People biking on Backroads trip
People biking on Backroads trip
Cuban Cocktails
Art- Cuba People-to-People Family Vacation
Cuba Dining - Family Vacation
Cuba Wildlife
Cuba Family Bike Tours
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E-bikes are not available in this region. Please click here to view bike options for this trip.

Cuba Multi-Adventure Tour - For Families with Older Teens & 20s

Cultural Connections & Havana Highlights

One or more kids 17+ required (siblings 14+ ok)

Family — Older Teens & 20s

6 days 5 nights

Activity Level: 1-2

Casual & Casual Plus Hotels

From: $5,299 - $5,499 pp dbl occ

($500 for sgl occ)

Vintage cars, colonial towns, coffee plantations and tropical sun. All set to an infectious rumba beat. Savor the culture and romance of Cuba on unforgettable hikes and remarkable bike rides. Join us! We're one of the few US companies running trips in Cuba, so if you've been thinking about traveling to this enchanting country, now is the time!

Cuba Family Multi-Adventure Tour
Cuba Family Multi-Adventure Tour


Start/End Havana

Start/End locations may vary. Do not book flights until your trip details are confirmed.


  • Travel to Cuba on this unique and active US-approved Multi-Adventure Trip—we launched the first trip of this kind!
  • Hike the rarely accessed Santa Catalina Caves—known for toadstool stalagmites—with a famous speleologist
  • Cycle through tropical villages and atmospheric colonial towns that still seem to belong to another time
  • Interact with the vibrant culture that makes Cubans tick, from baseball and dance to rural farming and inner-city preservation


Accommodations may vary based on departure date.
6 Days Casual & Casual Plus Hotels
Accommodations may vary based on departure.
Days 1-3

Enjoy a special performance of danzón, the native Cuban dance, at a hilltop chapel | Trace the roots of Cuban baseball to the nation's first stadium | Uncover architectural treasures in Matanzas, known as the Athens of Cuba | Hike a subterranean wonderland of limestone formations | Prepare a typical Cuban farmer's meal with a family at a community project | Engage with young artists at an escuela de arte (school of the arts) | Follow the lead of expert dancers and learn to salsa | ​Bike through quaint villages and farmland dotting the province of Matanzas | A farm-to-table meal awaits at a family-owned organic farm | Visit a ceramics workshop run by a group of artists.

Hotel Louvre
Hotel Louvre
| Casual Hotel

In the center of Matanzas, Cuba's city of poets, culture and dance, this elegant 19th-century hotel faces the Plaza de la Libertad.

Days 4-6

Take a dip at Playa Jibacoa's white-sand beaches | Discover the famed Malecón, Plaza de la Revolución and other iconic sites of Havana | Explore vibrant Habana Vieja | Local entrepreneurs and paladar (restaurant) owners share their passions and stories | Meander through lively plazas and side streets including Callejón de los Peluqueros, home of a community project centered around one of Cuba's most famous hairdressing salons | Meet an American journalist considered by Cubaphiles to be among the most informed foreign correspondents working in Cuba today | A performance by the young Habana Compás dance group adds a special flourish to our unforgettable week in Cuba.

Hotel Parque Central
Hotel Parque Central
| Casual Plus Hotel

Set in an ideal location overlooking Parque Central, this lovingly restored Old Havana building is steeped in history and has fantastic views from its rooftop pool. (pool, spa)

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.

Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy in USD.

Looks like you’re traveling with a smaller group

Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Activity Level: 1-2

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.

Route notes

Most of our activities involve easy to moderate walking distances on dirt hiking trails and city streets with uneven surfaces (cobblestone, etc.). On two days, our activities include moderate hiking on rocky (and potentially muddy) trails. Our biking will be on paved roads with occasional potholes and bumps. To fully enjoy this trip, you should be comfortable walking several hours daily.

