diff --git a/cli/src/pcluster/resources/compute_node/user_data.sh b/cli/src/pcluster/resources/compute_node/user_data.sh
index 1adb6e130b..76a5c7dfb3 100644
--- a/cli/src/pcluster/resources/compute_node/user_data.sh
+++ b/cli/src/pcluster/resources/compute_node/user_data.sh
@@ -137,7 +137,7 @@ write_files:
         error_exit "This AMI was not baked by ParallelCluster. Please use pcluster build-image command to create an AMI by providing your AMI as parent image."
       fi
       if [ "${!custom_cookbook}" != "NONE" ]; then
-        curl --retry 3 -v -L -o /etc/chef/aws-parallelcluster-cookbook.tgz ${!cookbook_url}
+        curl --retry 9 --retry-all-errors -v -L -o /etc/chef/aws-parallelcluster-cookbook.tgz ${!cookbook_url}
         vendor_cookbook
       fi
       cd /tmp
diff --git a/cli/src/pcluster/resources/head_node/user_data.sh b/cli/src/pcluster/resources/head_node/user_data.sh
index d08cdddd59..f93a060111 100644
--- a/cli/src/pcluster/resources/head_node/user_data.sh
+++ b/cli/src/pcluster/resources/head_node/user_data.sh
@@ -123,7 +123,7 @@ else
   error_exit "This AMI was not baked by ParallelCluster. Please use pcluster build-image command to create an AMI by providing your AMI as parent image."
 fi
 if [ "${!custom_cookbook}" != "NONE" ]; then
-  curl --retry 3 -v -L -o /etc/chef/aws-parallelcluster-cookbook.tgz ${!cookbook_url}
+  curl --retry 9 --retry-all-errors -v -L -o /etc/chef/aws-parallelcluster-cookbook.tgz ${!cookbook_url}
   vendor_cookbook
 fi
 
diff --git a/cli/src/pcluster/resources/imagebuilder/parallelcluster.yaml b/cli/src/pcluster/resources/imagebuilder/parallelcluster.yaml
index eb25b13bda..a89cc3d5eb 100644
--- a/cli/src/pcluster/resources/imagebuilder/parallelcluster.yaml
+++ b/cli/src/pcluster/resources/imagebuilder/parallelcluster.yaml
@@ -219,7 +219,7 @@ phases:
               
               # Download cookbook
               mkdir -p /etc/chef && sudo chown -R root:root /etc/chef
-              curl --retry 3 -L -o /etc/chef/aws-parallelcluster-cookbook.tgz "$COOKBOOK_URL"
+              curl --retry 9 --retry-all-errors -L -o /etc/chef/aws-parallelcluster-cookbook.tgz "$COOKBOOK_URL"
               
               cd /etc/chef && tar -xzf /etc/chef/aws-parallelcluster-cookbook.tgz --strip-components 1 && rm -f aws-parallelcluster-cookbook.tgz
 
diff --git a/cli/src/pcluster/resources/login_node/user_data.sh b/cli/src/pcluster/resources/login_node/user_data.sh
index f142731926..372012d10a 100644
--- a/cli/src/pcluster/resources/login_node/user_data.sh
+++ b/cli/src/pcluster/resources/login_node/user_data.sh
@@ -120,7 +120,7 @@ write_files:
         error_exit "This AMI was not baked by ParallelCluster. Please use pcluster build-image command to create an AMI by providing your AMI as parent image."
       fi
       if [ "${!custom_cookbook}" != "NONE" ]; then
-        curl --retry 3 -v -L -o /etc/chef/aws-parallelcluster-cookbook.tgz ${!cookbook_url}
+        curl --retry 9 --retry-all-errors -v -L -o /etc/chef/aws-parallelcluster-cookbook.tgz ${!cookbook_url}
         vendor_cookbook
       fi
       cd /tmp