Cloudcraft review: pricing, live AWS and Azure diagramming features, and how this Datadog-owned architecture tool works in 2026.
Category
Project Management
Pricing
Freemium subscription with a free tier for individuals plus paid per-user Pro and Enterprise tiers, billed monthly or annually, from Free plan available; Pro plan around $40.83/user/month billed annually ($99/month billed monthly)
Verified
Not yet
Last updated
July 19, 2026
Founded
2015
Headquarters
New York City, New York, United States
What Is Cloudcraft
Cloudcraft is a cloud architecture diagramming tool that connects to a customer's live cloud account and automatically generates an up-to-date diagram of the deployed resources and how they relate to each other, rather than requiring diagrams to be drawn entirely from scratch. It renders diagrams in a distinctive isometric, 3D-style visual style that has become one of its recognizable characteristics.
The company was founded in 2015 and is headquartered in New York City. Its original focus was AWS architecture diagrams, and it has since expanded to also support Microsoft Azure, Google Cloud Platform, Oracle Cloud Infrastructure, and VMware vSphere environments.
The Datadog Acquisition
Datadog acquired Cloudcraft in a deal announced on November 3, 2022, with financial terms not disclosed. This is a more recent transaction than some secondary sources suggest, and the correct acquisition year, according to Datadog's own press release and investor announcement, is 2022 rather than 2020.
Since the acquisition, Cloudcraft continues to operate both as a standalone product at cloudcraft.co and as an integrated feature inside the Datadog platform, where its live architecture diagrams can be combined with Datadog's broader monitoring, security, and cost-management tools.
Cloudcraft Pricing and Plans
Cloudcraft offers a Free plan for individuals creating AWS and Azure diagrams, a Pro plan priced around 40.83 dollars per user per month billed annually (99 dollars per month billed monthly) with a 14-day free trial and 30-day money-back guarantee, and an Enterprise plan around 100 dollars per user per month billed annually (120 dollars per month billed monthly) for larger teams needing expanded administration and support.
Key Features
Live, auto-generated architecture diagrams — Reverse-engineers a diagram of a customer's actual deployed cloud resources by reading live infrastructure data.
Automatic diagram updates — Keeps generated diagrams synchronized as the underlying cloud infrastructure changes over time.
Isometric, 3D-style visualization — Renders cloud architecture in a distinctive isometric visual style rather than flat boxes-and-lines diagrams.
Multi-cloud and hybrid support — Supports AWS, Microsoft Azure, Google Cloud Platform, Oracle Cloud Infrastructure, and VMware vSphere environments.
Drag-and-drop manual editing — Allows manual editing and customization on top of the auto-generated diagram baseline.
Cost estimation overlays — Displays estimated monthly resource costs directly on the architecture diagram.
Datadog platform integration — Integrates with Datadog's broader monitoring, security, and cost-management capabilities for customers using both products.
Export and sharing — Supports exporting diagrams for documentation, presentations, and team collaboration.
Pros & Cons
Pros
Automatically generates diagrams from live infrastructure data instead of requiring fully manual drawing
Distinctive isometric visual style makes diagrams easier to read than flat, generic box diagrams
Backed by Datadog's financial resources and platform integration since the November 2022 acquisition
Supports multiple major clouds (AWS, Azure, Google Cloud, Oracle Cloud) plus VMware vSphere, not just AWS
Free tier available for individuals, with a 14-day free trial and 30-day money-back guarantee on Pro
Built-in cost estimation overlays help teams see the cost impact of architecture decisions directly on the diagram
Cons
Pro and Enterprise per-user pricing can add up for larger architecture and platform teams
As part of Datadog, product roadmap priorities may be shaped by Datadog's broader observability strategy rather than standing alone
Free plan is limited to individual, non-live-sync-focused use cases for AWS and Azure only
Live-diagram accuracy depends on granting Cloudcraft read access to cloud accounts, which some security-conscious teams may need to review carefully
Smaller, focused product team size compared to broader Datadog product lines
Primarily useful for infrastructure visualization rather than full infrastructure-as-code management or provisioning
Pricing
Free $0 per month
Pro $40.83/user (annual) or $99/user (monthly) monthly or annual
Enterprise $100/user (annual) or $120/user (monthly) monthly or annual
Frequently Asked Questions
What is Cloudcraft used for
Cloudcraft is used to automatically generate and maintain live, visual diagrams of a company's AWS, Azure, Google Cloud, Oracle Cloud, or VMware vSphere infrastructure.
Is Cloudcraft owned by Datadog
Yes, Datadog acquired Cloudcraft in a deal announced on November 3, 2022, and Cloudcraft now operates both as a standalone product and as an integrated feature within the Datadog platform.
Was Cloudcraft acquired by Datadog in 2020
No, the acquisition was announced in November 2022, not 2020, according to Datadog's own press release and investor announcement.
How much does Cloudcraft cost
Cloudcraft offers a free plan for individuals, a Pro plan around 40.83 dollars per user per month billed annually, and an Enterprise plan around 100 dollars per user per month billed annually.
Does Cloudcraft support clouds other than AWS
Yes, Cloudcraft has expanded beyond its original AWS-only focus to support Microsoft Azure, Google Cloud Platform, Oracle Cloud Infrastructure, and VMware vSphere.
Does Cloudcraft offer a free trial
Yes, the Pro plan includes a 14-day free trial that does not require a credit card, plus a 30-day money-back guarantee.
Where is Cloudcraft headquartered
Cloudcraft is headquartered in New York City, New York.
Can Cloudcraft diagrams update automatically
Yes, Cloudcraft can read live infrastructure data and keep diagrams automatically updated as a customer's cloud environment changes.