Rum, Relaxation, and Adventure
This Signature Trip will introduce you to the best of Cuba. From cultural tours to architectural appreciation, you’ll have a great time and learn something new.
Why this is the trip for two you need...
You want a vacation that offers culture, scenic beauty, relaxation, and fun. This itinerary fits the bill! You’ll do everything from observing architecture to learning about this colorful nation’s tumultuous and ever-evolving history.
The most adventurous part of this trip will be…
Going to Cuba is an adventure all its own. Although you’ll visit a UNESCO World Heritage Site when you go on an expedition of Vinales, we’re going to go ahead and name the Museum of Rum as the most adventurous part of your vacation. Why? Because a little rum can go a long way, so sip and savor.
A complicated trip made simple.
Neither visiting Cuba nor planning a getaway need be difficult. This Signature Trip lets you plan a dream vacation with the click of a button. With the ongoing support of Anywhere’s Local Experts *in* Cuba, the only thing you’ll stress about on this trip is where you left your sunglasses.
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.
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.
Cienfuegos
Cienfuegos is a midsized town set along the south-central coast of Cuba. It has a pleasant colonial center, and French-styled boulevards that are perfect for strolling.
Santa Clara
Santa Clara is a midsized town in central Cuba. It’s best known for its massive Che memorial, but the city is also a good place to soak up unfiltered Cuban culture.
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.
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.
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.
Moments to look forward to
El Nicho Waterfall
The waterfalls and natural pools at El Nicho provide travelers with an ideal place to cool off in the outdoors. El Nicho is about 1.5 hours from both Cienfuegos and Trinidad.
Havana's Fascinating Architecture
History and Culture
Visit to the Museum of Rum
Cigar Tour and Viñales Valley Hike
Cienfuegos City Tour
El Nicho Tour
City Tour of Santa Clara
Hoyo de Pilon Horseback Riding
Valle del Cubano and Waterfall
Incredible Stays
Hotel Recommendation #1
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Seamless Connections
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.



