Did you know that Islesboro Island, despite being just 14 miles long and having fewer than 700 year-round residents, transforms into a vibrant summer community welcoming over 10,000 visitors annually? This narrow island gem in Penobscot Bay has captivated travelers for generations with its untouched natural beauty, historic lighthouse, and peaceful coastal charm. Once a retreat exclusively for America’s wealthiest families, today Islesboro offers a perfect Maine island experience accessible to all adventurous travelers.
Getting There & Planning Your Journey
Reaching Islesboro is part of the adventure. The most common route is via the Margaret Chase Smith ferry, which departs from Lincolnville Beach on the mainland. The ferry operates year-round, with more frequent service during summer months (May-September) when it runs 12-18 times daily. Each crossing takes approximately 20 minutes, offering spectacular views of Penobscot Bay.
The ferry accepts both vehicles and walk-on passengers, though reservations are highly recommended during peak season. Current ferry rates are $13 for adult passengers and $30 for vehicles under 5.5 meters (18 feet). The first ferry typically departs Lincolnville Beach at 8:00 AM with the last return from Islesboro around 5:00 PM, though schedules vary seasonally.
For those seeking more flexibility, water taxi services like Quicksilver provide on-demand transportation between Lincolnville and Islesboro. Private boat owners can utilize public docking facilities on the island, while the truly adventurous can arrive via Penobscot Island Air’s seasonal flights to Islesboro’s small airport.
Best Time to Visit Islesboro Island
Islesboro experiences distinct seasonal changes that dramatically affect your visit experience:
| Season | Temperature | Conditions | Recommendation |
| Summer (June-August) | 21-26°C (70-80°F) | Warm, occasional fog, busiest season | Highly Recommended |
| Early Fall (September) | 15-21°C (60-70°F) | Mild, fewer crowds, stunning foliage | Highly Recommended |
| Late Fall (October-November) | 7-15°C (45-60°F) | Cool, reduced ferry service | Good for solitude |
| Winter (December-March) | -7 to 4°C (20-40°F) | Cold, limited services open | Not recommended |
| Spring (April-May) | 7-18°C (45-65°F) | Cool, rainy, services beginning to open | Good for budget travelers |
The ideal time to visit Islesboro is during summer (June through August) when all island services are operating and the weather is perfect for outdoor activities. Early September offers a wonderful alternative with pleasant temperatures, fewer crowds, and lower accommodation rates. Most island businesses reduce hours or close entirely after Labor Day, with minimal services available during winter months.
If you’re seeking solitude and don’t mind limited dining options, late May and early June offer uncrowded beaches and hiking trails. Be aware that spring in coastal Maine can be foggy and rainy, so pack accordingly.
Getting Around Locally
Once on Islesboro, you have several transportation options:
- Personal Vehicle: If you bring your car on the ferry, you’ll have complete freedom to explore the island’s 14-mile length. Gas is available at the Island Market near the ferry terminal.
- Bicycle: Many visitors prefer exploring by bicycle. The island’s relatively flat terrain and light traffic make cycling pleasant, though some roads lack shoulders. Bikes can be brought on the ferry for a small fee.
- Walking: While the island is too large to explore entirely on foot, the areas around the ferry landing and Dark Harbor are walkable.
- Taxi: Limited taxi service is available during summer months, primarily for transportation from the ferry to accommodations.
The island has one main road (Pendleton Point Road/Ferry Road) running its length, with several smaller roads branching off to beaches, preserves, and residential areas. Navigation is straightforward, though cell service can be spotty in some areas, so a paper map is recommended.
Where to Stay
Accommodation options on Islesboro are limited but charming. Most visitors choose from:
On-Island Options
The Islesboro Inn
This historic inn offers comfortable rooms with period furnishings and water views. The wraparound porch is perfect for evening relaxation, and the on-site restaurant serves fresh seafood and local produce. Open May through October.
Vacation Rentals
Several private homes and cottages are available for weekly rental during summer months. These range from simple cabins to luxurious estates, with most requiring a 7-night minimum stay. Advance booking (6-12 months) is essential for prime summer weeks.
