Colorful Cuba

February/March 2020 • 8-10 Days • Price TBA

Early research promises a rich blend of history, culture, and nature, with a surprisingly strong emphasis on untouched rural landscapes!

Now accepting Early Bird deposits on this new tour! An Early Bird is a $50 deposit that holds your spot during the planning stages of a trip, when we don’t have a set itinerary or dates. Early Birds are always refundable!

Once under Spanish rule, then briefly a US protectorate, Cuba gained formal independence in 1902. Following the Cuban Revolution and the Castro regime of communism, the island became an unreachable destination for American visitors since the 1960s. Turbulent relations heightened during the Cuban Missile Crisis and continued through the last half of the 20th century during the Cold War. Recent thawing of diplomatic relations between the US and Cuba is now allowing certain kinds of cultural travel for Americans for the first time in decades. Cuba is still a communist nation and our visit will have unusual controls to deal with. We will be working, however, with experts on travel to Cuba and are excited about itinerary ideas they have shared with us.

Each new Adventure we develop requires an on-site scouting trip to develop an itinerary with walks and customized activities and excursions. A guide team from our home office will be taking a scouting trip to Cuba in late 2018 or early 2019. More details on this new tour will be available on their return.

We are developing this new itinerary! More details will be available shortly.


  • All land travel
  • Tourist-class or better hotel accommodations
  • All breakfasts and a selection of lunches and dinners
  • Cultural & historical expertise of our local guide throughout
  • WAI guide service throughout
  • Tips for guides/coach drivers and group meals
  • Pricing is based on double occupancy. Single accommodations will be available for a supplement.

Adventure Pace

Tour Pace: 1 2 3 4 5
Walk Challenge: 1 2 3 4 5

Tour Pace and Walk Challenge pending until our guides return from the scouting trip for Colorful Cuba.

Important Info

Group Size

25-30 travelers


Strategically located Tourist Class hotels or better


Breakfasts included with a selection of lunches and dinners.


Not Included. Travelers will be met at the start point for this tour.



Traveler Age

Our travelers usually range from 50–75 years of age. All ages welcome!


We are developing this new itinerary! More details will be available shortly.

More Details

Click on each heading for more details.

How do I lock in my place on this Adventure?

Call or mail in your refundable Early Bird ($50) to save your spot! A maximum of 30 travelers will be accepted on this Adventure.

Traveler Rewards Program

The New Traveler Discount, Alumni Traveler Discount and Referral Reward may be applicable to this tour. Terms, exclusions and conditions apply. See the Traveler Rewards 2019 page for more details or contact us with any questions at 800.779.0353 or [email protected].

What about the walks?

We generally walk at a pace of 2 to 3 miles per hour. In most cases, we are not “strolling.” We are walking at a relaxed but steady pace. Your experience will be significantly affected by your level of physical fitness. If not walking regularly at home, we strongly recommend that you make a priority of “training” beforehand in order to both enjoy the trip and avoid medical issues due to overexertion. If you have questions about your ability to participate, please talk with our office at 1.800.779.0353.

We have adopted a walk difficulty rating system, which contains a numeric indicator for trail incline and an alpha indicator for trail terrain.  The explanation for this system is presented below.


1. Very small hills or very little stair climbing. Cumulative elevation gain from Starting Point: up to 200 feet.
2. Some moderate hills and stair climbing. Cumulative elevation gain from Starting Point: 200-1000 feet.
3. Some significant hill or stair climbing. Cumulative elevation gain from Starting Point: 1000-2000 feet.
4. Lots of significant hills or stair climbing. Cumulative elevation gain from Starting Point: 2000-3500 feet.
5. Many steep hills. Cumulative elevation gain from Starting Point: more than 3500 feet.


A. Almost entirely on pavement.
B. A significant part of the route is on well-groomed trails with very few obstacles.
C. A significant part of the route is on somewhat difficult terrain (rocky / rooted paths or soft sand).
D. A significant part of the route is on very difficult terrain.
E. The majority of the route is on very difficult terrain.

What happens next?

Once the Cuba itinerary is released, we will accept registration deposits ($500) to save space.

If you have Early Birded with a refundable $50 deposit, your spot on the tour will be held for 2 weeks after the itinerary is published while you make a decision on whether or not you’d like to register with an additional $450 to bring your deposit on tour up to $500. If you decide not to join us for this tour, your Early Bird can be refunded or transferred to another tour.

We look forward to sharing Colorful Cuba with you!