Did you know that Casco Bay is home to what locals call the “Calendar Islands” — a collection of 785 islands and exposed ledges, so named because it was once said there was an island for every day of the year? While the actual count exceeds the calendar, only a handful of these Casco Bay Islands in Maine are inhabited year-round, creating a perfect blend of accessible adventure and secluded escape just minutes from Portland’s bustling waterfront.
Getting to Casco Bay Islands, Maine
Your island adventure begins in Portland, where the Casco Bay Lines ferry service operates year-round trips to six main islands: Peaks, Little Diamond, Great Diamond, Long, Chebeague, and Cliff. The ferry terminal is conveniently located on Commercial Street in Portland’s Old Port district.
By Air
The nearest major airport is Portland International Jetport (PWM), located just 5 km (3 miles) west of downtown Portland. From there, take a taxi or rideshare to the ferry terminal. Many major airlines serve Portland with direct flights from Boston, New York, Philadelphia, and other East Coast hubs.
By Car
If driving to Portland, take I-95 (Maine Turnpike) to Exit 44, then follow I-295 to Exit 7 (Franklin Street). Public parking garages are available near the ferry terminal, with rates around $20-30 per day. For longer stays, consider leaving your car in Portland, as bringing vehicles to the islands requires advance reservations and can be costly.
Ready to Plan Your Casco Bay Adventure?
The islands are calling! Start by booking your transportation to Portland.
Best Time to Visit Casco Bay Islands
The Casco Bay Islands experience distinct seasonal changes that dramatically affect your visit. Timing is everything when planning your Maine island getaway.
| Season | Temperature | Crowds | Activities | Recommendation |
| Summer (June-August) | 21-26°C (70-79°F) | High | Swimming, kayaking, hiking, all ferry routes operating | Highly Recommended |
| Fall (September-October) | 10-18°C (50-65°F) | Moderate | Hiking, photography, reduced ferry schedules | Recommended |
| Winter (November-March) | -7 to 4°C (20-40°F) | Very Low | Limited; reduced ferry service, many businesses closed | For Locals/Adventurous |
| Spring (April-May) | 7-15°C (45-60°F) | Low | Birdwatching, hiking, gradually increasing ferry service | Good Option |
Local Tip: The sweet spot for visiting is early September, when the summer crowds have thinned but the water remains warm enough for swimming, businesses are still open, and ferry service runs on a full schedule.
Getting Around the Casco Bay Islands
Once you arrive on the islands, transportation options vary by location. Most islands are small enough to explore on foot, but there are several options to help you get around:
Casco Bay Islands: Island-by-Island Guide
Each of the Casco Bay Islands has its own distinct character and attractions. Here’s what makes each island special:
Peaks Island
The most visited and populated island, just a 15-minute ferry ride from Portland. Home to sandy beaches, art galleries, and the quirky 5th Maine Regiment Museum.
Long Island
Known for beautiful beaches and a relaxed atmosphere, Long Island became its own town in 1993 after seceding from Portland.
Chebeague Island
The largest island in the bay, known for its historic inn, golf course, and beautiful coastal scenery.
Cliff Island
The most remote and smallest year-round island, offering true tranquility with unpaved roads and pristine nature.
Great Diamond Island
Home to the historic Fort McKinley and now a mix of private residences and the upscale Inn at Diamond Cove.
Little Diamond Island
A small, quiet residential island connected to Great Diamond at low tide via Lamson Cove.
Find Your Perfect Island Stay
From historic inns to cozy cottages, the Casco Bay Islands offer unique accommodations for every traveler.
Top Things to Do in Casco Bay Islands
The Casco Bay Islands offer a perfect mix of relaxation and adventure. Here are the must-do activities during your visit:
Water Activities
Land Activities
Cultural Experiences
Experience Island Adventures
From kayak rentals to lighthouse tours, make the most of your Casco Bay visit with guided experiences.
Where to Eat in Casco Bay Islands
The Casco Bay Islands offer surprisingly diverse dining options, from casual lobster shacks to upscale restaurants. Fresh seafood is, of course, the star attraction.
Island Dining Highlights
Peaks Island
Other Islands
Local Delicacy: Don’t miss trying the “lobster pound” experience, where you select your own lobster from a tank and have it steamed to perfection. Typically served with drawn butter, corn on the cob, and steamers (soft-shell clams).
Where to Stay in Casco Bay Islands
Accommodations on the Casco Bay Islands range from historic inns to vacation rentals. Options are limited, so booking well in advance is essential, especially for summer visits.
Historic Inns
Vacation Rentals
Camping
Book Your Island Escape
Secure your perfect island accommodation before they fill up!
Practical Tips for Visiting Casco Bay Islands
Ferry Tips
Island Etiquette
Important Safety Note: Weather can change quickly in Casco Bay. Always check marine forecasts before water activities, and be prepared for fog, which can roll in rapidly, especially in summer. Cell service can be spotty on outer islands—download maps and ferry schedules in advance.
What to Pack
Plan Your Casco Bay Islands Adventure
The Casco Bay Islands of Maine offer a perfect escape from the mainland hustle, whether for a day trip or an extended stay. Each island presents its own unique character, from the accessible charm of Peaks to the remote tranquility of Cliff Island. With their rich maritime history, stunning natural beauty, and welcoming communities, these islands provide an authentic Maine experience just a short ferry ride from Portland.
As you plan your visit, remember that island time moves at its own pace. Allow yourself to slow down, breathe the salt air, and embrace the simple pleasures that have drawn visitors to these special places for generations. Whether you’re kayaking along rocky shores, savoring a fresh lobster roll with ocean views, or simply watching the sunset paint the sky above Portland’s distant skyline, the Casco Bay Islands promise memories that will call you back year after year.
Ready to Experience Casco Bay Islands?
Start planning your perfect Maine island getaway today!
The above is subject to change.
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