diff --git a/test/vagrant-spec/Vagrantfile.spec b/test/vagrant-spec/Vagrantfile.spec
index 1e8fbc34f..f4e52bb87 100644
--- a/test/vagrant-spec/Vagrantfile.spec
+++ b/test/vagrant-spec/Vagrantfile.spec
@@ -1,5 +1,9 @@
+# -*- mode: ruby -*-
+# vi: set ft=ruby :
+
 # Guest boxes to use for vagrant-spec
 GUEST_BOXES = {
+  'hashicorp/bionic64' => '1.0.282',
   'hashicorp-vagrant/ubuntu-16.04' => '1.0.1',
   'hashicorp-vagrant/centos-7.4' => '1.0.2',
   'hashicorp-vagrant/windows-10' => '1.0.0',
@@ -8,12 +12,22 @@ GUEST_BOXES = {
 
 # Host boxes to run vagrant-spec
 HOST_BOXES = {
+  'hashicorp/bionic64' => '1.0.282',
   'hashicorp-vagrant/ubuntu-16.04' => '1.0.1',
   'hashicorp-vagrant/centos-7.4' => '1.0.2',
   'hashicorp-vagrant/windows-10' => '1.0.0',
   'spox/osx-10.12' => '0.0.1'
 }
 
+# Not all boxes are named by their specific "platform"
+# so this allows Vagrant to use the right provision script
+PLATFORM_SCRIPT_MAPPING = {
+  "ubuntu" => "ubuntu",
+  "bionic" => "ubuntu",
+  "centos" => "centos",
+  "windows" => "windows"
+}
+
 # Determine what providers to test
 enabled_providers = ENV.fetch("VAGRANT_SPEC_PROVIDERS", "virtualbox").split(",")
 # Set what boxes should be used
@@ -58,14 +72,16 @@ Vagrant.configure(2) do |global_config|
         config.vm.synced_folder '.', '/vagrant', disable: true
         config.vm.synced_folder '../../', '/vagrant'
         config.vm.provider :vmware_desktop do |vmware|
-          vmware.vmx["memsize"] = ENV.fetch("VAGRANT_HOST_MEMORY", "2048")
+          vmware.vmx["memsize"] = ENV.fetch("VAGRANT_HOST_MEMORY", "5000")
           vmware.vmx['vhv.enable'] = 'TRUE'
           vmware.vmx['vhv.allow'] = 'TRUE'
         end
         if platform == "windows"
-          config.vm.provision :shell, path: "./scripts/#{platform}-setup.#{provider_name}.ps1", run: "once"
+          config.vm.provision :shell,
+            path: "./scripts/#{PLATFORM_SCRIPT_MAPPING[platform]}-setup.#{provider_name}.ps1", run: "once"
         else
-          config.vm.provision :shell, path: "./scripts/#{platform}-setup.#{provider_name}.sh", run: "once"
+          config.vm.provision :shell,
+            path: "./scripts/#{PLATFORM_SCRIPT_MAPPING[platform]}-setup.#{provider_name}.sh", run: "once"
         end
         guest_boxes.each_with_index do |box_info, idx|
           guest_box, box_version = box_info
@@ -86,7 +102,7 @@ Vagrant.configure(2) do |global_config|
           else
             config.vm.provision(
               :shell,
-              path: "./scripts/#{platform}-run.#{provider_name}.sh",
+              path: "./scripts/#{PLATFORM_SCRIPT_MAPPING[platform]}-run.#{provider_name}.sh",
               keep_color: true,
               env: {
                 "VAGRANT_SPEC_ARGS" => "--no-builtin #{spec_cmd_args}".strip,
diff --git a/test/vagrant-spec/readme.md b/test/vagrant-spec/readme.md
index dbbc920e8..ebce064ac 100644
--- a/test/vagrant-spec/readme.md
+++ b/test/vagrant-spec/readme.md
@@ -1,5 +1,11 @@
 # Running vagrant-spec
 
+The vagrant-spec project is where Vagrant acceptance tests live.
+__NOTE:__ You must use a hypervisor that allows for nested virtualization to run these tests.
+So for the _vagrant_ project, it uses the vagrant vmware plugin as a host. If you
+want to test this locally, please keep in mind that you will need this hypervisor
+to properly run the tests.
+
 ## Requirements
 
 - vagrant installed (from source, or from packages)
@@ -7,9 +13,31 @@
 - ![vagrant](https://github.com/hashicorp/vagrant) repo
 - ![vagrant-spec](https://github.com/hashicorp/vagrant-spec) repo
 
+## Relevant environment variables:
+
+Below are some environment variables used for running vagrant-spec. Many of
+these are required for defining which hosts and guests to run the tests on.
+
+- VAGRANT_CLOUD_TOKEN
+  + Token to use if fetching a private box (like windows). This does not have to be explicitly
+    set if you log into Vagrant cloud with `vagrant cloud login`.
+- VAGRANT_HOST_BOXES
+  - Vagrant box to use as a host for installing VirtualBox and bringing up Vagrant guests to test
+- VAGRANT_GUEST_BOXES
+  - Vagrant box to use as a guest to run tests on
+- VAGRANT_CWD
+  - Directory location of vagrant-spec Vagrantfile inside of the Vagrant source repo
+- VAGRANT_VAGRANTFILE
+  - Vagrantfile to use for running vagrant-spec. Unless changed, this should be set as `Vagrantfile.spec`.
+- VAGRANT_HOST_MEMORY
+  - Set how much memory your host will use (defaults to 2048)
+- VAGRANT_SPEC_ARGS
+  - Specific arguments to pass along to the vagrant-spec gem, such as running specific tests instead of the whole suite
+  - Example: `--component cli`
+
 ## How to run
 
-First, we need to build vagrant-spec:
+First, we need to build vagrant-spec and copy the built gem into the Vagrant source repo:
 
 ```
 cd vagrant-spec
@@ -18,31 +46,48 @@ cp vagrant-spec-0.0.1.gem /path/to/vagrant/vagrant-spec.gem
 ```
 
 Next, make a decision as to which host and guest boxes will be used to run the tests.
+A list of valid hosts and guests can be found in the `Vagrantfile.spec` adjacent
+to this readme.
 
