  • Binoculars: For wildlife viewing and enjoying distant vistas.
  • Cash: Some small businesses may not accept credit cards.

Additional Resources

  • Town of Chebeague Island website for current information
  • Ferry schedules (check for seasonal changes)
  • Tide charts if planning beach activities or the walk to Little Chebeague

Sunset view from the porch of Chebeague Island Inn overlooking Casco Bay

Experience the Magic of Chebeague Island

Chebeague Island offers a rare opportunity to step back in time while enjoying the natural beauty of coastal Maine. With its rich maritime history, stunning ocean vistas, and welcoming community, this Casco Bay gem provides the perfect escape from everyday life. Whether you’re kayaking along the rocky shoreline, exploring abandoned summer colonies, or simply relaxing on a porch with sunset views, Chebeague delivers an authentic Maine island experience that stays with visitors long after they depart.

Ready to Plan Your Chebeague Island Getaway?

Start planning your perfect island escape today with these essential bookings:

For those arriving by sea, check out cruise options to Portland:

Cruise Options

The above is subject to change.

Check back often to TRAVEL.COM for the latest travel tips and deals.

Related Posts

Mount Desert Island, Maine: Best Things to Do – Top Picks

Mount Desert Island, Maine: Best Things to Do – Top Picks

Home to the only fjord on the U.S. East Coast, Somes Sound, Mount Desert Island welcomes over 3.5 million visitors annually to Acadia National Park. This 108-square-mile island (pronounced "dessert" but known locally as just "MDI") offers a perfect blend of rugged...

Matinicus Island, Maine: Best Things to Do – Top Picks

Matinicus Island, Maine: Best Things to Do – Top Picks

Did you know that Matinicus Island is the most remote inhabited island on the American East Coast? Located about 23 miles off Maine's shoreline in Penobscot Bay, this secluded gem is home to fewer than 60 year-round residents. With no restaurants, public restrooms, or...

Monhegan Island, Maine: Best Things to Do – Top Picks

Monhegan Island, Maine: Best Things to Do – Top Picks

Just 10 miles off Maine's rugged coastline lies a tiny artistic haven that has captivated visitors for over a century. At only 1.7 square miles (4.5 km²), Monhegan Island attracts more than 200 artists annually, drawn by what many call "the magical Monhegan light" - a...

Isle au Haut, Maine: Best Things to Do – Top Picks

Isle au Haut, Maine: Best Things to Do – Top Picks

Did you know that Isle au Haut contains nearly 18% of Acadia National Park's total land area, yet receives less than 1% of the park's annual visitors? This remote island gem, pronounced "eye-la-HO," offers some of Maine's most pristine wilderness experiences for those...