If you’re already picturing yourself basking under the sun on a tropical beach this winter, you’re not alone — and there’s now a new way to make that dream a reality. WestJet has officially launched non-stop service from Toronto to Havana, Cuba, as part of its winter 2025/26 schedule, bringing the heat (and history) of the Caribbean closer than ever.
This marks the first time WestJet has added Havana to its route map, and it comes alongside a broader effort to expand southern travel options for Ontario residents. The airline is boosting its southbound capacity across the province by eight per cent compared to last winter.
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Increased Service from Pearson Airport and Beyond
Two New Sun Destinations from Toronto
Travelers departing from Toronto Pearson International Airport will enjoy a five per cent increase in flight capacity this winter. This includes two new sunny routes:
- Toronto to Havana, Cuba – starting December 18, 2025, with twice-weekly departures
- Toronto to Samaná, Dominican Republic – starting December 11, 2025, with once-weekly service
These new routes are in addition to increased frequency on existing popular sun-bound destinations.
Expanded Southern Routes Across Ontario
It’s not just Toronto that’s getting a sunny upgrade. Other Ontario cities will also benefit from WestJet’s winter expansion, including:
- Thunder Bay to Punta Cana – new direct connection
- Hamilton to Punta Cana – increased flight frequency
This broader expansion signals WestJet’s commitment to meeting growing demand for affordable, convenient tropical getaways during the colder months.
Why Havana Is the Perfect Winter Getaway
Rich Culture, Stunning Coastlines, and Timeless Charm
Havana is one of the Caribbean’s most iconic destinations, celebrated for its unique blend of culture, history, and postcard-worthy beaches. The capital of Cuba offers something for every traveler:
- White-sand beaches and crystal-clear turquoise waters ideal for relaxing or snorkeling
- Streets lined with vintage American cars and colorful colonial architecture
- Lively music, world-class rum, and authentic Cuban cuisine
Explore Old Havana: A UNESCO World Heritage Treasure
No trip to Havana is complete without exploring Old Havana (Habana Vieja) — a UNESCO World Heritage Site filled with architectural marvels, historic plazas, and artistic flair. Must-see sights include:
- Havana Cathedral – a baroque masterpiece in the heart of the city
- Plaza Vieja – a vibrant public square surrounded by restored colonial buildings
- Malecón – a scenic esplanade perfect for a sunset stroll along the sea
Plan Ahead for a Warm Winter Escape
With WestJet’s new direct flights from Toronto to Havana launching in mid-December, now’s the perfect time to start planning your winter getaway. Whether you’re drawn to the cultural richness of Cuba or the serene shores of the Dominican Republic, Ontario travelers have more options than ever to escape the snow and soak up the sun.