diff --git a/Vagrantfile b/Vagrantfile
index a6356b83..c59e41a2 100644
--- a/Vagrantfile
+++ b/Vagrantfile
@@ -1,12 +1,12 @@
 VAGRANTFILE_API_VERSION = '2'
 
 Vagrant.configure(VAGRANTFILE_API_VERSION) do |config|
-  config.vm.box = 'ubuntu/trusty64'
+  config.vm.box = 'ubuntu/bionic64'
   config.vm.provision :shell, path: './vagrant/development.sh'
   config.vm.network :forwarded_port, guest: 9292, host: 9292
 
   config.vm.provider :virtualbox do |vb|
-    vb.customize ['modifyvm', :id, '--memory', '1536']
+    vb.customize ['modifyvm', :id, '--memory', '2048']
     vb.name = 'neocities'
   end
 end
diff --git a/vagrant/development.sh b/vagrant/development.sh
index c4bff3be..02816c8a 100644
--- a/vagrant/development.sh
+++ b/vagrant/development.sh
@@ -12,11 +12,11 @@ sudo su postgres -c "createuser -d vagrant"
 sudo su vagrant -c "createdb neocities"
 sudo su vagrant -c "createdb neocities_test"
 
-sudo sh -c 'echo "local all postgres trust" > /etc/postgresql/9.3/main/pg_hba.conf'
-sudo sh -c 'echo "local all all trust" >> /etc/postgresql/9.3/main/pg_hba.conf'
-sudo sh -c 'echo "host all all 127.0.0.1/32 trust" >> /etc/postgresql/9.3/main/pg_hba.conf'
-sudo sh -c 'echo "host all all ::1/128 trust" >> /etc/postgresql/9.3/main/pg_hba.conf'
-sudo service postgresql restart
+sudo sh -c 'echo "local all postgres trust" > /etc/postgresql/10/main/pg_hba.conf'
+sudo sh -c 'echo "local all all trust" >> /etc/postgresql/10/main/pg_hba.conf'
+sudo sh -c 'echo "host all all 127.0.0.1/32 trust" >> /etc/postgresql/10/main/pg_hba.conf'
+sudo sh -c 'echo "host all all ::1/128 trust" >> /etc/postgresql/10/main/pg_hba.conf'
+sudo systemctl restart postgresql
 
 # Create empty file for disposable email accounts
 DISPOSABLE_EMAIL_PATH=/vagrant/files/disposable_email_blacklist.conf
diff --git a/vagrant/ruby.sh b/vagrant/ruby.sh
index e482d8c0..9c5f0c98 100644
--- a/vagrant/ruby.sh
+++ b/vagrant/ruby.sh
@@ -3,5 +3,5 @@
 apt-get -y install python-software-properties
 apt-add-repository -y ppa:brightbox/ruby-ng
 apt-get -y update
-apt-get -y install ruby2.4 ruby2.4-dev
-gem install bundler --no-rdoc --no-ri
+apt-get -y install ruby2.6 ruby2.6-dev
+gem install bundler --no-document