Top Winter Travel Destinations for 2025-2026

Winter travel is evolving rapidly, with travelers seeking unique blends of urban excitement, natural beauty, and cultural immersion. Airbnb’s latest data highlights destinations surging in popularity for the 2025-2026 season, driven by searches from December 2025 to February 2026 compared to the previous year. These spots cater to diverse groups—solo adventurers, families, couples, and multi-generational trips—offering everything from snowy slopes to sunny escapes.

Global Surge: Why These Destinations Are Booming

The rise in experiential travel is a key driver, with bookings spiking around major events like sports tournaments, festivals, and Olympics anticipation. Italy leads globally, especially regions hosting the Milano Cortina 2026 Winter Olympics, such as Lombardy, Trentino-South Tyrol, and Veneto, showing triple-digit search growth. US travelers favor hidden ski towns and Florida beaches, while international guests eye Asia’s vibrant cities and Latin America’s coasts. Larger accommodations with four or more bedrooms are in high demand for family gatherings.

Europe’s Winter Stars: Italy and Beyond

Europe dominates winter trends, with Italy at the forefront due to Olympic hype. Lombardy tops with massive year-over-year increases, attracting visitors from Germany, Canada, Switzerland, and the US. Other gems include medieval German towns and French ski havens.

• Florence and Puglia, Italy: Aussies and Europeans flock here for Renaissance art, coastal cliffs, and trulli houses. Puglia’s beaches and cuisine draw winter sun-seekers.
• Milan and Amalfi, Italy: Milan buzzes with fashion and pre-Olympic energy; Amalfi offers dramatic coastlines ideal for romantic getaways.
• Goslar, Germany: Nestled in the Harz Mountains, this UNESCO site features fairy-tale architecture and winter hikes amid snowy landscapes.
• Les Deux Alpes, France: A ski paradise with year-round snow, over 1,000 acres of runs, and cozy après-ski scenes for couples.
• Palermo, Italy: Trending for its markets, Baroque architecture, and street food, perfect for cultural explorers.

Asia’s Magnetic Pull: Japan and Southeast Asia

Japan captivates with its mix of neon cities and serene temples, topping lists for solo and group travelers. Southeast Asia provides warm alternatives to cold winters.

Tokyo and Kyoto see explosive interest from wishlists carrying into 2025, with events like concerts boosting bookings. Hoi An’s ancient town glows in winter evenings, while Bali offers serene escapes.

Americas’ Hidden Gems: From Mexico to Chile

Latin America shines with coastal vibes and mountain adventures, while the US mixes snow and sun.

• Puerto Escondido, Mexico: Pacific beaches, surfing waves, and January group trips make it #1 globally.
• Cartagena, Colombia: Colonial walls, Caribbean seafood, and vibrant festivals.
• La Serena, Chile: Clear skies for stargazing, beaches, and Andean proximity.
• Green Bay, Wisconsin, USA: NFL Packers games, frozen Lambeau Field leaps, family sports fans.
• Charleston, USA: Historic charm, Southern cuisine, mild winters.

US snowbirds over 60 prefer Florida spots like Fort Myers Beach for extended beach condo stays, often with partners.

Oceania and Other Rising Stars

Australia draws locals for winter sun, with Queensland leading.

• Whitsundays, QLD, Australia: Heart Reef, island hopping, warm waters.
• Prachuap Khiri Khan, Thailand: Quiet beaches, national parks, snorkeling.
• San José, Costa Rica: Coffee tours, cloud forests, urban markets.

Planning Your Winter 2025 Trip: Tips and Trends

To maximize your stay, book larger homes for gatherings—demand is up. Focus on events: Olympics prep in Italy, sports in Green Bay. Snowbirds opt for condos; families seek multi-bedroom spots with activities like hiking and festivals.

Top Activities by Traveler Type

Frequently Asked Questions (FAQs)

What makes a destination ‘trending’ on Airbnb?

Trending spots show significant increases in searches for 2025 trips compared to 2024, plus top wishlisted cities.

Which country dominates winter 2025 searches?

Italy leads due to 2026 Olympics, with regions like Lombardy surging.

Are there good options for snowbirds?

Yes, Florida destinations like Fort Myers Beach top lists for 60+ travelers seeking beach houses.

How do I find family-friendly large stays?

Search for 4+ bedroom listings in trending spots; bookings are rising for multi-gen trips.

What’s hot for international winter escapes from Australia?

Florence, Tokyo, Puglia, and Bali for sun and culture.

Book Smart: Availability and Booking Insights

Act fast—winter spots like Tokyo and Italian hubs fill quickly. Use Airbnb filters for bedrooms, amenities like pools or ski gear. Global markets like London show high occupancy (74%), signaling strong demand worldwide.