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We work in the kind of places you daydream about—countries with real range, from cities and coasts to jungles, mountains, and small towns. Our in-country insiders handle the planning, booking, and in-trip problem solving, so you can drop in, enjoy the highlights, and come home with stories that keep you inspired to keep exploring our amazing planet.

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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
  2. Culture
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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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1-888-456-32121-844-840-878044-800-088-5758
Your bespoke travel plan

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.

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
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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.

Destinations

Places you'll stay

Old Havana (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.

Old Havana (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.

Varadero Image
Destination
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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
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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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Trip highlights

Moments to look forward to

Soroa and Las Terrazas Expedition
Viñales

Soroa and Las Terrazas Expedition

Tour
Fusterlandia Tour
Havana

Fusterlandia Tour

Tour
Visit to the Museum of Rum
Havana

Visit to the Museum of Rum

Tour
Matanzas City Tour
Varadero

Matanzas City Tour

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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Transfers

Seamless Connections

Belong Anywhere

Real Voices, Real Benefits

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 of local experts behind you every step of the way.

5 Stars - Verified customer reviews from Trustpilot
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