diff --git a/apps/api/src/services/docker.py b/apps/api/src/services/docker.py
index 0ce0293..9ccaaef 100644
--- a/apps/api/src/services/docker.py
+++ b/apps/api/src/services/docker.py
@@ -258,8 +258,29 @@ def start_cloudflared_tunnel(
     import subprocess
     import time
     import re
+    import logging
+
+    logger = logging.getLogger(__name__)
+
+    # First verify the container is accessible
+    logger.info("Checking connectivity to %s:%d...", container_name, port)
+    for attempt in range(10):
+        check = subprocess.run(
+            ["curl", "-s", "-o", "/dev/null", "-w", "%{http_code}", 
+             f"http://{container_name}:{port}"],
+            capture_output=True,
+            text=True,
+            timeout=5,
+        )
+        logger.info("Connectivity check %d: http_code=%s", attempt + 1, check.stdout.strip())
+        if check.returncode == 0:
+            break
+        time.sleep(1)
+    else:
+        logger.warning("Container %s:%d not responding to curl checks", container_name, port)
 
     # Run cloudflared in background, capture output
+    logger.info("Starting cloudflared tunnel to http://%s:%d", container_name, port)
     proc = subprocess.Popen(
         ["cloudflared", "tunnel", "--url", f"http://{container_name}:{port}"],
         stdout=subprocess.PIPE,