diff --git a/NEWS b/NEWS
index dc7f60304..abafbda0d 100644
--- a/NEWS
+++ b/NEWS
@@ -3,6 +3,8 @@
    directory or from the directory containing the file doing the including. (Previously, only the
    working directory was used.)
  * Add a randomized delay to the sample systemd timer to spread out the load on a server.
+ * Add emojis to documentation table of contents to make it easier to find particular how-to and
+   reference guides at a glance.
 
 1.6.0
  * #381: BREAKING: Greatly simplify configuration file reuse by deep merging when including common
diff --git a/docs/how-to/add-preparation-and-cleanup-steps-to-backups.md b/docs/how-to/add-preparation-and-cleanup-steps-to-backups.md
index 9a64ac151..1a5d03366 100644
--- a/docs/how-to/add-preparation-and-cleanup-steps-to-backups.md
+++ b/docs/how-to/add-preparation-and-cleanup-steps-to-backups.md
@@ -1,7 +1,7 @@
 ---
 title: How to add preparation and cleanup steps to backups
 eleventyNavigation:
-  key: Add preparation and cleanup steps
+  key: 🧹 Add preparation and cleanup steps
   parent: How-to guides
   order: 8
 ---
diff --git a/docs/how-to/backup-to-a-removable-drive-or-an-intermittent-server.md b/docs/how-to/backup-to-a-removable-drive-or-an-intermittent-server.md
index bb88d5083..00906274a 100644
--- a/docs/how-to/backup-to-a-removable-drive-or-an-intermittent-server.md
+++ b/docs/how-to/backup-to-a-removable-drive-or-an-intermittent-server.md
@@ -1,7 +1,7 @@
 ---
 title: How to backup to a removable drive or an intermittent server
 eleventyNavigation:
-  key: Backup to a removable drive or server
+  key: 💾 Backup to a removable drive/server
   parent: How-to guides
   order: 9
 ---
diff --git a/docs/how-to/backup-your-databases.md b/docs/how-to/backup-your-databases.md
index 9e66b0cac..f90286ddf 100644
--- a/docs/how-to/backup-your-databases.md
+++ b/docs/how-to/backup-your-databases.md
@@ -1,7 +1,7 @@
 ---
 title: How to backup your databases
 eleventyNavigation:
-  key: Backup your databases
+  key: 🗄️ Backup your databases
   parent: How-to guides
   order: 7
 ---
diff --git a/docs/how-to/deal-with-very-large-backups.md b/docs/how-to/deal-with-very-large-backups.md
index 4e810a241..518f7b041 100644
--- a/docs/how-to/deal-with-very-large-backups.md
+++ b/docs/how-to/deal-with-very-large-backups.md
@@ -1,7 +1,7 @@
 ---
 title: How to deal with very large backups
 eleventyNavigation:
-  key: Deal with very large backups
+  key: 📏 Deal with very large backups
   parent: How-to guides
   order: 3
 ---
diff --git a/docs/how-to/develop-on-borgmatic.md b/docs/how-to/develop-on-borgmatic.md
index 865f0d4a8..8cad4c744 100644
--- a/docs/how-to/develop-on-borgmatic.md
+++ b/docs/how-to/develop-on-borgmatic.md
@@ -1,7 +1,7 @@
 ---
 title: How to develop on borgmatic
 eleventyNavigation:
-  key: Develop on borgmatic
+  key: 🏗️ Develop on borgmatic
   parent: How-to guides
   order: 12
 ---
diff --git a/docs/how-to/extract-a-backup.md b/docs/how-to/extract-a-backup.md
index c0b2f582c..75949d1e3 100644
--- a/docs/how-to/extract-a-backup.md
+++ b/docs/how-to/extract-a-backup.md
@@ -1,7 +1,7 @@
 ---
 title: How to extract a backup
 eleventyNavigation:
-  key: Extract a backup
+  key: 📤 Extract a backup
   parent: How-to guides
   order: 6
 ---
diff --git a/docs/how-to/inspect-your-backups.md b/docs/how-to/inspect-your-backups.md
