diff --git a/plugins/provisioners/ansible/cap/guest/debian/ansible_install.rb b/plugins/provisioners/ansible/cap/guest/debian/ansible_install.rb
index fc8feeaad..0c77506ab 100644
--- a/plugins/provisioners/ansible/cap/guest/debian/ansible_install.rb
+++ b/plugins/provisioners/ansible/cap/guest/debian/ansible_install.rb
@@ -8,13 +8,13 @@ module VagrantPlugins
           module AnsibleInstall
 
 
-            def self.ansible_install(machine, install_mode, ansible_version, pip_args)
+            def self.ansible_install(machine, install_mode, ansible_version, pip_args, pip_install_cmd="")
               case install_mode
               when :pip
-                pip_setup machine
+                pip_setup machine, pip_install_cmd
                 Pip::pip_install machine, "ansible", ansible_version, pip_args, true
               when :pip_args_only
-                pip_setup machine
+                pip_setup machine, pip_install_cmd
                 Pip::pip_install machine, "", "", pip_args, false
               else
                 ansible_apt_install machine
@@ -36,10 +36,10 @@ INLINE_CRIPT
               machine.communicate.sudo "apt-get install -y -qq ansible"
             end
 
-            def self.pip_setup(machine)
+            def self.pip_setup(machine, pip_install_cmd="")
               machine.communicate.sudo "apt-get update -y -qq"
               machine.communicate.sudo "apt-get install -y -qq build-essential curl git libssl-dev libffi-dev python-dev"
-              Pip::get_pip machine
+              Pip::get_pip machine, pip_install_cmd
             end
 
           end
diff --git a/plugins/provisioners/ansible/cap/guest/fedora/ansible_install.rb b/plugins/provisioners/ansible/cap/guest/fedora/ansible_install.rb
index fe651f372..560a4dcc0 100644
--- a/plugins/provisioners/ansible/cap/guest/fedora/ansible_install.rb
+++ b/plugins/provisioners/ansible/cap/guest/fedora/ansible_install.rb
@@ -8,13 +8,13 @@ module VagrantPlugins
         module Fedora
           module AnsibleInstall
 
-            def self.ansible_install(machine, install_mode, ansible_version, pip_args)
+            def self.ansible_install(machine, install_mode, ansible_version, pip_args, pip_install_cmd="")
               case install_mode
               when :pip
-                pip_setup machine
+                pip_setup machine, pip_install_cmd
                 Pip::pip_install machine, "ansible", ansible_version, pip_args, true
               when :pip_args_only
-                pip_setup machine
+                pip_setup machine, pip_install_cmd
                 Pip::pip_install machine, "", "", pip_args, false
               else
                 rpm_package_manager = Facts::rpm_package_manager(machine)
@@ -25,11 +25,11 @@ module VagrantPlugins
 
             private
 
-            def self.pip_setup(machine)
+            def self.pip_setup(machine, pip_install_cmd="")
               rpm_package_manager = Facts::rpm_package_manager(machine)
 
               machine.communicate.sudo "#{rpm_package_manager} install -y curl gcc gmp-devel libffi-devel openssl-devel python-crypto python-devel python-dnf python-setuptools redhat-rpm-config"
-              Pip::get_pip machine
+              Pip::get_pip machine, pip_install_cmd
             end
 
           end
diff --git a/plugins/provisioners/ansible/cap/guest/pip/pip.rb b/plugins/provisioners/ansible/cap/guest/pip/pip.rb
index 370aabd32..88cb5b630 100644
--- a/plugins/provisioners/ansible/cap/guest/pip/pip.rb
+++ b/plugins/provisioners/ansible/cap/guest/pip/pip.rb
@@ -5,6 +5,8 @@ module VagrantPlugins
       module Guest
         module Pip
 
+          DEFAULT_PIP_INSTALL_CMD = "curl https://bootstrap.pypa.io/get-pip.py | sudo python".freeze
+
           def self.pip_install(machine, package = "", version = "", pip_args = "", upgrade = true)
             upgrade_arg = "--upgrade" if upgrade
             version_arg = ""
@@ -18,9 +20,20 @@ module VagrantPlugins
             machine.communicate.sudo "pip install #{args_array.join(' ')}"
           end
 
-          def self.get_pip(machine)
+          def self.get_pip(machine, pip_install_cmd=DEFAULT_PIP_INSTALL_CMD)
+
+            # The objective here is to get pip either by default
+            # or by the argument passed in. The objective is not 
+            # to circumvent the pip setup by passing in nothing.
+            # Thus, we stick with the default on an empty string.
+            # Typecast added in the check for safety.
+
+            if pip_install_cmd.to_s.empty?
+              pip_install_cmd=DEFAULT_PIP_INSTALL_CMD
+            end
+
             machine.ui.detail I18n.t("vagrant.provisioners.ansible.installing_pip")
-            machine.communicate.execute "curl https://bootstrap.pypa.io/get-pip.py | sudo python"
+            machine.communicate.execute pip_install_cmd
           end
 
         end
diff --git a/plugins/provisioners/ansible/cap/guest/redhat/ansible_install.rb b/plugins/provisioners/ansible/cap/guest/redhat/ansible_install.rb
index 3119cab90..05e858ddd 100644
--- a/plugins/provisioners/ansible/cap/guest/redhat/ansible_install.rb
+++ b/plugins/provisioners/ansible/cap/guest/redhat/ansible_install.rb
@@ -8,13 +8,13 @@ module VagrantPlugins
         module RedHat
           module AnsibleInstall
 
