Three Solo Days in Tokyo
Travel Three Solo Days in Tokyo
Planning a short trip to Tokyo? This 3-day itinerary for women travelers blends cherry blossoms, rich culture, art, and shopping. With good walking shoes, a bit of planning, and a sense of wonder, you can experience Tokyo's highlights while still leaving time to pause beneath the falling petals. Visiting in spring means you'll catch the Sakura season, when cherry blossoms transform the city into a soft pink dream. Locals celebrate with Hanami-flower-viewing picnics in parks and along riversides. If you've always wanted to experience Tokyo in bloom, here's how to make it happen.
Where to Stay: Base Yourself Near a Major Train Station
Spacious lobby of The Prince Sakura Tower Tokyo, just minutes from Shinagawa Station. Photo credit: Sharon Kurtz
If you're wondering where to stay, my best tip is to stay near a central train station. Tokyo's neighborhoods are sprawling, but the train system connects them seamlessly. Being steps from a station saves time and energy-especially when catching early tours or coming home after a long day out.
I stayed at the Prince Sakura Tower Tokyo, a three-minute walk from Shinagawa Station, one of Tokyo's key transport hubs. Not only could I hop on the Yamanote Line or grab a bullet train with ease, but the hotel itself felt like a serene retreat. The on-site Japanese garden was a hidden gem where I could unwind every evening.
A few other good choices:
Bellustar Tokyu (Shinjuku) - A sleek, contemporary retreat in the heart of Shinjuku, this Pan Pacific Hotel Group property offers modern rooms, floor to ceiling windows with city views, and direct access to Shinjuku's shopping and nightlife.
Park Hotel Tokyo (Shiodome) - An art filled oasis and member of Design Hotels, featuring artist designed guest rooms, rotating gallery exhibitions, and panoramic views of Tokyo Bay from its Shiodome tower.
Hotel Toranomon Hills (Toranomon, Minato ku) - Part of Hyatt's Unbound Collection, this stylish high rise blends modern comforts with sweeping views of Tokyo Tower and easy access to the city's business and dining districts.
Shebuystravel Tip: If you are arriving from the airport or planning a day trip to Kyoto and Osaka, Shinagawa Station is easy to access through Narita Express and Shinkansen.
Day 1: Cherry Blossoms & Traditional Tokyo
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Sakura Blossom arch over the moat at the Imperial Palace East Gardens. Photo credit: Sharon Kurtz
Morning: Step into Tokyo's Imperial Past
Greeter Junko Murakami on the observation deck of Tokyo's Marunouchi Building, overlooking the Station District. Photo credit: Sharon Kurtz
Meet a Local Greeter: Many cities offer volunteer greeter programs. I connected with Junko Murakami through International Greeters and spent a few hours exploring off-the-beaten-path sights.
Tokyo Station: A beautiful blend of old and new. Don't miss the original red-brick Marunouchi side-a nod to European architecture.
Imperial Palace East Gardens: Serene paths, reflecting delicate cherry blossoms, and quiet benches make this a peaceful start to your day.
Afternoon: Discover the Charm of Yanaka
Shaping my first onigiri with a little help from our bento box workshop instructor. Photo credit: Yanaka Madame Home
Train to Nippori Station: It is about 25 minutes North of Shinagawa Station.
Yanaka District: A preserved piece of old Tokyo. Imagine small galleries, mom-and-pop shops, quiet shrines, and peaceful alleyways.
Yanaka Cemetery: This is far from spooky. This is a favorite hanami site, with cherry trees shading this beloved spot.
Bento-Making Workshop: In a welcoming Yanaka home kitchen, we crafted onigiri rice balls and prepared miso soup-an experience as delightful as it was delicious!
Evening: Sakura by the River & Dinner Near Home
Historic tea house in the Japanese Garden of The Prince Sakura Tower Tokyo. Photo credit: Sharon Kurtz
Meguro River Walk: A tranquil stroll along over 800 cherry trees forming a blossom canopy-less crowded and easily accessed from Shinagawa.
Back at the Prince Sakura Tower: Its beautifully lit garden with 200 cherry trees offers an oasis in the city. I can't get enough of the fleeting blossoms.
Dinner at Cilligala (on-site Italian restaurant): A fresh salad, pasta fresca with beef and pork Bolognese, matcha mousse cake, and a glass of wine-a fitting end to a day of Sakura.
SheBuysTravel Tip: Download a Suica Card before arrival and use Google Maps for real-time train routes and platforms. I used Airalo for eSIM data. Google Translate helps, too.
Day 2: Art, Parks & the Shibuya Scramble
teamLab Borderless, Tokyo's wildly popular digital art museum known for its immersive, imaginative exhibits. Photo credit: Sharon Kurtz
Morning: Immersive Art & Sky Views
Mori Art Museum (Roppongi Hills): Modern international exhibits and city skyline views.
TeamLab Borderless: Mesmerizing-you're part of the exhibit. This is a digital art museum, so book timed tickets beforehand.
National Art Center Tokyo: Rotating exhibits in a glass sculpture.
