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Top Clothing Mistakes to Avoid in Tokyo This May: A Must-Read Guide for Tourists

1. Understanding Tokyo’s Weather in May

May is one of the most pleasant months to visit Tokyo, but it’s also a time when many tourists make avoidable wardrobe mistakes due to unpredictable weather patterns. Tokyo in May typically enjoys mild temperatures and relatively low humidity, making it a comfortable time to explore the city. However, appearances can be deceiving, especially for those unfamiliar with Japan’s climate nuances.

Average daytime temperatures range between 17°C to 24°C (63°F to 75°F), but it’s not uncommon for warmer days to reach up to 28°C (82°F). This can lead some travelers to assume that summer attire is appropriate. Yet, mornings and evenings can still be cool, sometimes dipping below 15°C (59°F), which catches many tourists off guard.

Rain is another consideration. While May is generally drier than the rainy season that starts in June, sudden showers can still occur. A lightweight, foldable umbrella or a water-resistant jacket is highly recommended. It’s also worth noting that while Tokyo doesn’t get extreme winds during this time, breezes in open areas like parks or near Tokyo Bay can make it feel cooler than the forecast suggests.

Another factor is UV exposure. May sees a noticeable increase in UV levels, which can be surprisingly intense for those coming from colder climates. Packing a hat, sunglasses, and sunscreen can save you from unexpected sunburn, especially if you’re planning to visit places like Ueno Zoo or walk around Asakusa.

Overall, understanding Tokyo’s weather in May means preparing for layers. Bring a light cardigan or jacket for cooler times of day, and wear breathable fabrics like cotton or linen to stay comfortable during warmer afternoons. Avoid heavy coats and boots unless a cold snap is forecasted, which is rare but not impossible. If you’re shopping for clothes locally, expect to pay around ¥3,000 to ¥7,000 (approx. $20 to $50 USD) for a decent spring jacket in casual clothing stores.

2. Overdressing: When Layers Become a Burden

One of the most common fashion mistakes tourists make in Tokyo during May is overdressing. While early spring might call for multiple layers, by May, the city has usually warmed up significantly. Visitors who continue to dress as if it’s winter can quickly find themselves uncomfortable, sweaty, and regretting their outfit choices.

Temperatures during the day can climb above 24°C (75°F), with occasional peaks closer to 28°C (82°F), especially toward the end of the month. If you’re wearing a heavy jacket, thick scarf, or multiple inner layers, it won’t be long before the heat catches up with you—particularly when walking or using public transportation like the Tokyo Metro, which can get crowded and warm.

Another factor to consider is indoor climate control. Many shops, restaurants, and museums in Tokyo use air conditioning sparingly in May since it’s not yet peak summer. This means you won’t get much relief from overdressing once you go indoors. Additionally, removing and carrying extra layers while sightseeing adds unnecessary hassle, especially if you’re planning to visit multiple attractions in a single day.

When packing, skip the wool sweaters, thick hoodies, and long coats. Instead, opt for a single, versatile light jacket or cardigan that can be easily removed. Breathable fabrics like cotton and linen are perfect for navigating the changing temperatures. Japanese locals often wear stylish but practical outfits—think layered T-shirts, light blouses, and relaxed-fit pants—which strike a balance between comfort and appearance.

If you realize you’ve overdressed upon arrival, Tokyo offers plenty of affordable fashion options. Stores like Uniqlo, GU, and WEGO sell seasonal clothing at reasonable prices. For example, you can pick up a light jacket for around ¥2,500 to ¥5,000 (approx. $17 to $35 USD), saving you from enduring the heat in unsuitable clothing.

In summary, dressing too heavily in May can turn your exciting Tokyo adventure into a sweaty and exhausting experience. Aim for light, breathable layers, and remember that less is often more when navigating the warm and active city streets.

3. Underdressing: Ignoring the Chilly Evenings

While Tokyo’s daytime temperatures in May can be comfortably warm, many tourists make the mistake of underdressing and forgetting that evenings can still be quite cool. During the day, you might enjoy temperatures around 22°C to 26°C (72°F to 79°F), but once the sun sets, the air often drops to below 16°C (61°F), and occasionally dips closer to 12°C (54°F), especially in the early part of the month.

This contrast in temperature can be surprisingly uncomfortable if you’re only wearing short sleeves, a tank top, or light summer wear. Travelers often find themselves shivering while walking through popular nighttime spots like Shinjuku, Shibuya, or Tokyo Tower’s evening illumination. Ignoring the need for a light outer layer can easily lead to catching a cold or simply not enjoying the cool but beautiful Tokyo nights.

Many restaurants and izakayas also open their windows or have open-air seating during this season, which adds to the risk of being uncomfortably chilly if you’re not prepared. Even if the day starts off warm, always carry a compact jacket or long-sleeved shirt in your bag. A foldable windbreaker or a stylish cardigan can provide just enough warmth to keep you comfortable without adding bulk.

