I get this consistenly (Ubuntu 16.04 LTS):

$ docker pull nginx
Using default tag: latest
Error response from daemon: Get https://registry-1.docker.io/v2/: net/http: TLS handshake timeout

However curl TLS works fine (apart from the auth error):

$ curl https://registry-1.docker.io/v2/
{"errors":[{"code":"UNAUTHORIZED","message":"authentication required","detail":null}]}

And even a small golang program (to mimic docker) works fine:

package main
import (
    "fmt"
    "io/ioutil"
    "net/http"
)
func main() {
    resp, err := http.Get("https://registry-1.docker.io/v2/")
    if err != nil {
        panic(err)
    }
    defer resp.Body.Close()
    body, err := ioutil.ReadAll(resp.Body)
    if err != nil {
        panic(err)
    }
    fmt.Println("Got: ", string(body))
}

The pcap for the docker TLS timeout request:

reading from file docker-timeout.pcap, link-type LINUX_SLL (Linux cooked)
00:38:54.782452 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [S], seq 26945613, win 29200, options [mss 1460,sackOK,TS val 1609360 ecr 0,nop,wscale 7], length 0
00:38:54.878630 IP registry-1.docker.io.https > my-ubuntu.52036: Flags [S.], seq 2700732154, ack 26945614, win 26847, options [mss 1460,sackOK,TS val 947941366 ecr 1609360,nop,wscale 8], length 0
00:38:54.878691 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [.], ack 1, win 229, options [nop,nop,TS val 1609384 ecr 947941366], length 0
00:38:54.878892 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1609384 ecr 947941366], length 155
00:38:55.175931 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1609459 ecr 947941366], length 155
00:38:55.475954 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1609534 ecr 947941366], length 155
00:38:56.076327 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1609684 ecr 947941366], length 155
00:38:57.280103 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1609985 ecr 947941366], length 155
00:38:59.684095 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1610586 ecr 947941366], length 155
00:39:04.492102 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1611788 ecr 947941366], length 155
00:39:04.879468 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [F.], seq 156, ack 1, win 229, options [nop,nop,TS val 1611884 ecr 947941366], length 0
00:39:04.976015 IP registry-1.docker.io.https > my-ubuntu.52036: Flags [.], ack 1, win 105, options [nop,nop,TS val 947943890 ecr 1609384,nop,nop,sack 1 {156:157}], length 0
00:39:04.976073 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1611909 ecr 947943890], length 155
00:39:05.275922 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1611984 ecr 947943890], length 155
00:39:05.876104 IP my-ubuntu.52036 > registry-1.docker.io.https: Flags [P.], seq 1:156, ack 1, win 229, options [nop,nop,TS val 1612134 ecr 947943890], length 155

What could possibly be going wrong?

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