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Meet the Cuba Team

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Your bespoke travel plan

Romance 101: Essentials of Cuba

Romance 101: Essentials of Cuba

Need a romantic overview of Cuba? Then this Signature Trip is for you. Assembled by Local Experts, this getaway is guaranteed to give you the ideal Cuban experience.

Why you’ll love this adventure…

Going off the beaten path is nice, but sometimes you *want* to experience what a country is known for. We designed this Signature Trip as a quintessentially romantic Cuban getaway. You’ll visit beaches and Old Havana, ride in a classic convertible, and enjoy some of our nation's most famous exports.

What wonders await you?

The colonial streets of Trinidad and the amazing architecture of Havana. Rolling cigars in Vinales and hiking through the valley. The warm sands and sunshine of Varadero Beach. Music, laughter, and plenty of cool cocktails.

Designed for you, crafted by Anywhere.

Come to Cuba and feel the island breeze dance across your skin. Hold hands in a land where time stood still. See the stars –– and each other. Next time, we’ll take you off the beaten path and show you the side of Cuba too many travelers miss –– like our nature hikes and caves. Oops! Spoilers.

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.

Learn more
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

13
03 Aug
Havana Vieja

Cigar Tour and Viñales Valley Hike

STAY AT Hotel Recommendation #1

4
04 Aug
Arrive in Trinidad

Private Transfer in a Sedan Car

STAY AT Hotel Recommendation #2

05 Aug
Trinidad

Manaca Iznaga Valley Tour

STAY AT Hotel Recommendation #2

5
06 Aug
Arrive in Varadero

Private Transfer in a Minibus

STAY AT Hotel Recommendation #3

07 Aug
Varadero

Varadero City, Catamaran Ride, and Snorkeling Tour

STAY AT Hotel Recommendation #3

08 Aug
Open Day in Varadero

STAY AT Hotel Recommendation #3

09 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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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.

Trinidad Image
Destination
View Details
Manaca Iznaga Valley Tour
Trinidad

Manaca Iznaga Valley Tour

Tour
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
View Details
Varadero City Tour, Catamaran Ride and Snorkeling
Varadero

Varadero City Tour, Catamaran Ride and Snorkeling

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
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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Destination
View Details
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 4-5

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Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Hotel Recommendation #3
Nights 6-8

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