diff --git a/api/client/trust.go b/api/client/trust.go
index 4d984cfa6f..ab29269939 100644
--- a/api/client/trust.go
+++ b/api/client/trust.go
@@ -144,15 +144,21 @@ func (cli *DockerCli) getNotaryRepository(repoInfo *registry.RepositoryInfo, aut
 	if err != nil {
 		return nil, err
 	}
-	resp, err := pingClient.Do(req)
-	if err != nil {
-		return nil, err
-	}
-	defer resp.Body.Close()
 
 	challengeManager := auth.NewSimpleChallengeManager()
-	if err := challengeManager.AddResponse(resp); err != nil {
-		return nil, err
+
+	resp, err := pingClient.Do(req)
+	if err != nil {
+		// Ignore error on ping to operate in offline mode
+		logrus.Debugf("Error pinging notary server %q: %s", endpointStr, err)
+	} else {
+		defer resp.Body.Close()
+
+		// Add response to the challenge manager to parse out
+		// authentication header and register authentication method
+		if err := challengeManager.AddResponse(resp); err != nil {
+			return nil, err
+		}
 	}
 
 	creds := simpleCredentialStore{auth: authConfig}
@@ -248,6 +254,8 @@ func notaryError(err error) error {
 		return fmt.Errorf("remote repository out-of-date: %v", err)
 	case trustmanager.ErrKeyNotFound:
 		return fmt.Errorf("signing keys not found: %v", err)
+	case *net.OpError:
+		return fmt.Errorf("error contacting notary server: %v", err)
 	}
 
 	return err
diff --git a/integration-cli/docker_cli_pull_trusted_test.go b/integration-cli/docker_cli_pull_trusted_test.go
index d0514573c7..4e796f0e4c 100644
--- a/integration-cli/docker_cli_pull_trusted_test.go
+++ b/integration-cli/docker_cli_pull_trusted_test.go
@@ -223,3 +223,44 @@ func (s *DockerTrustSuite) TestTrustedPullWithExpiredSnapshot(c *check.C) {
 		}
 	})
 }
+
+func (s *DockerTrustSuite) TestTrustedOfflinePull(c *check.C) {
+	repoName := s.setupTrustedImage(c, "trusted-offline-pull")
+
+	pullCmd := exec.Command(dockerBinary, "pull", repoName)
+	s.trustedCmdWithServer(pullCmd, "https://invalidnotaryserver")
+	out, _, err := runCommandWithOutput(pullCmd)
+	if err == nil {
+		c.Fatalf("Expected error pulling with invalid notary server:\n%s", out)
+	}
+
+	if !strings.Contains(string(out), "error contacting notary server") {
+		c.Fatalf("Missing expected output on trusted pull:\n%s", out)
+	}
+
+	// Do valid trusted pull to warm cache
+	pullCmd = exec.Command(dockerBinary, "pull", repoName)
+	s.trustedCmd(pullCmd)
+	out, _, err = runCommandWithOutput(pullCmd)
+	if err != nil {
+		c.Fatalf("Error running trusted pull: %s\n%s", err, out)
+	}
+
+	if !strings.Contains(string(out), "Tagging") {
+		c.Fatalf("Missing expected output on trusted push:\n%s", out)
+	}
+
+	dockerCmd(c, "rmi", repoName)
+
+	// Try pull again with invalid notary server, should use cache
+	pullCmd = exec.Command(dockerBinary, "pull", repoName)
+	s.trustedCmdWithServer(pullCmd, "https://invalidnotaryserver")
+	out, _, err = runCommandWithOutput(pullCmd)
+	if err != nil {
+		c.Fatalf("Error running trusted pull: %s\n%s", err, out)
+	}
+
+	if !strings.Contains(string(out), "Tagging") {
+		c.Fatalf("Missing expected output on trusted push:\n%s", out)
+	}
+}
diff --git a/integration-cli/docker_cli_push_test.go b/integration-cli/docker_cli_push_test.go
index b5c4b527cb..badc3fd516 100644
--- a/integration-cli/docker_cli_push_test.go
+++ b/integration-cli/docker_cli_push_test.go
@@ -154,7 +154,7 @@ func (s *DockerTrustSuite) TestTrustedPushWithFaillingServer(c *check.C) {
 		c.Fatalf("Missing error while running trusted push w/ no server")
 	}
 
-	if !strings.Contains(string(out), "Error establishing connection to notary repository") {
+	if !strings.Contains(string(out), "error contacting notary server") {
 		c.Fatalf("Missing expected output on trusted push:\n%s", out)
 	}
 }