---
description: Compare Tailwind TMS vs Trimble TMS for South African businesses. GetApp provides a side-by-side comparison with details on software price, features and reviews.
image: https://gdm-localsites-assets-gfprod.imgix.net/images/getapp/og_logo-94fd2a03a6c7a0e54fc0c9e21a1c0ce9.png
title: Compare Tailwind TMS vs Trimble TMS | GetApp South Africa 2026
---

Breadcrumb: [Home](/) > [Transportation Management Systems](/directory/805/transportation-management/software) > [Tailwind TMS \<span\>vs\</span\> Trimble TMS](https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms)

# Compare Tailwind TMS vs Trimble TMS

Canonical: https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms

> Detailed comparison between Tailwind TMS and Trimble TMS. Check ratings, reviews, pricing, and features to make the best decision for your business.

-----

## At a Glance

| Metric | Tailwind TMS | Trimble TMS |
| **Overall rating** | 4.2/5 | 3.7/5 |
| **Total Reviews** | 97 | 38 |
| **Starting Price** | US$99,00 | - |
| **Free Trial** | Yes | Yes |
| **Free Version** | No | No |
| **Deployment** | Cloud, SaaS, Web-based, Mac (Desktop), Windows (Desktop), Linux (Desktop), Chromebook (Desktop), Android (Mobile), iPhone (Mobile), iPad (Mobile) | Cloud, SaaS, Web-based, Mac (Desktop), Windows (Desktop) |
| **Support** | Email/Help Desk, FAQs/Forum, Knowledge Base, Phone Support, 24/7 (Live rep), Chat | Email/Help Desk, FAQs/Forum, Knowledge Base, Phone Support, 24/7 (Live rep), Chat |
| **Training** | In Person, Live Online, Webinars, Documentation, Videos | In Person, Live Online, Webinars, Documentation, Videos |

## Key features

### Tailwind TMS

- API
- Accounting
- Billing & Invoicing
- Carrier Management
- Communication Management
- Contact Database
- Customer Database
- Dispatch Management
- Fleet Management
- Import/Export Management
- LTL/Shared Truckload
- Load Optimization
- Maintenance Scheduling
- Mileage Tracking
- Rate Management
- Reporting/Analytics
- Routing
- Scheduling
- Shipment Tracking
- Vehicle Management

### Trimble TMS

- API
- Accounting
- Billing & Invoicing
- Carrier Management
- Communication Management
- Contact Database
- Customer Database
- Dispatch Management
- Fleet Management
- Import/Export Management
- LTL/Shared Truckload
- Load Optimization
- Maintenance Scheduling
- Mileage Tracking
- Rate Management
- Reporting/Analytics
- Routing
- Scheduling
- Shipment Tracking
- Vehicle Management

## Links

- [View Tailwind TMS Profile](https://www.getapp.za.com/software/103137/tailwind)
- [View Trimble TMS Profile](https://www.getapp.za.com/software/2031095/trimble-tms)
- [View Original Comparison](https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms)

