Do several attempts to send the file

integration_test.go

@@ -565,10 +565,22 @@ func (s *IntegrationTestSuite) TestTailDrop() {
 						// So curl!
 						peerAPI, ok := apiURLs[ip]
 						assert.True(t, ok)
+
+						// We still have some issues with the test infrastructure, so
+						// lets run curl multiple times until it works.
+
+						attempts := 0
+						var err error
+						for {
 							command := []string{
 								"curl",
+								"--retry-connrefused",
+								"--retry-delay",
+								"30",
 								"--retry",
 								"10",
+								"--connect-timeout",
+								"60",
 								"-X",
 								"PUT",
 								"--upload-file",
@@ -576,11 +588,21 @@ func (s *IntegrationTestSuite) TestTailDrop() {
 								fmt.Sprintf("%s/v0/put/file_from_%s", peerAPI, hostname),
 							}
 							fmt.Printf("Sending file from %s (%s) to %s (%s)\n", hostname, ips[hostname], peername, ip)
-						_, err := executeCommand(
+							_, err = executeCommand(
 								&tailscale,
 								command,
 								[]string{"ALL_PROXY=socks5://localhost:1055/"},
 							)
+							if err == nil {
+								break
+							} else {
+								time.Sleep(10 * time.Second)
+								attempts++
+								if attempts > 10 {
+									break
+								}
+							}
+						}
 						assert.Nil(t, err)
 					}
 				})