Trip Registration

How do I register for one of YOUR experiences?

  1. Visit to view all experiences.
  2. When you’re ready to reserve your spot, click any of the yellow buttons to pay the required deposit .

will Jeff and Kalisa Be on each trip?

Yes indeed we will!


Is a deposit required to reserve a spot?


Are My Payments refundable?

Payments are not refundable. If a future circumstance prevents you from attending, it is possible that your deposit may be applied to a future Runaway trip. Please read terms & conditions.

Do you offer payment plans?

Yes. Installment payment terms are outlined on the purchase page.

What forms of payment do you accept?

Payment can be made by credit or debit card via our secure payment processor.

Flights + Transportation

Are flights included in the cost?

Yes, round-trip flights from BWI are included in the registration cost. We can accommodate other departure cities, please contact us for the rate.

CAN I book my own flight?

No. It's more seamless for us handle your flights as there are several other other factors that need to be integrated and coordinated. 

Do I need a passport? what about the visa?

Yes, you need a valid passport to travel to Cuba. A visa is also required but, lucky for you, the Runaway's got that covered!

Do you provide airport transfers and on-the ground transportation?

Yes, we will pick you up from  the airport upon arrival and drop you off for you return flight at no extra cost. Transportation to and from programmed activities is also included.


What are the room arrangements?

We'll stay at our handpicked B&Bs. All are owned and run by private Cuban citizens.

All bedrooms are double occupancy. Let us know if you're traveling solo, with friends or as a couple and we'll make the necessary arrangements.

Single occupancy rooms with private bathrooms may be requested for an additional fee. It's first come, first served and in limited quantity.

How much is a single occupancy room?

A single occupancy room with a private bathroom will cost an additional $300. They are first come, first served and in limited quantity.

Are there other solo travelers?

Yes, our experiences tend to be a blend of solo travelers and friends booking together.

Is there wifi?

Wifi and mobile service is VERY limited throughout Cuba. Please do not plan to have access to wifi or mobile service.


What will the itinerary consist of?

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 2 distinctly different locales: Havana and Viñales

  • Eat the BEST food the island has to offer

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

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

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

Is this trip for me?

It is if:

  • 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.

It's NOT if:

  • 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