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On-the-ground experts make your travel plan authentic, unique, and seamless. The Anywhere team of travel planners is here, in each of our destination countries, and ready to use their local knowledge to design the perfect trip for you.

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We can design transformative travel experiences for any group-type that match your unique style and your ideas for activities and dream locations. Let’s build your adventure.

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Meet the Cuba Team

AccountAbout usHow It WorksTrustpilot ReviewsMeet the Cuba Team
1-888-456-3212
1-844-840-8780
44-800-088-5758
Your bespoke travel plan

History, Culture, and Exploring Nature

History, Culture, and Exploring Nature

This is our first time to Cuba and everything went seamlessly. We learned and saw so much! We really appreciate all the help we got and couldn't have asked for a better experience!

Hoping for an authentic Cuban experience…

My partner and I had been thinking about visiting Cuba for a long time. On this vacation, we wanted to immerse ourselves in local culture and experience the classical vibes from the city itself. Not only did we visit Old Havana, but we also got to see Trinidad and Cienfuegos, the more rustic side of Cuba.

The perfect balance in a trip…

At Havana Vieja, we stayed at Casa Suite Habana 62. It was better than we could have imagined! It was great having so much space and the location was perfect. We had a great time exploring the city! It was a good place to start our trip, as we had a packed schedule in the beginning, soaking everything up and then spent more time relaxing later on at the cities to follow.

Memorable days in Trinidad…

Two days in the city of Trinidad was perfect! We got a good balance of the city, the beach, and the sugar mills. Everyone was very kind and helpful on our journey! Having the driver scheduled ahead of time through Anywhere took out any stress or planning on our part. The ride to Trinidad was 1.5 hours later than it was supposed to be, but the driver still managed to get us to our destination on time before our next event!

Trip Summary

Transfer service

Airport transfers included for both of your arrival and departure flights. Transfers are included between all hotels. All day tours include transfers.

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12
03 Jun
Arrive in Havana Vieja

Private Transfer in a Sedan Car

Convertible Classic Car City Tour + Colonial Walking Tour

STAY AT Hotel Recommendation #1

12
04 Jun
Havana Vieja

Havana's Fascinating Architecture

STAY AT Hotel Recommendation #1

12
05 Jun
Havana Vieja

People and Society

STAY AT Hotel Recommendation #1

3
06 Jun
Arrive in Trinidad

Private Transfer in a Sedan Car

STAY AT Hotel Recommendation #2

07 Jun
Trinidad

Manaca Iznaga Valley Tour

STAY AT Hotel Recommendation #2

4
08 Jun
Cienfuegos

Private Transfer in a Minibus

Cienfuegos City Tour

STAY AT Hotel Recommendation #3

09 Jun
Until Next Time!

Private Transfer in a Sedan Car

Itinerary Map
Trip highlights & destinations

Moments to look forward to

Havana Vieja

Spanish conquistadors started building Havana in 1519. The city became an important port in the second half of the 16th century. Over the years the old section of Havana has become an important showcase of Moorish, baroque, neoclassical, and art nouveau architecture. Each plaza and neighborhood of Old Havana has a distinct look and personality.

Havana Vieja  Image
Destination
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Trinidad

Trinidad is a charming, colonial city in central Cuba. Its cobblestone streets, historic houses, and lively atmosphere help make it a top destination in Cuba.

Trinidad Image
Destination
View Details
Manaca Iznaga Valley Tour
Trinidad

Manaca Iznaga Valley Tour

Tour
Cienfuegos

Cienfuegos is a midsized town set along the south-central coast of Cuba. It has a pleasant colonial center, and French-styled boulevards that are perfect for strolling.

Cienfuegos Image
Destination
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Cienfuegos City Tour
Cienfuegos

Cienfuegos City Tour

Tour
Havana

Havana is a beautiful and captivating city. It’s home to the country’s most thriving cultural, culinary, and artistic scenes, and is a fascinating intersection between Spanish colonialism and Cuban Communism. The people here are friendly and welcoming, and it’s easy to spend an entire week strolling its streets, visiting museums, and listening to live music.

Havana Image
Destination
View Details
Convertible Classic Car City Tour + Colonial Walking Tour
Havana

Convertible Classic Car City Tour + Colonial Walking Tour

Tour
Havana's Fascinating Architecture
Havana

Havana's Fascinating Architecture

Tour
People and Society
Havana

People and Society

Tour
Accommodations

Incredible Stays

Hotel Recommendation #1
Hotel Recommendation #1
Hotel Recommendation #1
Hotel Recommendation #1
Hotel Recommendation #1
Hotel Recommendation #1
Hotel Recommendation #1
Nights 1-3

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Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Nights 4-5

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Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Night 6

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We believe travel is more than ticking destinations off a list – it’s about discovering new places deeply, feeling connected wherever you go, and knowing you have a trusted team behind you every step of the way.

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