Why Shoulder Season Might Be the Best Time to Travel
Timing can make a big difference when planning a vacation. Traveling just outside of the busiest months can mean fewer crowds, better pricing, and still-great weather. Lynn Farrell of Windy City Travel recently shared why “shoulder season” is one of her favorite times to travel, along with a few clever travel tips every traveler should […]
Why Alaska and the Yukon Belong on Your Travel Bucket List
Alaska and the Yukon are often overlooked in favor of destinations across the ocean, but they offer some of the most striking scenery and wildlife encounters found anywhere in the world. Our advisors at Windy City Travel are guiding groups through this region firsthand, and they share what makes it worth the trip, from glacier […]
The Value of a Travel Advisor and Current Flight Deals from Chicago
Planning a trip involves more decisions than ever, from who to book with to when to lock in a cabin on a river cruise. Our team of advisors are available to answer any questions we hear, covering why working with an advisor pays off, how to avoid deceptive booking sites, and a few flight deals […]
Airfare Trends, a Currency Tip, and Why River Cruising Is Getting Younger
More travel trends and tips from the Windy City Travel team, covering airfare timing, smart credit card use abroad, resort fees, and a shift happening in river cruising. Are people still booking summer travel this late in the season? Yes, and it’s happening more than ever. Industry data suggests airfares should start dropping in August […]
Why Slovenia and Croatia Are the Under-the-Radar European Trip to Book Right Now
What makes Slovenia a great destination for first-time visitors? Slovenia is a small, mountain country that surprises most first-time visitors with how much scenery it packs into a short trip. One of our Windy City Travel advisors recently returned from a tour through the country and called it every bit as beautiful as its reputation […]
Greetings from Amsterdam!
The Windy City Travel team is on the move this summer, and we are reporting live from Amsterdam. People talk about biking in Amsterdam, and it lives up to every bit of the hype, from a scenic countryside ride past windmills to a charming evening wine and cheese tour. But perhaps the most memorable stop […]
World Cup Fever, Alaska’s Big Summer, and River Cruises Gone Mainstream
From World Cup excitement in Dallas to record demand for Alaska and river cruises, there’s a lot happening in travel right now. Here’s what Windy City Travel is seeing and how to make the most of it. What’s the World Cup atmosphere like in Dallas-Fort Worth? The World Cup has landed in Dallas, Texas, and […]
World Cup Travel Update, Tuesday Flight Tips, and a Cancun Deal You Won’t Want to Miss
Windy City Travel is back with the latest travel trends, money-saving tips, and a can’t-miss deal. Why are so many travelers heading to the US right now? Windy City Travel clients from all over are making their way to the US for World Cup matches,and the mood everywhere is light, happy, and full of energy. […]
Explore America’s Greatest Adventures
When travelers dream about their next vacation, Europe often tops the list. But some of the world’s most breathtaking destinations are right here in the United States. From the rugged beauty of Alaska to the iconic landscapes of Yellowstone and Glacier National Park, America offers unforgettable adventures for every type of traveler. At Windy City […]
Why Guided Group Travel Is More Popular Than Ever
Planning a vacation should be exciting—not stressful. That’s why more travelers are turning to professionally guided group tours and escorted travel experiences that provide expert support every step of the way. At Windy City Travel, we’re seeing tremendous interest in curated travel experiences, from breathtaking Alaska adventures to immersive Ireland tours and scenic European river […]