Romance 101: Essentials of Cuba

9 Day Cuba Itinerary

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.

Meals

Free Breakfast for 5 days
All Meals Included for 3 days

Transport

private driverJose Marti Airport (HAV) to Havana Vieja  
private driverHavana Vieja to Trinidad  
private driverTrinidad to Varadero  
private driverVaradero to Jose Marti Airport (HAV)  

Trip Overview




DAY 1


Havana Vieja

Inglaterra Hotel
- night 1 of 3

Jose Marti Airport (HAV) to Havana Vieja (Old Havana)

OPEN DAY TO EXPLORE
Jose Marti Airport (HAV) to Havana Vieja (Old Havana)
Jose Marti Airport (HAV) to Havana Vieja (Old Havana)

Private transport type
10:00 am - 10:40 am pickup/drop-off time
0.67 hours duration

Classic cars are a popular way to get around major cities. These relics are constantly being repaired, and even the best-kept specimens have occasional hiccup. Cuban cities also offer regular taxis, pedicabs, ...

Inglaterra Hotel

Inglaterra Hotel

4:00 pm check-in
1 room.

Hotel Inglaterra was built in 1875, and today offers the same elegant panache that it had when offered accommodations to famous guests like poet Jose Martí and Russian ballerina Anna Pavlova. On visits ...

DAY 2


Havana Vieja

Inglaterra Hotel
- night 2 of 3

Convertible Classic Car City Tour + Colonial Walking Tour

Visit to the Museum of Rum

Convertible Classic Car City Tour + Colonial Walking Tour
Convertible Classic Car City Tour + Colonial Walking Tour

Join your guide for an unforgettable city tour in a classic convertible car. On the tour you will get a seaside view along the boardwalk called El Malecón. This tour also covers the most interesting parts ...


Included for 2 persons in your party.
From 9:00 am - 12:00 pm start/end time
Transport included

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Visit to the Museum of Rum
Visit to the Museum of Rum

Visit Museo del Ron with a professional guide. This tour culminates with a tasting of Havana Club, which is one of Cuba’s most well known rums, and it is ideal for making classic Cuban cocktails like ...


Included for 2 persons in your party.
From 2:00 pm - 5:00 pm start/end time
Transport included

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DAY 3


Havana Vieja

Inglaterra Hotel
- night 3 of 3

Cigar Tour and Viñales Valley Hike

Cigar Tour and Viñales Valley Hike
Cigar Tour and Viñales Valley Hike

Take this tour to see one of the prettiest landscapes in Cuba. This is an all-day tour of the Viñales Valley that departs at 8:00 AM. First, you’ll stop at Barrigonas Ranch for a bite to eat. Barrigonas ...


Included for 2 persons in your party.
From 8:00 am - 6:00 pm start/end time
Transport included

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DAY 4


Havana Vieja / Trinidad

Inglaterra Hotel

Hostal Lola 415
- night 1 of 2

Havana Viieja (Old Havana) to Trinidad

OPEN DAY TO EXPLORE
Havana Viieja (Old Havana) to Trinidad
Havana Viieja (Old Havana) to Trinidad

Private transport type
10:00 am - 4:00 pm pickup/drop-off time
6.00 hours duration

Classic cars are a popular way to get around major cities. These relics are constantly being repaired, and even the best-kept specimens have occasional hiccup. Cuban cities also offer regular taxis, pedicabs, ...

Hostal Lola 415

Hostal Lola 415

2:00 pm check-in
1 room.

Hostel Lola is a large and safe hostel and the host was actually born inside!

DAY 5


Trinidad

Hostal Lola 415
- night 2 of 2

Manaca Iznaga Valley Tour

Manaca Iznaga Valley Tour
Manaca Iznaga Valley Tour

This tour takes you to Valle de los Ingenios, which is also known as the Valley of the Sugar Mills. In this area you’ll learn about Cuba’s sugar industry in the 18th and 19th centuries.


Included for 2 persons in your party.
From 8:30 am - 1:30 pm start/end time
Transport included

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DAY 6


Trinidad / Varadero

Hostal Lola 415

Iberostar Tainos
- night 1 of 3

Trinidad to Varadero

OPEN DAY TO EXPLORE
Trinidad to Varadero
Trinidad to Varadero

Private transport type
10:00 am - 2:00 pm pickup/drop-off time
4.00 hours duration

Classic cars are a popular way to get around major cities. These relics are constantly being repaired, and even the best-kept specimens have occasional hiccup. Cuban cities also offer regular taxis, pedicabs, ...

Iberostar Tainos

Iberostar Tainos

4:00 pm check-in
1 room.

The Iberostar Taínos Hotel puts you right on the white sides of Varadero Beach, which offers an incredible 14 miles . This is one of the most famously attractive beaches in Cuba, and the town itself has ...

DAY 7


Varadero

Iberostar Tainos
- night 2 of 3

Varadero City, Catamaran Ride, and Snorkeling Tour

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

Your tour begins with a pickup at your hotel or casa particular to the beach. Then, you’ll depart on a catamaran boat ride across the clear, turquoise waters. Eventually, you’ll stop to do a bit of snorkeling ...


Included for 2 persons in your party.
From 9:00 am - 12:30 pm start/end time
Transport included

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DAY 8


Varadero

Iberostar Tainos
- night 3 of 3

OPEN DAY TO EXPLORE

DAY 9


Varadero

Iberostar Tainos

Varadero to Jose Marti Airport (HAV)

OPEN DAY TO EXPLORE
Varadero to Jose Marti Airport (HAV)
Varadero to Jose Marti Airport (HAV)

Private transport type
10:00 am - 1:00 pm pickup/drop-off time
3.00 hours duration

Classic cars are a popular way to get around major cities. These relics are constantly being repaired, and even the best-kept specimens have occasional hiccup. Cuban cities also offer regular taxis, pedicabs, ...

Our Standard of Excellence

Empower You

Travel choices are hard. Your time is limited. From deciding on the destination, when best to go, and how you’re going to get there can be intimidating. We help you learn about the places you intend to visit and ensure you make the best choices with your time and budget. Accommodation, activities, and seamless movement within the country are all part of our promise to book the right trip for you.

Eliminate Uncertainty

A trip is a series of logistics and experiences. There are so many variables that can disrupt a plan causing a cascading impact on your precious vacation time. We are here to coordinate all the elements of your trip from arrival to departure and ensure that everything flows seamlessly. Count on us to problem solve if there is a flight delay, a sickness in the group, a sudden road closure, or any number of issues that might arise. We are here for you.

Exceed Expectations

When people put their trust in us, it's our responsibility to deliver. Our timely communication, local insight, in-country network, logistical coordination and commitment to booking the right trip for you will shine through. Once you plan your first trip with Anywhere® you’ll know why clients repeatedly come back again and again to plan new adventures with us.