Venice, Florida is an extremely pleasant community of 21,000 people located south of Sarasota on the Gulf of Mexico. Originally developed in 1925 by the Brotherhood of Locomotive Engineers as a planned retirement community, Venice is named after the many canals and rivers running through it. Thanks to its central planning, Venice is a top rated community for adults over…...

Chestertown is small town of about 5,000 (2020), that is east of Baltimore on the Delmarva Peninsula, and northeast of Annapolis on the Chester River.  The population is growing as more people consider it a quiet alternative to places like St. Michaels. In the mid-eighteenth century, Chestertown was considered Maryland's second leading port, after Annapolis. Chestertown is home to Washington…...

Portland, Maine (population 68,000) has had a dramatic resurgence over the last 20 years. Always an important port and manufacturing center, Maine’s largest city is an ideal retirement community – in fact it is often mentioned as one of America’s most livable small cities. It combines New England history (founded in 1632), a vital downtown centered on the Old Port…...

San Buenaventura is a village near the southern (Pacific) coast of the beautiful and unspoiled country of Costa Rica (San Isidro del General  region). This area is near the beach, Ballena National Park,  and not far from the regional airport. For more about retiring to this beautiful country see our retirement guide to Costa Rica....