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 cuba

December 27, 2025 - January 3, 2026

Celebrate New Years in Cuba!

Cuba, with its mix of Spanish and African roots, is the perfect destination for you if you’re looking to experience rich culture, eye-popping colorful architecture, and excitement on every street corner. Picture yourself riding in classic cars, salsa dancing, smoking fresh cigars dipped in honey, drinking minty mojitos and exploring baroque architecture and cobbled streets in Old Havana! Together with my partners in crime, Cassie & Ronnie, we’ll be taking you on the adventure of a lifetime while giving back along the way.

Two people sipping beers in front of a colorful backdrop in Cuba.

At A Glance

Locations: Havana + Viñales

Duration: 8 days

Price: $3,499

Physical Rating: 3/5

Airport: Havana Jose Martin (HAV)

Group Size: 12 people, coed

Highlights: Convertible car cruises, cigar demos, Cuban cowboys

For years, Cuba was off-limits to travelers from the United States. In 2019, Cuba opened up its doors to tourism under certain travel laws, and we’re going! As a group, will be traveling under the “Support for the Cuban People” license, allowing our tour to be 100% legal and compliant with US and Cuban laws. We will stay in casas particulares, eat at local paladares, and visit and support community projects that benefit local artists, musicians, educators, farmers and entrepreneurs. We’ll even have local “choferes,” who will be not only driving us in our classic cars throughout the trip, but also joining in on our experiences.

Our trip is designed to immerse you in the culture and provide you with a deep understanding about Cuban life and history. A portion of the trip proceeds will be used to purchase supplies for the Cuban people in a remote village that you will be able to personally give to them.

Few Americans have been able to go to Cuba, and this is a once in a lifetime opportunity! The way you’ll interact with the Cuban people and immerse yourself in their culture will stay with you—and them—forever.

A white colonial-style building with ornate architecture and a dome under construction. In the foreground are three classic cars - one red and two blue - parked on a plaza. A person in a red dress walks across the frame.

Itinerary

Two people sitting in what appears to be a rustic wooden structure or hut, sharing a moment of laughter. One person is wearing a yellow headband and white tank top.

 What’s Included: 

Airport transfers in classic cars
All excursions and activities as per itinerary
Transport in classic cars with your own “choferes” (drivers), who will join us throughout the trip
16 meals (7 breakfasts, 3 lunches, 6 dinners)
All accommodations
Spanish/English guides and a trip leader on all tours
Donations for the Cuban people (you can bring more if you want)
 Group orientation call over Zoom one month prior to trip
WhatsApp chat support for the group three months prior to trip
Photos of your trip provided upon your return in a shared album
Your driver’s wages, accommodations, and food in Viñales—Most Cubans will never leave Cuba in their lifetime. This is an amazing opportunity for them to experience their own country in ways they otherwise wouldn’t be able to, and just another way you’ll be giving back to Cuba.

Not Included:

X  Flights + visas (I will guide you through the visa process)
X  Travel insurance (mandatory—see below in FAQs for more info)
X  Drinks and meals not specified in itinerary
X  Tips for guides, drivers and local hosts
X  Personal purchases & souvenirs
X  Local taxis outside of the transport in the itinerary

Accommodations:

It’s vital that we support locally-owned businesses in Cuba. We will be staying at Casa Particulares, which are people’s homes that they open up for guests. And you’ll have the experience of staying with a local family, eating home-cooked meals, and getting a feel for what daily life is really like in Cuba.

In Havana, we’ll be in boutique accommodations in Havana Vieja, with WIFI and 24/7 security. In Viñales, we’ll be in neighboring traditional ‘home stays’ (casa particulares). You will have rooms with private bathrooms and external entrances.

Both are of the highest standard, offering the best of Cuban hospitality and warmth.

The beauty of Cuba lies with its people.

Why Travel to Cuba With Us:

It’s no secret that I am absolutely in love with Cuba, but I want you to experience this magical place for yourself without the worry of planning out all the details and logistics.

You literally just have to show up. 

Pack your bags (I'll tell you exactly what to bring) and book that flight (yep, got tips for that too). Everything else? That's my problem now. Your only job is to show up ready for adventure.

I've done the homework so you don't have to.

