diff --git a/.gitignore b/.gitignore
index d16353a..9d00c51 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,6 +1,7 @@
 /Manifest.toml
 /test/Manifest.toml
 /test/packages/**/Manifest.toml
+/test/environments/**/Manifest.toml
 *.pem
 *.pub
 test/build
diff --git a/test/PackageBundler.toml b/test/PackageBundler.toml
index 6331ad9..ea7d8d7 100644
--- a/test/PackageBundler.toml
+++ b/test/PackageBundler.toml
@@ -1,6 +1,11 @@
 name = "LocalCustomRegistry"
 uuid = "a0e467e0-8c5a-11e4-9d3f-823b93f75cbb"
-environments = ["envs/CustomEnv"]
+environments = [
+    "environments/1.9/Bundle@0.1.0",
+    "environments/1.9/Bundle@0.2.0",
+    "environments/1.10/Bundle@0.1.0",
+    "environments/1.10/Bundle@0.2.0",
+]
 outputs = [
     "build/LocalCustomRegistry",
     "build/LocalCustomRegistry.tar.gz",
diff --git a/test/environments/1.10/Bundle@0.1.0/Project.toml b/test/environments/1.10/Bundle@0.1.0/Project.toml
new file mode 100644
index 0000000..fe41893
--- /dev/null
+++ b/test/environments/1.10/Bundle@0.1.0/Project.toml
@@ -0,0 +1,6 @@
+[deps]
+Serialization = "9e88b42a-f829-5b0c-bbe9-9e923198166b"
+TestPackage = "8346427c-08d3-4941-a1ec-6285c85e2ad6"
+
+[compat]
+TestPackage = "= 0.1.0"
diff --git a/test/environments/1.10/Bundle@0.2.0/Project.toml b/test/environments/1.10/Bundle@0.2.0/Project.toml
new file mode 100644
index 0000000..341cbe3
--- /dev/null
+++ b/test/environments/1.10/Bundle@0.2.0/Project.toml
@@ -0,0 +1,6 @@
+[deps]
+Serialization = "9e88b42a-f829-5b0c-bbe9-9e923198166b"
+TestPackage = "8346427c-08d3-4941-a1ec-6285c85e2ad6"
+
+[compat]
+TestPackage = "= 0.2.0"
diff --git a/test/environments/1.9/Bundle@0.1.0/Project.toml b/test/environments/1.9/Bundle@0.1.0/Project.toml
new file mode 100644
index 0000000..fe41893
--- /dev/null
+++ b/test/environments/1.9/Bundle@0.1.0/Project.toml
@@ -0,0 +1,6 @@
+[deps]
+Serialization = "9e88b42a-f829-5b0c-bbe9-9e923198166b"
+TestPackage = "8346427c-08d3-4941-a1ec-6285c85e2ad6"
+
+[compat]
+TestPackage = "= 0.1.0"
diff --git a/test/environments/1.9/Bundle@0.2.0/Project.toml b/test/environments/1.9/Bundle@0.2.0/Project.toml
new file mode 100644
index 0000000..341cbe3
--- /dev/null
+++ b/test/environments/1.9/Bundle@0.2.0/Project.toml
@@ -0,0 +1,6 @@
+[deps]
+Serialization = "9e88b42a-f829-5b0c-bbe9-9e923198166b"
+TestPackage = "8346427c-08d3-4941-a1ec-6285c85e2ad6"
+
+[compat]
+TestPackage = "= 0.2.0"
diff --git a/test/runtests.jl b/test/runtests.jl
index 4e3c757..3f218e3 100644
--- a/test/runtests.jl
+++ b/test/runtests.jl
@@ -155,10 +155,34 @@ end
             @test keys(versions) == Set(["0.1.0", "0.2.0"])
         end
 
+        # Manifest files aren't committed to the repo for the environments
+        # listed in the `environments` directory. These are the environments
+        # that we will bundled. Before we begin bundling them we need to
+        # instantiate them.
+        environments_dir = joinpath(@__DIR__, "environments")
+        for each_version in readdir(environments_dir)
+            run(`juliaup add $each_version`)
+            for project in readdir(joinpath(environments_dir, each_version); join = true)
+                run(
+                    addenv(
+                        `julia +$each_version --startup-file=no --project=$project -e "import Pkg; Pkg.update()"`,
+                        "JULIA_DEPOT_PATH" => DEPOT_PATH[1],
+                    ),
+                )
+            end
+        end
+
+        cd(@__DIR__) do
+            key = PackageBundler.keypair()
+            @test isfile(key.private)
+            @test isfile(key.public)
+
+            # PackageBundler.bundle()
+        end
+
         mktempdir() do script_dir
             script = joinpath(script_dir, "script.jl")
             open(script, "w") do io
-                println(io, "pushfirst!(DEPOT_PATH, $(repr(DEPOT_PATH[1])))")
                 println(io, "import Pkg")
                 println(io, "Pkg.activate(; temp = true)")
                 println(io, "Pkg.status()")
@@ -166,7 +190,12 @@ end
                 println(io, "import TestPackage")
                 println(io, "println(TestPackage.greet())")
             end
-            run(`julia --startup-file=no $script`)
+            run(
+                addenv(
+                    `julia --startup-file=no $script`,
+                    "JULIA_DEPOT_PATH" => DEPOT_PATH[1],
+                ),
+            )
         end
     end
 end