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15 Highlights · 15 Days / 14 Nights · Fully Private & Customizable

Highlights of Cuba Discovery Trip

Your own guide, your own vehicle, and an itinerary shaped entirely around you.

15 Days / 14 Nights Up to 25 Guests Free Itinerary Changes Local Expert Guide

About This Tour

A more comfort-focused 15-day route — Havana by vintage car and horseback riding through Viñales' tobacco country, with a finish on the beaches of Cayo Santa María. This trip runs entirely within Cuba, from Havana through Viñales, Trinidad and Sancti Spíritus province to Cayo Santa María.

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Day-by-Day Itinerary

A private guide, driver, and vehicle for the entire trip, with hotels pre-arranged at every overnight stop — the pace and any optional stops can still be shaped around your group.

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Arrival

Arrival pickup at Havana's international airport, with a private transfer to your accommodation.

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Day 1 — Arrival transfer from Havana Airport to Havana accommodation

Welcome to Cuba! After collecting your luggage and exiting into the arrivals hall of the Airport, you will be met by your Spanish speaking driver.

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Day 2 — Meet and greet in Havana

Welcome to Havana! One of our local experts will greet you with and provide some practical information about what to expect during your time in Cuba.

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Day 3 — Tour Havana in classic car

Climb into an old American Classic Car, and discover the places the famous writer Ernest Hemingway used to frequent a lot when he stayed in Havana for a few years in the 1930s.

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Day 4 — Transfer from Havana to Viñales

You will be picked up at 9.00am to your next destination in the west of Cuba, beautiful Viñales. Estimated travel time: 3 hours.

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Day 5 — Viñales tobacco tour by horseback

At the start of this tour, you'll get acquainted with your noble steed and ride across rolling greenery to a famous tobacco farm.

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Day 6 — Day trip to Cayo Levisa Island

Cayo Levisa, with its feathery white sands and azure waters, is one of the closest examples to paradise in Cuba.

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Day 7 — Transfer from Viñales to Trinidad, via the seaside town of Cienfuegos

Enjoy the drive from Vinales to Trinidad. On the way you'll stop off in Cienfuegos for a 2 hour exploration. This is the home town of musical legend Benny Moré, who was born here in 1919.

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Day 8 — City walking tour in Trinidad

The English-speaking guide will take you on a tour through Trinidad and tell you all about the history of his birthplace. The tour starts at the exact point where Trinidad was founded, namely the first main road.

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Day 9 — Half day 'bicitaxi' tour of Trinidad

Today you will discover the suburbs of Trinidad in a real Cuban bicitaxi!

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Day 10 — Local adventure day tour

Today you will go on an adventure in the surrounding areas of Trinidad. You will experience both mountains and beaches, giving you a taste of the natural beauty and charm in this area.

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Day 11 — Transfer from Trinidad to Cayo Santa María via Remedios

Today you will travel to the beautiful Cayo Santa María, where you can enjoy the amazing beaches of Cuba. The views on the way are quite something, so we recommend peering out of the window every now and then.

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Day 12 — Second day at leisure in Cayo Santa María

This will be your second day on this beautiful cayo and the sprawling golden sands – a joy to relax in. Life here moves a little slower.

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Day 13 — Full day at leisure in Cayo Santa María

Today you have time to spend at leisure on the island paradise of Cayo Santa María.

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Day 14 — Transfer from Cayo Santa María to Havana via Santa Clara

Today you will travel back for a fun evening in Havana! Your estimated travel time is 5 hours. On the way, you'll visit the city of Santa Clara for around 2 hours.

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Day 15 — Departure transfer from Havana to Havana airport

Unfortunately it’s time to say adiós! You will be collected from your accommodation and transferred to the airport for your onward flight.

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Departure

The trip ends with a transfer from your Havana accommodation to Havana's José Martí International Airport (HAV) for your departure flight.

What's Included

A private vehicle and driver, just for your group
A professional, knowledgeable local guide
Hotels and transport arranged for every day of the trip
Pacing and optional stops shaped around your group
All tolls, parking, and fuel

What's Not Included

Attraction admission tickets, unless noted as included
Meals and snacks
Gratuities for your guide or driver
Personal expenses

Why Book a Private Tour With Voyzo?

Your group only — never combined with strangers
Crowded 50+ seat group buses
Fully custom stops, built around you
A fixed script with no flexibility
Door-to-door pickup, wherever you're staying
Meeting at a fixed public meeting point
Direct, transparent pricing — no marketplace markup
Third-party booking fees

Important Information

Know Before You Book

  • Group size can range from 1 to 25 guests — we match the vehicle to your party.
  • Pricing depends on group size, vehicle, and tour length, and is confirmed after your quote request.
  • Tour duration is flexible — the times shown are a typical starting point.

Know Before You Go

  • We'll confirm your exact pickup time and vehicle details after booking.
  • Bring a camera, comfortable shoes, and weather-appropriate layers.
  • Your arrival flight details are required to confirm the itinerary.

Special Requests

  • Mobility needs, dietary notes, or accessibility requirements? Let us know when requesting your quote and we'll arrange accordingly.
  • Traveling with young children or larger groups — just tell us, and we'll recommend the right vehicle.

Frequently Asked Questions

Yes — the full 15-day route stays inside Cuba, ending at Cayo Santa María.
11 nights are in casas particulares (private local homestays) and 3 nights are in a 5-star hotel on Cayo Santa María, a step up for the final beach stretch.
11 nights in casas particulares with daily breakfast plus 3 nights in a 5-star hotel, private airport and land transfers, activities and entry fees, an English-speaking guide, 24-hour assistance, and a tourist visa.
Travel/health insurance and international/domestic flights are excluded.
Once your quote is accepted, we'll confirm your exact pickup time, vehicle, and driver details by email ahead of your tour date.
Yes — reach out to our team any time before your tour and we'll do our best to accommodate itinerary or schedule changes.

Not quite what you're looking for?

Every Voyzo tour is a starting point — tell us what you have in mind and we'll build it.

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