diff --git a/registry/storage/driver/s3-aws/s3.go b/registry/storage/driver/s3-aws/s3.go
index 40997ee95..43a1a4486 100644
--- a/registry/storage/driver/s3-aws/s3.go
+++ b/registry/storage/driver/s3-aws/s3.go
@@ -15,6 +15,7 @@ import (
 	"bytes"
 	"context"
 	"crypto/tls"
+	"errors"
 	"fmt"
 	"io"
 	"io/ioutil"
@@ -900,54 +901,71 @@ func (d *driver) copy(ctx context.Context, sourcePath string, destPath string) e
 	return err
 }
 
-func min(a, b int) int {
-	if a < b {
-		return a
-	}
-	return b
-}
-
 // Delete recursively deletes all objects stored at "path" and its subpaths.
 // We must be careful since S3 does not guarantee read after delete consistency
 func (d *driver) Delete(ctx context.Context, path string) error {
 	s3Objects := make([]*s3.ObjectIdentifier, 0, listMax)
-
-	// manually add the given path if it's a file
-	stat, err := d.Stat(ctx, path)
-	if err != nil {
-		return err
-	}
-	if stat != nil && !stat.IsDir() {
-		path := d.s3Path(path)
-		s3Objects = append(s3Objects, &s3.ObjectIdentifier{
-			Key: &path,
-		})
-	}
-
-	// list objects under the given path as a subpath (suffix with slash "/")
-	s3Path := d.s3Path(path) + "/"
+	s3Path := d.s3Path(path)
 	listObjectsInput := &s3.ListObjectsV2Input{
 		Bucket: aws.String(d.Bucket),
 		Prefix: aws.String(s3Path),
 	}
-ListLoop:
+
 	for {
 		// list all the objects
 		resp, err := d.S3.ListObjectsV2(listObjectsInput)
 
 		// resp.Contents can only be empty on the first call
 		// if there were no more results to return after the first call, resp.IsTruncated would have been false
-		// and the loop would be exited without recalling ListObjects
+		// and the loop would exit without recalling ListObjects
 		if err != nil || len(resp.Contents) == 0 {
-			break ListLoop
+			return storagedriver.PathNotFoundError{Path: path}
 		}
 
 		for _, key := range resp.Contents {
+			// Skip if we encounter a key that is not a subpath (so that deleting "/a" does not delete "/ab").
+			if len(*key.Key) > len(s3Path) && (*key.Key)[len(s3Path)] != '/' {
+				continue
+			}
 			s3Objects = append(s3Objects, &s3.ObjectIdentifier{
 				Key: key.Key,
 			})
 		}
 
+		// Delete objects only if the list is not empty, otherwise S3 API returns a cryptic error
+		if len(s3Objects) > 0 {
+			// NOTE: according to AWS docs https://docs.aws.amazon.com/AmazonS3/latest/API/API_ListObjectsV2.html
+			// by default the response returns up to 1,000 key names. The response _might_ contain fewer keys but it will never contain more.
+			// 10000 keys is coincidentally (?) also the max number of keys that can be deleted in a single Delete operation, so we'll just smack
+			// Delete here straight away and reset the object slice when successful.
+			resp, err := d.S3.DeleteObjects(&s3.DeleteObjectsInput{
+				Bucket: aws.String(d.Bucket),
+				Delete: &s3.Delete{
+					Objects: s3Objects,
+					Quiet:   aws.Bool(false),
+				},
+			})
+			if err != nil {
+				return err
+			}
+
+			if len(resp.Errors) > 0 {
+				// NOTE: AWS SDK s3.Error does not implement error interface which
+				// is pretty intensely sad, so we have to do away with this for now.
+				errs := make([]error, 0, len(resp.Errors))
+				for _, err := range resp.Errors {
+					errs = append(errs, errors.New(err.String()))
+				}
+				return storagedriver.Errors{
+					DriverName: driverName,
+					Errs:       errs,
+				}
+			}
+		}
+		// NOTE: we don't want to reallocate
+		// the slice so we simply "reset" it
+		s3Objects = s3Objects[:0]
+
 		// resp.Contents must have at least one element or we would have returned not found
 		listObjectsInput.StartAfter = resp.Contents[len(resp.Contents)-1].Key
 
@@ -958,24 +976,6 @@ ListLoop:
 		}
 	}
 
-	total := len(s3Objects)
-	if total == 0 {
-		return storagedriver.PathNotFoundError{Path: path}
-	}
-
-	// need to chunk objects into groups of 1000 per s3 restrictions
-	for i := 0; i < total; i += 1000 {
-		_, err := d.S3.DeleteObjects(&s3.DeleteObjectsInput{
-			Bucket: aws.String(d.Bucket),
-			Delete: &s3.Delete{
-				Objects: s3Objects[i:min(i+1000, total)],
-				Quiet:   aws.Bool(false),
-			},
-		})
-		if err != nil {
-			return err
-		}
-	}
 	return nil
 }
 
diff --git a/registry/storage/driver/s3-aws/s3_test.go b/registry/storage/driver/s3-aws/s3_test.go
index 1a7991061..63e0149f1 100644
--- a/registry/storage/driver/s3-aws/s3_test.go
+++ b/registry/storage/driver/s3-aws/s3_test.go
@@ -782,6 +782,10 @@ func TestMoveWithMultipartCopy(t *testing.T) {
 }
 
 func TestListObjectsV2(t *testing.T) {
+	if skipS3() != "" {
+		t.Skip(skipS3())
+	}
+
 	rootDir, err := ioutil.TempDir("", "driver-")
 	if err != nil {
 		t.Fatalf("unexpected error creating temporary directory: %v", err)
diff --git a/registry/storage/driver/storagedriver.go b/registry/storage/driver/storagedriver.go
index 9a9b9a8f4..caded7519 100644
--- a/registry/storage/driver/storagedriver.go
+++ b/registry/storage/driver/storagedriver.go
@@ -169,3 +169,27 @@ type Error struct {
 func (err Error) Error() string {
 	return fmt.Sprintf("%s: %s", err.DriverName, err.Enclosed)
 }
+
+// Errors provides the envelope for multiple errors
+// for use within the storagedriver implementations.
+type Errors struct {
+	DriverName string
+	Errs       []error
+}
+
+var _ error = Errors{}
+
+func (e Errors) Error() string {
+	switch len(e.Errs) {
+	case 0:
+		return "<nil>"
+	case 1:
+		return e.Errs[0].Error()
+	default:
+		msg := "errors:\n"
+		for _, err := range e.Errs {
+			msg += err.Error() + "\n"
+		}
+		return msg
+	}
+}