14 Days in Japan: Tokyo, Kyoto, and Osaka Itinerary for Food, Culture, and Hidden Gems
Japan balances timeless tradition with future-forward energy. Samurai once patrolled Edo’s moats (today’s Tokyo), while Kyoto’s temple bells still echo across lanes where tea masters refined ceremony into art. Osaka, the “nation’s kitchen,” has long fed travelers with big flavors and bigger hospitality.
Across two weeks, you’ll savor sashimi breakfasts, lantern-lit alleys, and mountain views of Mt. Fuji. Expect meticulous trains, spotless streets, and an ease of travel that makes room for serendipity—like a pocket-sized shrine tucked behind a neon arcade.
Practical notes: pick up a reloadable IC card (Suica/PASMO “Welcome” for visitors) for subways and convenience stores. Tipping isn’t customary. Spring and autumn are peak seasons; book popular experiences and dinner counters ahead. For long hops, the Shinkansen saves hours and adds the joy of a bento with a view.
Tokyo
Tokyo is a city of neighborhoods, each a micro-universe: Shibuya’s neon and crosswalks, Asakusa’s incense and prayer, Daikanyama’s design boutiques, and Kiyosumi’s tranquil gardens. The city’s old name “Edo” hints at its merchant roots, while today’s craft coffee, vinyl bars, and sushi counters keep evolving the taste of the capital.
Spend your first days sampling contrasts—Meiji Shrine’s cedar calm beside Harajuku’s street fashion, or a skyscraper observatory followed by a noodle shop with ten seats and ninety years of history. Even the convenience stores deserve a pilgrimage (onigiri, egg sando, and matcha everything).
Where to stay (Tokyo)
- High-end: The Peninsula Tokyo (Imperial Palace views, refined service in Marunouchi)
- Luxury: The Ritz-Carlton, Tokyo (Roppongi Hills, panoramic bar)
- Design luxury: Aman Tokyo (soaring, serene, with one of the city’s best baths)
- Midrange favorite: Hotel Gracery Shinjuku (fun Godzilla head, easy nightlife access)
- Family/parks: Hilton Tokyo Bay (for Disney days)
- More options: Hotels.com Tokyo | VRBO Tokyo
Getting in and around Tokyo
- Flights: Search fares into HND or NRT on Trip.com Flights or Kiwi.com.
- Trains and subways: Use your IC card. Intercity tickets and timetables: Trip.com Trains.
Days 1–5: Tokyo highlights and a Mt. Fuji day out
Start with a snapshot of the city’s big hitters—Meiji Shrine, Omotesando, Shibuya Crossing, and Asakusa’s Senso-ji—then dive deeper into neighborhoods like Shimokitazawa (thrift and vinyl) and Yanaka (old-town lanes and cats).
- Guided overview: 1-Day Tokyo Bus Tour for Meiji Shrine, Tokyo Skytree admission, and a Tokyo Bay cruise—efficient for your first full day.
1-Day Tokyo Bus Tour on Viator - Food deep dive: Tokyo: Shinjuku Food Tour (13 Dishes at 4 Local Eateries) strolls through yakitori alleys and noodle counters you’d never find alone—great intro to izakaya culture.
Tokyo: Shinjuku Food Tour (13 Dishes at 4 Local Eateries) on Viator - Sumo up close (Asakusa/Ryogoku): Tokyo Sumo Entertainment Show with Chicken Hot Pot lets you photograph the ring, learn rituals, and taste chanko-nabe—the wrestlers’ protein-packed stew.
Tokyo Sumo Entertainment Show with Chicken Hot Pot and Photo on Viator - Mt. Fuji + Hakone day trip: Mt Fuji and Hakone 1-Day Bus Tour (Bullet Train Return) reaches Fuji’s 5th Station (weather-permitting), cruises Lake Ashi, and rides the ropeway over Owakudani’s volcanic valley—returning to Tokyo by Shinkansen.
Mt Fuji and Hakone 1-Day Bus Tour Return by Bullet Train on Viator
Optional extras: teamLab Borderless (immersive digital art; prebook), sunset city views from Shibuya Sky or Tokyo City View, and Daikanyama T-Site for book lovers.
Tokyo eats and cafés to bookmark
- Coffee/breakfast: Onibus Coffee (Nakameguro roastery and canal views); Koffee Mameya Kakeru (serious tasting flights, Omotesando); Fuglen (retro-Scandi espresso in Shibuya). For a quick bite, egg-salad “sando” and onigiri at any konbini.
