This ultimate Havana weekend will help you enjoy this fascinating city with a 48-hour guide.
Havana, the vibrant and historic capital of Cuba, is a city brimming with history, culture, charm, and unforgettable experiences.
Whether you’re captivated by its timeless vintage appeal, colonial architecture, the rhythm of lively Cuban music, or the echoes of its rich history, a weekend in Havana offers the perfect escape.
From exploring Old Havana’s attractions to indulging in local flavors, here’s a carefully crafted itinerary to help you make the most of your 48-hour stay in a Havana weekend getaway.
Day 1: Exploring the Heart of Havana
Morning: A Stroll Through Old Havana
Start your Havana weekend itinerary by diving into the city’s vibrant history and culture.
Begin with a traditional Cuban breakfast of café con leche (espresso with hot milk) and tostadas (toasted Cuban bread) at a cozy local café.
Continue your Havana weekend by discovering Old Havana, a UNESCO World Heritage site filled with leafy plazas and colonial architecture.
Plaza de la Catedral: Your first stop is the majestic Catedral de la Habana, an 18th-century architectural gem. Its Baroque facade is one of the most iconic Old Havana attractions.
La Bodeguita del Medio: Right down the street from the cathedral, take a well-deserved break with a refreshing mojito at La Bodeguita del Medio. This is the legendary spot once frequented by Ernest Hemingway and favored by Havana, Cuba, travel tips enthusiasts.
Plaza de Armas This leafy plaza is where the city of Havana was founded in 1519. It is surrounded by tropical plants and trees and sits in front of the Museum of the City of Havana.
You can still admire the Castillo de la Real Fuerza in the plaza. This is one of the oldest forts in the Americas.
Afternoon: A treat for the culture vultures. Havana’s History and Culture
After a morning exploring Old Havana, spend your afternoon taking a deep dive into the city’s artistic and cultural treasures.
This part of your Havana weekend getaway will take you to some of the city’s most iconic landmarks.
Museo Nacional de Bellas Artes: Discover the soul of Cuban art at the National Museum of Fine Arts. You’ll find a remarkable collection showcasing both Cuban and international art.
It’s a must-visit for those looking to experience the rich cultural experiences in Havana, yet only one of Havana’s many museums.
Insider tip: There are two wings: International Wing and Cuban Wing. They are both fabulous but, If you’re short on time, stick to the Cuban Wing. You’ll thank me.
El Capitolio: Next, head to El Capitolio, Havana’s stunning neoclassical landmark that mirrors the U.S. Capitol.
Take a guided tour to uncover its historical significance and learn more about its unique architecture and history.
Insider tip: Check the schedule as it changes frequently.
Evening: Enjoy the Rhythms of Havana’s Nightlife
As the sun sets, your weekend in Havana continues with the city’s legendary music scene.
Get ready to experience the vibrant nightlife in Havana that will leave you enchanted.
Dinner at Paladar Los Mercaderes: Begin your evening with a meal at Paladar Los Mercaderes, a popular privately-owned restaurant known for its exquisite Cuban cuisine and warm, intimate atmosphere.
It’s a dining experience that reflects the essence of Havana dining recommendations. Plus, it’s on a cool street full of lively restaurants, parks, bars and shops.
Havana has many fine restaurants. Check out some of the best Havana restaurants.
Live Music at La Zorra y el Cuervo: After dinner, head to La Zorra y El Cuervo, one of the best spots for live jazz in Havana. Enjoy an evening filled with soulful tunes, a perfect introduction to the city’s legendary Havana music scene.
Day 2: Exploring Beyond Havana’s City Center
Morning: Modern Havana
Your second day in Havana is all about discovering the modern side of the city while enjoying its iconic landmarks and stunning vistas.
Start with a one or two-hour tour in a classic American car. It will take you around the most interesting parts of the city including those mentioned below.
Insider tip: The ride should not cost more than $50US per hour. Less if more hours.
Revolution Square: This massive square is one of the largest in the Americas. Built in the 1950s, it is surrounded by some of the city’s most significant landmarks.
The Jose Marti Monument stands front and center at 109m (358 ft) tall, it is one of the tallest monuments in the world.
The plaza is also home to the National Theater and government buildings.
Malecón: Don’t miss a relaxing walk along the famous Malecón, a scenic seaside promenade. It’s the perfect spot for people-watching and soaking in the refreshing sea breeze, a key part of any Havana weekend itinerary.
Hotel Nacional de Cuba: Next, visit the legendary Hotel Nacional de Cuba, a symbol of old-world elegance. This was the go-to spot for Hollywood glitterati in the 1950s. Make sure to visit the History Room.
Wander through its beautifully manicured gardens and take in the breathtaking views of both the city and the sea.
This historic hotel is an essential stop for anyone seeking a glimpse into the city’s glamorous past.
Afternoon: Havana’s Art and Innovation (Prepare your camera)
In the afternoon, delve into Havana’s dynamic and creative side with a visit to two of the city’s most unique art districts.
