October 2026 - The Trip of a Lifetime
17 days | Seoul → Tokyo → Takayama → Tokyo
I love you all and want to travel with you! I know a trip like this is a bit expensive, but my first trip to Japan was so life changing I wanted to have another experience like that with some of those closest to me. Plus, now we are adding South Korea which makes this a great once in a lifetime endeavor.
The point of this itinerary is to give you an idea of what Nicole and I will be doing. You are welcome to join any part of this trip that looks interesting to you, you are not obligated to go to all parts of it. If Japan doesn't sound interesting then just join us on the South Korean leg of the journey. If Takayama isn't your vibe then head to Kyoto or Hiroshima instead. Take this as an opportunity to meet up with us where you can and build your own once in a lifetime adventure!
⚠️ Warning: Although Nicole and I are planning on taking this trip we won't be 100% sure until we actually buy the tickets. You can't buy plane tickets for October of 2026 yet. We hope there are no roadblocks but the unexpected does happen (as the last couple years of multiple layoffs, deaths, and across state moves have taught us). As soon as we buy tickets for sure I'll let you all know.
Our Korean adventure centers around Seoul's vibrant neighborhoods and unique market culture. We'll dive deep into vintage shopping in trendy districts like Seongsu-dong and Hongdae, explore traditional hanok villages, and experience everything from K-pop culture to centuries-old morning markets. A day trip to Nami Island offers stunning fall foliage and natural beauty, while a tattoo appointment and treasure hunting at Dongmyo flea market add personal touches to the journey. Each day balances Seoul's modern energy with its rich cultural heritage.
Sunday, October 4
After departing Friday, October 2nd and crossing the Pacific and the International Date Line, we land in Seoul ready to begin our adventure. Today is about recovery and orientation—getting our bearings in one of Asia's most dynamic cities.
Why This Matters: Fighting jet lag is real. By keeping today light and getting proper rest, we'll be energized for the full days ahead.
Monday, October 5
Today we dive into Seoul's incredible market culture and discover one of the city's most charming traditional neighborhoods.
One of Seoul's oldest and most beloved traditional markets. Picture rows of tiny stalls with grandmothers cooking over hot plates, steam rising from bubbling pots, and the intoxicating smell of sizzling pancakes.
What to Try:
This maze of narrow alleyways lined with traditional Korean houses (hanok) has been transformed into one of Seoul's hippest neighborhoods. Century-old wooden architecture housing indie boutiques, artisan coffee shops, and cozy cafes.
Why Ikseon-dong Wins: Less crowded than famous hanok villages, perfect blend of traditional architecture and modern aesthetics, indie shops selling unique items.
Tuesday, October 6
Today is all about Seoul's creative energy—from the industrial-chic Seongsu-dong to the youthful chaos of Hongdae.
Once an industrial area of shoe factories, now Seoul's trendiest neighborhood. Converted factory spaces now house concept stores, artisan coffee roasters, and some of the city's best vintage shopping.
What Makes It Special:
Unique brass coin system—exchange modern money for old-style coins, then use them at various food stalls. It's like a culinary treasure hunt!
The beating heart of Seoul's youth culture. Street performers, buskers, K-pop dance crews—Hongdae has it all.
What You'll Find:
Wednesday, October 7
Today we escape Seoul's urban energy for a day of natural beauty and romantic scenery. This is where Korean dramas come to film their most picturesque moments.
A scenic 1-hour train ride on the ITX from Seoul to Gapyeong, then a short shuttle to our destinations.
This half-moon shaped island is famous for its tree-lined paths that create natural tunnels of foliage. In October, you'll catch the beginning of fall colors—leaves transitioning from green to gold and red.
What Makes It Worth It:
If Nami Island is about natural tree-lined beauty, the Garden of Morning Calm is about curated horticultural artistry. This 30-acre garden showcases Korean landscaping traditions with over 20 themed gardens.
October Highlights: Fall chrysanthemum displays, autumn foliage beginning to peak, Korean traditional garden aesthetics, mountain backdrop views.
Thursday, October 8
Today centers around the tattoo appointment, with flexible plans depending on how things go.
Seoul's tattoo scene is world-class, especially for fine-line work, delicate designs, and detailed pieces. Artists in Hongdae and Itaewon are accustomed to working with international clients.
Areas to Book:
Seoul's largest vintage and secondhand market—massive, overwhelming, and absolutely packed with treasures if you're willing to dig. Think entire buildings full of vintage clothing, antiques, retro items, and random interesting things.
