Bailey Island Travel Guide

Discover the best attractions, activities, food and drink, accommodations, culture, safety tips, and transport options for visiting Bailey Island, nestled in the heart of Casco Bay in Maine.


Bailey Island is a serene getaway spot, offering natural beauty that’s second to none. With a stunning coastline, scenic views, and a rich culture, this destination offers an array of outdoor activities, cultural attractions, and mouth-watering local cuisine. Our comprehensive guide will give you an in-depth look at all the must-visit destinations, local culture, and activities to do here.

Introduction to Bailey Island

Bailey Island is located in Casco Bay, in Greater Portland, Maine. With a small population of around 400 people, the island offers a tranquil and peaceful environment for travelers looking for a relaxing getaway. Nestled in the heart of Casco Bay, this island is home to breathtaking coastlines, scenic vistas, and cultural attractions that attract visitors from across the globe.

List of Places to Visit in Bailey Island

If you’re planning a trip to Bailey Island, be sure to include these must-visit destinations in your itinerary:

Culturally Important Attractions: Museums and Historical Places

  • Giant’s Staircase
  • Land’s End
  • Cribstone Bridge
  • Bailey Island Library
  • Morse’s Cribstone Grill and Gifts

Natural Attractions of Bailey Island: Outdoor Adventures and Scenic Views

  • Mackerel Cove
  • Cedar Beach
  • Orr’s Island Lighthouse
  • Bailey Island Bridge
  • Giant Stairs Trail

Hiking/Biking Routes of Bailey Island

Bailey Island is a haven for outdoor enthusiasts, offering scenic vistas and an array of hiking and biking trails. Here are a few must-visit routes:

  • Orr’s Island Trail
  • Giant Stairs Trail
  • Halfway Rock Trail

Best Things to Do in Bailey Island: Activities and Tours

Bailey Island is known for its outdoor activities and scenic tours. Whether you’re looking to explore the natural beauty of the island or engage in a cultural experience, there’s something for everyone here. Here are a few activities you should try:

  • Whale watching tours
  • Lobster fishing tours
  • Kayaking and paddleboarding
  • Hiking and biking tours

Week-Long Itinerary for Bailey Island

If you’ve got a week to spend in Bailey Island, try out this itinerary to make the most of your trip:

Day Activity
Day 1 Explore Orr’s Island and visit the Orr’s Island Lobster Co.
Day 2 Take a whale watching tour and head over to Land’s End for a picnic.
Day 3 Experience the local culture with a visit to Morse’s Cribstone Grill and Gifts and the Bailey Island Bridge.
Day 4 Go hiking on the Giant Stairs Trail and visit Mackerel Cove for some relaxation.
Day 5 Take a lobster fishing tour and have a lobster feast for dinner.
Day 6 Explore the Cedar Beach and go kayaking or paddleboarding.
Day 7 Visit the Orr’s Island Lighthouse and end the day with a sunset cruise.

Food and Drink Scene of Bailey Island

Bailey Island is popular for its local cuisine made with fresh seafood and local products. Here are a few must-try dishes and beverages:

Must-Try Dishes

  • Maine Lobster Roll
  • Fried Clam Strips
  • Lobster Stew
  • Blueberry Pie

Local Beverages

  • Allagash White Beer
  • Maine Root Root Beer
  • Allen’s Coffee Brandy

Where to Stay in Bailey Island: Hotels, Hostels, and Guesthouses

Bailey Island offers a wide range of accommodations to suit every traveler’s needs, from budget-friendly hostels to luxurious hotels. Here are a few options:

  • Driftwood Inn
  • Bailey Island Motel
  • Harpswell Inn
  • The Daniel
  • The Brunswick Inn

What to Buy in Bailey Island: Souvenirs and Local Products to Bring Home

If you’re looking for souvenirs or local products to bring home, Bailey Island has some great options, including:

  • Morse’s Cribstone Grill and Gifts
  • Bailey Island Lobster Co.
  • World’s End Market

Local Culture and Customs of Bailey Island

Bailey Island has a rich cultural heritage, which is reflected in the local customs and traditions. Here are a few things to keep in mind:

  • The locals are friendly and hospitable.
  • The island has a strong fishing heritage.
  • Respect the local customs and traditions.

Best Time to Visit Bailey Island

The best time to visit Bailey Island is between June and October when the weather is mild, and the island is buzzing with seasonal activities, making it the perfect time to visit.

Do’s and Don’ts of Bailey Island

Do:

  • Try the local cuisine
  • Explore the hiking trails
  • Engage with local culture

Don’t:

  • Litter on the island
  • Trespass on private property
  • Disturb the local wildlife

Safety and Health

Safety in Bailey Island

Bailey Island is a relatively safe place to visit. However, travelers should be aware of the risk of slippery rocks and coastal waters.

Health in Bailey Island

Bailey Island has medical facilities, including hospitals, clinics, and pharmacies, should the need arise.

Getting to Bailey Island: Transportation Options and Logistics

Airports Near Bailey Island

  • Portland International Jetport (PWM), located 35 miles from Bailey Island

Bus Stations Near Bailey Island

  • Greyhound Bus Station, located in Portland (35 miles from Bailey Island)

Other Options

  • Car rentals
  • Taxi services

How to Get Around in Bailey Island

The best way to get around on Bailey Island is by car or bicycle. There are several bicycle rental services available on the island.

Where to Go Next from Bailey Island: Nearby Destinations and Excursions

If you’re planning to extend your trip, here are some nearby destinations you can explore:

  • Freeport (25 miles)
  • Brunswick (17 miles)
  • Portland (35 miles)

Conclusion

Bailey Island is a hidden gem that offers scenic vistas, cultural attractions, and outdoor activities for travelers looking for a peaceful getaway. With this comprehensive guide, you can explore the best tourist destinations, restaurants, and accommodations, and experience the local culture and customs. Don’t forget to plan ahead and make the most of your visit to this fascinating destination.