diff --git a/core/src/main/java/feign/SynchronousMethodHandler.java b/core/src/main/java/feign/SynchronousMethodHandler.java
index 244fe90f5d..64b81d43b4 100644
--- a/core/src/main/java/feign/SynchronousMethodHandler.java
+++ b/core/src/main/java/feign/SynchronousMethodHandler.java
@@ -76,10 +76,17 @@ private Object runWithRetry(Invocation invocation, Options options) throws Throw
         } catch (RetryableException th) {
           Throwable cause = th.getCause();
           if (methodHandlerConfiguration.getPropagationPolicy() == UNWRAP && cause != null) {
-            throw cause;
-          } else {
-            throw th;
+            if (cause instanceof RuntimeException || cause instanceof Error) {
+              throw cause;
+            }
+            for (Class<?> exceptionType :
+                methodHandlerConfiguration.getMetadata().method().getExceptionTypes()) {
+              if (exceptionType.isAssignableFrom(cause.getClass())) {
+                throw cause;
+              }
+            }
           }
+          throw th;
         }
         if (methodHandlerConfiguration.getLogLevel() != Logger.Level.NONE) {
           methodHandlerConfiguration
diff --git a/core/src/test/java/feign/FeignTest.java b/core/src/test/java/feign/FeignTest.java
index 748bfe1ad5..47a348bfaf 100755
--- a/core/src/test/java/feign/FeignTest.java
+++ b/core/src/test/java/feign/FeignTest.java
@@ -50,6 +50,7 @@
 import feign.querymap.FieldQueryMapEncoder;
 import java.io.IOException;
 import java.lang.reflect.Type;
+import java.net.ProtocolException;
 import java.net.URI;
 import java.time.Clock;
 import java.time.Instant;
@@ -631,6 +632,60 @@ void throwsFeignExceptionWithoutBody() {
     }
   }
 
+  @Test
+  void doesNotUnwrapUndeclaredCheckedCauseWhenPropagationPolicyIsUnwrap() {
+    TestInterface api =
+        Feign.builder()
+            .exceptionPropagationPolicy(UNWRAP)
+            .retryer(new DefaultRetryer(1, 1, 1))
+            .client(
+                (_, _) -> {
+                  throw new ProtocolException("missing Location header for redirect");
+                })
+            .target(TestInterface.class, "http://localhost:" + server.getPort());
+
+    RetryableException exception = assertThrows(RetryableException.class, () -> api.post());
+
+    assertThat(exception.getMessage()).contains("missing Location header for redirect");
+    assertThat(exception.getCause()).isInstanceOf(ProtocolException.class);
+  }
+
+  @Test
+  void unwrapDeclaredCheckedCauseWhenPropagationPolicyIsUnwrap() {
+    TestInterface api =
+        Feign.builder()
+            .exceptionPropagationPolicy(UNWRAP)
+            .retryer(new DefaultRetryer(1, 1, 1))
+            .client(
+                (_, _) -> {
+                  throw new ProtocolException("missing Location header for redirect");
+                })
+            .target(TestInterface.class, "http://localhost:" + server.getPort());
+
+    ProtocolException exception =
+        assertThrows(ProtocolException.class, () -> api.postThrowsProtocolException());
+
+    assertThat(exception.getMessage()).contains("missing Location header for redirect");
+  }
+
+  @Test
+  void unwrapCheckedCauseAssignableToDeclaredTypeWhenPropagationPolicyIsUnwrap() {
+    TestInterface api =
+        Feign.builder()
+            .exceptionPropagationPolicy(UNWRAP)
+            .retryer(new DefaultRetryer(1, 1, 1))
+            .client(
+                (_, _) -> {
+                  throw new ProtocolException("missing Location header for redirect");
+                })
+            .target(TestInterface.class, "http://localhost:" + server.getPort());
+
+    IOException exception = assertThrows(IOException.class, () -> api.postThrowsIOException());
+
+    assertThat(exception).isInstanceOf(ProtocolException.class);
+    assertThat(exception.getMessage()).contains("missing Location header for redirect");
+  }
+
   @Test
   void ensureRetryerClonesItself() throws Exception {
     server.enqueue(new MockResponse().setResponseCode(503).setBody("foo 1"));
@@ -1234,6 +1289,12 @@ interface TestInterface {
     @RequestLine("POST /")
     String post() throws TestInterfaceException;
 
+    @RequestLine("POST /")
+    String postThrowsProtocolException() throws ProtocolException;
+
+    @RequestLine("POST /")
+    String postThrowsIOException() throws IOException;
+
     @RequestLine("POST /")
     @Body(
         "%7B\"customer_name\": \"{customer_name}\", \"user_name\": \"{user_name}\", \"password\":"
diff --git a/httpclient/src/test/java/feign/httpclient/ApacheHttpClientTest.java b/httpclient/src/test/java/feign/httpclient/ApacheHttpClientTest.java
index 3506aae5be..4ab3601425 100644
--- a/httpclient/src/test/java/feign/httpclient/ApacheHttpClientTest.java
+++ b/httpclient/src/test/java/feign/httpclient/ApacheHttpClientTest.java
@@ -23,6 +23,8 @@
 import feign.Feign.Builder;
 import feign.FeignException;
 import feign.Request.Options;
+import feign.RetryableException;
+import feign.Retryer;
 import feign.client.AbstractClientTest;
 import feign.jaxrs.JAXRSContract;
 import java.nio.charset.StandardCharsets;
@@ -32,6 +34,8 @@
 import javax.ws.rs.QueryParam;
 import okhttp3.mockwebserver.MockResponse;
 import okhttp3.mockwebserver.RecordedRequest;
+import org.apache.http.ProtocolException;
+import org.apache.http.client.ClientProtocolException;
 import org.apache.http.impl.client.HttpClientBuilder;
 import org.junit.jupiter.api.Test;
 
@@ -43,6 +47,25 @@ public Builder newBuilder() {
     return Feign.builder().client(new ApacheHttpClient());
   }
 
+  @Test
+  void redirectWithoutLocationHeaderKeepsRetryableExceptionWhenPropagationPolicyIsUnwrap() {
+    JaxRsTestInterface api =
+        Feign.builder()
+            .contract(new JAXRSContract())
+            .exceptionPropagationPolicy(feign.ExceptionPropagationPolicy.UNWRAP)
+            .retryer(Retryer.NEVER_RETRY)
+            .client(new ApacheHttpClient(HttpClientBuilder.create().build()))
+            .target(JaxRsTestInterface.class, "http://localhost:" + server.getPort());
+
+    server.enqueue(new MockResponse().setResponseCode(303));
+
+    RetryableException exception =
+        assertThrows(RetryableException.class, () -> api.withoutBody("foo"));
+
+    assertThat(exception.getCause()).isInstanceOf(ClientProtocolException.class);
+    assertThat(exception.getCause()).hasCauseInstanceOf(ProtocolException.class);
+  }
+
   @Test
   void queryParamsAreRespectedWhenBodyIsEmpty() throws InterruptedException {
     final JaxRsTestInterface testInterface = buildTestInterface();