What You'll Find: Genuine vintage clothing (Korean and Western), retro items from the 70s-90s, antique Korean furniture, military surplus and workwear.
Seoul's main shopping district—touristy but fun, with tons of K-pop merchandise stores, Korean beauty shops, street food vendors, and general shopping chaos.
Friday, October 9
Our final full day in Seoul is about soaking up any last experiences and doing some final shopping.
Korea's oldest market—huge, historic, and covers everything from traditional Korean ingredients to clothing to housewares. Great place for last-minute gift shopping or picking up Korean snacks.
This might be the most beautiful bookstore you've ever seen. Arc.N.Book isn't just a bookstore—it's an architectural marvel, a cultural space, and a reader's dream.
Why It's Worth the Trip:
Last night in Seoul—time for a memorable dinner, then back to the hotel to pack for our flight to Tokyo tomorrow.
Saturday, October 10
The Shift: Seoul's energy is vibrant and evolving; Tokyo's is hyper-efficient and layered. We're trading Korean BBQ for ramen, K-pop for anime, hanbok villages for ancient temples.
Japan offers a perfect blend of urban excitement and mountain tranquility. In Tokyo, we'll explore the city's creative neighborhoods—Shimokitazawa for vintage treasures, Daikanyama for beautiful bookstores, and Golden Gai for intimate bar-hopping. A full day at Tokyo Disneyland provides pure fun, while our escape to Takayama in the Japanese Alps reveals traditional Japan at its finest. The journey culminates with Takayama's legendary morning markets, Hida beef feasts, and a traditional ryokan experience complete with kaiseki dining and possibly an onsen. We'll return to Tokyo for final explorations, free days to follow our interests, and memorable last moments in this incredible country.
Sunday, October 11
Our first full day in Tokyo focuses on neighborhoods that showcase the city's creative soul—places where locals actually hang out.
Yes, it's Starbucks, but this isn't your local strip mall location. The Starbucks Reserve Roastery in Nakameguro is a four-story temple to coffee, featuring rare beans, theatrical brewing methods, and stunning interior design. It's an experience.
If Seongsu-dong was Seoul's Brooklyn, Shimokitazawa is Tokyo's East Village—a maze of narrow streets packed with vintage shops, record stores, indie boutiques, and cozy cafes. This is THE neighborhood for vintage shopping in Tokyo.
What Makes Shimokitazawa Special:
Shopping Tips: Stores like "New York Joe Exchange" have large inventories. Many shops buy vintage from the US, so sizing is more friendly. Accessories and bags are always good bets.
After the controlled chaos of Shimokitazawa, we head to the sophisticated calm of Daikanyama for one of the world's most beautiful bookstores. Tsutaya Books isn't just a bookstore—it's a lifestyle complex with three connected buildings housing books, magazines, music, a gallery, and a stunning cafe.
Why Book Lovers Must Visit: Curated selection of art, design, and travel books. Some English titles, but the aesthetic is universal. Connected Anjin lounge/cafe with amazing coffee. Can spend hours browsing even if you don't read Japanese.
Monday, October 12
Today is pure fun—no cultural enrichment required. Tokyo Disneyland and its sister park DisneySea are considered by many to be the best Disney parks in the world. The attention to detail, the efficiency, the unique attractions, and the Japanese approach to customer service create something special.
Halloween season at Tokyo Disney is elaborate. Special decorations, themed food, characters in costumes, and generally festive atmosphere.
This is a full day—expect to be there from opening until evening, tired but happy.
Tuesday, October 13
Today we leave Tokyo's intensity for the peaceful mountains of Gifu Prefecture. Takayama is everything Tokyo isn't—small, traditional, quiet, preserved. This is where you see the Japan of woodblock prints and period dramas.
The train ride from Tokyo to Takayama is scenic—watch the landscape change from urban sprawl to rice fields to mountains. The train is comfortable, has large windows, and occasionally provides great views of the Japanese Alps.
Takayama is small enough to grasp quickly but interesting enough to explore for days. The town center is compact, traditional, and immediately charming. As soon as you step out of the station, you'll feel the difference—cleaner air, mountain views, slower pace.
Tonight is special—a real ryokan stay with all the traditional elements:
Dinner: The kaiseki meal at the ryokan will be a highlight—beautifully presented seasonal dishes, local ingredients, Hida beef if we're lucky. This is Japanese hospitality at its finest.
