diff --git a/changelogs/fragments/ansible-test-bootstrap-pip.yml b/changelogs/fragments/ansible-test-bootstrap-pip.yml
new file mode 100644
index 00000000000..8c54f7809f5
--- /dev/null
+++ b/changelogs/fragments/ansible-test-bootstrap-pip.yml
@@ -0,0 +1,2 @@
+minor_changes:
+  - ansible-test - Update ``pip`` used to bootstrap remote FreeBSD instances from version 20.3.4 to 21.3.1.
diff --git a/test/lib/ansible_test/_util/target/setup/bootstrap.sh b/test/lib/ansible_test/_util/target/setup/bootstrap.sh
index fc89e8e249f..3eeac1dd036 100644
--- a/test/lib/ansible_test/_util/target/setup/bootstrap.sh
+++ b/test/lib/ansible_test/_util/target/setup/bootstrap.sh
@@ -49,9 +49,12 @@ customize_bashrc()
 install_pip() {
     if ! "${python_interpreter}" -m pip.__main__ --version --disable-pip-version-check 2>/dev/null; then
         case "${python_version}" in
-            *)
+            "2.7")
                 pip_bootstrap_url="https://ci-files.testing.ansible.com/ansible-test/get-pip-20.3.4.py"
                 ;;
+            *)
+                pip_bootstrap_url="https://ci-files.testing.ansible.com/ansible-test/get-pip-21.3.1.py"
+                ;;
         esac
 
         while true; do