diff --git a/CHANGELOG.md b/CHANGELOG.md
index 6a4bdcb9a..dd63aac6b 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,10 @@
 
 A curated, chronologically ordered list of notable changes in [Gitpod's default workspace images](https://hub.docker.com/u/gitpod).
 
+## 2024-14-11
+
+- Bump Docker in base image to `27.3.1`
+
 ## 2024-11-11
 
 - Introduce `workspace-java-23`
diff --git a/chunks/tool-docker/Dockerfile b/chunks/tool-docker/Dockerfile
index 9002c0c86..ea202d86a 100644
--- a/chunks/tool-docker/Dockerfile
+++ b/chunks/tool-docker/Dockerfile
@@ -11,14 +11,14 @@ RUN curl -fsSL https://download.docker.com/linux/ubuntu/gpg | sudo gpg --dearmor
     && echo "deb [arch=$(dpkg --print-architecture) signed-by=/usr/share/keyrings/docker-archive-keyring.gpg] https://download.docker.com/linux/ubuntu \
     $(lsb_release -cs) stable" | sudo tee /etc/apt/sources.list.d/docker.list > /dev/null \
     && apt update \
-    && install-packages docker-ce=5:24.0.9-1~ubuntu.22.04~jammy docker-ce-cli=5:24.0.9-1~ubuntu.22.04~jammy containerd.io docker-buildx-plugin
+    && install-packages docker-ce=5:27.3.1-1~ubuntu.22.04~jammy docker-ce-cli=5:27.3.1-1~ubuntu.22.04~jammy containerd.io docker-buildx-plugin
 
 RUN curl -o /usr/local/bin/docker-compose -fsSL https://github.com/docker/compose/releases/download/v2.24.1/docker-compose-linux-$(uname -m) \
     && chmod +x /usr/local/bin/docker-compose && mkdir -p /usr/local/lib/docker/cli-plugins && \
     ln -s /usr/local/bin/docker-compose /usr/local/lib/docker/cli-plugins/docker-compose
 
 # https://github.com/wagoodman/dive
-RUN curl -o /tmp/dive.deb -fsSL https://github.com/wagoodman/dive/releases/download/v0.11.0/dive_0.11.0_linux_amd64.deb \
+RUN curl -o /tmp/dive.deb -fsSL https://github.com/wagoodman/dive/releases/download/v0.12.0/dive_0.12.0_linux_amd64.deb \
     && apt install /tmp/dive.deb \
     && rm /tmp/dive.deb