Ready for a clear eyed look at how to travel smarter in 2026? Dan and Travelzoo’s Senior Editor and co-host Gabe Saglie close our 10-part Best Bets series with Susan Catto, Head of Publishing and Production at Travelzoo Canada, for a forward looking conversation on the future of travel deals and the trends shaping how we book.

This episode connects the dots between destinations, member behavior, and the offers that truly deliver value. We explore how Canadians and Americans are traveling differently this year, from longer international journeys and train powered domestic escapes to the revival of the great American road trip with Route 66’s 100th anniversary and heritage travel tied to USA 250.

We uncover where value is hiding in plain sight. Mexico’s all inclusive scene is shifting from more to better. Saudi Arabia is emerging with remarkable UNESCO sites and a new wave of hospitality. Albania is gaining ground as a Mediterranean alternative without the crowds or price tag. Closer to home, winter in Muskoka, Vancouver Island, and Nova Scotia proves that off season can offer some of the richest experiences of the year. In Asia, Singapore stands out as a seamless gateway, while Japan, Vietnam, Cambodia, and Thailand continue to attract repeat visitors, often through flexible air inclusive packages that make it easy to extend your stay.

A country this slender shouldn’t hold so much, yet Chile layers entire worlds end to end: a cosmopolitan capital set against the Andes, a desert where the night sky feels close enough to touch, vast Patagonian parks that safeguard wild silence, and a Pacific island where living tradition matters more than spectacle. In episode nine of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor and co-host Gabe Saglie sit down with Jessica Canelo, Marketing Director at Chile Travel, to map a clear, inspiring path for traveling Chile in 2026. From what to see first and how to move smartly between regions to why community-led sustainability underpins every decision, this conversation brings Chile into focus.

We begin in Santiago, a city in the midst of reinvention. Walkable neighborhoods like Barrio Italia invite long meals and late nights, while the historic funicular to Cerro San Cristóbal delivers sweeping views that seamlessly link city and mountains. From the capital, Chile opens outward with ease. Nearby wine valleys Maipo, Colchagua, Casablanca, and Leyda tell a layered wine story, from benchmark cabernets to crisp coastal whites and the revival of heritage grapes like país and cinsault. Carmenere, once mistaken for merlot, now stands proudly as Chile’s signature, perfectly paired with smoky asados and Pacific seafood.

History lovers, wine enthusiasts, and weekend escape artists will feel right at home in Niagara on the Lake. In episode eight of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor and co-host Gabe Saglie travel to Niagara-on-the-Lake, selected as part of Travelzoo’s Canada Best Bets for 2026, alongside Brianne Hawley from Tourism Niagara-on-the-Lake to explore why this lakeside town deserves a spot at the top of your 2026 travel list. Set where the Niagara River meets Lake Ontario, the destination offers 19th-century streets glowing in winter, half a million tulips in spring, bike friendly waterfront paths in summer, and harvest season tastings that linger into fall. With four nearby border crossings and strong value for U.S. travelers, it is an easy trip that still feels intimate, handcrafted, and deeply local.

We explore the region’s cool climate wine strengths, from elegant Chardonnay and Pinot Noir to the area’s iconic ice wine. You will hear how subzero harvests create a concentrated sweetness balanced by bright acidity, making ice wine more refreshing than expected and surprisingly versatile in cocktails, desserts, and savory dishes.

What if one trip could deliver six different adventures without crossing a border? In episode seven of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor and co-host Gabe Saglie head to Colombia - selected as part of Travelzoo’s Canada Best Bets for 2026 - with ProColombia’s, Leisure Tourism Manager, María José Silva to unpack why 2026 is the right moment to go and how to plan a journey that blends value, connection, and real discovery.

We start with the big shifts driving Colombia’s momentum for Canadian travelers: expanded nonstop flights from Toronto and Montreal, strong year-round connectivity, and exceptional value once you land. Then we map out a first-timer route that still feels fresh, Bogotá’s market halls and Monserrate views, Medellín’s cable cars and neighborhood energy, and Cartagena’s sunlit walls paired with island escapes. Along the way, we explore a new kind of luxury that prioritizes authenticity over flash, from private islands and Amazon safaris to Medellín tasting menus that rival global dining capitals at a fraction of the cost.

