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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.

Trip Types

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
  3. History
  4. Romantic
Things To Do

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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How It Works - Insider Travel Planning - Anywhere.com travel planning and vacation servicesHow it worksAbout Anywhere.com - Local Travel Experts - Anywhere.com travel planning and vacation servicesAbout usCustomer Testimonials - Real Travel Experiences - Anywhere.com travel planning and vacation servicesTestimonialsMeet Cuba Local Travel Experts - Anywhere.com travel planning and vacation servicesMeet the Cuba Team
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1-888-456-32121-844-840-878044-800-088-5758
Your bespoke travel plan

Classic Cars and Classical Charm

A trip to experience Cuba should be on everyone's list. We loved Havana Vieja and can't wait to return!

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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12
03 Apr
Arrive in Havana Vieja
Private Transfer
Fortifications of Colonial Havana

STAY AT Hotel Recommendation #1

12
04 Apr
Havana Vieja
Convertible Classic Car City Tour + Colonial Walking Tour
Visit to the Museum of Rum

STAY AT Hotel Recommendation #1

23
05 Apr
Havana Vieja
Cigar Tour and Viñales Valley Hike

STAY AT Hotel Recommendation #1

4
06 Apr
Arrive in Varadero
Private Transfer

STAY AT Hotel Recommendation #2

07 Apr
Open Day in Varadero

STAY AT Hotel Recommendation #2

08 Apr
Open Day in Varadero

STAY AT Hotel Recommendation #2

09 Apr
Until Next Time!
Private Transfer
Itinerary Map
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Fantastic excursions and tours…

This was the first time we traveled to Cuba and the first time we have used a travel organization to help plan our trip. On our first day, we toured the fortifications of Colonial Havana. Our guide, Kadel, was amazing and shared his wealth of knowledge with us. A great impression on our first day in Cuba!

My favorite part of the trip…

Riding in a 1953 Chevy convertible to tour the sights of Havana was a blast. Yuri, our guide, was very friendly and knowledgeable. All the drivers and guides made us feel safe and welcome the entire time — even walking in Havana at night. During our stay at Casa Prado Colonial, Too and his wife were awesome hosts.

Exceeded all our expectations…

Anywhere.com exceeded our expectations in every way! Top-notch service from planning stages to the end of our trip. It was easy to plan our trip with communication by email and phone. We had one of our most enjoyable vacations ever!

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
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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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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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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.

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Trip highlights

Moments to look forward to

Old Havana

Havana Vieja is a fascinating neighborhood where Cuba’s people, culture, and history all intersect—it’s where you’ll want to spend most of your time in Havana. With its cafés, live music, historical sites, and colorful streets, it’s easy to spend several days wandering through this enchanting area.

Old Havana Image
Attraction
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Fortifications of Colonial Havana
Havana

Fortifications of Colonial Havana

Tour
Convertible Classic Car City Tour + Colonial Walking Tour
Havana

Convertible Classic Car City Tour + Colonial Walking Tour

Tour
Visit to the Museum of Rum
Havana

Visit to the Museum of Rum

Tour
Cigar Tour and Viñales Valley Hike
Viñales

Cigar Tour and Viñales Valley Hike

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 1-3

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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 4-6

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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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