 From the root dir of the `vagrant` project, run the following command:
 
 ```shell
-VAGRANT_CLOUD_TOKEN=REAL_TOKEN_HERE VAGRANT_HOST_BOXES=hashicorp-vagrant/centos-7.4 VAGRANT_GUEST_BOXES=hashicorp-vagrant/windows-10 VAGRANT_CWD=test/vagrant-spec/ VAGRANT_VAGRANTFILE=Vagrantfile.spec vagrant up
+VAGRANT_CLOUD_TOKEN=REAL_TOKEN_HERE VAGRANT_HOST_BOXES=hashicorp-vagrant/centos-7.4 VAGRANT_GUEST_BOXES=hashicorp-vagrant/windows-10 VAGRANT_CWD=test/vagrant-spec/ VAGRANT_VAGRANTFILE=Vagrantfile.spec vagrant up --provider vmware_desktop
 ```
 
 If you are running windows, you must give your host box more memory than the default. That can be done through the environment variable `VAGRANT_HOST_MEMORY`
 
 ```shell
-VAGRANT_HOST_MEMORY=10000 VAGRANT_CLOUD_TOKEN=REAL_TOKEN_HERE VAGRANT_HOST_BOXES=hashicorp-vagrant/centos-7.4 VAGRANT_GUEST_BOXES=hashicorp-vagrant/windows-10 VAGRANT_CWD=test/vagrant-spec/ VAGRANT_VAGRANTFILE=Vagrantfile.spec vagrant up
+VAGRANT_HOST_MEMORY=10000 VAGRANT_CLOUD_TOKEN=REAL_TOKEN_HERE VAGRANT_HOST_BOXES=hashicorp-vagrant/centos-7.4 VAGRANT_GUEST_BOXES=hashicorp-vagrant/windows-10 VAGRANT_CWD=test/vagrant-spec/ VAGRANT_VAGRANTFILE=Vagrantfile.spec vagrant up --provider vmware_desktop
 ```
 
+__Note:__ It is not required that you invoke Vagrant directly in the source repo, so
+if you wish to run it else where, be sure to properly set the `VAGRANT_CWD` environment
+variable to point to the proper test directory inside of the Vagrant source.
 
-## Relevant environment variables:
+### How to run specific tests
 
-- VAGRANT_CLOUD_TOKEN
-  + Token to use if fetching a private box (like windows)
-- VAGRANT_HOST_BOXES
-  - Vagrant box to use to host and run tests
-- VAGRANT_GUEST_BOXES
-  - Vagrant box to use to run tests on
-- VAGRANT_CWD
-  - Directory location of vagrant-spec Vagrantfile
-- VAGRANT_VAGRANTFILE
-  - Vagrantfile to use for running vagrant-spec
-- VAGRANT_HOST_MEMORY
-  - Set how much memory your host will use (defaults to 2048)
+Sometimes when debugging, it's useful to only run a small subset of tests, instead of
+waiting for evetything to run. This can be achieved by passing along arugments
+using the `VAGRANT_SPEC_ARGS` environment variable:
+
+For example, here is what you could set to only run cli tests
+
+```shell
+VAGRANT__SPEC_ARGS="--component cli"
+```
+
+Or with the full command....
+
+```shell
+VAGRANT_SPEC_ARGS="--component cli" VAGRANT_CLOUD_TOKEN=REAL_TOKEN_HERE VAGRANT_HOST_BOXES=hashicorp-vagrant/centos-7.4 VAGRANT_GUEST_BOXES=hashicorp-vagrant/windows-10 VAGRANT_CWD=test/vagrant-spec/ VAGRANT_VAGRANTFILE=Vagrantfile.spec vagrant up --provider vmware_desktop
+```
+
+### About Vagrantfile.spec
+
+This Vagrantfile expects the box used to end in a specific "platform", so that it can associate
+a provision script with the correct plaform. Because some boxes might not end in
+their platform (like `hashicorp-vagrant/ubuntu-16.04` versus `hashicorp/bionic64`),
+there is a hash defined called `PLATFORM_SCRIPT_MAPPING` that will tell vagrant
+which platform script to provision with rather than relying on the box ending with
+the name of the platform.
diff --git a/test/vagrant-spec/scripts/ubuntu-setup.virtualbox.sh b/test/vagrant-spec/scripts/ubuntu-setup.virtualbox.sh
index aac4bed9e..a8a8d32b7 100644
--- a/test/vagrant-spec/scripts/ubuntu-setup.virtualbox.sh
+++ b/test/vagrant-spec/scripts/ubuntu-setup.virtualbox.sh
@@ -4,6 +4,7 @@ set -xe
 apt-get update -q
 apt-get install -qy linux-headers-$(uname -r)
 apt-get install -qy virtualbox
+apt-get install -qy nfs-kernel-server
 
 pushd /vagrant