Wednesday, October 14
Today is all about why we came to Takayama—the morning markets. Set your alarm early; this is worth waking up for.
Takayama has two morning markets that run every single day, year-round:
1. Miyagawa Morning Market (Along the Miyagawa River)
2. Jinya-mae Morning Market (In front of Takayama Jinya)
These aren't created for tourists—they've been running for centuries and serve local residents. October is harvest season, so you'll see:
The setting is what elevates it—mountain backdrop, river running alongside, traditional buildings framing the scene, crisp autumn air. If you love farmers markets, this is the platonic ideal.
Takayama Jinya (Old Government House) - Only surviving Edo-period government building in Japan. Well-preserved historical site that gives context to the region's history.
Sake Brewery Tours - Multiple small breweries offer tours and tastings. Takayama's mountain water makes excellent sake. Often free or very cheap to taste.
Merchant Houses - Several preserved homes open to the public. Shows how wealthy merchant families lived. Beautiful traditional architecture.
Takayama is famous for Hida beef—premium wagyu from Gifu Prefecture. It rivals Kobe beef but costs less and is less touristy. Find a restaurant serving Hida beef:
More wandering, shopping for crafts, enjoying the peaceful atmosphere. This is a rare day with no rigid schedule—just soak it in.
Second night at the ryokan, another traditional dinner. Enjoy the slower pace and mountain quietness.
Thursday, October 15
Free to explore. Maybe revisit a neighborhood we liked, or try a new area. Tokyo has endless options for dinner.
The Reentry: After two nights in quiet, traditional Takayama, Tokyo will feel even more intense. That's intentional—the contrast makes you appreciate both places more.
Friday, October 16
Today we explore Tokyo's more local neighborhoods and hit a genuine farmers market—though nothing will quite match Takayama's morning markets, Tokyo has its own style.
Every Saturday and Sunday, this organic farmers market sets up near the UN University building. It's small by American standards (20-30 vendors) but quality-focused:
It's trendy and a bit expensive, but the quality is excellent and it's fun to see Tokyo's organic/sustainable food movement in action.
Option A: Kichijoji (West Tokyo)
Option B: Nakameguro
Option C: More Shimokitazawa - If we loved it on Day 8, go back for more vintage hunting. Different shops open different days.
Tonight we experience one of Tokyo's most unique nightlife areas. Golden Gai in Shinjuku is a small district of narrow alleys packed with tiny bars—and I mean tiny. Most bars seat 5-8 people maximum.
What Makes Golden Gai Special:
Pro Tips: Look for bars with English signs or open doors (welcoming to newcomers). Don't just hit the first bar—wander and find one that appeals. Two-drink minimum is common. Cash only in most places.
Saturday, October 17
Today has no set plan—we can revisit favorite spots, tackle anything we missed, or try something completely new based on how we're feeling.
If We Want More Shopping:
If We Want Culture:
If We Want Nature:
If We Want Food Adventures:
If We're Tired:
The beauty of having no plan is we can decide based on weather, energy, and mood.
Sunday, October 18
Tomorrow morning marks the end of the trip, so today is about soaking up final Tokyo moments and any last must-dos.
What haven't we done that we really wanted to? What neighborhood did we love and want to revisit? This is the day to make it happen.
Possible Priorities:
No rushing today. Take time to enjoy being in Tokyo without an agenda.
Let's make this last night count. Options:
Pack, prepare for departure tomorrow, soak in the last Tokyo evening.
Monday, October 19
Time to head back with incredible memories, amazing photos, and stories to tell for years.
This is the trip that becomes the story you tell for years. 17 days of markets, traditions, modern culture, incredible food, and unforgettable experiences across South Korea and Japan.
Here's a realistic breakdown of costs for this 17-day adventure. Prices are in USD and based on 2025 rates for US travelers.
per person, round trip
From US to Seoul:
Internal flights:
Tip: Book early and be flexible with connections for best prices. October is a great month for deals!
per person (16 nights)
Based on mid-range hotels. Sharing rooms cuts costs significantly!
per person (17 days)
Street food, casual restaurants, and convenience stores keep costs low.
per person
Consider a JR Pass for Tokyo-Takayama trains.
per person (highly variable)
This is entirely up to you!
per person (excluding shopping)
This is for a comfortable, mid-range experience with nice hotels, good food, and all major activities. Budget-conscious travelers can do this trip for $3,000-$3,500 by staying in hostels, eating street food, and skipping some activities. Luxury travelers will spend more.