- Lunch: Tonkatsu at Maisen Aoyama Honten (lean vs. fatty cuts explained by staff); udon at Udon Shin (Shinjuku, housemade chew); tempura tasting at Tempura Kondo (book ahead) or a stand-and-go sushi like Uogashi Nihon-Ichi for a fast, fresh set.
- Dinner: Omoide Yokocho (tiny yakitori and nikomi stew joints; go early for seats); Afuri Harajuku (yuzu-shio ramen, bright and citrusy); an intimate omakase counter if you can snag seats. Nightcaps: Bar BenFiddich (botanical spirits) or Gen Yamamoto (seasonal fruit cocktails; reservations essential).
Kyoto
Kyoto, once the imperial capital, is a tapestry of shrines, carpentered townhouses, and tea steam in narrow lanes. Torii gates ripple up mountainsides at Fushimi Inari; zen gardens make stillness feel like an artwork you step into.
Temples and tea are just the start. You’ll taste Kyoto-style sushi (pressed, mackerel-forward), learn the poise of geiko and maiko in Gion, and wander riverside paths where cherry petals or maple leaves drift by the Kamogawa.
Getting from Tokyo to Kyoto (morning of Day 6)
- Shinkansen Nozomi: ~2 hr 15 min Tokyo Station → Kyoto Station; reserved seats around ¥13,500–¥14,500 (about $90–$105). Book via Trip.com Trains. Aim for an 8–9 a.m. departure to maximize your day.
Where to stay (Kyoto)
- Riverside luxury: The Ritz-Carlton, Kyoto (Kamogawa views, modern kaiseki)
- Elegant midrange: Kyoto Tokyu Hotel (quiet, refined interiors)
- Great value: Hotel M's Plus Shijo Omiya or Hotel M's Est Shijo Karasuma (walkable to markets)
- Boutique comfort: Kyoto Brighton Hotel
- Friendly budget: Piece Hostel Sanjo
- More options: Hotels.com Kyoto | VRBO Kyoto
Days 6–10: Temples, tea, and geisha lore
Start before dawn at Fushimi Inari to have the vermilion gates to yourself. Later, stroll the Higashiyama slope from Kiyomizu-dera down through Sannen-zaka/Ninen-zaka, peeking into pottery kilns and wagashi sweet shops.
- Kyoto in one sweep: PERFECT KYOTO 1-Day Bus Tour covers Kiyomizu-dera, Fushimi Inari, Kinkaku-ji, and Arashiyama—ideal early in your stay for orientation.
PERFECT KYOTO 1-Day Bus Tour on Viator - Gion after dark: Kyoto Gion Geisha District Walking Tour explains geiko/maiko traditions, etiquette, and hidden lanes—story-rich and atmospheric.
Kyoto Gion Geisha District Walking Tour - The Stories of Geisha on Viator - Hands-on cooking: Ramen Cooking Class at Ramen Factory makes noodles and tare from scratch—fun souvenir and skill to take home.
Ramen Cooking Class at Ramen Factory in Kyoto on Viator - Private, tailored day: 10 Must-see Spots in Kyoto Private Tour for customizable pacing—great if you prefer deeper dives into fewer places.
10 Must-see Spots in Kyoto One Day Private Tour (up to 7 people) on Viator
Save time for Arashiyama’s bamboo grove and Tenryu-ji gardens, then continue to the riverside and the lesser-visited Gio-ji moss temple. A morning at the Philosopher’s Path pairs well with a tea tasting in nearby Nanzen-ji.
Kyoto day trips
- Nara (half-day): JR to Nara (~45–55 min; ~$8–$10). See Todai-ji’s Great Buddha and the lanterns of Kasuga Taisha; deer roam Nara Park. Go early for quieter paths.
- Uji (tea town): ~20–30 min by train; taste matcha flights and visit Byodo-in’s Phoenix Hall.
- Optional Hiroshima (long day): Shinkansen to Hiroshima (~1 hr 45 min), ferry to Miyajima for Itsukushima Shrine’s “floating” torii if time allows. Book trains on Trip.com Trains.
Kyoto eats and cafés
- Coffee/breakfast: % Arabica (Higashiyama riverfront espresso); Kurasu Kyoto Stand (single-origin brews near Kyoto Station); Vermillion (Fushimi Inari, espresso with a gate-side view).
