I created an Outbound Endpoint Resolver in Route53 and I attached a Rule for our organization domain organization.com forwarded to the target DNS onpremises port 53.

However I still can’t ping the organization.com in my EC2 instance in AWS.

I can ping the private IP address of organization.com successfully from EC2 Instance AWS going to onpremise server, but not the dns name (organization.com).

I checked this link, the troubleshoot outbound endpoints section and follow everything.

• TCP & UDP port 53 allowed in SG inbound & outbound
• No NACL inplace (Default)
• I can telnet port 53 of the DNS server onpremises successfully.
• I can ping the private ip address of organization.com successfully.
• DNS resolution & DNS hostnames enabled in VPC
• Added custom TCP & UDP port rage 1024-65535
• Site to site VPN is working properly
• Onpremises firewall is also allowing port 53

I’m expecting to resolve/connect to onpremises DNS name from AWS or to ping organization.com from AWS to onpremises via DNS name. Let me know if what is missing and appreciate any help. Thank you