You need another program, like Filezilla, to securely transfer files. See the tutorial on using Filezilla on DO.

You will need to download an additional file called pscp.exe

Check out the guide here.

you can use VSFTP or FTP, or simplest way by using SCP. This will directly copy file from localhost to server

pscp -r your/local/directory/ userID@hostserver:/your/destination/directory

This works fine for me. I copied entire directory with all sub-directories from my local windows machine to linux server.

Depends upon the size of the directory, the time increases.

Here is what worked for me on Windows:

1. Download Putty package
2. Open cmd
3. cd to the Putty’s folder - inside that folder pscp.exe file should reside
4. Suppose we have these folders:

file to copy:
C:/Desktop/file.txt

private key:
C:/Desktop/privatekey.ppk

destination on server:
root@droplet_IP:/opt/tomcat/somefolder

then you should run this command:

pscp -i C:/Desktop/privatekey.ppk C:/Desktop/file.txt root@IP:/opt/tomcat/somefolder