Our Journey from Havana to Trinidad

8 Day Cuba Itinerary

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

Lovely times in Havana Vieja…

We spent the first few days at Havana Vieja. We stayed at Prado Colonial, where Otto, Negra, and Leila went out of their way to make us feel welcome — as if we were staying in our own home. Generous breakfast and customized too! This gave us a great impression of Cuba on the first few days. The local tours were interesting. Rafa, our driver, and guide was one of the warmest and friendliest people I've ever met!

Warm welcomes from Trinidad…

In Trinidad, we stayed at Don Jose 1817, where we had a wonderful family of hosts, and their staff was so sweet. They were ready for us with an early check-in. We took a tour to Manaca Iznaga Valley and I want to praise our guide Julieta. She brought bottles of water for us and made sure that we were enjoying the tour at our pace.

We couldn’t ask for more…

I really appreciated the amazing, amazing communication with Anywhere before and during the trip. It helped us feel safe and never in a pinch. Jose was extremely responsive to all my questions about travel, visas, tours, and more. We truly couldn't have asked for more.

Hotels

3nightsPrado Colonial
2nightsHostal Lola 415
1nightDon Jose 1817
1night

Casa Miramar

Meals

Free Breakfast for 7 days

Transport

private driverJose Marti Airport (HAV) to Havana Vieja  
private driverHavana Vieja to Trinidad  
private driverTrinidad to Cienfuegos  
private driverCienfuegos to Miramar Neighborhood  
private driverMiramar Neighborhood to Jose Marti Airport (HAV)  

Trip Overview




DAY 1

Havana Vieja

Prado Colonial
- night 1 of 3

Jose Marti Airport (HAV) to Havana Vieja (Old Havana)

OPEN DAY TO EXPLORE
Casa Prado Colonial
Casa Prado ColonialHavana Vieja

2:00 pm check-in
2 rooms

Casa Prado is a colonial house that offers four air-conditioned rooms. It’s located on the Paseo del Prado, which is one of Havana’s lovely historic streets.

DAY 2

Havana Vieja

Prado Colonial
- night 2 of 3

Convertible Classic Car City Tour + Colonial Walking Tour

Convertible Classic Car City Tour + Colonial Walking Tour
Convertible Classic Car City Tour + Colonial Walking Tour

Join your guide for an unforgettable city tour in a classic convertible car. On the tour you will get a seaside view along the boardwalk called El Malecón. This tour also covers the most interesting parts ...


from 9:30 am - 12:30 pm
Transport included

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DAY 3

Havana Vieja

Prado Colonial
- night 3 of 3

Fortifications of Colonial Havana

Fortifications of Colonial Havana
Fortifications of Colonial Havana

This 3-hour tour will take you to some of the oldest fortresses in Havana’s oldest neighborhood — Havana Vieja, or “Old Havana.” For many centuries the Spanish struggled to protect their city from pirate ...


from 9:30 am - 12:30 pm
Transport included

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DAY 4

Trinidad

Hostal Lola 415
- night 1 of 2

Havana Viieja (Old Havana) to Trinidad

OPEN DAY TO EXPLORE
Hostal Lola 415
Hostal Lola 415Trinidad

2:00 pm check-in
2 rooms

Hostel Lola is a large and safe hostel and the host was actually born inside!

DAY 5

Trinidad

Hostal Lola 415
- night 2 of 2

Manaca Iznaga Valley Tour

Manaca Iznaga Valley Tour
Manaca Iznaga Valley Tour

This tour takes you to Valle de los Ingenios, which is also known as the Valley of the Sugar Mills. In this area you’ll learn about Cuba’s sugar industry in the 18th and 19th centuries.


from 8:30 am - 1:30 pm

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DAY 6

Cienfuegos

Don Jose 1817
- night 1 of 1

Trinidad to Cienfuegos

OPEN DAY TO EXPLORE
Casa Don José
Casa Don JoséCienfuegos

2:00 pm check-in
2 rooms

Casa Don José is a two–floor home with four guest bedrooms. This house is a comfortable jumping-off point for visitors who want to experience Cienfuegos’ culture and architecture.

DAY 7

Miramar Neighborhood

Casa Miramar 6614 A
- night 1 of 1

Cienfuegos to Miramar Neighborhood

Casa Miramar
Casa Miramar
Miramar Neighborhood

2:00 pm check-in
2 rooms

Casa Miramar offers guests two air-conditioned bedrooms in a residential part of the Miramar neighborhood.

DAY 8

Miramar Neighborhood to Jose Marti Airport (HAV)

Our Standard of Excellence

Empower You

Travel choices are hard. Your time is limited. From deciding on the destination, when best to go, and how you’re going to get there can be intimidating. We help you learn about the places you intend to visit and ensure you make the best choices with your time and budget. Accommodation, activities, and seamless movement within the country are all part of our promise to book the right trip for you.

Eliminate Uncertainty

A trip is a series of logistics and experiences. There are so many variables that can disrupt a plan causing a cascading impact on your precious vacation time. We are here to coordinate all the elements of your trip from arrival to departure and ensure that everything flows seamlessly. Count on us to problem solve if there is a flight delay, a sickness in the group, a sudden road closure, or any number of issues that might arise. We are here for you.

Exceed Expectations

When people put their trust in us, it's our responsibility to deliver. Our timely communication, local insight, in-country network, logistical coordination and commitment to booking the right trip for you will shine through. Once you plan your first trip with Anywhere® you’ll know why clients repeatedly come back again and again to plan new adventures with us.