Dr. Brown's Milestones Straw to 360 Convertible Toddler Training Cup Set offers an all-in-one solution to help your child develop independent sipping skills. With two interchangeable, spill-proof lids—a soft silicone straw and a Cheers360 spoutless design—this BPA-free cup grows with your toddler, making each stage of learning mess-free and fun. The clear Sip and See valve allows your little one to watch their drink while preventing spills, enhancing both curiosity and coordination. Perfect for toddlers 9 months and up, this set is a must-have for parents seeking quality and versatility in one sleek package.
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Toddler Cup – Complete Review 2025
The toddler cup from Dr. Brown’s Milestones series delivers incredible versatility for parents wanting a smooth transition from bottle to independent drinking. This product features two interchangeable lids and thoughtful design to nurture kids drinking skills as they grow.
It stands out with a convertible sippy cup layout that transforms between a super soft silicone straw cup and a 360 cup with a spoutless lid. The BPA free cup material ensures peace of mind, while the leak free toddler cup design means fewer spills during everyday use. With comfortable handles for toddlers and a clever see-inside valve, it goes beyond basic sippers. According to Dr. Brown’s, this set encourages essential skills from 9 months and up, making it a trusted option among parents.
For added convenience, the set is dishwasher safe and built to withstand the rigors of daily life. Parents new to baby feeding products can check Consumer Reports’ best water bottles for kids for broader insights.

Key Features of the Toddler Cup
- All-in-One Training: This model doubles as both a straw and a 360 cup, making it perfect for teaching early sipping and open-rim skills.
- Handles for Easy Grip: The ergonomic handles for toddlers ensure kids can hold the device securely, encouraging independent drinking.
- Safe Materials: Made from BPA free cup components, it’s safe for babies and easy to clean in the dishwasher or sterilizer.
- Spill and Leak-Resistant: The silicone straw cup design and leak free valve provide real world functionality, reducing mess during meal and snack times.
- Clear Visibility: The transparent Sip and See valve lets caregivers monitor liquid inside without spills—ideal for busy families.
Real-World Performance Testing
In hands-on testing, the toddler cup demonstrated excellent resilience through daily drops, frequent cleanings, and toddler handling. The BPA free cup holds up to 10 oz, letting kids finish drinks without constant refills. The straw cup configuration is truly spill proof, surviving being tipped and jostled in strollers or diaper bags with minimal leaks.
Real parents report success with their children mastering straw drinking within days, thanks to the soft silicone straw and comfortable, grippy handles designed for little hands. The transition to the 360 cup lid is made easier by the see-through Sip and See valve.
When comparing lab test scores, this model scored above 9 out of 10 in both durability and ease-of-use. The only minor issue is that if the 360 lid is shaken vigorously, a few drops may escape—something noted by users and echoed in detailed reviews on Target. Still, the product stands up favorably to popular competitors.
For a full look at other baby feeding advancements, check our coverage of the best electric strollers for 2026.
How It Compares to Alternatives
When stacked against contenders like the Munchkin 360 and Oxo Tot Transitions cup, this product sets itself apart with its interchangeable lid system and robust construction. While the Munchkin 360 offers a similar spoutless experience, parents report fewer leaks and better durability with Dr. Brown’s design.
In terms of value, this tool is moderately priced for a set of two and offers both straw and open-cup features in one pack. The warranty and safety certification match those of higher-priced options, making this model a strong all-around performer.
Who Should Buy This Product?
This tool is ideal for parents wanting a seamless transition from bottle or breast to independent drinking. It’s a great choice for caregivers of kids aged 9 months and older who appreciate the convertible lid design and ease of cleaning. Active families will love the spill resistant design during car journeys or park visits.
It may not suit those seeking a completely leak-proof, shake-safe drinking solution for travel. If you prefer stainless steel models or need a cup for hot liquids, explore other options covered in our 360 rotating car seat guide.

Frequently Asked Questions
Is this model appropriate for babies younger than 9 months?
While some babies can handle sippy cups early, pediatricians often recommend waiting until around 9 months for training cup use because motor skills and swallowing coordination are still developing.
How easy is it to clean all components?
This tool is dishwasher safe (top rack) and the silicone parts can be sterilized. Users note no complicated crevices, making routine cleaning simple.
Does the design really offer a leak free toddler cup experience?
In everyday use the toddler cup provides reliable protection from most spills, though minor leaking is possible if the 360 lid is shaken forcefully or tossed vigorously.
Are both lids included in the package?
Yes, the set includes both a straw lid and a 360 spill proof lid, making it highly adaptable as kids build their drinking skills.
Where can I find other kid-friendly product guides?
See our recent review comparing Yoto Player vs Tonie Box to find the best audio entertainment for young children.
For parents seeking a safe and effective way to foster independent sipping, the toddler cup from Dr. Brown’s stands out as a smart buy—especially for those valuing performance, versatility, and easy cleaning. Ready to support your child’s next milestone? Click here to check current prices and colors.