-            def self.ansible_install(machine, install_mode, ansible_version, pip_args)
+            def self.ansible_install(machine, install_mode, ansible_version, pip_args, pip_install_cmd="")
               case install_mode
               when :pip
-                pip_setup machine
+                pip_setup machine, pip_install_cmd
                 Pip::pip_install machine, "ansible", ansible_version, pip_args, true
               when :pip_args_only
-                pip_setup machine
+                pip_setup machine, pip_install_cmd
                 Pip::pip_install machine, "", "", pip_args, false
               else
                 ansible_rpm_install machine
@@ -33,11 +33,11 @@ module VagrantPlugins
               machine.communicate.sudo "#{rpm_package_manager} -y --enablerepo=epel install ansible"
             end
 
-            def self.pip_setup(machine)
+            def self.pip_setup(machine, pip_install_cmd="")
               rpm_package_manager = Facts::rpm_package_manager(machine)
 
               machine.communicate.sudo("#{rpm_package_manager} -y install curl gcc libffi-devel openssl-devel python-crypto python-devel python-setuptools")
-              Pip::get_pip machine
+              Pip::get_pip machine, pip_install_cmd
             end
 
           end
diff --git a/plugins/provisioners/ansible/cap/guest/ubuntu/ansible_install.rb b/plugins/provisioners/ansible/cap/guest/ubuntu/ansible_install.rb
index d319ac071..b08176997 100644
--- a/plugins/provisioners/ansible/cap/guest/ubuntu/ansible_install.rb
+++ b/plugins/provisioners/ansible/cap/guest/ubuntu/ansible_install.rb
@@ -7,9 +7,9 @@ module VagrantPlugins
         module Ubuntu
           module AnsibleInstall
 
-            def self.ansible_install(machine, install_mode, ansible_version, pip_args)
+            def self.ansible_install(machine, install_mode, ansible_version, pip_args, pip_install_cmd="")
               if install_mode != :default
-                Debian::AnsibleInstall::ansible_install machine, install_mode, ansible_version, pip_args
+                Debian::AnsibleInstall::ansible_install machine, install_mode, ansible_version, pip_args, pip_install_cmd
               else
                 ansible_apt_install machine
               end
diff --git a/plugins/provisioners/ansible/config/guest.rb b/plugins/provisioners/ansible/config/guest.rb
index a869779ae..13d801ff8 100644
--- a/plugins/provisioners/ansible/config/guest.rb
+++ b/plugins/provisioners/ansible/config/guest.rb
@@ -11,6 +11,7 @@ module VagrantPlugins
         attr_accessor :install
         attr_accessor :install_mode
         attr_accessor :pip_args
+        attr_accessor :pip_install_cmd
 
         def initialize
           super
@@ -18,6 +19,7 @@ module VagrantPlugins
           @install           = UNSET_VALUE
           @install_mode      = UNSET_VALUE
           @pip_args          = UNSET_VALUE
+          @pip_install_cmd   = UNSET_VALUE          
           @provisioning_path = UNSET_VALUE
           @tmp_path          = UNSET_VALUE
         end
@@ -28,6 +30,7 @@ module VagrantPlugins
           @install           = true                   if @install           == UNSET_VALUE
           @install_mode      = :default               if @install_mode      == UNSET_VALUE
           @pip_args          = ""                     if @pip_args          == UNSET_VALUE
+          @pip_install_cmd   = ""                     if @pip_args          == UNSET_VALUE          
           @provisioning_path = "/vagrant"             if provisioning_path  == UNSET_VALUE
           @tmp_path          = "/tmp/vagrant-ansible" if tmp_path           == UNSET_VALUE
         end
diff --git a/plugins/provisioners/ansible/provisioner/guest.rb b/plugins/provisioners/ansible/provisioner/guest.rb
index ca4953b72..de101e051 100644
--- a/plugins/provisioners/ansible/provisioner/guest.rb
+++ b/plugins/provisioners/ansible/provisioner/guest.rb
@@ -32,7 +32,10 @@ module VagrantPlugins
         #
         # Current limitations:
         #   - The installation of a specific Ansible version is only supported by
-        #     the "pip" install_mode.
+        #     the "pip" install_mode. Note that "pip" installation also takes place
+        #     via a default command. If pip needs to be installed differently then 
+        #     the command can be overwritten by supplying "pip_install_cmd" in the
+        #     config settings.
         #   - There is no absolute guarantee that the automated installation will replace
         #     a previous Ansible installation (although it works fine in many cases)
         #
@@ -51,7 +54,7 @@ module VagrantPlugins
              (config.version.to_s.to_sym == :latest ||
               !@machine.guest.capability(:ansible_installed, config.version))
             @machine.ui.detail I18n.t("vagrant.provisioners.ansible.installing")
-            @machine.guest.capability(:ansible_install, config.install_mode, config.version, config.pip_args)
+            @machine.guest.capability(:ansible_install, config.install_mode, config.version, config.pip_args, config.pip_install_cmd)
           end
 
