If you’re planning your first trip to Cuba, you’re in for an unforgettable journey. From its timeworn colonial cities to its turquoise Caribbean waters and irresistible rhythms, Cuba offers an immersive travel experience that few other destinations can match. But with so much to see and do, where should a first-time traveler begin?
Here are 10 must-do experiences in Cuba that will give you a taste of the island’s rich history, culture, and charm.
1. Stroll the Streets of Old Havana (Habana Vieja)
A UNESCO World Heritage Site, Old Havana is a living museum of colonial architecture, cobblestone alleys, lively plazas, and vibrant street life. Wander past pastel-colored buildings, sip a mojito at a rooftop bar, and watch vintage cars cruise by. Be sure to visit Plaza Vieja, Plaza de la Catedral, and the Capitolio.
For travelers seeking a deeper cultural experience, consider joining a guided walking tour. Local travel companies like Locally Sourced Cuba offer insightful excursions led by Cuban guides who share personal stories and insider knowledge.
2. Ride in a Classic American Car
Cuba’s classic cars aren’t just for show, they’re part of daily life. Jump into a 1950s Chevrolet or Buick convertible for a ride along the Malecón, Havana’s iconic seaside promenade. It’s not just transportation, it’s a journey back in time.
A sunset cruise in one of these vintage vehicles offers unforgettable photo ops and the perfect introduction to Cuba’s nostalgic charm.
3. Learn to Dance Salsa in Trinidad
Trinidad is a beautifully preserved colonial town, known for its pastel facades and cobblestone streets. It’s also a hub for Cuban music and dance. Join a casual salsa lesson at the Casa de la Música and practice your moves as live bands play under the stars.
Even if you’re rhythmically challenged, the infectious energy and warm locals will have you dancing in no time.
4. Visit a Tobacco Farm in Viñales
Cuba’s famous cigars start their life in the red-soiled fields of Viñales, a lush valley surrounded by limestone mountains. Visit a traditional vega (tobacco farm), meet local farmers, and see how cigars are rolled by hand.
Most tours also include a horseback ride through the valley, offering sweeping views of the countryside. Don’t miss the chance to sample a freshly rolled cigar, often dipped in honey for an extra kick.
5. Swim in the Crystal Waters of Playa Ancón or Varadero
Cuba’s beaches are the stuff of Caribbean dreams. Playa Ancón, near Trinidad, is ideal for first-timers seeking a relaxing escape without the resort crowds. For soft white sands and well-developed amenities, Varadero is the go-to spot, especially for travelers looking for all-inclusive convenience.
Pack snorkel gear, both beaches offer calm, clear waters teeming with tropical fish.
6. Experience Afro-Cuban Culture in Santiago de Cuba
Often called the soul of Cuba, Santiago de Cuba is the island’s second-largest city and the birthplace of many Afro-Cuban traditions. Visit during the Carnaval de Santiago in July for an explosion of music, dance, and culture. Even outside the festival season, the city pulses with son, rumba, and religious syncretism like SanterÃa.
Visit Casa del Caribe or Tumba Francesa to learn about Cuba’s African heritage.
7. Take a Cooking Class in Havana
Cuban cuisine has evolved in recent years, and there’s no better way to understand it than by learning to cook it yourself. Many paladares (privately-owned restaurants) now offer cooking classes. Learn to make ropa vieja (shredded beef), tostones (fried plantains), or mojitos with locally grown mint.
It’s a hands-on way to understand the island’s flavors, and the importance of creativity in Cuban kitchens.
8. Watch Live Music at a Casa de la Trova
Music is the heartbeat of Cuba, and nowhere is it more alive than in a Casa de la Trova, a traditional venue for trova musicians. Whether you’re in Havana, Trinidad, Camagüey, or Santiago, you’ll find nightly performances featuring everything from romantic boleros to up-tempo son.
It’s authentic, passionate, and interactive, don’t be surprised if you’re pulled onto the dance floor.
9. Explore Revolutionary History at the Museo de la Revolución
Housed in the former Presidential Palace in Havana, this museum provides insight into Cuba’s complex political past. Exhibits cover the revolution, the Bay of Pigs, Che Guevara, and the struggle against U.S. influence. Outside, you’ll find the famous Granma yacht that brought Fidel Castro and his rebels to Cuba in 1956.
Regardless of your politics, the museum gives valuable context for understanding modern Cuba.
10. Disconnect and Be Present
Cuba is one of the few places in the world where Wi-Fi is still a luxury, not a default. While this might seem inconvenient, it’s actually a gift. Without constant digital distractions, you’re free to savor a slow coffee at a street café, strike up conversations with locals, or watch the world go by from a shady plaza bench.
Travel in Cuba invites presence and that’s part of what makes it so memorable.
Final Tips for First-Time Visitors
- Currency: Cuba now primarily uses the Cuban Peso (CUP), but bring Euros or Canadian dollars to exchange. U.S. dollars are accepted in some places, but often with added fees.
- Connectivity: Internet access requires purchasing Wi-Fi cards and connecting at public hotspots. Embrace the digital detox!
- Local Etiquette: Cubans are friendly and curious. Greet with a smile, learn a few Spanish phrases, and engage with respect.
- Travel Insurance: Required for entry, make sure you have a policy that covers medical care in Cuba.
Why Go with a Local Expert?
For first-time travelers, Cuba’s complexities, dual currencies, limited Wi-Fi, and evolving regulations can feel overwhelming. That’s where local expertise makes a huge difference. Companies like Locally Sourced Cuba specialize in small-group tours that immerse travelers in the authentic Cuba. With their guidance, you’ll not only see the highlights but also connect with the people and stories that make Cuba so unique.