-----

## Structured Data

<script type="application/ld+json">
  {"@context":"https://schema.org","@graph":[{"name":"Compare Tailwind TMS vs Trimble TMS | GetApp South Africa 2026","description":"Compare Tailwind TMS vs Trimble TMS for South African businesses. GetApp provides a side-by-side comparison with details on software price, features and reviews.","url":"https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms","about":[{"@id":"https://www.getapp.za.com/software/103137/tailwind#software"},{"@id":"https://www.getapp.za.com/software/2031095/trimble-tms#software"}],"breadcrumb":{"@id":"https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms#breadcrumblist"},"@type":["WebPage","CollectionPage"],"@id":"https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms#webpage","publisher":{"@id":"https://www.getapp.za.com/#organization"},"inLanguage":"en-ZA","isPartOf":{"@id":"https://www.getapp.za.com/#website"}},{"name":"Tailwind TMS","description":"Tailwind is a true web-based trucking and freight broker software, catering to small and mid-sized trucking businesses, freight brokerages, and businesses that do both. There are no up-front fees associated with this Transportation Management System (TMS), and you can start with a free trial. \n\nTailwind is offered in three-tiers. Tailwind Pro costs $99 user/month, and Tailwind Enterprise - $149 user/month, and Tailwind Unlimited, $199 user/month. Each level includes integration with QuickBooks Online, and a free mobile ePOD capture and dispatch communications app (Tailwind POD Complete) for all drivers associated with a business' subscription.\n\nTailwind Pro offers features such as operations and accounting, sales tracking , carrier rate history maintenance. It also supports multi-offices and multi-division businesses. It allows clients to track mileage, claims, incidents and accidents. Clients can also access multiple load boards and post their freight or equipment to get new customers and orders. \n\nTailwind Enterprise is a more robust offering which supports integration with various third-party transportation services and includes additional features such as Customer and Carrier Portals which give companies the ability to provide more self-serve options for their customers and partners.\n\nTailwind Unlimited TMS is built to provide unlimited visibility into your shipping events, unlimited business intelligence insights, unlimited technology integrations, and EDI. It includes an even greater number of integrations (ie: for Carrier Onboarding, Business Intelligence platforms) as well as API Web-hooks to allow for companies to perform 'self-serve' integrations.","image":"https://gdm-catalog-fmapi-prod.imgix.net/ProductScreenshot/53897229-1d20-47df-a18c-0fdac968eb29.png","url":"https://www.getapp.za.com/software/103137/tailwind","@type":"SoftwareApplication","@id":"https://www.getapp.za.com/software/103137/tailwind#software","applicationCategory":"BusinessApplication","publisher":{"@id":"https://www.getapp.za.com/#organization"},"aggregateRating":{"@type":"AggregateRating","bestRating":5,"ratingCount":97,"ratingValue":4.2},"offers":{"price":"99","@type":"Offer","priceCurrency":"USD"},"operatingSystem":"Cloud, Apple, Windows, Linux, Chrome, Android, Platform ios, Platform ipad"},{"name":"Trimble TMS","description":"Trimble TMS is a transportation management software designed to help businesses of all sizes handle billing, shipment planning, and fleet scheduling, among other administrative processes on a centralized platform. 3PLs can leverage prescriptive, predictive, and automated analytics to streamline data-driven decisions across the organization.   \n\nTrimble TMS allows enterprises to manage financial processing and gain real-time visibility into fleet locations, drivers' activities, or other transportation operations. Supervisors can handle multi-stop or multi-order deliveries and receive alerts about potential issues impacting routes, delivery, and freight workflows. Administrators can also assign assets and drivers to loads, and track cargo claims' statuses, to-do tasks, and gross reserves in the form of graphs or charts on a risk management dashboard.   \n\nTrimble TMS lets organizations analyze equipment information including drivers' hours of service (HOS), costs, distance covered, and load availability for current or future scenarios to enhance customer satisfaction rates. Other features include recurring order's scheduling, data visualization, shipping execution, and freight management.","image":"https://gdm-catalog-fmapi-prod.imgix.net/ProductScreenshot/8df013b2-ca04-477d-a90b-1c60b165cc06.png","url":"https://www.getapp.za.com/software/2031095/trimble-tms","@type":"SoftwareApplication","@id":"https://www.getapp.za.com/software/2031095/trimble-tms#software","applicationCategory":"BusinessApplication","publisher":{"@id":"https://www.getapp.za.com/#organization"},"aggregateRating":{"@type":"AggregateRating","bestRating":5,"ratingCount":38,"ratingValue":3.7},"operatingSystem":"Cloud, Apple, Windows"},{"@type":"BreadcrumbList","itemListElement":[{"name":"Home","position":1,"item":"/","@type":"ListItem"},{"name":"Transportation Management Systems","position":2,"item":"/directory/805/transportation-management/software","@type":"ListItem"},{"name":"Tailwind TMS vs Trimble TMS","position":3,"item":"https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms","@type":"ListItem"}],"@id":"https://www.getapp.za.com/compare/103137/2031095/tailwind/vs/trimble-tms#breadcrumblist"}]}
</script>