Afternoon: Hanami & History in Ueno Park
Blossoms & Community: Locals and travelers alike celebrate sakura season with hanami picnics beneath the blooming trees in Ueno Park. Photo credit: Sharon Kurtz
Ueno Park: Classic hanami spot. Expect lively crowds lounging under cherry trees with beer and bento. It's home to Ueno Zoo, Japan's oldest zoo, opened in 1882.
Guided Stroll: I met Junko again through Tokyo Free Guides. She led me to the best views and shared blossom season customs.
Tokyo National Museum: Samurai armor, ceramics, and calligraphy deepen your cultural perspective.
Evening: Feel the Energy of Shibuya
Shibuya Crossing-the world's busiest pedestrian intersection, with over 2 million crossings each day. Photo credit: Sharon Kurtz
Hachikō Memorial Statue at Shibuya – a timeless symbol of unwavering devotion. Photo credit: Sharon Kurtz
Shibuya Scramble: Step into the organized chaos-or watch it from Starbucks Tsutaya upstairs.
Hachikō Statue: The loyal pup's story still touches locals and travelers alike.
Dinner in Shibuya: Conveyor belt sushi, alleyway ramen, or a buzzing izakaya-your call.
SheBuysTravel Tip: Keep your litter to yourself, stay to the left side, and maintain a low volume on public transportation. Tokyo is powered by respect and calm consideration.
Day 3: Food Markets, Local Flavor & a Tokyo Night Out
Fresh seafood on ice at Tsukiji Outer Market-the former home of Tokyo's famous tuna auctions, relocated to Toyosu Market in 2018. Photo credit: Sharon Kurtz
Indulging in a Sashimi Don, featuring fresh salmon, tuna, and luscious fish eggs atop perfectly seasoned rice. Photo credit: Sharon Kurtz
Tsukiji Outer Market: a bustling maze of fresh seafood stalls, sushi eateries, and kitchenware shops in Tokyo's Chūō Ward.
Nippon Fish Port Market: raw scallops in the shell, uni on rice, snow crab legs, sweet tamagoyaki-yes, I ate them all.
Sushi Counter Lunch: Melt-in-your-mouth tuna, salmon, amberjack-sushi heaven.
Midday: Tower Views & a Breather
Reaching new heights in the heart of Tokyo. The iconic Tokyo Tower stands tall, a symbol of the city's vibrant spirit and breathtaking views. Photo credit: Sharon Kurtz
Tokyo Tower: A red-and-white nod to the Eiffel Tower. Panoramic views (and Mt. Fuji on a clear day).
Gift Shops & Cafés: Stop for a matcha latte and people-watch.
Afternoon: A Neighborhood with Soul-Sugamo
Tōgenuki Jizō Kōgan-ji, Sugamo's healing temple, visited during our foodie walk along Jizō Dori. Photo credit: Sharon Kurtz
Affectionately called 'Grandma's Harajuku, this slower-paced district is a hidden delight.
A Sugamo Jizō dōri shop offering bright red underwear-traditional talismans believed to ward off illness and bring lasting health. Photo credit: Sharon Kurtz
Arigato Travel Foodie Tour: While exploring Sugamo's Jizō Dori, we visited the famed healing shrine Tōgenuki Jizō Kōgan ji and sampled local treats like crispy croquettes, pickled vegetables, and artful wagashi sweets.
Evening: Shinjuku Lights & Local Color
Tokyo Metropolitan Government Building glowing against the deep blue night sky-home to one of the city's best free views. Photo credit: Ibamoto
Shopping Stops: UNIQLO offers minimalist fashion essentials, while Don Quijote is a treasure trove for Japanese skincare and quirky souvenirs.
Golden Gai: Dozens of tiny, themed bars packed into six alleys-Tokyo nightlife at its most atmospheric.
Omoide Yokocho (Memory Lane): Lantern-lit alleys, yakitori smoke, and the hum of laughter.
Tokyo Metropolitan Government Building: Free panoramic night views on the 45th floor, a peaceful farewell to the city's buzz.
Why This Tokyo Itinerary Works for Women Travelers
Traditional tea house near Yanaka Cemetery offers serene tea ceremonies amidst the historic charm of Tokyo's Yanaka district. Photo credit: Sharon Kurtz
Balanced & Diverse : A well-rounded mix of sightseeing, cultural experiences, art, food, and shopping.
: A well-rounded mix of sightseeing, cultural experiences, art, food, and shopping. Safe & Welcoming: Tokyo is one of the safest big cities; pedestrian-friendly and respectful.
Tokyo is one of the safest big cities; pedestrian-friendly and respectful. Local Connection: From food tours to free greeters, connection comes easily.
From food tours to free greeters, connection comes easily. Smooth Navigation: You're good to go with a downloaded Suica card and Google Maps-even without Japanese.
You're good to go with a downloaded Suica card and Google Maps-even without Japanese. Solo-Friendly: Traveling alone? You'll never feel out of place here.
Got An Extra Day? Take a Side Trip!
