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Classic vintage American car parked on a cobblestone street in front of colorful colonial buildings in Old Havana, Cuba
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4 DaysCubacountry

Cuba

Your 4-day travel guide

The best time to visit Cuba is during the dry season, from November to April. This period offers the most pleasant weath...
Cuba•4D•All
Cuba, Cuba
Duration:4 Days
Activities:12
Best for:All travelers

Colonial Charm, Classic Cars, and Cuban Rhythms

Cuba is a Caribbean island nation with a rich cultural tapestry shaped by Spanish colonialism, African heritage, and revolutionary history. For couples seeking culture and cuisine, it offers vibrant cities filled with music, stunning colonial architecture in pastel hues, and a unique time-capsule atmosphere. From the historic streets of Havana to the tobacco fields of Viñales and the colonial elegance of Trinidad, this itinerary explores the authentic heart of Cuba through its people, art, history, and flavorful local dishes, providing an immersive journey beyond the resorts.

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1

Arrival and Old Havana Immersion

Day 1 of your journey

Casa particulares are private homestays, the most authentic accommodation in Cuba. For couples, they offer charming rooms in colonial homes with local hosts who provide personal recommendations. Staying in Old Havana places you within walking distance of major sites. Check-in is typically in the afternoon. Your host can help arrange taxis and offer insights into daily Cuban life, making it a cultural experience in itself.

Casa Particular in Old Havana
Why Visit

Staying in a casa particular directly supports local families and offers a genuine connection to Cuban hospitality. It provides a more intimate and personalized base than a hotel, with hosts often sharing stories, serving breakfast, and helping navigate the city. For couples, it creates a cozy, romantic setting in a historic building.

Book your casa particular in advance via platforms like Airbnb or specific Cuban booking sites. Confirm if breakfast is included; it's often a great value and a chance to try local coffee and fruit. Address: Your host will provide the exact location upon booking.

Colorful colonial building facade with a wooden door in Old Havana, CubaGet Tickets

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2

Revolutionary History and Local Flavors

Day 2 of your journey

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3

Tobacco Country and Scenic Valleys

Day 3 of your journey

4

Colonial Trinidad and Return to Havana

Day 4 of your journey

Before You Go

Essential Travel Tips

Carry enough cash for your entire trip. Cuba operates on a dual currency system, but as a tourist, you'll primarily use Cuban Convertible Pesos (CUC) or increasingly, foreign currency like Euros or USD. Credit/debit cards from U.S. banks and many others do not work.
Book accommodation (casas particulares) in advance, especially in high season. They fill up quickly and are your best bet for authentic stays.
Download offline maps (like Maps.me) and translation apps. Internet access is limited and purchased via scratch cards for Wi-Fi in specific public parks or hotels.
Pack essentials like sunscreen, insect repellent, medications, and toiletries, as these can be expensive or hard to find locally.
Learn basic Spanish phrases. While some in tourism speak English, knowing greetings, numbers, and simple questions greatly enhances interactions and is appreciated.
Always carry your passport (or a photocopy) with you, as it may be required for certain transactions or if asked by police.
Be prepared for occasional shortages. Menus may have limited options, and some attractions might close unexpectedly for maintenance.

When to Go

Best Time to Visit

The best time to visit Cuba is during the dry season, from November to April. This period offers the most pleasant weather, with warm days, lower humidity, and minimal rainfall. It's also the peak tourist season, so expect higher prices and more crowds, especially around December holidays. The shoulder months of May and October can be good compromises, though there's a higher chance of rain and it's hotter. The hurricane season runs from June to November, with the highest risk from August to October.

Local Insights & Tips

Cubans are generally warm, friendly, and proud of their culture. Music is everywhere—don't be surprised to hear son, salsa, or rumba spilling onto the streets. A polite "Hola" and "Gracias" go a long way. Tipping is appreciated in restaurants (10% is fine) and for good service. Cubans often engage in conversation; be open but avoid sensitive political debates. The pace of life is slower than in many Western countries; embrace the relaxed "Cuban time." In restaurants, service can be leisurely—view it as part of the experience. Dress respectfully when visiting churches or formal places. Cubans are resourceful; you may be approached by people offering services (tours, cigars, restaurants)—a polite "no, gracias" is sufficient if not interested.

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