Mainland Accommodations
Many visitors choose to stay on the mainland and make day trips to Islesboro. Lincolnville Beach, Camden, and Belfast offer numerous lodging options within a short drive of the ferry terminal:
The Country Inn
Located just 15 minutes from the Islesboro ferry in Camden, this comfortable inn offers rooms, suites, and cottages with amenities including a heated indoor pool and hot tub. Their complimentary breakfast is the perfect start before catching the morning ferry.
Camping
For the adventurous, Warren Island State Park offers primitive camping on a 70-acre island just off Islesboro’s southern shore. The park is accessible only by private boat and features 12 campsites with picnic tables, fire rings, and vault toilets. Reservations are required through Maine’s state park system.
Dining & Local Cuisine
Dining options on Islesboro are seasonal and limited, but what they lack in quantity they make up for in quality and local flavor:
Island Eateries
- The Dark Harbor Shop – A beloved island institution serving sandwiches, ice cream, and classic soda fountain treats. Their lobster rolls are a must-try, made with fresh-caught local lobster. Open daily during summer.
- Island Market – More than just a grocery store, the market offers prepared foods including their famous chicken pot pie with rosemary crust. Perfect for picnic supplies or a quick meal.
- Durkee’s General Store – A traditional Maine general store with basic groceries, household items, and a small deli counter serving breakfast sandwiches and coffee.
- Two Canary Cafe – Open weekdays for lunch, serving burgers, sandwiches, and daily specials with locally-sourced ingredients when possible.
Local Specialties
When dining on Islesboro, don’t miss these local Maine specialties:
- Lobster – The quintessential Maine experience, available as traditional lobster rolls, lobster stew, or whole steamed lobster.
- Blueberry Treats – Maine wild blueberries appear in pies, muffins, and pancakes throughout summer.
- Fresh Seafood – Beyond lobster, look for local haddock, clams, and mussels on island menus.
- Island-Grown Produce – Several small farms on Islesboro supply restaurants with seasonal vegetables and herbs.
For a wider selection of dining options, the mainland towns of Lincolnville, Camden, and Belfast offer everything from casual seafood shacks to fine dining establishments, all within a short drive of the ferry terminal.
Attractions, Sightseeing & Activities
Historic Sites
- Grindle Point Sailor’s Museum and Lighthouse – Located adjacent to the ferry terminal, this historic lighthouse dates to 1874. Climb to the top for panoramic views of Penobscot Bay. The museum houses maritime artifacts and photographs documenting island history. Open July through Labor Day.
- Islesboro Historical Society Museum – Housed in the second floor of the 1894 Town Hall, this small but fascinating museum displays island photographs, artifacts, and exhibits detailing Islesboro’s evolution from farming and fishing community to summer colony.
- Alice L. Pendleton Library – This charming 1902 library not only lends books but also houses interesting historical displays and offers free Wi-Fi for visitors.
Natural Attractions
- Turtle Head Preserve – A local favorite featuring 1.4 miles of hiking trails circling the northern tip of Islesboro. The moderate hike offers beaches, ocean views, and glimpses of Sears Island across Penobscot Bay.
- Broad Point Preserve – This easy 1-mile loop trail leads through a cedar swamp to a peaceful gravel beach with a picnic table—perfect for a midday break.
- Hutchins Island and Marsh Preserve – Explore the 1.7-mile Elaine’s Trail around a scenic marsh before crossing a tidal sandbar to Hutchins Island for additional hiking. Check tide schedules before visiting.
- Lily Guest Memorial Trail – A 1-mile loop featuring an artistic trail bridge and bench, with beautiful views overlooking Jones Cove.
Sports, Nature & Outdoor Experiences
Water Activities
Surrounded by the pristine waters of Penobscot Bay, Islesboro offers exceptional opportunities for water sports:
- Kayaking & Paddleboarding – Explore the protected coves and inlets around the island. Bring your own equipment on the ferry or rent from outfitters in nearby Lincolnville or Camden.
