At B&R we make it incredibly easy for you to journey with your friends, family, colleagues or on your own. Create your own private trip by taking over one of our dates—or we can request a fresh one. Prices are sliding scale to suit the number of travellers. Interested in tweaking the itinerary? We can do that too. Ask us for details!
The right number of like-minded travellers to make new friends.
Your dates. Your group. Our expertly-designed itinerary.
Tailored to your interests, a bespoke travel experience.
Combines the hallmarks of any B&R itinerary (excellent hotels and beautiful routes) with the freedom of pacing each day exactly the way you like.
Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.
Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.
We use premium hotels that are unique expressions of the region. Often they’ve had a previous life as a monastery or a castle, but in every case they offer an exceptionally comfortable stay.
These are stylish 4-star properties that offer a casual and comfortable stay. Often without a 24-hour concierge or room service, they tend to be smaller family-run hotels that are perfect for the region.
“I can’t say I really ‘work out,’ but I’m in good shape and am relatively active.”
“I enjoy a good walk or ride, and feel comfortable while on the move.”
“I get moving at least once a week, and don’t mind a little sweat.”
“I get moving a few times per week and enjoy some exertion.”
“I want to feel invigorated each day and going hard is how I like to do that.”
A People-to-People Experience
In a fast-paced world where old seems to give way to new at a moment’s notice, there is a beauty in the patina of those few pockets of the globe that still truly feel vintage. In Cuba, there is simply no mistaking this feeling. After half a century spent on the periphery of modernity, its doors are finally opening, the island practically beckoning for discovery. As a Canadian company, B&R has long been wise to its charms; after years of waiting patiently (and politely—we are Canadian, after all), we’re thrilled to finally share this place with our closest friends.
Note that in order to adhere to the US government requirements for travel to Cuba, this trip does not allow for the degree of flexibility we build into all of our other itineraries; as a guest, you will have a full schedule of enriching people-to-people educational exchange activities.
Converted from USD based on the latest exchange rate. Final amount and payment will be in USD. Final conversion rate is determined by your bank.
Havana to Havana request a DETAILED ITINERARY
Ready for Adventure?
Simply fill out this form to view the itinerary. We’ll also email you a copy so you can refer back to it later.
Select Your Trip Dates
Go with the right number of like-minded travellers to make new friends.
Limited Space / Waitlist
This departure is either sold out or almost fully booked but with deposit we will request additional rooms from our hotels where possible.
Cuba Active ExpeditionBOOK NOW
Your private Cuba Active Expedition trip
FROM (USD) †
|† Double occupancy|
* Trip elements may be adjusted on smaller group sizes.
Have a custom trip designed exactly to your interests. Like a tailor making a bespoke suit, it will fit you perfectly.
Our Bespoke trip designers are a talented bunch who can craft unforgettable experiences for your specific group—and working within your needs and budget.
Get in touch with a Trip Designer to begin planning your perfect vacation.REQUEST A QUOTE
Day by Day
Embark on a walking tour of Havana, taking in some of the oldest sites and buildings in the city. You'll get insider access to exclusive sites through B&R's partnership with the World Monuments Fund. Tonight, enjoy dinner at La Guarida, one of the best paladars in town.
Walk through Havana's colonial past, witnessing countless city highlights. Lunch will be in a locals home where you'll get the chance to participate in a hands-on cooking demonstration before feasting on your creation!
Today you'll drive to the coast and mount your bike for a ride into Cienfuegos. After, embark on a boat ride into the old town where you'll begin a brief walking tour. Dinner tonight will be in a Colonial home that specializes in seafood and dates all the back to the 1800s!
Explore the UNESCO protected city of Trinidad by foot and then hop on your bike and ride to your lunch location in a small paladar. Dinner tonight will by at a family-run restaurant where you'll then get a chance to enjoy the local night life, complete with dancing in the streets!
Today you'll bike from Trinidad to the adjacent Valle de Los Ingenios. Visit one of the many sugar mills in the region to learn about the production of sugar cane (and to taste a refreshing guarapo!) Dinner tonight will be a classic cuban-style BBQ.
Back in Havana you'll have the opportunity to learn how to roll cuban cigars as well as meet with artisans and small business owners to learn about their country. Tonight will be a classic B&R final night celebration!
We’ll say our goodbyes over breakfast this morning before seeing you off to the airport – or helping with further travel arrangements.
Truly vintage.Request a Detailed ItineraryCuba Active Expedition
Hotel Saratoga, Havana
Havana's Hotel Saratoga is an elegant, eclectic style building with marked neoclassical features, located on one of the central streets in the Cuban capital. We’ve booked the Junior Suites which are inter-leading. View hotel website »
Finca Kenia, Trinidad
This delighful house is one of the oldest in Trinidad. The large gardens overlook a ruined colonial fort and are the perfect setting to relax.View hotel website »
We never wanted to be the biggest travel company in the world, just the best.
— George Butterfield
I don’t know how B&R does it – the quality of their trips is so consistently high! Just when we think they couldn’t do anything as good as our last trip, they do! Another fantastic experience with B&R.— Carolyn Zaslaw
This trip is appropriate for people who enjoy a good walk or ride, and feel comfortable while on the move. Daily biking distances usually vary from 20 to 30 km (12 to 19 mi.) and walks are 8 to 10 km (5 to 6 mi.), with some longer afternoon options available along the way.
“I enjoy going for a good walk or ride and can even handle an incline or two.”
Relatively flat but will include inclines and the occasional climb or two.Read more on our Activity Levels
What’s included? Everything you need. Plus everything you’d
want. Plus a few things you never knew you wanted ‘til you got them.
In a word: everything. In ninety words? Signature B&R guides; local experts; unique, unforgettable biking and walking routes; private tours; authentic local cuisine; lessons and demonstrations; local artisanal wines; wine tastings; all victuals and libations; all the endorphins you can handle; new insight; interesting, fun and like-minded travel companions; a feeling of total freedom. In short: an extraordinary, hassle-free journey of discovery.
- All hotel accommodation
- All meals, including wine, beer and local drinks.
- Services of B&R guide(s) and support vehicles.
- All special events, private tours, numerous national guides and local experts.
- WMF exclusive access to local sites
- Use of local bikes
- All baggage transportation
- All transportation from rendezvous to drop-off
- Detailed maps, route suggestions and water bottle
- All gratuities for baggage, porters and hotel service
You can’t enjoy a great biking trip without a really great bike. On this trip, we’ll use well-tuned, high-quality, local bikes that provide a good fit to your size and weight.
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And your mind? Totally and utterly blown.
We craft extraordinary experiences, tailor made to meet
your every need, with every stitch of every day crafted
just the way you want it. Learn more about Bespoke