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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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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

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Your bespoke travel plan

A Delicious Cuban Adventure

A Delicious Cuban Adventure

Prepare for plenty of food, fun, and adventure as you go on a vibrant tour of the island nation of Cuba. Hit the beach and the town, and sample the nation's flavors as you go.

Why take your next vacation in Cuba?

Our colorful and spirited country will enchant you. Vacationing in Cuba isn’t your average getaway. The beauty of the island nation is open, but our history and unknown future makes us curious and mysterious. Walk away with *your* memories and meaning of Cuba.

What wonders await you?

The vibrant history of Old Havana will make you want to dance in the street with a Cuba Libre in hand (you wouldn’t be the first); while the beaches of Varadero boast warm aquamarine waters that beckon you to come in, like a siren’s song. Sharing food with friends nourishes your body and soul.

You’ll always remember this trip because…

Riding in classic convertibles, savoring fresh tropical food, sipping fine cocktails, exploring an underground pool, and sunning yourself are all well and good, but experiencing it with your best friend (and the friends you’ll make in our country)…that *feeling* is what you’ll remember the most.

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 Aug
Arrive in Havana Vieja

Private Transfer

STAY AT Hotel Recommendation #1

12
02 Aug
Havana Vieja

Convertible Classic Car City Tour + Colonial Walking Tour

Visit to the Museum of Rum

STAY AT Hotel Recommendation #1

3
03 Aug
Arrive in Varadero

Private Transfer

STAY AT Hotel Recommendation #2

04 Aug
Varadero

Varadero City Tour and Saturn Caves

STAY AT Hotel Recommendation #2

05 Aug
Until Next Time!

Private Transfer

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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Varadero City Tour and Saturno Caves
Varadero

Varadero City Tour and Saturno Caves

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
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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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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