I've figured out all the annoying details and potential awkward moments ahead of time. Because I scout every trip first, you get to skip the tourist traps and rookie mistakes I've already made for you.

No more waiting on flaky friends.

We've all been there - that group chat that starts with "Let's plan a trip!" and ends in radio silence. Not here. The dates are set, the itinerary is locked in, and your adventure squad is ready to go.

Small group = Big experiences.

Forget those massive tour buses. We keep it intimate (10-15 people max) because you can't exactly have a heart-to-heart conversation with 40 strangers or get invited into someone's home for tea when you roll up with a small army.

Make an actual difference (not just Instagram stories about it).

This isn't about drive-by tourism or performative do-gooding. We're talking real connections with local communities, authentic cultural exchanges, and meaningful ways to give back that actually help rather than hurt.

Finally get photos you won’t hate in 5 years.

Let's be honest - we all want at least a few shots that make our friends jealous. I've got you covered with photos that capture the real you having the time of your life (not just awkward poses in front of landmarks). Check out some photos of past adventurers.

FAQs

Do you have additional questions about traveling with us?

Fun Facts

Cigar vector art in black and white.
Sunshine vector art in black and white.
Old classic car vector art in black and white.
Cuba silhouette vector art in black and white.

Cuban cigars are among the finest in the world. Due to the US embargo, it is challenging to bring cigars back to the US, but you’ll be able to bring up to 50 home with you from our tobacco farm tour.

We will be traveling to Cuba during its dry season. Havana averages 72°F, with an average maximum of 81°F in January.

It's estimated there are 60,000 classic cars in Cuba. Common vintage car brands include Ford, Chevrolet, Chrysler, Oldsmobile, and Buick.

Cuba has two currencies: the Cuban peso (CUP) and the Moneda Libremente Convertible (MLC), which is mainly used by Cubans.

testimonial

I traveled to Cuba with Laura and had an amazing experience! Every detail was well planned out. She cares not only about her travelers, but the communities we are visiting as well. If you want to really experience the culture and atmosphere of a country, Laura will take you off the beaten path and provide memories for a lifetime. I will be traveling with her again!

- Rich W.

 Ready to reserve your spot?

INVESTMENT: $3,499
SINGLE SUPPLEMENT ADD-ON: +$400

PAYMENT PLAN OPTION: I offer a free payment plan, so you can spread the payment across 6 months with a $500 deposit due at time of booking.
All payments are non-refundable.

Please feel free to contact me if you have any questions or need a different payment arrangement.

A group of travelers sitting on a sand dune in the desert at sunset. The group of about 9 people are dressed casually and appear to be enjoying the golden hour view across rolling sand dunes.

After leading over 230 people through 9 countries, I've learned that while group trips are absolutely life-changing for most people, they're not everyone's cup of tea (or shot of tequila). Before you dive in, let's make sure we're a match:

Vibe Check

You'll thrive with us if:

  • You can roll with the punches when things go sideways (because they will - it's travel, not a scripted TV show)

  • You're cool with scheduled adventures (we've got amazing stuff planned, but if you're the "wake up at 2pm on vacation" type, you’ll be missing out)

  • You understand the whole "strength in numbers" thing means sometimes doing what works for the group vs. your sudden craving for street food at midnight

  • You can vibe with different personalities (spoiler: you won't click with everyone, and that's totally fine)

  • You get excited about culture shock instead of freaking out when things aren't exactly like home (that's kind of the whole point)

Think of it like joining the coolest adventure club you never knew you needed. If you're nodding along to these points, chances are you're gonna fit right in. If you're breaking out in hives just reading this... maybe stick to solo travel for now.

Remember: Travel isn't about being perfect - it's about being open to whatever awesome weirdness comes our way. Because trust me, it will.

Still have questions?

Want to check out flight prices?

You will be flying in and out of Havana Jose Marti International Airport (HAV).

Laura Ericson Group Trips is not responsible for any costs related to flights. You can use this tool to gauge flight prices, but please wait until you get an email from us approximately 3-4 months prior to your trip to book your flights to ensure you have all of the information needed for booking. We recommend always booking with the airline directly and not from an online travel agency (OTA) like Kayak, etc.

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“Travel is about the

gorgeous feeling of

teetering in the

unknown.”

— Anthony Bourdain