index be3ae5651..9b7f64932 100644
--- a/docs/how-to/inspect-your-backups.md
+++ b/docs/how-to/inspect-your-backups.md
@@ -1,7 +1,7 @@
 ---
 title: How to inspect your backups
 eleventyNavigation:
-  key: Inspect your backups
+  key: 🔎 Inspect your backups
   parent: How-to guides
   order: 4
 ---
diff --git a/docs/how-to/make-backups-redundant.md b/docs/how-to/make-backups-redundant.md
index 8d643cfaa..c2c0b0e52 100644
--- a/docs/how-to/make-backups-redundant.md
+++ b/docs/how-to/make-backups-redundant.md
@@ -1,7 +1,7 @@
 ---
 title: How to make backups redundant
 eleventyNavigation:
-  key: Make backups redundant
+  key: ☁️  Make backups redundant
   parent: How-to guides
   order: 2
 ---
diff --git a/docs/how-to/make-per-application-backups.md b/docs/how-to/make-per-application-backups.md
index c4fe8cb6d..eeb76ad53 100644
--- a/docs/how-to/make-per-application-backups.md
+++ b/docs/how-to/make-per-application-backups.md
@@ -1,7 +1,7 @@
 ---
 title: How to make per-application backups
 eleventyNavigation:
-  key: Make per-application backups
+  key: 🔀 Make per-application backups
   parent: How-to guides
   order: 1
 ---
diff --git a/docs/how-to/monitor-your-backups.md b/docs/how-to/monitor-your-backups.md
index 501e98fe0..025f0fe8a 100644
--- a/docs/how-to/monitor-your-backups.md
+++ b/docs/how-to/monitor-your-backups.md
@@ -1,7 +1,7 @@
 ---
 title: How to monitor your backups
 eleventyNavigation:
-  key: Monitor your backups
+  key: 🚨 Monitor your backups
   parent: How-to guides
   order: 5
 ---
diff --git a/docs/how-to/run-arbitrary-borg-commands.md b/docs/how-to/run-arbitrary-borg-commands.md
index c6e028eec..ae42307ff 100644
--- a/docs/how-to/run-arbitrary-borg-commands.md
+++ b/docs/how-to/run-arbitrary-borg-commands.md
@@ -1,7 +1,7 @@
 ---
 title: How to run arbitrary Borg commands
 eleventyNavigation:
-  key: Run arbitrary Borg commands
+  key: 🔧 Run arbitrary Borg commands
   parent: How-to guides
   order: 10
 ---
diff --git a/docs/how-to/set-up-backups.md b/docs/how-to/set-up-backups.md
index ac2a6d514..4b5fa74b7 100644
--- a/docs/how-to/set-up-backups.md
+++ b/docs/how-to/set-up-backups.md
@@ -1,7 +1,7 @@
 ---
 title: How to set up backups
 eleventyNavigation:
-  key: Set up backups
+  key: 📥 Set up backups
   parent: How-to guides
   order: 0
 ---
diff --git a/docs/how-to/upgrade.md b/docs/how-to/upgrade.md
index 2826b758a..5affe0f63 100644
--- a/docs/how-to/upgrade.md
+++ b/docs/how-to/upgrade.md
@@ -1,7 +1,7 @@
 ---
 title: How to upgrade borgmatic
 eleventyNavigation:
-  key: Upgrade borgmatic
+  key: 📦 Upgrade borgmatic
   parent: How-to guides
   order: 11
 ---
diff --git a/docs/reference/command-line.md b/docs/reference/command-line.md
index 293b824ca..f8e9af4fe 100644
--- a/docs/reference/command-line.md
+++ b/docs/reference/command-line.md
@@ -1,7 +1,7 @@
 ---
 title: Command-line reference
 eleventyNavigation:
-  key: Command-line reference
+  key: ⌨️ Command-line reference
   parent: Reference guides
   order: 1
 ---
diff --git a/docs/reference/configuration.md b/docs/reference/configuration.md
index 69880c622..546722e9a 100644
--- a/docs/reference/configuration.md
+++ b/docs/reference/configuration.md
@@ -1,7 +1,7 @@
 ---
 title: Configuration reference
 eleventyNavigation:
-  key: Configuration reference
+  key: ⚙️ Configuration reference
   parent: Reference guides
   order: 0
 ---