Pirate Ship vs ShipStation: Which Shipping Tool Should You Use?

Shipping software can streamline your ecommerce operations, cut costs, and save hours of admin work—but choosing the right one can be overwhelming.

Pirate Ship and ShipStation are two of the most popular tools on the market, each offering unique advantages.

I’ve spent weeks testing and analyzing both platforms across a live ecommerce store setup. From pricing and integrations to automation and ease of use, I put them through real-world scenarios so you don’t have to.

Here’s my verdict:

Quick Verdict: Pirate Ship vs ShipStation

ShipStation – Best for growing and multi-channel stores that need automation and international support

Pirate Ship – Best for small US-based stores looking for a free, easy way to ship via USPS or UPS

This review was updated on 09/17/2025 to reflect the latest pricing, features, and customer feedback.

Quick Comparison: Pirate Ship vs ShipStation

Before diving into the deeper review, here’s a side-by-side comparison of the most important features:

Feature	Pirate Ship	ShipStation
Best for	Small US-based stores	High-volume, multi-channel stores
Price	Free	From $9 to $229/month
Carriers Supported	USPS, UPS	USPS, UPS, FedEx, DHL, more
Automations	No	Yes
International Shipping	Limited	Full support with customs docs
Platform Integrations	4 major platforms	40+ ecommerce and marketplace integrations
Inventory Management	No	Yes
Branded Tracking	No	Yes
Ideal Order Volume	Under 100/month	100+/month

Best for Pricing: Pirate Ship Wins on Simplicity

If you’re looking for the lowest cost to ship products without sacrificing reliability, Pirate Ship is hard to beat. It’s completely free to use, with no monthly fees or hidden charges.

Pirate Ship Pricing

• Free plan – No monthly fee
• USPS Commercial Rates – Save up to 89% off retail
• UPS Simple Rate – Discounts without volume requirements
• No setup costs, label fees, or contracts

You only pay for the actual postage. That’s it. It’s ideal for businesses watching cash flow or just starting out.

ShipStation Pricing

ShipStation is subscription-based, which adds monthly costs, especially as your volume grows.

Plan	Monthly Cost	Monthly Shipments	Users
Starter	$9	50	1
Bronze	$29	500	1
Silver	$59	1,500	2
Gold	$99	3,000	3
Platinum	$149	6,000	5
Enterprise	$229+	10,000+	10+

While these plans scale based on your order volume, it’s worth noting that some of ShipStation’s most powerful features—like advanced automation, branded tracking pages, and live chat support—are only available on the higher-tier plans.

If you’re just starting with the Bronze or Silver plans, you may find yourself needing to upgrade sooner than expected as your order volume grows or your workflow becomes more complex.

This is something to keep in mind when comparing the long-term cost of ownership against free tools like Pirate Ship.

The Winner

Pirate Ship clearly wins if cost is your top priority. It offers unbeatable USPS and UPS rates at no monthly charge.

But if your store ships more than 100 orders per month or across multiple channels, ShipStation is worth the investment.

Best for Shipping Features: ShipStation Offers More Control

ShipStation was designed for scaling ecommerce brands—and it shows.

While Pirate Ship sticks to the basics, ShipStation is packed with shipping automation, rule-based workflows, and advanced carrier support.

Pirate Ship Shipping Features

• USPS and UPS only
• No automations or shipping rules
• Simple label printing
• No branded tracking pages
• Limited customs support for international shipping
• Batch label printing available

It’s perfect for straightforward, domestic shipping. But the feature set ends there.

ShipStation Shipping Features

• Supports USPS, UPS, FedEx, DHL, Amazon Logistics, and more
• Automation rules: set shipping method, package weight, return label options
• Branded tracking pages with order updates
• Full international shipping with customs documentation
• Batch print hundreds of labels at once
• Commercial pricing available through multiple carriers

You can configure rules like: “All Shopify orders over $100 = Priority Mail, Signature Required.” That level of automation saves time at scale.

The Winner

ShipStation is the clear winner when it comes to shipping capabilities. If you need more than USPS or want to automate your process, it’s the better option by far.

Best for Integrations: ShipStation Is Built for Multichannel Sales

Your ecommerce business doesn’t live in a vacuum—so your shipping software shouldn’t either.

The ability to connect with your storefronts, marketplaces, and tools is a huge factor.

Pirate Ship Integrations

• Shopify
• WooCommerce
• BigCommerce
• Etsy
• CSV upload for manual orders

That’s about it. If you’re selling only on Shopify or Etsy, this may be all you need. But for omnichannel sellers, it’s limited.

One thing to keep in mind is that while Pirate Ship’s native integrations are easy to set up, they don’t go very deep. For example, you won’t get advanced features like syncing inventory across platforms or automatically triggering shipping rules based on sales channels.