Fusterlandia: Venture to the colorful neighborhood of Jaimanitas, home to the iconic Fusterlandia.
Created by the renowned artist José Fuster, known as the “Picasso of the Caribbean,” this mosaic-covered area is a top attraction in Havana for art lovers.
Every inch of this vibrant space is a visual delight and a testament to Havana’s innovative spirit.
Callejon de Hamel: Next, experience a religious performance by Cuba’s rich Afro-Cuban culture at Callejon de Hamel, a lively alley filled with stunning murals and sculptures.
On Sundays, the alley comes alive with rhythmic rumba performances, giving you an unforgettable taste of Havana’s cultural heartbeat.
This hidden gem is a must-see for those seeking cultural experiences in Havana. I like to call this alley a piece of Hidden Havana.
Evening: Sunset and a Memorable Farewell
End your Havana weekend getaway with unforgettable dining and entertainment experiences that will leave a lasting impression.
Dinner at La Guarida: Conclude your Havana adventure with a culinary treat at La Guarida, one of the most famous paladars in the city.
The Fabrica de Arte Cubano (F.A.C.) or Cuban Art Factory. This is a unique experience. An art center created in an abandoned oil factory.
Inside you’ll find art exhibits, cinema, live plays, symphonies, jazz, you name it…if it’s art, you’ll find it here. It also has wonderful bars and rooftop restaurants. One of Havana’s best restaurants, El Cocinero is located here.
Known for its creative Cuban cuisine and stunning rooftop views, it’s the perfect way to bid farewell to Havana as you reflect on your vibrant weekend.
Night: Havana Nights to Remember
For those seeking one final adventure to end their weekend in Havana, immerse yourself in Havana’s legendary nightlife with an unforgettable experience.
Tropicana Club: Step into the dazzling world of the Tropicana, Havana’s iconic open-air cabaret.
Established in the 1930s, the Vegas-style performances are amazing. Enjoy infectious rhythms and lavish costumes This renowned venue offers a thrilling glimpse into the glamour of Havana’s entertainment scene.
A night at the Tropicana Club is the perfect way to wrap up your Havana weekend trip, leaving you with memories of the city’s enchanting spirit.
Where to Stay in Havana for a Memorable Weekend
When planning your Havana weekend getaway, selecting the perfect place to stay will greatly enhance your experience.
From historic hotels to charming casas particulares (private guesthouses) Havana offers a range of accommodation options to suit various preferences and budgets.
Tips for Your Havana Weekend Getaway
Before setting off on your Havana weekend adventure, keep these helpful tips in mind to ensure a smooth and enjoyable trip:
Currency: U.S. dollars and Euros are readily accepted. It’s also good to have some local currency for small expenses like water or bathroom attendants or in local markets in Havana and other spots around the city.
Transportation: Cuban transportation offers many options. While exploring, opt for the iconic vintage taxis for a classic Havana experience, but always agree on the fare in advance. For a unique ride, try a coco-taxi, a fun way to zip around the city.
Language: Though Spanish is the official language, many locals in tourist areas speak some English. A few basic Spanish phrases, like a friendly “Hola,” can enhance your experience and interaction with Havana’s warm people.
Etiquette: Respect the local customs and traditions. A smile and politeness go a long way in fostering connections with the local people which are known for their hospitality.
Safety: While Havana is generally safe for tourists, keep an eye on your belongings, especially in crowded areas. It pays to be prudent in any big city. Use a money belt or secure bag to protect your valuables.
Dining: For an authentic taste of Havana, venture beyond tourist spots and try local eateries or paladars (private restaurants). These often offer the most genuine Cuban cuisine and a more intimate dining experience. Don’t miss the amazing fruit shakes called “batidos” and pronounced “bah-tee-does.”
Havana is a city that grows on you. It will captivate your heart with its rich history, vibrant culture, and welcoming locals.
Your Havana weekend itinerary will leave you with memories you will remember for many years to come.
Day Trips from Havana
There are plenty of exciting day trips from Havana. Each one of them has its charm.
Viñales. The beautiful city of Viñales is about 3 hours west of Havana. I have visited 110 countries over a lifetime of travel and I can honestly say this is the most beautiful place I’ve ever seen.
If you have more than a weekend in Havana, come to this incredible nature paradise.
Varadero. This beach town is about 90 minutes east of Havana and is rumored to have the prettiest beach on earth. Hyperbole, you say? Check it out.
The area is mostly all-inclusive resorts but you can snag a day pass. Just check at any of the hotels on Parque Central.
If you have a week or two, head to Cienfuegos and Trinidad, the most perfectly preserved colonial city in the Americas.
Want to learn more about how to enjoy the ultimate weekend in Havana? Check out these reference books to help plan a 48-hour guide to Havana.
What do you think about this ultimate Havana weekend? Let us know in the comments.
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