- Sailing – The waters around Islesboro are renowned among sailors for their beauty and favorable conditions. The Tarratine Yacht Club in Dark Harbor occasionally hosts regattas during summer months.
- Swimming – While the water is brisk (rarely exceeding 18°C/65°F even in summer), several beaches offer swimming opportunities. Locals favor Spragues Beach on the north end and Islesboro Town Beach to the south.
- Fishing – Cast a line from shore or book a charter for mackerel, striped bass, or bluefish. Fishing licenses are required and available online through the Maine Department of Inland Fisheries and Wildlife.
Land Activities
- Bicycling – The island’s 14-mile length makes it perfect for cycling exploration. The main road runs the length of the island with several scenic side routes.
- Bird Watching – Islesboro’s diverse habitats attract numerous bird species. Look for ospreys, bald eagles, and various shorebirds along the coastline.
- Photography – From misty morning harbors to spectacular sunsets over Penobscot Bay, Islesboro offers endless photographic opportunities.
- Warren Island State Park – This 70-acre island park just off Islesboro’s southern shore offers primitive camping, hiking, and wildlife viewing. Accessible only by private boat.
Seasonal Activities
Depending on when you visit, these seasonal activities might enhance your Islesboro experience:
- Summer – Community events including the Fourth of July parade, outdoor concerts, and art shows.
- Fall – Apple picking at Sewall Orchard, Maine’s oldest organic apple orchard, located on Levensellar Mountain with spectacular views.
- Winter – Cross-country skiing and snowshoeing on island trails (for the hardy visitor, as winter ferry service is limited).
- Spring – Wildflower viewing along island trails and preserves as nature awakens.
Museums, Cultural Spots & Festivals
Museums & Cultural Venues
- Islesboro Historical Society Museum – Explore exhibits detailing island life from Native American settlements through the fishing and farming era to its development as a summer colony. Open Tuesday and Thursday afternoons during summer.
- Grindle Point Sailor’s Museum – Located in the keeper’s house adjacent to the lighthouse, this maritime museum showcases nautical artifacts, ship models, and photographs documenting Islesboro’s seafaring heritage.
- Artisan Books and Bindery – This Dark Harbor bookstore specializes in carefully selected new, used, and rare books, with a focus on Maine authors and maritime history.
Art Galleries & Studios
Several island artists maintain seasonal studios and galleries, primarily in the Dark Harbor area. Look for signs indicating open hours, typically during summer months. The Islesboro Community Center occasionally hosts art exhibitions featuring local and regional artists.
Annual Events & Festivals
- Fourth of July Celebration – The island’s biggest annual event features a parade through the town center, community picnic, games, and evening fireworks over the harbor.
- Islesboro Crossing for LifeFlight – This August fundraising event brings swimmers who cross the 5 km (3.1 mi) stretch of Penobscot Bay from Lincolnville to Islesboro.
- Islesboro Forum Lecture Series – Summer evening talks by notable speakers on topics ranging from maritime history to conservation.
- Community Harvest Dinner – A September celebration of local food featuring island-grown produce, seafood, and community spirit.
Shopping
While Islesboro isn’t a shopping destination, several unique stores offer local crafts and necessities:
- The Summer Shop – Located in Dark Harbor, this boutique offers accessories, gifts, and home decor with a coastal Maine aesthetic.
- Island artisans – Look for jewelry by Front Shore Jewelry and After Dark, handwoven items from local fiber artists, and paintings by island artists.
- Farmers Market – The seasonal Islesboro Farmers Market offers fresh produce, baked goods, and crafts, typically on Wednesday mornings during summer.
Safety, Etiquette & Local Customs
Island Safety
- Limited Medical Services – Islesboro has a small health center for minor issues, but serious medical emergencies require evacuation to mainland hospitals. Travel insurance is recommended.
- Weather Awareness – Fog can develop quickly in Penobscot Bay, potentially affecting ferry schedules. Check weather forecasts regularly and be prepared for sudden changes.
