New! 2019 Trip dates:
April 5 - 9, 2019 - 5 spots available
April 12 - 16, 2019 - (Havana Biennial art group trip) Click here.
November 8 - 12, 2019 - 10 spots available
December 6 - 10, 2019 - 10 spots available

Vibrant Havana - 5 days

The legends are true. Postcard sites and vibrant cultural assaults on your senses! This is Cuba. It all starts in Old Havana where national pride and tradition radiate like heat waves from the cobbled streets, and life flows to the pulse of vintage roadsters and Caribbean beats.

Your adventure in the Caribbean's most celebrated city includes colonial architecture, salsa dancing with the locals, and mingling with Cuban artists. And if something unexpected pops up (it will), we may just steer from the itinerary and into a whole new adventure - that's just how it goes in Old Havana.

From Havana, we'll travel to Viñales where you'll ride horseback through lush tobacco farms and learn to roll a classic Cuban cigar like a pro.

Come and experience the warmth and color of Cuba with us!

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Click here for answers to FAQs on our Cuba trips.



  • Airport pickup and transfer to the casa particular (guesthouse)

  • Arrive in the captivating city of Havana

  • Tune in to the rhythms of the locals with a Cuban dance class

  • Welcome dinner + meet other travelers

  • Meals included: dinner



  • Explore Old Havana and enjoy an architectural tour

  • Tour around the different neighborhoods in Havana by a classic convertible + get to learn about the history of the city

  • Visit an art space and night time spot for an evening of arts and music. Dinner reservations will be made for the group inside of their trendy restaurant.

  • Meals included: breakfast + lunch


Day 3 DAY TRIP TO VIÑALES (3-hour trip from Havana - included)

  • Travel to Viñales

  • Horseback ride through a lush picturesque valley (stunning views included)

  • Learn to hand-roll a cigar like a pro

  • Absorb the flow and culture of rural Cuban life

  • Meals included: breakfast + lunch



  • Learn how to make two traditional Cuban desserts prepared by a local friend

  • Savor the delicious desserts after the lunch prepared by our hosts

  • Free evening to explore at your leisure. We can arrange activities for you that fit your interests. For example: Round trip transport to the beach, scuba diving with a marine biologist, visit the cigar lounge at the Gran Hotel Manzana Kempinski, etc.

  • Meals included: breakfast + lunch



  • Transportation to the airport

  • Return home with good vibes and a beat you just can't shake


Trip Dates:

April 5 - 9, 2019
April 12 - 16, 2019
November 8 - 12, 2019,
December 6 - 10, 2019

Additional info


  • Accommodation for 4 nights

  • Transportation to and from the airport

  • In-country transportation (public transport: shared taxis and buses)

  • Meals as noted

  • Activities as noted

Not included:

  • Airfare in and out of the country

  • Mandatory travel insurance

  • Visa

  • Health insurance*

  • Souvenirs

  • Other incidental expenses (just ask if you're not sure)

  • Alcohol, except where noted

Accommodations: We will be staying in casas particulares (homestays), which are similar to a bed and breakfast. Cuban homes are so charming and vibrant, you're gonna love 'em!

This trip will include 6 shared rooms. If you sign up with someone else, you will be paired up with that person. Otherwise, you will be assigned a roomie. We will put you and your roomie in contact before the trip! More details regarding accommodation will be shared upon purchase of the trip.

Americans Traveling to Cuba: This trip is permitted through the "people-to-people general license category" authorized by the Department of the Treasury's Office of Foreign Assets Control. This itinerary is intended to provide a cultural experience and meaningful interactions with Cubans.

*Health Insurance: Cuban authorities require proof of health insurance upon entering the country. Save a printed copy of your policy ready to show. If you don't have proof of health coverage upon arriving, you will be required to purchase Cuban medical insurance for the duration of your trip, which will run about $3 per day. 

What to expect in Cuba: While we try our best to stick to the itinerary, traveling in Cuba requires flexibility and changes to accommodation, transportation, and activities may occur. Cuban infrastructure has not been maintained according to western standards, hot water may be minimal, wifi connection may be slow when available, and the general pacing is slow but vibrant. Bring your sense of adventure and enjoy the moment! 

Pricing: The trip cost is $1799 per person after early signup. A $500 deposit per person is required to reserve your spot. Final payment is due no later than 30 days prior to departure. All payments must be made by credit card. 

Please read our FAQs page and Booking Terms and Conditions for more information.