Havana Cuba

Discover Timeless Havana with WestJet Vacations

January 13, 2026

In Cuba's capital, colonial grandeur meets contemporary sophistication—and new direct flights from Toronto make this cultural treasure more accessible than ever.

Royalton hotel Havana
Hemingway House Havana
Hemingway House Havana
Ernest Hemingway House

With its baroque facades, vintage Cadillacs, and the infectious rhythm of salsa spilling from every doorway, Havana feels like stepping into a living museum where time moves to its own beat. This UNESCO World Heritage city offers an intoxicating blend of revolutionary history, architectural splendour, and refined experiences that few Caribbean destinations can match.

This season, WestJet Vacations makes Cuba’s crown jewel more convenient to reach with new direct flights from Toronto, opening the door to one of the Caribbean’s most culturally rich destinations.

Where Time Stands Beautifully Still

Havana’s magnetism lies in its remarkable preservation of five centuries of architectural evolution. In Old Havana, cobblestone streets wind past restored colonial palaces, now housing boutique hotels and world-class restaurants. The Gran Teatro de La Habana hosts world-renowned ballet performances, while the newly renovated Capitolio building stands as testament to the city’s renewed commitment to preserving its cultural heritage.

Sophisticated Comfort Redefined

Cuba’s hospitality landscape has evolved dramatically, with historic properties now offering convenient modern-day amenities. Boutique hotels occupy colonial mansions, like the Mystique Habana by Royalton, a UNESCO World Heritage Site that offers impressive views in the city’s historic center. For a more modern experience in the historic city centre, stay at Royalton Habana, featuring five on-site restaurants and an infinity pool overlooking the sea.

Authentic Encounters Await

For sophisticated travellers seeking authentic cultural engagement, Havana delivers experiences that go far beyond typical tourist attractions. Private tours of Ernest Hemingway’s preserved estate offer insights into the Nobel laureate’s Cuban years, while exclusive access to recording studios provides encounters with musicians carrying forward Cuba’s legendary musical traditions.

The Perfect Escape

What sets Havana apart isn’t just its undeniable charm or its cultural richness, but the way refinement and authenticity intertwine seamlessly. Here, mornings might begin with expertly crafted café cubano on a private terrace overlooking the harbour, followed by guided explorations of architectural gems, and evenings that flow naturally from sophisticated dining to impromptu salsa sessions in atmospheric jazz clubs.

In Havana, premium experiences aren’t about opulence—they’re about access to moments that money can’t typically buy, delivered with the warmth and artistry that defines Cuban hospitality.

Discover this remarkable destination with a flight and hotel package from WestJet Vacations.

Hotel Playa Luxury Cayo Guillermo

Checking In: Hotel Playa Luxury Cayo Guillermo, Cuba

January 13, 2026

From overwater bungalows to beachside lobster lunches, this is Cuba done differently.

By Mitch McClung

Arriving in the dark might not seem ideal, but it’s actually the best way to experience Hotel Playa Luxury Cayo Guillermo. When you wake up, sunlight streams through the windows and the ocean shimmers just outside your door. The resort is only a short drive from the airport, yet it feels tucked away from the rest of Cuba—quieter, calmer, and intentionally different. Instead of the usual resort soundtrack of mariachis and cocktails by the dozen, guests are greeted by the sound of a grand piano in the lobby.

Playa Luxury aims to redefine what a high-end Cuban stay can be. Its six over-water bungalows are among the only ones in the country, surrounded by nothing but sea and sky. Floor-to-ceiling windows fill the space with light while keeping it private from the curious boardwalk passersby. Inside, the design is simple and soothing: natural wood tones, linen bedding, and a spa-like bathroom with a soaking tub overlooking the ocean. Sunset baths quickly become part of the routine.

Hotel Playa Luxury Cayo Guillermo

Each bungalow opens onto a private deck with an infinity pool, lounge chairs and a shaded cabana. It’s easy to spend the day there, swimming, reading, or just watching the waves. But it’s worth following the winding wooden walkway to Playa Pica Beach, a stretch of white sand framed by volcanic rock and gentle surf. It’s one of the most beautiful beaches in the Caribbean, and proof that Cuba still has plenty of surprises.

Dining is another highlight. Lunch might be lobster grilled over coals and served with fresh fruit, or a casual burger and fries with a beach view. The four restaurants focus on fresh ingredients and flavourful simplicity, showcasing Cuba’s produce in a modern way.

Guests can (and should) explore beyond the resort. Take a jeep ride through the jungle, sail along the coast to snorkel with tropical fish, or stop at a sandbar for drinks in the shallow water. If you’d rather stay dry, the ocean is clear enough to watch from the deck.

On departure day, sip a final coffee on your terrace while your luggage makes its way to the lobby. Playa Luxury’s private airport transfer arrives right on time, but the feeling of serenity lasts long after you leave.

It’s in the Details: Bath salts, bamboo robes and refillable carafes of coconut water make each bungalow feel like a private spa suite.

On the Menu: Don’t miss the lobster grilled over coals and served with tropical fruit salsa and a cold mojito by the beach.

Room to Book: One of the six over-water bungalows with a soaking tub, private infinity pool and panoramic ocean views.

What to Do Nearby: Book a catamaran trip to snorkel the reef and stop at a sandbar for a drink in the shallow water.