💡 Pro tip: Sharing hotel rooms and booking flights early can save $1,000+ per person!
Tipping is not done in either country. In Japan, it can actually be considered rude. In Japan, you may be automatically charged an "otoshi" (appetizer/seat charge) - this cannot be refused and is normal.
Do not jaywalk in either country! Both take pedestrian laws seriously. Always wait for the signal, even if the street looks clear.
If you see a pile of shoes near the door or temporary slippers, take off your shoes. This happens in homes, some restaurants, temples, and even some hotels (yes, even fancy hotel lobbies!).
Public trash cans are hard to find in both countries. Bring a small bag or sling bag to carry your trash and purchases until you find a bin (often at convenience stores).
In Tokyo especially, bring a small hand towel/cloth. Many Japanese bathrooms lack paper towels or hand dryers (and sometimes soap!). The cloth is also useful for wiping sweat. Many locals carry one.
Korea: Go up to the counter to pay. Don't wait for the bill.
Japan: Shout "Sumimasen!" (excuse me) to get the waiter's attention - it's normal and not rude. They won't check on you otherwise.
Get a T-Money card at the airport immediately. It works for subway, buses, taxis, and even some convenience stores. Rechargeable and essential!
Use Naver Maps instead of Google Maps. Google Maps doesn't work well in Korea. Naver is accurate and has English support.
When giving or receiving something (like a receipt or credit card), use both hands. It's seen as polite and respectful.
Avoid black taxis! They're "Deluxe" taxis and very expensive. Use the Kakao Taxi app instead. Note: Taxis are expensive after 10pm.
Watch out for people approaching you about psychic stuff, your aura, or saying "you have a good vibe." These are often cult recruiters. Koreans generally don't approach strangers randomly.
Many places don't accept cards. Always carry cash. 7-Eleven ATMs work with foreign cards and are everywhere.
Get a Suica or Pasmo card at any train station. Works on all trains, subways, and many vending machines. Rechargeable and super convenient.
Consider a 7-day JR Pass for the Tokyo-Takayama portion. It covers the expensive limited express trains and can save you money.
More English signage than Korea, especially in Tokyo. Google Translate's camera function is invaluable for menus and signs.
Eating while walking is generally frowned upon. Find a spot to stop and eat, or eat at the shop/stall.
Be quiet on trains. Phone calls are not acceptable. Put your phone on silent and text instead.
No you don't. Knowing a few good phrases can help, but Google Translate is really awesome too. I don't know any Korean but I'm planning on studying some with Pimsleur a month or so before I go. I find that knowing how to say phrases like "Excuse me", "Thank you", "Sorry", and "That please (while pointing)" helps make it through 90% of interactions. Plus most large cities have many people that speak English. Takayama might have less English speakers, but you can still get around I'm sure. Just be polite and nice and try your best. They will love you for it.
October is one of the best times to visit! Both South Korea and Japan experience pleasant fall weather with comfortable temperatures. Expect daytime temperatures around 60-70°F (15-21°C) in Seoul and Tokyo, with cooler mornings and evenings around 50-55°F (10-13°C). Takayama in the mountains will be cooler, around 45-60°F (7-15°C). There's a chance of occasional rain, but generally sunny and mild. Clothing advice: Pack layers! Bring light sweaters or cardigans, a light jacket, comfortable walking shoes, and a compact rain jacket or umbrella. You'll want long pants and maybe some long-sleeve shirts, but short sleeves work for the afternoon. The layering approach is key since temperatures can vary throughout the day.
Yes! I very much consider these independent vacations that just all happen to be in the same towns/countries. I recommend talking with each other if you want to plan certain things. Like for example, if Mel & Joel want to bring their kids they might be able to rent a full house and have Michael & Marissa and the kids come too. You would just have to coordinate that yourselves. Or you can make it an adults only trip and be more independent. Anything is fine.
Feel free to do so! This page is what Nicole and I are planning on doing that way you know times and places you can meet up with us if you so choose. Maybe you don't spend any time in Tokyo and you just have a beer with us at Golden Gai towards the end of the trip. That's totally fine! Alternatively, maybe you like this itinerary and you want to do the whole thing with us. That's cool too!
I know that not everyone knows each other, but you all know me and/or Nicole. If you are seeing this page I think you are cool and I have good taste so I'm sure you will think everyone else is cool. The only not cool person coming is Miguel, but that can't be helped. I invited him already and now it's way too awkward to uninvite him. I hope he doesn't read this FAQ.