Get ready to embark on a one-of-a-kind 9-day itinerary through Cuba, featuring exclusive access to experiences that most tourists never get to see.

We’ll begin in Havana, taking you beyond the usual sights—exploring the city in classic cars, visiting vibrant art spaces, and meeting local artists. You’ll also enjoy a special visit to a Children’s Circus School and a private evening at Fabrica de Arte Cubano, a creative hub that offers a unique insight into contemporary Cuban culture. From there, we’ll head to the stunning valleys of Viñales to learn about traditional cigar-making on family-owned farms, explore the countryside on horseback, and enjoy a fresh seafood lunch on a secluded island. Back in Havana, we’ll capture the city’s charm with a sunset photo session featuring professional ballerinas and gain an intimate understanding of Cuban dance traditions. We’ll also explore the fishing village of Cojimar, once a favorite spot of Hemingway, and conclude our journey with a celebratory dinner to toast to these unforgettable experiences.

This is one of our most unique itineraries, offering an authentic and immersive look at the real Cuba.

Most transactions in Cuba are conducted in Cuban Pesos (CUP), although some places still accept U.S. dollars. For daily expenses like meals not included in the tour, snacks, laundry, and additional activities, we recommend budgeting around $40 USD per day.

We recommend bringing cash in USD to exchange at official locations such as CADECA exchange houses, banks, or hotels. ATMs are unreliable, and U.S.-issued cards won’t work due to embargo restrictions.

Always exchange money at official venues and only exchange what you need, since CUP cannot be converted back outside of Cuba. Our guides will assist with currency exchange.

When it comes to tipping, it is customary and generally expected. Here’s a quick guide:

Although the most common plugs in Cuba are the American-style (Type A and B), you may also find European plugs (Type C) in some locations. If you’re traveling from the U.S., your devices should be compatible with most outlets, but it’s a good idea to bring a universal adapter to be prepared for all types.

As for electricity, check your chargers to see if they say 110 – 230 V. If they do, you will not have any problems charging your device while on the tour.

Cuba is considered one of the safest destinations in the Caribbean, with very low rates of violent crime. While petty theft, such as pickpocketing, can occur in crowded areas, it’s easily avoidable by remaining mindful of your belongings. Always keep your bags zipped, carry purses securely in front of you, and avoid carrying large amounts of cash. Our accommodations are secure, so you can leave your belongings safely when exploring. With these basic precautions, you can enjoy your time in Cuba with confidence and peace of mind.

Scams

It’s important to be mindful of a few common scams to ensure your trip goes smoothly. One common issue is the sale of fake cigars. Street vendors may claim they have authentic cigars at discounted prices due to a “special event,” but these are often counterfeit or of low quality. Short-change scams are also common, so make sure to count your change and be familiar with the local currency. Additionally, avoid exchanging money on the street as counterfeit currency is a risk, always stick to official exchange houses our team will show you. Be cautious of overly friendly locals offering unsolicited help or deals on goods and services, as they may lead to overcharging. By staying aware of these situations, you can enjoy your time in Cuba with confidence and peace of mind.

Clothing Requirements

While traveling in Cuba, you are free to wear whatever clothing you wish as Cubans generally dress as they do in any Western country.

We highly recommend bringing comfortable shoes with good traction for Viñales, as well as one dressier outfit for evenings out in Havana.

Packing

We recommend packing the following items:

Pants (1-2 pairs – comfortable, lightweight)
Shirts (3-4 short-sleeve shirts, 1-2 long-sleeve shirts)
Shorts (3-4 pairs)
Swimsuit
One dressier outfit (for nights out in Havana)
Underwear and socks
Shoes (comfortable walking shoes or sneakers) and Sandals
One pair of good-traction hiking shoes
Warm clothing (1-2 light jackets for cooler nights)
Rain coat
Toiletries
Medications (bring enough of any prescription medicines you take)
Small daypack (for daily excursions)
Gadgets and chargers (don’t forget a travel adapter)
Earplugs (helpful if you’re a light sleeper)
Sunglasses
Hat
Insect repellent (as you might not find any in Cuba)

If you have any questions about specific items you’re considering bringing, please send us an email, and we’ll be happy to advise you on whether they’re necessary for this trip.

WhatsApp Group

We will set up a WhatsApp chat 2 weeks prior to the start of the tour that will include all of the participants as well as your tour leader. This will allow everyone to get to know each other in advance, ask questions and communicate with your tour leader both before and during the tour. It will be very useful for you to have WhatsApp available to you during the tour as this will be the main method of communication.

If you choose to bring small gifts for the local people, it can make a meaningful difference and is greatly appreciated, especially in the more rural areas of Viñales. Items like basic snacks, sewing supplies, or over-the-counter medicines are warmly welcomed. Should you have any questions about donations or what to bring, please feel free to email us at team@wanderingearl.com.