           # This step will also fetch the Ansible version data into related instance variables
diff --git a/test/unit/plugins/provisioners/ansible/cap/guest/pip/pip_test.rb b/test/unit/plugins/provisioners/ansible/cap/guest/pip/pip_test.rb
new file mode 100644
index 000000000..a4403b7df
--- /dev/null
+++ b/test/unit/plugins/provisioners/ansible/cap/guest/pip/pip_test.rb
@@ -0,0 +1,52 @@
+require_relative "../../../../../../base"
+
+require Vagrant.source_root.join("plugins/provisioners/ansible/cap/guest/pip/pip")
+
+describe VagrantPlugins::Ansible::Cap::Guest::Pip do
+  include_context "unit"
+
+  subject { VagrantPlugins::Ansible::Cap::Guest::Pip }
+
+  let(:iso_env) do
+    # We have to create a Vagrantfile so there is a root path
+    env = isolated_environment
+    env.vagrantfile("")
+    env.create_vagrant_env
+  end
+
+  let(:machine) { iso_env.machine(iso_env.machine_names[0], :dummy) }
+  let(:communicator) { double("comm") }
+
+  before do
+    allow(machine).to receive(:communicate).and_return(communicator)
+    allow(communicator).to receive(:execute).and_return(true)
+  end
+
+  describe "#get_pip" do
+    describe 'when no pip_install_command argument is provided' do
+      it "installs pip using the default command" do
+        expect(communicator).to receive(:execute).with("curl https://bootstrap.pypa.io/get-pip.py | sudo python")
+        subject.get_pip(machine)
+      end
+    end
+
+    describe 'when pip_install_command argument is provided' do
+      it "runs the supplied argument instead of default" do
+        pip_install_command = "foo"
+        expect(communicator).to receive(:execute).with(pip_install_command)
+        subject.get_pip(machine,pip_install_command)
+      end
+
+      it "installs pip using the default command if the argument is empty" do
+        pip_install_command = ""
+        expect(communicator).to receive(:execute).with("curl https://bootstrap.pypa.io/get-pip.py | sudo python")
+        subject.get_pip(machine,pip_install_command)
+      end 
+        
+      it "installs pip using the default command if the argument is nil" do
+        expect(communicator).to receive(:execute).with("curl https://bootstrap.pypa.io/get-pip.py | sudo python")
+        subject.get_pip(machine, nil)
+      end         
+    end    
+  end
+end
\ No newline at end of file
diff --git a/test/unit/plugins/provisioners/ansible/config/guest_test.rb b/test/unit/plugins/provisioners/ansible/config/guest_test.rb
index 19010ba94..d3abc431c 100644
--- a/test/unit/plugins/provisioners/ansible/config/guest_test.rb
+++ b/test/unit/plugins/provisioners/ansible/config/guest_test.rb
@@ -32,6 +32,7 @@ describe VagrantPlugins::Ansible::Config::Guest do
                             inventory_path
                             limit
                             pip_args
+                            pip_install_cmd
                             playbook
                             playbook_command
                             provisioning_path
diff --git a/website/source/docs/provisioning/ansible_local.html.md b/website/source/docs/provisioning/ansible_local.html.md
index 140f1473f..38fcb9331 100644
--- a/website/source/docs/provisioning/ansible_local.html.md
+++ b/website/source/docs/provisioning/ansible_local.html.md
@@ -93,6 +93,31 @@ This section lists the _specific_ options for the Ansible Local provisioner. In
         sudo pip install --upgrade ansible==2.2.1.0
         ```
 
+    As-is `pip` is installed if needed via a default command which looks like
+
+        ```shell
+        curl https://bootstrap.pypa.io/get-pip.py | sudo python
+        ```
+
+    This can be problematic in certain scenarios, for example, when behind a proxy. It is possible to override this default command by providing an explicit command to run as part of the config using `pip_install_cmd`. For example:
+        
+        ```ruby
+        config.vm.provision "ansible_local" do |ansible|
+          ansible.playbook = "playbook.yml"
+          ansible.install_mode = "pip"
+          ansible.pip_install_cmd = "https_proxy=http://your.proxy.server:port curl -s https://bootstrap.pypa.io/get-pip.py | sudo https_proxy=http://your.proxy.server:port python"
+          ansible.version = "2.2.1.0"
+        end
+        ```
+        
+    In this case case `pip` will be installed via the command:
+
+        ```shell
+        https_proxy=http://your.proxy.server:port curl -s https://bootstrap.pypa.io/get-pip.py | sudo https_proxy=http://your.proxy.server:port python
+        ```
+
+    If `pip_install_cmd` is not provided in the config, then `pip` is installed via the default command.
+
   - `:pip_args_only`: This mode is very similar to the `:pip` mode, with the difference that in this case no pip arguments will be automatically set by Vagrant.
 
         Example: