Japan Travel | Expert Itineraries & Ryokans

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Steven Callas, Travel Agent in NorthBrook, IL

Steven Callas

NorthBrook, IL Travel Agent
Super Agent

Steven Callas

NorthBrook, IL · 3 Years of Experience

Gilded Travels LLC, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
5.0
(18)
100% Recommended
I never would have picked Mallorca as a vacation destination. My wife likes the beach, I like adventure. Gilded Travels created the perfect one-week itinerary that... Read More >
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Areas of expertise

Destinations:

Japan, Tokyo, Kyoto, Osaka, Okinawa (Kadena Afb)

Interests:

Culinary & Foodie, Bespoke Travel, Couples & Romance, Skiing & Winter Sports, Family Vacations

About Me

Fushimi Inari Shrine, Kyoto, Japan
Fushimi Inari Shrine, Kyoto, Japan

Most people who go to Japan come back saying it was the best trip of their lives. Planning Japan travel takes more thought than people expect. The best experiences (a night in a proper ryokan, a seat at a great sushi counter, a quiet morning at a temple before the crowds arrive) do not happen by accident. That is where having someone in your corner makes a real difference.

YOUR JAPAN TRIP ITINERARY SHOULD MATCH HOW YOU ACTUALLY TRAVEL

  • First-timers doing the classic route: If this is your first time, you are probably thinking Tokyo, Hakone, Kyoto, and Osaka, and that is exactly the right call. Where your Japan trip itinerary gets made or broken is the pacing. Showing up at Fushimi Inari at 6:30am instead of 10am is the difference between a peaceful walk through thousands of torii gates and standing in a crowd of tourists taking selfies. A night in Hakone with a Mt. Fuji view and a proper outdoor bath is the detail that tends to make the whole trip.

  • Families with kids or multiple generations: Japan works exceptionally well for mixed-age travel. Mimaru hotels in Tokyo offer apartment-style rooms with kitchens for larger groups, and the programming covers every age: TeamLab Borderless, the deer park in Nara, a Shinkansen ride that needs no justification beyond the ride itself.

  • Design-focused couples: Hoshinoya Kyoto is reached by boat up the Oi River and feels removed from the city entirely. Naoshima island is a full day built around world-class art museums set into the landscape, and choosing to visit Japan for the food alone is entirely justified. A kappo dinner in Gion, eight courses at a counter, is one of those meals people talk about for years.

  • Solo travelers who want to slow down: Japan might be the best solo travel destination in the world. Nobody bothers you, solo dining at a counter feels completely normal, and finding the best ryokan in Japan for your particular needs (a private outdoor onsen in Hakone or Kinosaki Onsen) gives you a place to genuinely decompress.

  • Active travelers heading to Hokkaido or the mountains: Hokkaido in summer runs around 70 degrees while the rest of Asia swelters, and Niseko in winter gets some of the lightest powder snowfall on earth. Both trips need a rental car, an international driving permit, and a guide who actually knows the region.

WHAT GOES INTO PLANNING A TRIP TO JAPAN

The details that matter most are the ones most people do not know to ask about: which ryokan properties welcome solo guests without a penalty rate, which sushi counters in Kyoto are worth the price. Those answers come from direct relationships with local concierges and specialist guides. For clients who need complete discretion or schedules that require real flexibility, that is a regular part of how I work. Planning a luxury trip to Japan well takes a few weeks, and the result is a trip where nothing is left to chance.

FREQUENTLY ASKED QUESTIONS

Q: How many days do I need for a first trip?
A: Twelve to 14 days is the sweet spot: three to four nights in Tokyo, one or two in Hakone, three in Kyoto, and a finish in Osaka. Ten days is doable but you will feel it.

Q: Do I need to speak Japanese? And do I tip?
A:
No Japanese needed. Signage in cities and stations is in English, and a translation app covers the rest. Do not tip. Japan has no tipping culture and offering one can make people genuinely uncomfortable.

Q: Is it worth going beyond Tokyo, Kyoto, and Osaka?
A:
Yes. Kanazawa has beautifully preserved old districts and a fraction of Kyoto's crowds, two and a half hours from Tokyo by Shinkansen. Naoshima is unlike anywhere else in Japan and worth the ferry from Okayama.

THE BEST RYOKAN IN JAPAN WON'T HOLD ITSELF

The properties and experiences that define a great Japan trip book out months in advance. If your travel dates are on the horizon, reach out and we will start from there.

