1-888-456-3212
1-888-456-3212
1-844-840-8780
44-800-088-5758
Trip Types
Company
AccountAbout us
Destinations

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.

Company
About Card Background

How it works

About Card Background

About us

About Card Background

Testimonials

About Card Background

Meet the Cuba Team

AccountAbout usHow It WorksTrustpilot ReviewsMeet the Cuba Team
1-888-456-3212
1-844-840-8780
44-800-088-5758
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.

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

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
Click image to load interactive map
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
Destination
View Details
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
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
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
View Details
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
Varadero City Tour and Saturn Caves
Varadero

Varadero City Tour and Saturn Caves

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

Lorem ipsum dolor sit amet consectetur, adipisicing elit. Culpa minus laborum possimus natus veritatis deserunt blanditiis eaque, labore cum. Hic?

Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Hotel Recommendation #2
Nights 3-4

Lorem ipsum dolor sit amet consectetur, adipisicing elit. Culpa minus laborum possimus natus veritatis deserunt blanditiis eaque, labore cum. Hic?

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 behind you every step of the way.

5 Starts
Read More Reviews
Let's dream together

Sign up to receive the latest news and offers from Anywhere

We care about the protection of your data.
Read our Privacy Policy.
Plan my Trip
  1. Testimonials
  2. View itineraries
Support
  1. How it works
  2. About us
Company
  1. Privacy policy
  2. Terms of service
Contact Us
1-888-456-3212
1-844-840-8780
44-800-088-5758
© 2025 Anywhere Inc. All rights reserved.