This review dives deep into the Timbuk2 Especial Cycling Messenger Bag (2015), putting it to the test in San Francisco's notoriously unpredictable weather. We explore its performance in a torrential downpour, assessing its water resistance and the protection it offers to its contents. Beyond weatherproofing, we examine the bag's organizational capabilities, storage capacity, and overall comfort during cycling. From its multiple compartments and quick-access pockets to its durable construction and clever design features, we leave no stone unturned in evaluating its suitability for daily commutes and active lifestyles.This comprehensive review covers everything from the bag's impressive water-resistant properties—tested in real-world conditions—to its user-friendly features like magnetic buckles and a bike light attachment. We'll analyze the spacious interior, perfect for carrying a laptop, everyday essentials, and more, and discuss the comfort and adjustability of the straps. Ultimately, we'll determine whether the Timbuk2 Especial Cycling Messenger Bag lives up to its reputation and represents a worthwhile investment for discerning cyclists.
Pros And Cons
- Water resistant materials (Cordura nylon)
- Good ventilation
- Multiple compartments for organization
- Padded laptop sleeve (fits up to 13-inch laptop)
- Easy access top and side compartments
- Adjustable straps
- Magnetic buckles
- Attachment point for bike light
- Unpadded grab handle
Read more: 5 Must-Have Cycling Frame Bags
Durability in the Rain
I recently tested the Timbuk2 Especial Cycling Messenger Bag in a torrential downpour in San Francisco. After a 30-minute to an hour ride, I was pleasantly surprised. The bag itself remained remarkably dry.

Despite being completely soaked from the rain myself, the contents of the bag stayed completely dry. This speaks volumes to the bag's water-resistant capabilities.

The water marks visible on the bag were only from my own wet hands, not from water leaking inside the bag. This is crucial for any cyclist who braves the elements.
Storage and Organization
The Timbuk2 Especial offers ample storage space. I comfortably fit my laptop, chargers, other electronics, a Hydro Flask, and a paper organizer in separate compartments without any issues.

The bag's design is well-thought-out. Multiple large compartments are readily accessible from the top or the sides. This includes a padded section for the laptop (up to 13 inches), and additional compartments to organize essentials.

The bag boasts features that make it easy to quickly access your everyday essentials. Quick-access pockets for items like pens, a notepad, or your phone make the overall experience more efficient.

Design and Features
The bag features magnetic buckles for quick and easy closure. The straps are also easily adjustable for a comfortable and secure fit.

There's a handy clip on the back for attaching a bike light. The foam padding with grooves allows for excellent back ventilation even during strenuous activities.

The durable Cordura nylon material is water-resistant, keeping your belongings safe and dry in varied weather conditions. The zippers also contribute to the overall water resistance of the bag.

Overall Assessment
The Timbuk2 Especial Cycling Messenger Bag is a fantastic choice for cyclists who need a durable, versatile, and weather-resistant bag. The bag's organization and plentiful storage space are real stand-out features.

The only minor downside is the lack of padding on the grab handle. It would be nice to have extra comfort for carrying the bag by hand.
Overall, the bag’s high level of water resistance, thoughtful design and great storage make it an excellent investment for daily commutes, work trips, and any active lifestyle.