ShipStation Integrations

• Over 40 platforms, including:
  • Shopify, WooCommerce, BigCommerce, Wix
  • Amazon, eBay, Walmart, Etsy, Facebook Marketplace
  • ERP tools, 3PLs, and custom APIs

You can pull orders in automatically from multiple stores and marketplaces and manage them all from one dashboard.

What’s particularly helpful is how ShipStation handles these integrations—it pulls in data like shipping methods, product SKUs, order tags, and customer notes.

You can then use that data to trigger automated workflows without touching the order manually. It’s especially useful for sellers juggling multiple sales channels, warehouses, or fulfillment partners.

The Winner

ShipStation wins easily here. Pirate Ship is intentionally limited. If you’re a serious multichannel seller, ShipStation handles the complexity.

Best for International Shipping: ShipStation Has the Edge

If you ship internationally—even occasionally—ShipStation is the better choice. Pirate Ship does allow you to ship outside the US via USPS, but there are serious limitations.

Pirate Ship International Capabilities

• USPS international only
• Limited customs form automation
• No support for other carriers like DHL or FedEx
• Manual data entry required for customs

It’s technically possible, but not efficient or scalable.

ShipStation International Capabilities

• Support for USPS, DHL Express, FedEx, UPS international
• Automatic customs forms
• Commercial invoices
• Built-in country-specific shipping rules
• International tracking and delivery updates

ShipStation also integrates with international shipping consolidators, helping cut down your cost and delivery times.

The Winner

ShipStation wins again. For brands with a global customer base or plans to scale internationally, it’s the clear choice.

Ease of Use: Pirate Ship Is Simpler, ShipStation Is More Advanced

Both tools are web-based and offer clean interfaces. But they serve different levels of complexity.

Pirate Ship Usability

• Very easy to get started
• No setup needed beyond connecting a store
• Intuitive dashboard for label printing
• Minimal settings to worry about
• Ideal for small teams or solo sellers

If you’ve never used shipping software before, Pirate Ship is a smooth on-ramp.

It’s built for simplicity—everything from buying postage to printing labels can be done in a few clicks, without needing a tutorial. It’s clearly made with beginners in mind.

ShipStation Usability

• Guided onboarding
• More settings, more options
• Takes longer to configure
• Automation rules require planning
• Batch fulfillment and packing slips add complexity

The trade-off is power for a slightly longer learning curve.

That said, once you’re familiar with the layout, ShipStation becomes a powerful central hub for managing shipping across multiple stores and channels—it just takes some time to set up properly.

The Winner

For beginners or those who want simplicity, Pirate Ship is the winner. But for sellers who need more control, ShipStation delivers with advanced tools—once you get past the initial setup.

Customer Support: Both Offer Help, But ShipStation Offers More Channels

You don’t want to be stuck without support when your shipping process breaks—especially during busy seasons.

Pirate Ship Support

• Email-based support
• Knowledge base and tutorials
• No live chat or phone support

Support is friendly but slower, and you may need to wait a day or more for a reply.

For most issues, the help docs cover the basics, but if you run into something urgent, the lack of real-time support can be a drawback—especially during busy sales periods.

ShipStation Support

• Email, live chat, and phone (on higher plans)
• Extensive documentation
• Active community forum
• Priority support on Enterprise plans

Support response times are faster, especially on paid tiers.

The availability of live chat and phone support makes a big difference when you’re dealing with time-sensitive fulfillment issues or troubleshooting complex workflows.

The Winner

ShipStation has broader support options and better availability—especially important for larger businesses with more complex issues.

Final Thoughts: Which Shipping Software Is Right for You?

Here’s how to make the final call.

Choose Pirate Ship If:

• You ship fewer than 100 orders per month
• You only use USPS or UPS
• You’re focused on domestic shipping in the US
• You don’t need automation or advanced features
• You want the lowest cost with zero monthly fees

It’s ideal for new stores, side hustles, or bootstrapped businesses.

Choose ShipStation If:

• You ship more than 100 orders per month
• You sell across multiple channels (e.g., Shopify + Amazon)
• You need international shipping or multiple carriers
• You want automation to save time
• You’re scaling and need room to grow

While it costs more, the time savings and flexibility are worth it if your order volume justifies it.

Summary Table

Category	Winner
Pricing	Pirate Ship
Shipping Features	ShipStation
Integrations	ShipStation
International Shipping	ShipStation
Ease of Use	Pirate Ship
Customer Support	ShipStation

Choosing between Pirate Ship and ShipStation depends on your business needs.

For simple, low-volume domestic shipping, Pirate Ship is a cost-effective, no-fuss option.

But if you’re scaling, selling on multiple platforms, or need automation, ShipStation is built for that kind of growth.

The right tool will save you time, cut costs, and make shipping one less thing to worry about.