Airbnb Article.jpg

Join us in Cuba

Travel with trusted experts and get an authentic glimpse of life in Cuba.



The Experience

Join us for a jam-packed, 7-day cultural journey into Cuba. Our 3-city adventure will take us to the bustling capital of Havana, the colorful, historic town of Trinidad and the lush farm region of Viñales. You’ll get an authentic taste of life on this once-forbidden island as we explore the vibrant art and music scenes, eat mouthwatering food, and more! With the help of our local guides and travel concierges, we’ll ensure your experience is both unique and seamless.

Reserve your trip for as low as $750 and pay the balance in 3 easy installments… it’s that simple!

cuba map.jpg

$2,950 Per Person / $750 Deposit

We plan every aspect of your vacation so that you don’t have to.

The Details

This is a travel experience for the culturally curious and the adventurers at heart. This trip won’t be a typical, relaxing island getaway and it’s not for everyone. Check out the details below to learn more about this unique opportunity to engage with the land and people of this truly incredible country.


There’s so much to see and do in Cuba. Lucky for you, we’ve curated an itinerary based on our favorites. Get ready to:

  • Explore 3 distinctly different locales: Havana, Trinidad and Viñales

  • Eat the BEST food the island has to offer

  • Tour tobacco fields, organic farms, and the architecture of historic neighborhoods

  • Jam out at late night concerts and dance in town squares

  • Be inspired by local art and the artists who carry on the rich traditions

  • Ride horses, roll cigars, shop, connect, wander...and more!  


Enjoy 6 nights at our handpicked Casas Particulares (private home stays). All Are Cuban owned and run.

We’ll spend the first 2 nights at a charming B&B in the historic center of Havana. Next, we’ll move on to the colorful city of Trinidad, where our home for the next 2 nights will have beautiful views of the whole city. Then, we’ll return to our original B&B in Havana for our last two night in Cuba. 

**All rooms are double occupancy. Single occupancy rooms may be requested for an additional fee.**



  • Roundtrip flights from LA, Miami, Newark, NYC, Atlanta, Charlotte, Fort Lauderdale, Tampa, and Houston, to Havana. We can accommodate other cities, please contact us for the rate.

  • Travel Visas (Required to visit Cuba)   

  • Airport transfers and ground transportation


  • Six nights stay in our charming Cuban B&Bs and private homes

  • A shared room with one other person. A single occupancy room may requested at an additional fee.


  • ALL meals -- Breakfast, Lunch and Dinner -- sampling the BEST Cuban food the island has to offer

  • Alcoholic beverages are not included


  • Locally guided architecture, city and farm tours

  • Curated itinerary that includes concerts, horseback riding, shopping, free time and more


  • You have a genuine interest in Cuba, it’s culture and making connections with its people

  • You love meeting and hanging out with new people

  • You seek off the beaten path activities and have a “go with the flow” attitude

  • You enjoy walking, eating and trying new things.


  • You have a restricted diet. We’ll be eating Cuban food everyday (yum!). There will be very limited vegetarian options and we can’t guarantee accommodation of other restrictions or food allergies.

  • You need internet access to stay sane. We may encounter wifi hotspots at various points, but you should plan on being internet-free for this 7 day adventure.

  • You’re looking for a leisurely sand and sun island vacation. This experience is action packed!

  • You find walking difficult, as much of our exploring will be done on foot.

  • You require luxury amenities to be comfortable away from home

  • You don’t enjoy stepping outside your comfort zone



Join us in Cuba!


Drop us a line.