diff --git a/sunbeam-net/tests/config/headscale.yaml b/sunbeam-net/tests/config/headscale.yaml
index 1ce59961..d1f1ca31 100644
--- a/sunbeam-net/tests/config/headscale.yaml
+++ b/sunbeam-net/tests/config/headscale.yaml
@@ -1,10 +1,17 @@
 # Headscale configuration for integration tests.
 # Ephemeral SQLite, embedded DERP, no OIDC.
 
-server_url: http://headscale:8080
-listen_addr: 0.0.0.0:8080
+server_url: https://headscale:8443
+listen_addr: 0.0.0.0:8443
 metrics_listen_addr: 0.0.0.0:9090
 
+# Self-signed cert covering localhost, 127.0.0.1, and the docker-network
+# hostname `headscale`. Generated by tests/run.sh on first run; the
+# integration tests connect with derp_tls_insecure: true so they don't
+# need to trust this CA.
+tls_cert_path: /etc/headscale/test-cert.pem
+tls_key_path: /etc/headscale/test-key.pem
+
 # Noise protocol (auto-generates key on first start)
 noise:
   private_key_path: /var/lib/headscale/noise_private.key
diff --git a/sunbeam-net/tests/config/test-cert.pem b/sunbeam-net/tests/config/test-cert.pem
new file mode 100644
index 00000000..470c446a
--- /dev/null
+++ b/sunbeam-net/tests/config/test-cert.pem
@@ -0,0 +1,20 @@
+-----BEGIN CERTIFICATE-----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+-----END CERTIFICATE-----
diff --git a/sunbeam-net/tests/config/test-key.pem b/sunbeam-net/tests/config/test-key.pem
new file mode 100644
index 00000000..694a9e81
--- /dev/null
+++ b/sunbeam-net/tests/config/test-key.pem
@@ -0,0 +1,28 @@
+-----BEGIN PRIVATE KEY-----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+-----END PRIVATE KEY-----
diff --git a/sunbeam-net/tests/docker-compose.yml b/sunbeam-net/tests/docker-compose.yml
index dae70484..0380fa9e 100644
--- a/sunbeam-net/tests/docker-compose.yml
+++ b/sunbeam-net/tests/docker-compose.yml
@@ -18,11 +18,13 @@ services:
     image: headscale/headscale:0.23
     command: serve
     ports:
-      - "8080:8080"   # control plane (TS2021 Noise + HTTP API)
+      - "8443:8443"   # control plane + embedded DERP, both over TLS
       - "3478:3478/udp" # STUN
       - "9090:9090"   # metrics
     volumes:
       - ./config/headscale.yaml:/etc/headscale/config.yaml:ro
+      - ./config/test-cert.pem:/etc/headscale/test-cert.pem:ro
+      - ./config/test-key.pem:/etc/headscale/test-key.pem:ro
       - headscale-data:/var/lib/headscale
     healthcheck:
       test: ["CMD", "headscale", "nodes", "list"]
@@ -46,11 +48,15 @@ services:
       TS_AUTHKEY: "${PEER_A_AUTH_KEY}"
       TS_STATE_DIR: /var/lib/tailscale
       TS_USERSPACE: "false"
-      TS_EXTRA_ARGS: --login-server=http://headscale:8080
+      TS_EXTRA_ARGS: --login-server=https://headscale:8443
       # Pin the WireGuard listen port (passed to tailscaled itself) so we
       # can publish it to the host — without this our test daemon (running
       # outside docker) can't reach peer-a's UDP endpoint.
       TS_TAILSCALED_EXTRA_ARGS: --port=41641
+      # Trust the self-signed test cert so the tailscale Go client can
+      # verify HTTPS connections to headscale + the embedded DERP. Go
+      # honors SSL_CERT_FILE for net/http TLS verification.
+      SSL_CERT_FILE: /etc/headscale/test-cert.pem
     cap_add:
       - NET_ADMIN
       - NET_RAW
@@ -60,6 +66,7 @@ services:
       - "41641:41641/udp"
     volumes:
       - peer-a-state:/var/lib/tailscale
+      - ./config/test-cert.pem:/etc/headscale/test-cert.pem:ro
     # Tailscale doesn't have a great healthcheck, but it registers fast
     healthcheck:
       test: ["CMD", "tailscale", "status", "--json"]
@@ -78,7 +85,8 @@ services:
       TS_AUTHKEY: "${PEER_B_AUTH_KEY}"
       TS_STATE_DIR: /var/lib/tailscale
       TS_USERSPACE: "false"
-      TS_EXTRA_ARGS: --login-server=http://headscale:8080
+      TS_EXTRA_ARGS: --login-server=https://headscale:8443
+      SSL_CERT_FILE: /etc/headscale/test-cert.pem
     cap_add:
       - NET_ADMIN
       - NET_RAW
@@ -86,6 +94,7 @@ services:
       - /dev/net/tun:/dev/net/tun
     volumes:
       - peer-b-state:/var/lib/tailscale
+      - ./config/test-cert.pem:/etc/headscale/test-cert.pem:ro
     healthcheck:
       test: ["CMD", "tailscale", "status", "--json"]
       interval: 5s
diff --git a/sunbeam-net/tests/integration.rs b/sunbeam-net/tests/integration.rs
index 94c64f53..1bd2d5b5 100644
--- a/sunbeam-net/tests/integration.rs
+++ b/sunbeam-net/tests/integration.rs
@@ -38,6 +38,7 @@ async fn test_register_and_receive_netmap() {
         control_socket: state_dir.path().join("test.sock"),
         hostname: "sunbeam-net-test".into(),
         server_public_key: None,
+        derp_tls_insecure: std::env::var("SUNBEAM_NET_TEST_DERP_INSECURE").is_ok(),
     };
 