Daily Route Options

* Includes shuttle.
Day 1
Walking & Hiking
Level 1 | 3 miles | 100 ft. gain
Cultural Exchanges at Ermita de Monserrate (1.5 hours)
Matanzas Historical Town Walk & Cultural Exchanges (1.5 hours)
Palmar de Junco Cuban Baseball Stadium Cultural Exchange (1.5 hours)
Day 2
Walking & Hiking
Level 1 | 1 miles | 100 ft. gain
Level 1 | 3 miles | 400 ft. gain
Underground Cave Hiking Exploration (3 hours)
Bellamar Community Project Cultural Exchange (2 hours)
Individual Cultural Exchanges with Music Students
Evening Salsa Class (1 hour)
Cultural Exchange with Cuban Masters Cycling Club Members (1 hour)
Day 3
Level 1 | 9 miles* | 700 ft. gain
Level 2 | 21 miles | 700 ft. gain
Cultural Exchange with Cuban Masters Cycling Club Members (1 hour)
Finca Coincidencia Farm & Ceramics Workshop Tour (2 hours)
Day 4
Level 1 | 16 miles* | 200 ft. gain
Level 2 | 22 miles* | 400 ft. gain
Level 4 | 30 miles | 1400 ft. gain
Morro Castle Visit (30 minutes)
Day 5
Walking & Hiking
Level 1 | 2 miles | 100 ft. gain
Havana Historical City Walking Tour (2 hours)
Arte Corte Community Interactions (1 hour)
Q&A with Journalist Marc Frank (1 hour)
Habana Compás Dance Performance (1 hour)
Daycare Center Visit (30 minutes)
Day 6
Walking & Hiking
Level 1 | 3 miles | 200 ft. gain
Vedado Market Visit (30 minutes)
Vedado Neighborhood Walk (2.5 hours)

What's Included

Available Bike Options

The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Click the arrow to see all bike options.

Local Bike Generic Image
Local Bike Generic Image
Local Bike

Included in your trip price

On this trip where Backroads custom titanium bikes are not available, local bikes of comparable quality, and well suited for the terrain, are offered.

Also Included

  • All breakfasts, 6 lunches, 5 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Straight talk

We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.

The Support for the Cuban People Experience

Backroads is licensed by the United States Treasury Department's Office of Foreign Assets Control (OFAC) to engage, organize and conduct authorized Support for the Cuban People group travel to Cuba. These trips engage participants in meaningful interactions with individuals in Cuba. 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 Support for the Cuban People activities.

US Regulations for Travel to Cuba—Flights & Hotels

Backroads trips fall under the Support for the Cuban People general license category, meaning our trips are legally licensed, enabling us to deliver high-quality experiences in Cuba. When purchasing your commercial flights to Cuba, select that you will be traveling under the OFAC category of Support for the Cuban People general license. ​Also, if you are subject to US jurisdiction you may extend your stay in Cuba and book your flights according to your added days. If you are not extending your stay before or after our Backroads trip, your flight to Cuba must arrive no earlier than the evening before the Backroads trip start and must depart no later than the morning after the trip end.

Note that US policy prohibits direct financial transactions to entities related to the Cuban military, including various hotels. Please feel free to contact us with questions or concerns about your travel arrangements for the days before or after your Backroads trip. And for more information on the latest guidelines, please refer to OFAC's FAQs. For a complete and up-to-date list of restricted hotels and other entities, please refer to the Bureau of Economic and Business Affairs

Cultural Travel

The cultural exchanges on this trip allow for as much activity as possible. However, the overall level of physical exertion is less than you may have experienced on other Backroads trips.

Itinerary Changes

When traveling abroad, things don't always go according to plan and, particularly in Cuba, itinerary changes or shifts mid-trip are quite common. In the event of a last-minute change to scheduled activities, your leaders will find alternate activities. Expect the unexpected in this region—it's all part of the adventure!

Accommodations & Meals

As "luxury" accommodations in Cuba can generally be very hard to find in smaller towns or be characterized as large all-inclusive, resort-style hotels, our accommodations in the towns we visit outside of Havana are not typical of the Backroads experience. While the hotels are the best available in the towns we visit, even the nicest properties in Cuba do not come close to equaling the accommodations on other Backroads trips.

Please note that although meals are fresh and tasty, the variety will be limited, with many of the same ingredients featured (such as poultry, pork, beans and rice).

Shuttle Time

Our busy yet compelling schedule involves substantial time in the shuttle, enabling us to add variety of scenery and regional depth.

Local Bikes

Please note that we use locally rented mountain bikes on this trip which are just right for the non-technical paved and dirt road riding we encounter.

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Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our Help Center.

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