diff --git a/vacation/vacation.go b/vacation/vacation.go
index a6966b9a..28a25b8a 100644
--- a/vacation/vacation.go
+++ b/vacation/vacation.go
@@ -142,6 +142,11 @@ func (ta TarArchive) Decompress(destination string) error {
 			}
 
 		case tar.TypeSymlink:
+			err = checkExtractPath(filepath.Join(filepath.Dir(hdr.Name), hdr.Linkname), destination)
+			if err != nil {
+				return err
+			}
+
 			err = os.Symlink(hdr.Linkname, path)
 			if err != nil {
 				return fmt.Errorf("failed to extract symlink: %s", err)
@@ -313,6 +318,11 @@ func (z ZipArchive) Decompress(destination string) error {
 				return err
 			}
 
+			err = checkExtractPath(filepath.Join(filepath.Dir(f.Name), string(content)), destination)
+			if err != nil {
+				return err
+			}
+
 			err = os.Symlink(string(content), path)
 			if err != nil {
 				return fmt.Errorf("failed to unzip symlink: %w", err)
diff --git a/vacation/vacation_tar_test.go b/vacation/vacation_tar_test.go
index c2095bd7..ae7ad677 100644
--- a/vacation/vacation_tar_test.go
+++ b/vacation/vacation_tar_test.go
@@ -229,6 +229,30 @@ func testVacationTar(t *testing.T, context spec.G, it spec.S) {
 				})
 			})
 
+			context("when it tries to symlink that tries to link to a file outside of the directory", func() {
+				var zipSlipSymlinkTar vacation.TarArchive
+
+				it.Before(func() {
+					var err error
+
+					buffer := bytes.NewBuffer(nil)
+					tw := tar.NewWriter(buffer)
+
+					Expect(tw.WriteHeader(&tar.Header{Name: "symlink", Mode: 0755, Size: int64(0), Typeflag: tar.TypeSymlink, Linkname: filepath.Join("..", "some-file")})).To(Succeed())
+					_, err = tw.Write([]byte{})
+					Expect(err).NotTo(HaveOccurred())
+
+					Expect(tw.Close()).To(Succeed())
+
+					zipSlipSymlinkTar = vacation.NewTarArchive(bytes.NewReader(buffer.Bytes()))
+				})
+
+				it("returns an error", func() {
+					err := zipSlipSymlinkTar.Decompress(tempDir)
+					Expect(err).To(MatchError(ContainSubstring(fmt.Sprintf("illegal file path %q: the file path does not occur within the destination directory", filepath.Join("..", "some-file")))))
+				})
+			})
+
 			context("when it tries to decompress a broken symlink", func() {
 				var brokenSymlinkTar vacation.TarArchive
 
@@ -238,12 +262,16 @@ func testVacationTar(t *testing.T, context spec.G, it spec.S) {
 					buffer := bytes.NewBuffer(nil)
 					tw := tar.NewWriter(buffer)
 
-					Expect(tw.WriteHeader(&tar.Header{Name: "symlink", Mode: 0755, Size: int64(0), Typeflag: tar.TypeSymlink, Linkname: ""})).To(Succeed())
+					Expect(tw.WriteHeader(&tar.Header{Name: "symlink", Mode: 0755, Size: int64(0), Typeflag: tar.TypeSymlink, Linkname: "some-file"})).To(Succeed())
 					_, err = tw.Write([]byte{})
 					Expect(err).NotTo(HaveOccurred())
 
 					Expect(tw.Close()).To(Succeed())
 
+					// Create a symlink in the target to force the new symlink create to
+					// fail
+					Expect(os.Symlink("something", filepath.Join(tempDir, "symlink"))).To(Succeed())
+
 					brokenSymlinkTar = vacation.NewTarArchive(bytes.NewReader(buffer.Bytes()))
 				})
 
diff --git a/vacation/vacation_zip_test.go b/vacation/vacation_zip_test.go
index a8a82f57..876be27b 100644
--- a/vacation/vacation_zip_test.go
+++ b/vacation/vacation_zip_test.go
@@ -194,6 +194,34 @@ func testVacationZip(t *testing.T, context spec.G, it spec.S) {
 				})
 			})
 
+			context("when it tries to symlink that tries to link to a file outside of the directory", func() {
+				var buffer *bytes.Buffer
+				it.Before(func() {
+					var err error
+					buffer = bytes.NewBuffer(nil)
+					zw := zip.NewWriter(buffer)
+
+					header := &zip.FileHeader{Name: "symlink"}
+					header.SetMode(0755 | os.ModeSymlink)
+
+					symlink, err := zw.CreateHeader(header)
+					Expect(err).NotTo(HaveOccurred())
+
+					_, err = symlink.Write([]byte(filepath.Join("..", "some-file")))
+					Expect(err).NotTo(HaveOccurred())
+
+					Expect(zw.Close()).To(Succeed())
+
+				})
+
+				it("returns an error", func() {
+					readyArchive := vacation.NewZipArchive(buffer)
+
+					err := readyArchive.Decompress(tempDir)
+					Expect(err).To(MatchError(ContainSubstring(fmt.Sprintf("illegal file path %q: the file path does not occur within the destination directory", filepath.Join("..", "some-file")))))
+				})
+			})
+
 			context("when it fails to unzip a symlink", func() {
 				var buffer *bytes.Buffer
 				it.Before(func() {