diff --git a/CHANGELOG.md b/CHANGELOG.md
index d022f4c9c..004b63efd 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -10,6 +10,8 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 ### Bugfixes
 
+* Fix issue with relative paths when loading data streams. [#742](https://github.com/elastic/package-registry/pull/742)
+
 ### Added
 
 ### Deprecated
diff --git a/packages/datastream.go b/packages/datastream.go
index 01e5dd20a..7f0296bf3 100644
--- a/packages/datastream.go
+++ b/packages/datastream.go
@@ -122,7 +122,7 @@ func NewDataStream(basePath string, p *Package) (*DataStream, error) {
 	// Check if manifest exists
 	_, err = fs.Stat(manifestPath)
 	if err != nil && os.IsNotExist(err) {
-		return nil, errors.Wrapf(err, "manifest does not exist for package: %s", p.BasePath)
+		return nil, errors.Wrapf(err, "manifest does not exist for data stream: %s", p.BasePath)
 	}
 
 	dataStreamPath := filepath.Base(basePath)
diff --git a/packages/fs.go b/packages/fs.go
index def8c9234..0b4e1f49e 100644
--- a/packages/fs.go
+++ b/packages/fs.go
@@ -49,7 +49,11 @@ func (fs *ExtractedPackageFileSystem) Glob(pattern string) (matches []string, er
 		return
 	}
 	for i := range matches {
-		matches[i] = matches[i][len(fs.path+string(filepath.Separator)):]
+		match, err := filepath.Rel(fs.path, matches[i])
+		if err != nil {
+			return nil, fmt.Errorf("failed to obtain path under package root path (%s): %w", fs.path, err)
+		}
+		matches[i] = match
 	}
 	return
 }
diff --git a/packages/package.go b/packages/package.go
index 66269742e..6eac65624 100644
--- a/packages/package.go
+++ b/packages/package.go
@@ -511,7 +511,11 @@ func (p *Package) GetDataStreamPaths() ([]string, error) {
 	}
 
 	for i, _ := range paths {
-		paths[i] = paths[i][len(dataStreamBasePath)+1:]
+		relPath, err := filepath.Rel(dataStreamBasePath, paths[i])
+		if err != nil {
+			return nil, fmt.Errorf("failed to get data stream path inside package (%s): %w", dataStreamBasePath, err)
+		}
+		paths[i] = relPath
 	}
 
 	return paths, nil
@@ -525,7 +529,6 @@ func (p *Package) LoadDataSets() error {
 
 	dataStreamsBasePath := "data_stream"
 	for _, dataStreamPath := range dataStreamPaths {
-
 		dataStreamBasePath := filepath.Join(dataStreamsBasePath, dataStreamPath)
 
 		d, err := NewDataStream(dataStreamBasePath, p)
diff --git a/packages/package_test.go b/packages/package_test.go
index 6e8e8a869..c65c64c1e 100644
--- a/packages/package_test.go
+++ b/packages/package_test.go
@@ -6,10 +6,12 @@ package packages
 
 import (
 	"log"
+	"path/filepath"
 	"testing"
 
 	"github.com/Masterminds/semver/v3"
 	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
 )
 
 var (
@@ -209,6 +211,45 @@ func TestHasKibanaVersion(t *testing.T) {
 	}
 }
 
+func TestNewPackageFromPath(t *testing.T) {
+	packagePath := "../testdata/package/reference/1.0.0"
+	absPath, err := filepath.Abs(packagePath)
+	require.NoError(t, err)
+
+	cases := []struct {
+		title string
+		path  string
+	}{
+		{
+			title: "relative path",
+			path:  packagePath,
+		},
+		{
+			title: "relative path with slash",
+			path:  packagePath + "/",
+		},
+		{
+			title: "absolute path",
+			path:  absPath,
+		},
+		{
+			title: "absolute path with slash",
+			path:  absPath + "/",
+		},
+	}
+
+	fsBuilder := func(p *Package) (PackageFileSystem, error) {
+		return NewExtractedPackageFileSystem(p)
+	}
+
+	for _, c := range cases {
+		t.Run(c.title, func(t *testing.T) {
+			_, err := NewPackage(c.path, fsBuilder)
+			assert.NoError(t, err)
+		})
+	}
+}
+
 func BenchmarkNewPackage(b *testing.B) {
 	fsBuilder := func(p *Package) (PackageFileSystem, error) {
 		return NewExtractedPackageFileSystem(p)