- Lunch: Izuju (Kyoto-style pressed mackerel sushi, a local classic); Omen Kodai-ji (udon with mountain vegetables); Menbaka Fire Ramen (theatrical negi oil flare—fun and delicious).
- Dinner: Seasonal kaiseki at Gion Nanba or Kiyama (reserve well ahead); Obanzai small plates at Mumokuteki; yakitori along Pontocho alley (try “tsukune” chicken meatballs brushed with tare). Nightcap: Standing sake bar Yoramu for unfiltered and natural styles.
Osaka
Osaka hums with appetite and humor. Dotonbori’s neon crab waves you in, vendors call out daily specials, and “kuidaore”—eat until you drop—is not a warning but a welcome. The city’s castle and museums give context; the street food gives joy.
It’s also a perfect base for quick hops to Kobe’s harbor vibes or Himeji’s white castle, yet you may be happiest elbow-deep in takoyaki steam under the glow of Glico Man.
Getting from Kyoto to Osaka (morning of Day 11)
- JR Special Rapid Kyoto → Osaka: ~28–30 min, around ¥600–¥1,000 ($4–$7). Shinkansen (Kyoto → Shin-Osaka) is ~15 min but often overkill for central Osaka. Tickets and times on Trip.com Trains.
Where to stay (Osaka)
- Top-tier: The St. Regis Osaka (Butler service, Midosuji address)
- Convenient luxury: Swissotel Nankai Osaka (directly above Namba Station—excellent for Kansai Airport access)
- Family/theme-park: Hotel Universal Port (for USJ days) or Universal Bay Condominium
- Smart value: Hotel Sunroute Osaka Namba or budget Hotel Taiyo (basic, great location)
- More options: Hotels.com Osaka | VRBO Osaka
Days 11–14: Castles, neon, and street eats
Begin at Osaka Castle Park to grasp the city’s merchant past and wartime stories. Head to Umeda Sky Building for a floating garden observatory, then dive into Dotonbori after sunset when signs light and grills sizzle.
- Food immersion: Osaka Food Tour – 13 Dishes at 5 Local Eateries hits standing bars and mom-and-pop joints in alleyways you’d miss—perfect for understanding Osaka’s palate.
Osaka Food Tour - 13 Delicious Dishes at 5 Local Eateries on Viator
Side excursions: Shinsekai for retro arcades and kushikatsu skewers; Nakazakicho for indie cafés and antique shops; half-day to Himeji (spectacular white castle, ~1 hr by train) or Kobe (waterfront dining, ~30 min).
Osaka eats and cafés
- Coffee/breakfast: LiLo Coffee Roasters (specialty beans, cozy seats); Millpour Coffee (neighborhood gem); Kuromon Ichiba Market for fresh-fruit cups, grilled scallops, and tamago-on-a-stick.
- Lunch: Okonomiyaki at Mizuno (Dotonbori stalwart—order the yamaimo blend); Takoyaki at Aizuya (light, dashi-forward) or Creo-ru (crisp shell); ramen at Hanamaruken (slow-braised pork rib bowl).
- Dinner: Kushikatsu Daruma (classic skewer joint; no double-dipping!); Izakaya Toyo (char-flame seafood counter made famous on Netflix—expect a wait); Yakiniku M (Matsusaka wagyu—choose tasting sets to compare cuts). Grab a craft beer at Minoh Beer’s tap spots or a tachinomi standing sake bar around Tenma.
Departure
- From Osaka to home: Kansai International (KIX) or Itami (ITM). Check fares on Trip.com Flights or Kiwi.com. Nankai or JR trains reach KIX in ~35–45 min from Namba or Tennoji.
Suggested 14-day flow at a glance
- Days 1–5: Tokyo base (city highlights, food tour, sumo show, Mt. Fuji/Hakone day trip)
- Day 6: Morning Shinkansen to Kyoto; afternoon Higashiyama walk
- Days 7–9: Kyoto icons + Gion night tour and ramen class
- Day 10: Nara or Uji side trip; evening along Pontocho
- Day 11: Train to Osaka; castle and Umeda
- Days 12–13: Osaka Food Tour, Dotonbori/Shinsekai; optional Himeji/Kobe
- Day 14: Last-minute eats and shopping; depart from KIX/ITM
Two weeks in Japan will leave you with a camera full of torii gates, city views, and meals that reappear in your daydreams. From Tokyo’s dazzle to Kyoto’s hush and Osaka’s appetite, this itinerary balances big sights with local flavor—and trains that keep it all beautifully connected.