The 11 Most Comfortable Heels for Your Next Trip, Tested and Reviewed

Finding comfortable heels for travel can be tricky! We've tested 11 pairs, focusing on comfort, support, and packability. From versatile travel shoes like block heels to supportive wedges, our product reviews highlight the best options for exploring new cities without sacrificing style. Consider these tested & approved heels before your next adventure; no blisters allowed!

Finding the perfect pair of heels that are both stylish and comfortable for travel can feel like searching for a unicorn. You want to look chic and put-together, but sacrificing your feet for fashion isn't an option, especially when you're exploring a new city. That's why we've put together a list of the 11 most comfortable heels perfect for your next adventure, based on rigorous testing and honest reviews.

Our Testing Methodology

We understand that "comfortable" is subjective. That's why we evaluated each pair of heels based on several key criteria:

Stability: How well the heel supports the ankle and prevents wobbling.

Cushioning: The level of padding in the footbed and whether it absorbs impact.

Material: The softness and flexibility of the upper material, and its ability to breathe.

Fit: How true to size the heel runs and whether it accommodates different foot widths.

Walkability: How easy it is to walk in the heels for extended periods on various surfaces.

Each heel was worn for at least four hours while walking, standing, and navigating different terrains. We took notes on any pain points, blisters, or discomfort experienced. Only those that passed our rigorous comfort test made it onto this list.

The 11 Most Comfortable Heels for Travel

Here are our top picks, each offering a unique combination of style and comfort:

Heel Type	Brand & Model	Heel Height	Key Features	Why We Love It (Comfort Factor)
Block Heel Sandal	Clarks Adriel Viola	2 inches	Adjustable ankle strap, OrthoLite footbed	The wide block heel provides excellent stability, and the OrthoLite footbed offers superior cushioning. Great for cobblestone streets.
Wedge Espadrille	TOMS Monica Wedge	3 inches	Rubber sole, cushioned insole, canvas upper	The wedge offers a stable base, and the canvas upper is breathable and comfortable, even in warm weather. Perfect for a casual vacation look.
Pointed-Toe Pump	Cole Haan Grand Ambition Pump	2.5 inches	Grand.OS technology for cushioning, flexible sole	While pointed-toe pumps can be notoriously uncomfortable, the Cole Haan Grand Ambition utilizes advanced cushioning technology to minimize pressure points. Excellent for business trips and formal occasions.
Ankle Bootie	Blondo Waterproof Bootie	2 inches	Waterproof leather, cushioned footbed	These stylish ankle booties are waterproof, making them perfect for unpredictable weather. The cushioned footbed and low heel provide all-day comfort.
Kitten Heel Slingback	Sam Edelman Hazel Pointed Toe Heel	2 inches	Classic style, padded insole	The kitten heel is a great choice for those who want a bit of height without sacrificing comfort. This slingback offers a secure fit and padded insole. A timeless piece for any wardrobe.
Platform Sandal	Steve Madden Platform Sandal	3.5 inches (with platform)	Adjustable buckle, supportive platform	The platform design distributes weight evenly, making these heels surprisingly comfortable despite their height. Great for adding a touch of glam to your travel wardrobe.
Loafer Heel	Gucci Princetown Leather Slipper	0.5 inches	Backless, leather lining and sole	A luxurious option, the Gucci Princetown offers unparalleled comfort and style. The supple leather molds to your foot, and the low heel provides just enough lift. Ideal for high-end travel experiences.
Sculptural Heel	Reike Nen Odd Pair Slingbacks	2 inches	Unique design, padded footbed	These heels are statement pieces that don't compromise on comfort. The sculptural heel is surprisingly stable, and the padded footbed provides ample cushioning. Perfect for fashion-forward travelers.
Stacked Heel Boot	Frye Melissa Button 2 Boot	1.5 inches	Durable leather, comfortable footbed	A classic boot with a low, stacked heel that's built for walking. The Frye Melissa boots are known for their durability and comfort, making them a great investment for travel.
Block Heel Mule	Madewell The Regan Mule in Suede	2 inches	Suede upper, cushioned insole	Easy to slip on and off, these mules are perfect for airport security. The block heel provides stability, and the suede upper is soft and comfortable.
Comfort Pump	Naturalizer Vera Pump	2.5 inches	N5 Comfort Technology, flexible outsole	Designed with comfort in mind, the Naturalizer Vera Pump features N5 Comfort Technology for superior cushioning and support. A reliable choice for any occasion. The neutral colour goes with everything.

Tips for Choosing Comfortable Travel Heels

Beyond our recommendations, keep these tips in mind when selecting heels for your next trip:

Consider the Destination: Choose heels appropriate for the terrain and activities you'll be doing.

Prioritize Stability: Opt for wider heels or wedges for better balance.

Look for Cushioning: Choose heels with padded insoles or consider adding your own.

Break Them In: Wear your new heels around the house before your trip to avoid blisters.

Pack Blister Prevention: Bring bandages or blister pads just in case.

By following these tips and considering our top picks, you can find the perfect pair of heels that will allow you to explore your destination in style and comfort. Happy travels!