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 cuba

Experience Cuba's Magic with Mel + Dawn

January 4 - 11, 2026

We're hosting an intimate trip to Cuba, combining cultural immersion with good company. If you're reading this, you're someone we'd love to have join us.

Meet Your Trip Hosts

Our paths crossed years ago, but it wasn't until we explored Cuba together that our friendship truly blossomed. Over street-side mojitos and deep conversations about creating meaningful experiences, we discovered a shared vision that sparked something bigger than ourselves - we knew we had to return and share this transformative place with others. After experiencing the magic of Cuba together as travelers, we found ourselves dreaming up ways to combine Dawn's expertise in creating transformative group experiences with Mel's talent for uncovering the authentic stories that make a place special. The result? A journey that captures everything we loved about our first trip, plus a few surprises we can't wait to share.

A woman wearing sunglasses and a blue-and-white striped dress leaning on a red classic car with pink cars in the background at a car show, with a building featuring a large line art portrait of Jesus on it.
A woman with dark hair, wearing large sunglasses, a black sleeveless top, and colorful patterned skirt, sitting on the front bumper of a vintage turquoise car in a parking lot. The background includes other vintage cars, trees, a tall building, and a cloudy sky.

This trip is your invitation to:

  • Group of people riding horses along a dirt path in a lush green landscape with mountains in the background and a cloudy sky.

    Explore

    Dive into Cuba’s culture, history, and beauty. Experience a place that's not just a dot on the map, but a world of wonder.

  • Two women standing in front of a vintage turquoise car with a grey building in the background. One woman has blonde hair, wears large black sunglasses, a black shirt, and rust-colored pants. The other woman has dark hair, a grey cap, a black tank top, and light pink shorts.

    Connect

    Build lasting relationships with a network of inspiring women, all personally selected for this unique experience.

  • A group of women and girls posing inside a rustic wooden hut, many of them holding cigars or cigarettes and smiling.

    Transform

    Engage in experiences that challenge, change, and enrich you, facilitating both personal and professional growth.

Three friends taking a close-up selfie inside a vintage car with teal interior, all smiling and wearing sunglasses.

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 Cuban friends and classic car drivers, we’ll be taking you on the adventure of a lifetime while giving back along the way.

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.

Two people drinking a beer in Cuba.

At A Glance

Locations: Havana and 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

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 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.

A woman with long brown hair, wearing a green polka dot dress, standing next to a pink vintage car on a city street with historic buildings in the background.

meet laura

Hey future friends! I’m Laura, your trip leader to Cuba. I am a travel business owner from Eau Claire, Wisconsin who inspires and empowers fellow explorers to get out and see the world. All of my trips are boutique-style and are curated for you to immerse yourself in the culture and experience a country in an authentic way. Read more about me and my business here.

Why Travel to Cuba With Me:

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.

That means preparing you every step of the way and providing information on everything from purchasing flights, visas, currency, weather and safety, to the more exciting things like what to wear and fun things to do in your free time. Cuba is not an easy place to travel to, and going with professionals will ensure your experience is as seamless as possible. 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

As a recently divorced woman, I wanted to travel, but not alone. I’m starting my life over in my 60’s and wanted to try something daring—and I did! I went to Cuba with Laura, and it was a life-changing experience for me. I have a renewed sense of confidence. So, I’m taking the trip to Mexico City in October. Do something that scares you and empower yourself. Travel with Laura!

-Kerry

 Ready to reserve your spot?

INVESTMENT: $3,499
SINGLE SUPPLEMENT ADD-ON: +$500


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