Additional Languages
Greek

REVIEWS

Rating: 5.0
18 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 18 reviews

A perfect Mallorca experience
Reviewed By Makis S. - Deerfield, IL | Traveled to Balearic Islands ~ Spain ~ Europe
I never would have picked Mallorca as a vacation destination. My wife likes the beach, I like adventure. Gilded Travels created the perfect one-week itinerary that had us exploring the beautiful beaches, hiking through rustic mountain villages, and dining at incredible restaurants on the island. No day felt too full or too empty. It was the perfect balance. Neither of us felt like we needed a "vacation from our vacation." I definitely recommend Steven and Gilded Travels and will be using them again!
I would recommend this agent to my family and friends.
6 of 7 people found this review helpful. Was this review helpful to you?YES|NO
10/10 recommend- WORTH IT!
Reviewed By Tina K - Chicago, IL | Traveled to Patagonia ~ Argentina ~ South America
Steven was amazing to work with. I’m an anxious traveler and he made the process so easy! I’ve always wanted to go to Patagonia but didn’t even know where to start. Steven took control and created an itinerary for me that I could’ve never done myself. We worked together to tweak it a bit and next thing you know I’m climbing a glacier in Argentina! 10/10 recommend his services- WORTH IT!
I would recommend this agent to my family and friends.
5 of 5 people found this review helpful. Was this review helpful to you?YES|NO
Dream Trip
Reviewed By LBACE - Mishawaka. IN | Traveled to Greece ~ Europe
My wife and I worked with Steven for a trip of a lifetime in Greece. Steven went out of his way to provide service in recommending destinations, things to do and activities at each island we visited. We enjoyed incredible accommodations while exploring Greek culture, food and beverage. This was a memorable journey, which wouldn't have been so easy without his assistance. we highly recommend Steven for help in planning your getaways!
I would recommend this agent to my family and friends.
2 of 2 people found this review helpful. Was this review helpful to you?YES|NO
Trip of a lifetime!
Reviewed By Nancy P. - Arlington Heights, IL | Traveled to Europe
My husband and I planned an ambitious European trip and Steven made it happen. He was able to take our wishes and plan an itinerary which we thoroughly enjoyed. He worked with us as we fine tuned our plans, gave us options to choose from, and answered all of our questions. We were grateful that prior to our trip he checked in to be sure we had taken care of the items we needed to handle. During our trip we experienced a train delay which caused us to miss a connecting train and Steven was able to give us guidance so we could reach our destination. It was a pleasure to work with Steven, he showed real interest in our plans, and checked in once we returned. Thanks Steven!
Steven Callas responded
"It was such a pleasure to help craft this trip for you! Thank you for your kind words. I look forward to planning another trip for you in the future!"
I would recommend this agent to my family and friends.
2 of 2 people found this review helpful. Was this review helpful to you?YES|NO
Gratitude for an excellent experience
Reviewed By Russ H. - Orlando, FL | Traveled to Jordan | Middle East
The balance was perfect; a fantastic mix of planned activities and personal time to explore. The meetings to pre-plan the trip were concise, helpful and relevant. Lots of great moments. Petra and Bethany by the Jordan were both highlights. It exceeded my expectations.
I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

Certified Leisure Travel Specialist: During this certification program Travel Agents study several key components including: Sales and Service, Cruise Sales, Destination and Lifestyle Knowledge,  Programs and Preferred Supplier Knowledge. This is a two year study program.
Japan Travel Specialist Advanced Master Certificat

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Travel Stories

Walking the Philosopher's Path, Kyoto

Japan in Bloom: Spring Days in Kyoto and Tokyo

I arrived in Tokyo in late March, during the early wave of sakura season. From Haneda, a private car took me into the city and across the Sumida River, where cherry blossoms were already blooming along the riverbanks. My first stop was Hoshinoya Tokyo, a luxury ryokan built vertically. The floors are tatami. Guests remove their shoes at the entr...
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Client Testimonials

Steven is your man for Japan!!
Steven was very professional with a great attention to detail. He carefully listened to what we wanted from our first trip to Japan, and he delivered! There were 3 of us traveling and he was able to plan an itinerary that met all our expectations.
Mario H. - Chicago, IL
Dream trip to Greece
My wife and I worked with Steven for a trip of a lifetime in Greece. Steven went out of his way to provide service in recommending destinations, things to do and activities at each island we visited. We enjoyed incredible accommodations while exploring Greek culture, food and beverage. This was a memorable journey, which wouldn't have been so easy without his assistance. We highly recommend Steven for help in planning your getaways!
Larry B. - Mishawaka, IN
Patagonia anniversary success
Steve was great to work with. We planned our trip in late January for November, and he guided us through it all and stayed on top of it following up with us in the fall and even checked in on the trip and after. It was great to have an expert who has traveled there really give us his recommendations. He nailed the whole trip out of the park and was one of the best life changing vacations we have taken. It was extra special because we celebrated our 20th anniversary.
Melissa H. - Riverside, IL
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