Long Island
Unwind with tranquil harbors and ocean breezes at this small, island community with vacation, cabin, and home rentals.
Little Diamond Island
Escape the hustle and bustle of city life and venture to the private island community of Little Diamond Island.
Great Diamond Island
Great Diamond Island features picnic areas and hiking trails that allow for taking in the beauty of the island.
Cliff Island
Cliff Island is the smallest island in Portland’s Casco Bay and is home to both year-round and summer residents.
Chebeague Island
Chebeague Island is the largest island in Portland’s Casco Bay and is home to both year-round and summer residents.
Bailey Island
Accessible by both land and sea, scenic Bailey Island is home to the world’s only cribstone bridge and over 200 miles of Maine coastline.
3 Inspired Meeting Ideas
Make your next meeting memorable by adding an element of fun. Everything from unique venues to off-site activities
safety + flexibility | AMIDST COVID-19
Frequently Asked Questions from planners that are looking to bring group business to Greater Portland, Maine amidst COVID-19
A DAY IN Yarmouth, MAINE
Yarmouth has a bit of everything: charming Main Street, space along the Royal River, and a port in Yarmouth Harbor.
A DAY IN Westbrook, MAINE
Westbrook combines business, culture, and outdoor fun in a very special community for locals and visitors alike.
A DAY IN South Portland, MAINE
South Portland is home to several parks and lighthouses that keep visitors coming back year after year to revisit.
A Day In Scarborough, Maine
Scarborough offers the best of both worlds: the understated beauty of the Maine outdoors as well as plenty of activities to keep you busy.