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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.

  1. Beach
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  3. History
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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

Tailored to Our Family

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.

They worked with our needs…

Initially, I was very hesitant to book with Anywhere since they are a smaller company, but they really went above and beyond from start to finish. They worked with our group to find a great itinerary that was within budget and answered questions immediately. We spent 3-days in Havana, a detour to Trinidad, and had a relaxing 3-days in Varadero by the beach!

The charms of Old Havana…

In Havana Vieja, we thoroughly enjoyed the architecture tour and learning about the different facade that made up the historical outlook of Cuba today. The museum of rum was interesting for my husband and I. Our hosts at Casa Prado Colonial were all super friendly and accommodating to our needs.

We can’t wait to visit again…

We booked excursions in Trinidad and used Anywhere’s private transport to get us from place to place. The representatives and tour guides we met throughout our trip to Cuba were prompt, professional, and friendly. I will be booking with Anywhere again for my next trip in the near future.

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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1
01 Jan
Arrive in Havana Vieja

Private Transfer in a Minibus

STAY AT Hotel Recommendation #1

12
02 Jan
Havana Vieja

Havana's Fascinating Architecture

Visit to the Museum of Rum

STAY AT Hotel Recommendation #1

3
03 Jan
Arrive in Trinidad

Private Transfer in a Minibus

STAY AT Hotel Recommendation #2

04 Jan
Trinidad

Manaca Iznaga Valley Tour

STAY AT Hotel Recommendation #2

4
05 Jan
Arrive in Varadero

Private Transfer in a Minibus

STAY AT Hotel Recommendation #3

06 Jan
Open Day in Varadero

STAY AT Hotel Recommendation #3

07 Jan
Open Day in Varadero

STAY AT Hotel Recommendation #3

08 Jan
Until Next Time!

Private Transfer in a Minibus

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
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Manaca Iznaga Valley Tour
Trinidad

Manaca Iznaga Valley Tour

Tour
Varadero

Varadero is Cuba’s most popular beach destination. Less than a 2-hour drive from Havana, Veradero extends onto a long, narrow peninsula and boasts blazing white-sand beaches and warm turquoise water.

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Destination
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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
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Havana's Fascinating Architecture
Havana

Havana's Fascinating Architecture

Tour
Bar Walking Tour and Rum Museum
Havana

Bar Walking Tour and Rum Museum

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 1-2

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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 3-4

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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
Nights 5-7

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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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