Shin-Yokohama Ramen Museum, Yokohama – showcasing Japan's rich ramen culture in a 1958-themed setting. Photo credit: Sharon Kurtz
If your schedule allows for one more day, add a side trip that shows a different side of Japan:
Nikko (2 hours from Tokyo):
UNESCO-listed shrines and temples in a serene forest setting
Highlights: Toshogu Shrine, Shinkyo Bridge, Kegon Falls
Access: Take the Tobu Nikko Line from Asakusa Station
Yokohama (30–40 min from Tokyo):
Japan's second-largest city with a cosmopolitan harbor vibe
Highlights: Ramen Museum, Chinatown, Sankeien Garden
Access: Board the JR Tokaido Line from Tokyo Station
Complimentary experiences included accommodation at The Prince Sakura Tower Tokyo, admission to teamLab Borderless, and participation in the Arigato Travel Foodie Tour.
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This story was originally published May 7, 2025 at 9:48 AM.
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- Business Insider
My first trip to Japan left me feeling rude and underdressed. I wish I'd known better before I left.
As an American, I made several travel mistakes during my first trip to Japan. There was train etiquette I wasn't aware of and I often felt underdressed in Tokyo. I didn't realize I couldn't wear my slippers on tatami mats or how much fish I'd eat for breakfast. As a professional travel writer, I rarely experience culture shock and I adore the wild unknown of exploring a new country. However, on my first trip to Japan, I may have bitten off more than I could chew. My two-week trip started with a group trek along the Nakasendo Way, led by Walk Japan. I stayed at an assortment of centuries-old ryokans (historic Japanese inns) and ate traditional foods. After that, I embarked on a budget-minded, three-day, self-guided tour of Tokyo. Going from hikes through rural towns to the major city made me feel like I'd been blasted into outer space. In hindsight, as an American, there are loads of cultural expectations and fashion norms that I wish I'd researched before I even got on the plane. Here are a few mistakes I wish I avoided on my trip to Japan. Wearing the wrong slippers On my first night in a ryokan, I removed my hiking boots, put on a pair of house slippers, walked approximately 15 feet, and then stepped onto a floor lined with delicate tatami mats. I figured that these traditional Japanese floor coverings were like carpet in the US, and that these slippers would be perfectly fine to wear in any room. Immediately, I was scolded by the lady running our ryokan. Since tatami mats are made out of natural materials, like rice straw and woven rush grass, that they can actually be damaged by slippers. It's better to walk on them barefoot or in socks. As my trip continued, I realized many spaces in Japan require visitors to wear several pairs of indoor slippers. For example, most restaurants and cafés I visited had a special set of slippers you're supposed to wear to the restroom. Not knowing the local train rules and etiquette Japan has some etiquette on its trains and subways that I haven't seen elsewhere in the world. For example, any person I saw talking or making noise on the train seemed to be a tourist. Throughout the start of the trip, it was hard for my group to adjust to the expected silence. Although it would've been perfectly acceptable in Chicago or NYC, we felt a bit rude and out of place even just asking our guide questions on the train. Once I got to Tokyo, I found the trains seemed to have even more unspoken social rules. I learned to pay special attention to where people are lining up to get into (and out of) a certain train car. If you find yourself waiting near a pink mat in a line full of women, you're likely in line for an all-female train car. Some of these cultural norms might seem counterintuitive to those of us from a more Western world, but many of them are designed to keep things polite, safe, and orderly in densely populated Japan. Trying to read with a tablet in the bathhouse I'm a big fan of reading when I soak in the bath or a hot tub, but I don't want to get a paper book wet. As such, I always bring my Kindle to spas. Internet-connected devices are generally prohibited in onsens and bathhouses in Japan, but I thought my Kindle might be OK in airplane mode. Instead, I got reprimanded by a hotel employee when I was trying to unwind with my tablet in a fully nude, all-female bath in Tokyo. Next time, I'd just do breathing exercises or bring a magazine if I head to the baths alone. Eating too much fish for breakfast Because I'm an adventurous eater without allergies, I didn't think twice about dining on traditional Japanese cuisine for the entirety of my Nakasendo Way trek. It turns out, this meant eating salted fish for breakfast eight days in a row. As much as I love seafood in all its forms, I would've sold my soul for some toast and scrambled eggs by the time we got to a more Western-style hotel in Karuizawa. Next time I travel to Japan, I'll make a point to switch up my accommodations, vacillating between quaint, traditional inns and modern hotels. That way, I can easily have more of a variety for breakfast. Being very underdressed in Tokyo When I planned my trip to Tokyo, I knew it was a worldwide fashion mecca. However, I didn't realize how dressed-to-the-nines so many locals and visitors would be, even outside trendy districts like Harajuku. Because I had spent the previous 10 days trekking across the countryside, my suitcase was filled with outdoorsy, function-first clothing from brands like Patagonia and Kühl. I only packed two sundresses for my time in the country's capital, and I still felt horribly underdressed in them. Japanese clothing sizes are also very different and typically much smaller than those in the the US, which made it tricky for me to purchase an outfit or two to wear out in the evenings. If I return to Japan, I'll be sure to check a large suitcase with a full makeup kit, cute walking shoes, and loads of modern, fashion-forward outfits.