If you’re caught off-guard by the cooler evening air, it’s easy to pick up affordable outerwear in Tokyo. Convenience stores typically don’t sell clothing, but major retailers like Uniqlo or GU offer light jackets for around ¥2,000 to ¥4,000 (approx. $14 to $28 USD). Many of these are designed for spring weather, making them ideal for this exact situation.

In conclusion, while it might be tempting to pack light and dress for summer, May in Tokyo still requires a bit of caution. The best approach is to dress in layers and prepare for temperature changes throughout the day. Don’t let a chilly evening ruin your plans to enjoy Tokyo’s vibrant nightlife or scenic nighttime views—pack smart and be ready.

4. Footwear Fails: Style vs. Comfort in the City

When visiting Tokyo in May, many tourists fall into the trap of choosing fashionable footwear over functional shoes. While Tokyo is one of the world’s fashion capitals, it’s also a city that demands a lot of walking. With countless attractions like the Meiji Shrine, Asakusa, Shibuya Crossing, and Odaiba, you’ll likely be on your feet for several hours each day. Wearing the wrong type of shoes can quickly turn your exciting day of sightseeing into a painful ordeal.

High heels, rigid leather shoes, or sandals with poor arch support may look great in photos but are often impractical for navigating Tokyo’s extensive urban landscape. Even public transportation involves considerable walking, as many train stations have long corridors, multiple transfers, and stairs. For example, Shinjuku Station, one of the busiest in the world, can take 10–15 minutes to walk through depending on your route.

In May, the weather is generally dry and pleasant, but occasional rain showers do happen. If you’re wearing shoes made of delicate materials like suede or non-waterproof fabric, a sudden rainstorm can leave you with soggy, uncomfortable feet. Waterproof or quick-drying sneakers are an ideal choice for this season. Many locals wear stylish yet functional footwear like slip-on sneakers or cushioned walking shoes that balance aesthetics and comfort.

If you realize your footwear isn’t suitable, Tokyo has plenty of affordable and stylish shoe options. Stores like ABC Mart, GU, and Uniqlo often sell sneakers and walking shoes designed for urban use. You can expect to pay around ¥3,000 to ¥6,000 (approx. $21 to $42 USD) for a good-quality pair that can last through your trip and beyond.

Another tip: consider bringing a pair of foldable slippers or comfortable indoor shoes for when you visit traditional Japanese inns, temples, or even some restaurants where outdoor shoes must be removed. These places may not provide slippers in all sizes, especially for larger feet, so it’s better to be prepared.

In summary, don’t sacrifice comfort for style when it comes to footwear in Tokyo. The right shoes can make all the difference in how much you enjoy your visit. Prioritize support, durability, and water resistance to ensure your feet stay happy from morning to night.

5. Cultural Sensitivities: Dress Codes You Might Not Expect

When visiting Tokyo in May, many tourists focus solely on weather-appropriate clothing and overlook an equally important factor: cultural dress codes. While Japan is generally tolerant and modern in terms of fashion, certain settings still call for modesty and respect. Ignoring these unspoken rules can unintentionally come across as rude or inappropriate, especially in more traditional or formal environments.

For instance, if you’re planning to visit shrines or temples—like the famous Senso-ji in Asakusa or Meiji Jingu near Harajuku—avoid wearing clothing that exposes too much skin. Sleeveless tops, short shorts, or midriff-baring outfits may not be explicitly prohibited, but they can be seen as disrespectful in sacred spaces. It’s best to wear tops with sleeves and bottoms that cover at least to the knee when entering religious sites.

Another area to consider is dining, particularly in more upscale restaurants or traditional establishments such as ryotei (Japanese-style fine dining). In such places, casual wear like tank tops, flip-flops, or gym clothes may not be welcomed. A smart-casual outfit—such as a neat blouse with trousers or a modest dress—is usually appropriate. Many izakayas and restaurants may not enforce strict dress codes, but showing a basic level of effort in your appearance is appreciated in Japanese culture.

Additionally, Tokyo workplaces tend to follow a conservative dress culture. If you are visiting an office or attending a business meeting, business attire is expected—think suits, ties, and closed-toe shoes. Even when sightseeing, it’s worth noting that locals often dress neatly and modestly, especially in central areas like Ginza or Marunouchi. This doesn’t mean you have to dress up, but blending in with smart-casual attire can help you feel more comfortable and respected.

If you find yourself needing to adjust your outfit on the go, Tokyo has you covered. Affordable and appropriate clothing can be found at stores like Uniqlo, GU, and Muji. A simple long-sleeve top or a modest skirt can cost around ¥1,500 to ¥3,500 (approx. $11 to $25 USD), making it easy to adapt to different social settings without breaking your travel budget.

In summary, understanding cultural sensitivities in Tokyo goes beyond following fashion trends. Dressing modestly and appropriately for the occasion not only shows respect for local customs but also enhances your overall experience. When in doubt, choose neat, layered, and modest outfits that allow flexibility across a variety of settings—from temples and restaurants to urban strolls.

What to Wear in Tokyo in May: Essential Clothing Tips for Foreign Visitors

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