Example Itineraries

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10 | $$$

Cuba's Culture, Charm, and...Rum

Your guidance, personal touches and attention to detail make these trips to Cuba an experience we will continue to do with Anywhere.com. Thanks for a great experience that has gotten better with each trip to Cuba we have done through you!!!!!

Cuba's Culture, Charm, and...Rum
7 | $$$

History, Culture, and Exploring Nature

Having Anywhere coordinate our trip to Cuba was amazing! We didn't have to worry about anything and always felt very safe and educated!

History, Culture, and Exploring Nature
8 | $$$

Tailored to Our Family

Our family was looking for a balance of beach fun, exotic nature, and experiencing the classical culture of Cuba for our two young adults. Anywhere delivered a tailor-made experience on this trip.

 Tailored to Our Family
5 | $

Pure Cuba: An Island Nation Essence

What if you could only visit Cuba for a limited time. What must you do? Why, explore Havana and Varadero Beach, of course. If you can distill an experience, this is it.

Pure Cuba: An Island Nation Essence
8 | $$$

Our Cuban Getaway

I like the balance between learning from guides and having free time to explore. Daniel meeting us upon our arrival at Casa Prado Colonial was helpful. Giving us a . phone was a nice touch and made us feel cared for by Anywhere. We didn't feel completely on our won.

Our Cuban Getaway
8 | $$

Our Journey from Havana to Trinidad

Our hosts in Cuba went out of their way to make us feel welcome, as if we were staying in our own home.

Our Journey from Havana to Trinidad
7 | $$$

Discovering Cuba Together

It’s time to enjoy some quality time as a family. This vacation, unplug in Cuba — a colorful nation with a history still being written, and where time stood still.

Discovering Cuba Together
6 | $$

Charming Cuba—History and Nature

The people that hosted us and the transportation was great — always on time. Appreciated the Viñales experience and learning not only about agriculture, but also tobacco and meeting locals along the route.

Charming Cuba—History and Nature
5 | $$

A Quick Havana Getaway

Havana was wonderful. Our 5-day quick getaway includes a thorough introduction to Cuba’s architecture and culture. We also loved the trip to Varadero to experience the beautiful coastline!

A Quick Havana Getaway
9 | $$$

Romance 101: Essentials of Cuba

Need a romantic overview of Cuba? Then this Signature Trip is for you. Assembled by Local Experts, this getaway is guaranteed to give you the ideal Cuban experience.

Romance 101: Essentials of Cuba
7 | $$$

Feeling the Cuban Vibes

Fit a big vacation into a small time frame when you and your best friend get an authentic Cuban experience in 7 days and 6 nights.

Feeling the Cuban Vibes
5 | $$$

A Delicious Cuban Adventure

Prepare for plenty of food, fun, and adventure as you go on a vibrant tour of the island nation of Cuba. Hit the beach and the town, and sample the nation's flavors as you go.

A Delicious Cuban Adventure
7 | $$$

In Search of The Lost Mojitos

Make the most of your vacation — get the sun, fun, and culture you seek on this amazing Cuban adventure through Havana, Varadero, and more.

In Search of The Lost Mojitos
20 | $$$

Rum, Relaxation, and Adventure

This was our 3rd time using Anywhere.com, and as usual, it was almost completely seemless. We felt taken care of, safe and supported. Having a cell phone was a great idea. We used it a few times to communicate with our tour coordinator, which was really helpful.

Rum, Relaxation, and Adventure
5 | $$$

Alone But Not Lonely: Cuba

See the world economically with this adventure for one on the island nation of Cuba. Your solo voyage lets you explore the beach and the city.

Alone But Not Lonely: Cuba
7 | $$$

Classic Cars and Classical Charm

A trip to experience Cuba should be on everyone’s list!! We are still absorbing all the information and sites. Our trip was so much more amazing than we had even hoped.

Classic Cars and Classical Charm
6 | $$$

Feeling at Home in Havana

If people want a vacation of "hiding" on resorts and getting a "westernized" vacation this is not for them. This is a trip of a lifetime to learn about the Cuban people and culture. It was truly a cultural experience. Some of the amenities we are accustomed to are not available. This was not an issue at all for us, but Americans would need to go beyond their comfort levels.

Feeling at Home in Havana
5 | $$$

Romantic Cuban Express

Don’t have a lot of vacation time? No problem! Spend 5-days and 4-nights enjoying sun, sand, Cuban culture, and plenty of opportunities to indulge in romantic moments.

Romantic Cuban Express
10 | $

An Excellent Intro to Cuba

Our Cuba trip was excellent. During our trip we were met at the appointed times and all the tours were just as described and proved to be very interesting and joyful.

An Excellent Intro to Cuba
6 | $

Learning About Historical Havana

We had a wonderful five days soaking in the classical vibe of Old Havana. From informative tours to unforgettable experiences (dancing with the locals), we’ll be back for more!

Learning About Historical Havana
11 | $$

My Solo Adventure

I was planning an 8-10 day solo trip to Cuba, and thought it would be nice to have some activities and arrangements, without having to figure everything out myself, especially with the lack of internet access in Cuba. I ended up being very impressed with what Anywhere came up with.

My Solo Adventure

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