Chicago isn’t just back, it’s surging. In episode six of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor and co-host Gabe Saglie sit down with Lisa Nucci of Choose Chicago to  map out the experiences and local insights that turn a short visit into a lasting memory.

We explore the South Side’s moment in the spotlight, from the Obama Presidential Center as a powerful new cultural anchor to Hyde Park’s renewed energy, Pullman’s rail legacy, and the DuSable Black History Museum. Then we move through the city’s 77 neighborhoods like a progressive dinner: Argyle’s Southeast Asian flavors, Pilsen and Little Village for tacos and family-run favorites, and the tavern-cut pizza locals swear by. Music lovers get a guide to Chicago’s house roots, the Chosen Few picnic, legendary late nights at the Green Mill and Kingston Mines, and a theater scene that blends Broadway polish with intimate storytelling. When it’s time to slow down, the architecture river cruise offers a fresh way to understand the skyline.

Savannah never makes you choose between ease and depth; it delivers both the moment you start exploring. In episode five of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor and co-host Gabe Saglie sit down with Supriya Christopher of Visit Savannah to map out how America’s first planned city blends oak-shaded squares, layered history, and a surprisingly modern creative pulse that feels made for 2026. With the 250th anniversary of the United States and one of the nation’s largest St. Patrick’s Day celebrations on deck, this is the year to discover why the best souvenir here is memory, not merchandise.

Ready to trade crowds for clarity and noise for nature? In episode four of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor (and co-host) Gabe Saglie head to Finland with Visit Finland’s Tarja Koivisto to map out a year-round escape shaped by wellness, design, and wild beauty. Think 188,000 lakes, 3 million saunas, and four regions that make trip-planning effortless: Helsinki for architecture and food, Lakeland for serene, water-lined landscapes, the Coast and Archipelago for island-hopping freedom, and Lapland for snow-soft winters and glowing summer nights.

A century-old highway is about to steal the spotlight again. In episode three of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor (and co-host) Gabe Saglie head to Arizona’s storied stretch of Route 66 with guest Nikki Terlesky, Director of Operations for the Historic Route 66 Association of Arizona. Together, they explore why the Mother Road still embodies freedom, spontaneity, and Americana—especially as the U.S. approaches its 250th birthday. From neon-lit motor lodges to desert bends that test your steering, this is road-tripping at its most evocative.

You’ll get a practical 2026 game plan: the best times to go, how weather shifts with elevation from Kingman to Flagstaff, and how to layer in icons like the Grand Canyon, Petrified Forest, and Meteor Crater.

Ready to travel smarter in 2026? In episode two of our 10-part Travelzoo Best Bets Series, Dan and Travelzoo Senior Editor (and co-host) Gabe Saglie sit down with Andrew Young, Senior Producer & Tourism Board Lead, to reveal Travelzoo’s Best Bets for the U.S. and Canada and unpack the “why now” behind each destination so you can plan trips that feel timely, meaningful, and great value.

In the U.S., anniversaries take center stage: Pennsylvania’s 250th and Arizona’s Route 66 centennial bring fresh energy to American nostalgia, while Chicago’s Obama Presidential Center and Savannah’s living history round out a lineup tailor-made for culture lovers and road trippers.

We’re kicking off a 10-part Travelzoo Best Bets Series to explore how smarter and more meaningful travel is taking center stage and how to book it at real value. Dan and Travelzoo’s Senior Editor and co-host Gabe Saglie are joined by Jonathan Jones, Travelzoo’s Head of Publishing U.S., who leads the team behind the brand’s most trusted deals, including the iconic Top 20. A champion of price transparency and member-first storytelling, Jonathan shapes the editorial voice that reaches millions each week and helps maintain Travelzoo’s reputation as the trusted guide for its global community of travel enthusiasts.