Havana 5 Day Itinerary

Day 1: Arrival and Old Town Exploration

Morning

  • Arrive at José Martí International Airport and take a taxi or shuttle to your hotel
  • Check-in to your hotel and freshen up
  • Start your day with a traditional Cuban breakfast at Café El Louvre, located in the heart of Old Havana
  • Explore the nearby Plaza de Catedral, a historic square surrounded by beautiful colonial buildings

Afternoon

  • Visit the Museum of the City (Museo de la Ciudad) to learn about Havana’s history and culture
  • Wander through the charming streets of Old Town, taking in the colorful architecture and lively atmosphere
  • Stop by the famous Capitolio building, a stunning example of neoclassical architecture
  • Enjoy a delicious lunch at La Bodeguita del Medio, a legendary bar and restaurant

Evening

  • Experience the vibrant nightlife of Havana with a visit to Calle Obispo, a street lined with bars and clubs
  • Try some traditional Cuban music and dance at the famous Tropicana Cabaret
  • End your night with a stroll along the Malecón, a scenic seawall overlooking the harbor

Day 2: Colonial Architecture and Hemingway’s Havana

Morning

  • Start your day with a visit to the stunning Baroque-style Iglesia de San Francisco de Paula
  • Explore the historic neighborhood of La Habana Vieja (Old Town) and admire its colonial architecture
  • Visit the Casa de la Abuela, a beautiful 18th-century townhouse turned museum

Afternoon

  • Head to Finca Vigía, Ernest Hemingway’s former home, which is now a museum dedicated to his life and works
  • Explore the nearby fishing village of Cojímar, where Hemingway drew inspiration for his famous novel “The Old Man and the Sea”
  • Enjoy lunch at a local paladar (private restaurant), such as La Guarida

Evening

  • Attend a live music performance at the legendary Jazz Club, La Zorra y el Cuervo
  • Dine on traditional Cuban cuisine at El Cocinero, a cozy restaurant with a vintage vibe
  • End your night with a drink at the rooftop bar of the Hotel Nacional de Cuba

Day 3: Artistic Havana

Morning

  • Visit the National Museum of Fine Arts (Museo Nacional de Bellas Artes) to explore Cuban art and culture
  • Explore the vibrant street art scene in the neighborhood of El Rincón, where you can find murals and graffiti by local artists
  • Stop by the historic Hotel Riviera, a stunning example of Art Deco architecture

Afternoon

  • Visit the Casa de las Musas (House of the Muses), a beautiful colonial house turned museum dedicated to Cuban art and culture
  • Explore the charming streets of the neighborhood of Santa Clara, known for its colorful buildings and lively atmosphere
  • Enjoy lunch at La Casa del Pan, a cozy bakery with delicious pastries

Evening

  • Attend a live music performance at the famous Teatro Mella, a historic theater in the heart of Havana
  • Dine on traditional Cuban cuisine at El Palacio de Agua, a beautiful restaurant with a vintage vibe
  • End your night with a stroll along the Malecón and take in the city’s stunning views

Day 4: Beachside Relaxation

Morning

  • Head to Playa Santa María, one of Havana’s most popular beaches, for some sun and relaxation
  • Enjoy lunch at a local paladar near the beach, such as El Muelle
  • Take a dip in the ocean or try your hand at paddleboarding or kayaking

Afternoon

  • Visit the nearby village of Tarará, where you can find beautiful beaches and scenic views
  • Explore the historic fort of La Caleta, which dates back to the 16th century
  • Enjoy a leisurely stroll along the beach or take a nap in the sun

Evening

  • Return to Havana for dinner at El Gordo, a cozy restaurant with delicious seafood
  • Attend a live music performance at the famous Café del Oriente, a historic café in the heart of Old Town
  • End your night with a drink at the rooftop bar of the Hotel Inglaterra

Day 5: Classic Cars and Vintage Havana

Morning

  • Take a vintage car tour through the streets of Havana, exploring the city’s classic architecture and picturesque neighborhoods
  • Visit the famous Coppelia Ice Cream Parlor, where you can find delicious ice cream flavors like coconut and mango
  • Explore the charming streets of the neighborhood of Plaza Vieja, known for its beautiful colonial buildings and lively atmosphere

Afternoon

  • Attend a live music performance at the legendary Buena Vista Social Club, a historic jazz club in Old Town
  • Enjoy lunch at La Casa de la Abuela, a cozy restaurant with delicious traditional Cuban cuisine
  • Explore the historic neighborhood of Centro Habana (Havana Center), known for its vibrant street art and lively atmosphere

Evening

  • End your night with a farewell dinner at El Palenque, a beautiful restaurant with stunning views of the city
  • Attend a live music performance at the famous Tropicana Cabaret or enjoy a drink at the rooftop bar of the Hotel Nacional de Cuba