- Ticks – Like much of coastal Maine, Islesboro has ticks that may carry Lyme disease. Use insect repellent, wear light-colored clothing, and check for ticks after hiking.
- Limited Cell Service – Cell phone coverage can be spotty on parts of the island. The library and community center offer free Wi-Fi.
Local Etiquette
Islesboro residents value their quiet, close-knit community. Visitors can show respect by:
- Respecting Private Property – Many beautiful shoreline areas are privately owned. Stick to public beaches and preserves unless invited.
- Driving Courteously – Island roads are narrow. Drive slowly, wave to locals (the “Maine wave” is customary), and pull over to let faster vehicles pass.
- Supporting Local Businesses – The few island stores and restaurants depend on summer visitors. Patronizing them helps ensure their continued operation.
- Conservation Mindset – Pack out what you pack in when visiting beaches and preserves. The island has limited waste disposal facilities.
Island Customs
Understanding these local customs will enhance your Islesboro experience:
- Ferry Etiquette – Locals who commute daily for work are given boarding priority. During busy summer weekends, arrive early to secure a spot.
- Island Time – Services operate at a relaxed pace. Embrace the slower rhythm rather than expecting mainland efficiency.
- Community Events – Visitors are generally welcome at community events. Check bulletin boards at the post office or market for announcements.
- Dark Harbor/Upland Distinction – Historically, the island was divided between year-round residents (“Uplanders”) and summer residents (primarily in Dark Harbor). While less pronounced today, this distinction is part of island history.
Practical Travel Tips
Essential Planning Advice
- Book Accommodations Early – The limited lodging options fill quickly, especially for July and August. Reserve 6-12 months in advance for peak season.
- Ferry Reservations – Vehicle spots on summer ferries often book weeks ahead. Make reservations through the Maine State Ferry Service as soon as your travel dates are confirmed.
- Cash is King – Several island businesses accept only cash. The nearest ATM is at the Island Market near the ferry terminal.
- Pack Essentials – Bring any specialty items you might need, as shopping options are limited. Sunscreen, insect repellent, and layers for changeable weather are must-haves.
Day Trip Tips
If you’re visiting Islesboro for just one day:
- Early Start – Catch the first morning ferry (typically 8:00 AM) to maximize your island time.
- Efficient Itinerary – Focus on one area of the island rather than trying to see everything. The northern preserves or the southern lighthouse/Dark Harbor area make good half-day explorations.
- Picnic Supplies – Purchase lunch items at the Island Market or bring a picnic from the mainland to enjoy at one of the preserves.
- Return Timing – Don’t cut it too close with the last ferry. Aim for the second-to-last departure to avoid being stranded overnight.
Packing Recommendations
- Layered Clothing – Even summer days can be cool on the water. Bring a light jacket or sweater regardless of season.
- Comfortable Shoes – Pack sturdy walking shoes for hiking trails and beach-appropriate footwear.
- Binoculars – Essential for wildlife viewing and appreciating distant island views.
- Reusable Water Bottle – Stay hydrated while exploring and reduce plastic waste.
- Camera – Islesboro’s natural beauty and historic buildings offer countless photo opportunities.
Conclusion
Islesboro Island offers a genuine Maine coastal experience that feels increasingly rare in our busy world. Whether you’re hiking quiet forest trails, photographing the historic lighthouse, or simply relaxing on a peaceful beach, the island’s natural beauty and unhurried pace provide the perfect antidote to modern stress. While just a short ferry ride from the mainland, Islesboro feels worlds away—a place where time slows down and simple pleasures take precedence.
Whether you visit for a day trip or an extended stay, Islesboro’s combination of accessible wilderness, maritime heritage, and authentic coastal character creates memories that will draw you back to this special island in Penobscot Bay. As locals say, “You can leave Islesboro, but Islesboro never quite leaves you.”
The above is subject to change.
Check back often to TRAVEL.COM for the latest travel tips and deals.
0 Comments