diff --git a/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/connection/HueTlsTrustManagerProvider.java b/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/connection/HueTlsTrustManagerProvider.java
index 5fa2820edee70..414de92f40af4 100644
--- a/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/connection/HueTlsTrustManagerProvider.java
+++ b/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/connection/HueTlsTrustManagerProvider.java
@@ -44,6 +44,8 @@ public class HueTlsTrustManagerProvider implements TlsTrustManagerProvider {
 
     private final Logger logger = LoggerFactory.getLogger(HueTlsTrustManagerProvider.class);
 
+    private @Nullable PEMTrustManager trustManager;
+
     public HueTlsTrustManagerProvider(String hostname, boolean useSelfSignedCertificate) {
         this.hostname = hostname;
         this.useSelfSignedCertificate = useSelfSignedCertificate;
@@ -56,20 +58,33 @@ public String getHostName() {
 
     @Override
     public X509ExtendedTrustManager getTrustManager() {
+        PEMTrustManager localTrustManager = getPEMTrustManager();
+        if (localTrustManager == null) {
+            logger.error("Cannot get the PEM certificate - returning a TrustAllTrustManager");
+        }
+        return localTrustManager != null ? localTrustManager : TrustAllTrustManager.getInstance();
+    }
+
+    public @Nullable PEMTrustManager getPEMTrustManager() {
+        PEMTrustManager localTrustManager = trustManager;
+        if (localTrustManager != null) {
+            return localTrustManager;
+        }
         try {
             if (useSelfSignedCertificate) {
                 logger.trace("Use self-signed certificate downloaded from Hue Bridge.");
                 // use self-signed certificate downloaded from Hue Bridge
-                return PEMTrustManager.getInstanceFromServer("https://" + getHostName());
+                localTrustManager = PEMTrustManager.getInstanceFromServer("https://" + getHostName());
             } else {
                 logger.trace("Use Signify private CA Certificate for Hue Bridges from resources.");
                 // use Signify private CA Certificate for Hue Bridges from resources
-                return getInstanceFromResource(PEM_FILENAME);
+                localTrustManager = getInstanceFromResource(PEM_FILENAME);
             }
+            this.trustManager = localTrustManager;
         } catch (CertificateException | MalformedURLException e) {
-            logger.error("An unexpected exception occurred - returning a TrustAllTrustManager: {}", e.getMessage(), e);
+            logger.debug("An unexpected exception occurred: {}", e.getMessage(), e);
         }
-        return TrustAllTrustManager.getInstance();
+        return localTrustManager;
     }
 
     /**
diff --git a/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/handler/HueBridgeHandler.java b/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/handler/HueBridgeHandler.java
index 1afcef5180d51..22686f89c527f 100644
--- a/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/handler/HueBridgeHandler.java
+++ b/bundles/org.openhab.binding.hue/src/main/java/org/openhab/binding/hue/internal/handler/HueBridgeHandler.java
@@ -706,20 +706,35 @@ public void initialize() {
                     "@text/offline.conf-error-no-ip-address");
         } else {
             if (hueBridge == null) {
-                if (HueBridgeConfig.HTTPS.equals(hueBridgeConfig.protocol)) {
-                    // register trustmanager service
-                    HueTlsTrustManagerProvider tlsTrustManagerProvider = new HueTlsTrustManagerProvider(
-                            ip + ":" + hueBridgeConfig.getPort(), hueBridgeConfig.useSelfSignedCertificate);
-                    serviceRegistration = FrameworkUtil.getBundle(getClass()).getBundleContext()
-                            .registerService(TlsTrustManagerProvider.class.getName(), tlsTrustManagerProvider, null);
-                }
-
                 hueBridge = new HueBridge(httpClient, ip, hueBridgeConfig.getPort(), hueBridgeConfig.protocol,
                         scheduler);
 
                 updateStatus(ThingStatus.UNKNOWN);
+
+                if (HueBridgeConfig.HTTPS.equals(hueBridgeConfig.protocol)) {
+                    scheduler.submit(() -> {
+                        // register trustmanager service
+                        HueTlsTrustManagerProvider tlsTrustManagerProvider = new HueTlsTrustManagerProvider(
+                                ip + ":" + hueBridgeConfig.getPort(), hueBridgeConfig.useSelfSignedCertificate);
+
+                        // Check before registering that the PEM certificate can be downloaded
+                        if (tlsTrustManagerProvider.getPEMTrustManager() == null) {
+                            updateStatus(ThingStatus.OFFLINE, ThingStatusDetail.CONFIGURATION_ERROR,
+                                    "@text/offline.conf-error-https-connection");
+                            return;
+                        }
+
+                        serviceRegistration = FrameworkUtil.getBundle(getClass()).getBundleContext().registerService(
+                                TlsTrustManagerProvider.class.getName(), tlsTrustManagerProvider, null);
+
+                        onUpdate();
+                    });
+                } else {
+                    onUpdate();
+                }
+            } else {
+                onUpdate();
             }
-            onUpdate();
         }
     }
 
diff --git a/bundles/org.openhab.binding.hue/src/main/resources/OH-INF/i18n/hue.properties b/bundles/org.openhab.binding.hue/src/main/resources/OH-INF/i18n/hue.properties
index 2b2af1df10a66..9f376076c6e65 100644
--- a/bundles/org.openhab.binding.hue/src/main/resources/OH-INF/i18n/hue.properties
+++ b/bundles/org.openhab.binding.hue/src/main/resources/OH-INF/i18n/hue.properties
@@ -148,6 +148,7 @@ config-status.error.missing-ip-address-configuration = No IP address for the Hue
 # thing status descriptions
 
 offline.communication-error = An unexpected exception occurred during execution.
+offline.conf-error-https-connection = HTTPS secure connection failed. Please check your configuration settings (network address, protocol, port, type of certificate) and change protocol to http when using a V1 bridge.
 offline.conf-error-invalid-ssl-certificate = Invalid certificate for secured connection. You might want to enable the "Use Self-Signed Certificate" configuration.
 offline.conf-error-no-ip-address = Cannot connect to Hue Bridge. IP address not available in configuration.
 offline.conf-error-no-username = Cannot connect to Hue Bridge. User name for authentication not available in configuration.