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Meet the Cuba Team

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Your bespoke travel plan

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

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

Make this Cuban getaway truly unforgettable. Lounge on the beaches of Varadero and dance in the streets of Havana as you explore this island nation one day at a time.

What makes Cuba a can’t miss destination?

A nation with a spirit that’s palpable, Cuba is colorful, exciting, and intriguing. A beautiful island with fantastic weather, this is a land where time has stood still. Wi-Fi is hit or miss, so you’ll have no choice but to unplug. Hop in a classic car, sip some rum, and give into the rhythm of Viva Cuba!

This trip will change your life by…

Reminding you what life is like when you slow down. One of the reasons Cubans seem so *alive* is because they spend most of their time *living*. Since technology isn’t at the forefront of the island nation, being in the moment is number one. Why look on in envy when you can join in?

Designed for you, crafted by Anywhere.

Nature, art, culture, and fun are all within your grasp. All you have to do is book this Signature Trip. We’ve done the hard work of organizing an itinerary, so all you have to do is pack your bags (and get your visa). Adventure for two is easy when you travel Anywhere.

Trip Summary

Transfer service

Airport transfers included for your arrival, but NOT your return flight. Transfers are included between all hotels. All day tours include transfers, except for on 1 day.

Learn more
1
31 Jan
Arrive in Havana Vieja

Private Transfer in a Classic car

STAY AT Hotel Recommendation #1

12
01 Feb
Havana Vieja

Soroa and Las Terrazas Expedition

STAY AT Hotel Recommendation #1

13
02 Feb
Havana Vieja

Fusterlandia Tour

Visit to the Museum of Rum

STAY AT Hotel Recommendation #1

03 Feb
Open Day in Havana Vieja

STAY AT Hotel Recommendation #1

04 Feb
Open Day in Havana Vieja

STAY AT Hotel Recommendation #1

4
05 Feb
Arrive in Varadero

Private Transfer in a Classic car

STAY AT Hotel Recommendation #2

06 Feb
Open Day in Varadero

STAY AT Hotel Recommendation #2

07 Feb
Varadero

Matanzas City Tour

STAY AT Hotel Recommendation #2

08 Feb
Open Day in Varadero

STAY AT Hotel Recommendation #2

09 Feb
Arrive in Jose Marti Airport (HAV)

Private Transfer in a Sedan Car

10 Feb
Until Next Time!
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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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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Matanzas City Tour, Monserrate Hermitage and Bellamar Caves
Varadero

Matanzas City Tour, Monserrate Hermitage and Bellamar Caves

Tour
Viñales

Tucked into the hills in northwestern Cuba, this small, lovely town is the country’s most scenic spot. Viñales sits within a large valley that’s dotted with sheer-sided, rounded mountains known as mogotes. The whole scene looks like something from another planet, and is utterly breathtaking. One look and you’ll be happy that you came here.

Viñales  Image
Destination
View Details
Soroa and Las Terrazas Expedition
Viñales

Soroa and Las Terrazas Expedition

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.

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Destination
View Details
Fusterlandia
Havana

Fusterlandia

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 1-5

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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 6-9

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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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