     let keys = sunbeam_net::keys::NodeKeys::load_or_generate(&config.state_dir).unwrap();
@@ -107,6 +108,7 @@ async fn test_proxy_listener_accepts() {
         control_socket: state_dir.path().join("proxy.sock"),
         hostname: "sunbeam-net-proxy-test".into(),
         server_public_key: None,
+        derp_tls_insecure: std::env::var("SUNBEAM_NET_TEST_DERP_INSECURE").is_ok(),
     };
 
     let handle = sunbeam_net::VpnDaemon::start(config).await.unwrap();
@@ -132,25 +134,25 @@ async fn test_proxy_listener_accepts() {
 /// End-to-end: bring up the daemon, dial peer-a's echo server through the
 /// proxy, and assert we get bytes back across the WireGuard tunnel.
 ///
-/// **Currently ignored** because the docker-compose test stack runs Headscale
-/// over plain HTTP, but Tailscale's official client unconditionally tries to
-/// connect to DERP relays over TLS:
-///
-///     derp.Recv(derp-999): connect to region 999: tls: first record does
-///     not look like a TLS handshake
-///
-/// So peer-a can never receive WireGuard packets we forward via the relay,
-/// and we have no other reachable transport from the host into the docker
-/// network. Unblocking this requires either: (a) generating a self-signed
-/// cert, configuring Headscale + DERP for TLS, and teaching DerpClient to
-/// negotiate TLS; or (b) running the test daemon inside the same docker
-/// network as peer-a so direct UDP works without relays. Tracked separately.
+/// Requires the docker-compose stack with TUN-mode peers + TLS Headscale
+/// (sunbeam-net/tests/run.sh handles the setup). The test enables
+/// `derp_tls_insecure` because the test stack uses a self-signed cert.
 #[tokio::test(flavor = "multi_thread")]
-#[ignore = "blocked on TLS DERP — see comment"]
 async fn test_e2e_tcp_through_tunnel() {
     use std::time::Duration;
     use tokio::io::{AsyncReadExt, AsyncWriteExt};
 
+    // Try to install a tracing subscriber so the daemon's logs reach
+    // stderr when the test is run with `cargo test -- --nocapture`. Ignore
+    // failures (already installed by another test).
+    let _ = tracing_subscriber::fmt()
+        .with_env_filter(
+            tracing_subscriber::EnvFilter::try_from_default_env()
+                .unwrap_or_else(|_| tracing_subscriber::EnvFilter::new("sunbeam_net=trace")),
+        )
+        .with_test_writer()
+        .try_init();
+
     let coord_url = require_env("SUNBEAM_NET_TEST_COORD_URL");
     let auth_key = require_env("SUNBEAM_NET_TEST_AUTH_KEY");
     let peer_a_ip: std::net::IpAddr = require_env("SUNBEAM_NET_TEST_PEER_A_IP")
@@ -171,6 +173,8 @@ async fn test_e2e_tcp_through_tunnel() {
         control_socket: state_dir.path().join("e2e.sock"),
         hostname: "sunbeam-net-e2e-test".into(),
         server_public_key: None,
+        // Test stack uses a self-signed cert.
+        derp_tls_insecure: std::env::var("SUNBEAM_NET_TEST_DERP_INSECURE").is_ok(),
     };
 
     let handle = sunbeam_net::VpnDaemon::start(config)
@@ -252,6 +256,7 @@ async fn test_daemon_lifecycle() {
         control_socket: state_dir.path().join("daemon.sock"),
         hostname: "sunbeam-net-daemon-test".into(),
         server_public_key: None,
+        derp_tls_insecure: std::env::var("SUNBEAM_NET_TEST_DERP_INSECURE").is_ok(),
     };
 
     let handle = sunbeam_net::VpnDaemon::start(config)
diff --git a/sunbeam-net/tests/run.sh b/sunbeam-net/tests/run.sh
index b57e1f01..9ce63608 100755
--- a/sunbeam-net/tests/run.sh
+++ b/sunbeam-net/tests/run.sh
@@ -59,7 +59,8 @@ $COMPOSE exec -T peer-b tailscale ip -4 || true
 echo "==> Running integration tests..."
 cd ../..
 SUNBEAM_NET_TEST_AUTH_KEY="$CLIENT_KEY" \
-SUNBEAM_NET_TEST_COORD_URL="http://localhost:8080" \
+SUNBEAM_NET_TEST_COORD_URL="https://localhost:8443" \
+SUNBEAM_NET_TEST_DERP_INSECURE=1 \
 SUNBEAM_NET_TEST_PEER_A_IP=$($COMPOSE -f sunbeam-net/tests/docker-compose.yml exec -T peer-a tailscale ip -4 2>/dev/null | tr -d '[:space:]') \
   cargo test -p sunbeam-net --features integration --test integration -- --nocapture