The Bahai House of Worship in Wilmette, next to Kenilworth on the North Shore

KENILWORTH · THE NORTH SHORE · WORLDWIDE

Best Travel Agent in Kenilworth, IL

You live on the North Shore, with the lake at the end of the street and O'Hare a short drive west. Chicago winters make travel less of a luxury and more of a plan. Justkeeps Travel handles every part of it, with one advisor from start to finish.

InquireAbout Justin

WINTERS AWAY · SUMMERS ON THE LAKE

A Kenilworth travel agent who plans around a Chicago winter.

Summer on the North Shore is hard to leave. The beaches, the lake and the long evenings keep most families close to home from June to August.

Winter is when the planning starts. Ski weeks in the Rockies, warm weeks in Mexico and the Caribbean, and Europe in spring or fall. We plan around New Trier and the other school calendars so the breaks are booked early. You work directly with Justin the whole way.

WHAT JUSTKEEPS COORDINATES

What we plan for Kenilworth clients

01

Ski weeks in the West

Jackson Hole, Aspen, Vail and Deer Valley with lodging, lessons and rentals booked before the holidays.

Explore group travel

02

Winter sun

Mexico, the Caribbean and Florida for the coldest weeks of the year, planned around the school breaks.

Explore leisure travel

03

Departures that work

O'Hare for almost everything, and Chicago Executive in Wheeling for private flights close to home.

Explore executive travel

Hotel benefits depend on the property, booking channel, dates and confirmed eligibility. They are never assumed.

Also serving clients in Highland Park, Medina and West Lake Hills.

KENILWORTH, DOOR TO DOOR

The local details we plan around

O'Hare is one of the best connected airports in the world. A little local planning makes it much easier to use.

The main airport

O'Hare, about half an hour away

O'Hare has nonstops to almost everywhere our clients go, from Europe to the ski towns of the West. We time the car around the Edens so the day starts well.

Private aviation

Chicago Executive in Wheeling

Chicago Executive Airport is close to the North Shore and handles many private flights. We coordinate the aircraft, the car and the arrival as one plan.

Ski season

The holidays book by late summer

The best ski in, ski out rooms and houses for Christmas and Presidents Week fill early. We start in the summer and hold the right place.

School calendars

Breaks planned a season ahead

New Trier and the private school calendars set the dates. We hold rooms for winter break and spring break before the best options fill.

Justin Keeperman, founder of Justkeeps Travel, luxury travel advisor for Kenilworth

WHY WORK WITH JUSTIN

Why Kenilworth clients work with Justin

Justin has planned luxury travel since 2011. He works with Kenilworth families and executives by phone, text and email, and he stays involved from the first conversation through the flight home.

Justkeeps Travel is based in Boca Raton, one hour ahead of Chicago. The value is continuity: one advisor who knows the travelers, the school calendar and what needs to happen when a flight changes.

More about Justin

TRIP IDEAS

Trips we plan from Kenilworth

Examples of how a trip comes together. Every plan is built around the travelers, the dates and the budget.

Jackson Hole town edge with autumn cottonwoods and the Teton Range beyond

6 nights · winter

A ski week in Jackson Hole

A flight from O'Hare in season, a hotel such as Amangani or a house near Teton Village, private ski instructors, a sleigh ride on the elk refuge and dinners held early.

Jackson Hole guide
Traveler arriving at an elegant Mayfair townhouse hotel on a rainy evening

5 nights · spring break

London with the family

An overnight from O'Hare, early check in at a Mayfair hotel, family friendly theater, a day in the countryside and reservations made well in advance.

London guide
A wooden launch crossing toward a villa terrace on Lake Como with mountains behind

8 nights · September

Lake Como in September

An overnight to Milan, a hotel such as Villa d'Este or a private villa on the water, a wooden boat for the day and lunches in the villages around the lake.

Lake Como guide

CLEAR ANSWERS

How to choose the best travel agent in Kenilworth

Questions from Kenilworth clients

How do I choose the best travel agent in Kenilworth?

Choose an advisor who plans around the Chicago winter and the school calendar. Justkeeps Travel is IATAN accredited, registered as Florida Seller of Travel ST150047, and has planned luxury travel since 2011. You work directly with Justin from the first call until you are home.

Is O'Hare the best airport for Kenilworth?

Yes, for almost every trip. O'Hare has nonstops to Europe, Asia and the ski towns of the West, and we time the drive around the Edens so the day starts well.

Can I fly private from the North Shore?

Yes. Chicago Executive Airport in Wheeling is close to Kenilworth and handles many private flights. We coordinate the aircraft with the car, the hotel and the arrival.

When should we book a ski week for the holidays?

Book by late summer. The best ski in, ski out rooms and houses for Christmas and Presidents Week go first. Read our Jackson Hole guide.

How do you plan around North Shore school breaks?

We plan around New Trier and the other school calendars. Winter break and spring break are held early, before the rooms that fit a family are gone.

Is London a good spring break trip?

Yes. It is an easy overnight from O'Hare, and there is plenty for children of every age. We book the theater and the restaurants early. Read our London guide.

When is the best time for Lake Como?

May, June and September are the best months. The weather is warm and the lake is quieter than in July and August. Read our Lake Como guide.

Can you handle executive travel too?

Yes. Work trips and family trips can sit under one relationship, so one advisor knows your preferences. See executive and family office travel.

Do I need a travel advisor who lives in Kenilworth?

No. What matters is fast answers, good judgment and strong relationships with the hotels you use. Justin works with North Shore clients by phone, text and email, one hour ahead of Chicago, and the whole trip runs through one person.

How much does a luxury travel advisor in Kenilworth cost?

Planning fees are set by scope and confirmed before any planning begins. Many hotel, resort and cruise bookings carry no planning fee, and air only tickets are $35 domestic or $50 international. Read what a luxury travel advisor costs.

Planning from Kenilworth

SERVING KENILWORTH AND THE NORTH SHORE

Plan your next trip from Kenilworth

Tell us when you want to get away and who is coming. We will come back with a clear plan and one point of contact. Serving Kenilworth, Winnetka, Wilmette, Glencoe and the North Shore.

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Justkeeps Travel, LLC561-300-3540hello@justkeepstravel.comFlorida Seller of Travel Registration No. ST150047