diff --git a/lisp/progmodes/python.el b/lisp/progmodes/python.el
index 8a99ff0434d..a42e2b2a28a 100644
--- a/lisp/progmodes/python.el
+++ b/lisp/progmodes/python.el
@@ -2328,8 +2328,11 @@ of the statement."
                            (setq
                             last-string-end
                             (or (if (eq t (nth 3 (syntax-ppss)))
-                                    (re-search-forward
-                                     (rx (syntax string-delimiter)) nil t)
+                                    (cl-loop
+                                     while (re-search-forward
+                                            (rx (or "\"\"\"" "'''")) nil t)
+                                     unless (python-syntax-context 'string)
+                                     return (point))
                                   (ignore-error scan-error
                                     (goto-char string-start)
                                     (python-nav--lisp-forward-sexp)
diff --git a/test/lisp/progmodes/python-tests.el b/test/lisp/progmodes/python-tests.el
index ec0a836cb8f..898e2b036e0 100644
--- a/test/lisp/progmodes/python-tests.el
+++ b/test/lisp/progmodes/python-tests.el
@@ -3204,6 +3204,30 @@ d = '''d'''
                 (python-tests-look-at "c'")
                 (pos-eol))))))
 
+(ert-deftest python-nav-end-of-statement-5 ()
+  "Test long multi-line string (Bug#75387)."
+  (let* ((line (format "%s\n" (make-string 80 ?a)))
+         (lines (apply #'concat (make-list 50 line))))
+    (python-tests-with-temp-buffer
+     (concat
+      "
+s = '''
+"
+      lines
+      "\\'''"
+      lines
+      "'''
+a = 1
+")
+     (python-tests-look-at "s = '''")
+     (should (= (save-excursion
+                  (python-nav-end-of-statement)
+                  (point))
+                (save-excursion
+                  (python-tests-look-at "a = 1")
+                  (forward-line -1)
+                  (pos-eol)))))))
+
 (ert-deftest python-nav-forward-statement-1 ()
   (python-tests-with-temp-buffer
    "