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Voyzo
18 Highlights · 18 Days / 17 Nights · Fully Private & Customizable

Island Bliss in Cuba: Havana, Beaches & More

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

18 Days / 17 Nights Up to 25 Guests Free Itinerary Changes Local Expert Guide

About This Tour

Voyzo's longest Cuba route — 18 days from Havana all the way to Santiago de Cuba and Baracoa in the far east, with a flight back to Havana to close the loop. This trip runs entirely within Cuba, crossing from Havana in the west to Baracoa and Guardalavaca in the east, then flying back to Havana on day 16 to finish.

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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 — Welcome to Havana!

As soon as you arrive at the airport, an assistant will welcome you warmly.

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Day 2 — Visit the Sites of Havana

Start at your hotel and let your guide take you to the most important places of the old town: Plaza de Armas, Plaza de San Francisco de Asís, Plaza Vieja, and Plaza de la Catedral.

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Day 3 — Marvel at the Viñales Valley

After breakfast, you will drive to Viñales. On this drive to the west, you leave the hustle and bustle of the city behind you and meet rural Cuba.

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Day 4 — Discover the Highlights of Viñales

Today, take the motorway towards Pinar del Río province through the spectacular Sierra del Rosario. Stop for a short while at the Las Barrigonas rest stop to visit a small tobacco plantation.

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Day 5 — Travel to Cienfuegos

In the morning, drive towards the center of Cuba. The ride can be a bit long, but undoubtedly pleasant.

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Day 6 — The Pearl of the South

Spend half a day discovering the secrets of Cienfuegos, the so-called 'Pearl of the South.' Enjoy a panoramic tour through the national monument (La Punta), El Palacio de Valle and El Paseo del Prado.

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Day 7 — Tour Historic Trinidad

You will enjoy a tour of the historic center of Trinidad. The city is densely populated by colonial houses, many of which are still inhabited by descendants of old families.

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Day 8 — Hike in the Topes de Collantes Nature Park

Today, the day is free for you to spend as you wish. Nevertheless, we would like to make a few suggestions. The area around Trinidad offers a wide range of activities.

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Day 9 — Enjoy the Local Cuban Music

Let yourself be carried away by the charm of traditional Cuban music played live by bands and soloists at Casa de la Trova.

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Day 10 — Travel to Santiago de Cuba

Today, you will take a private transfer from Camaguey to Santiago de Cuba. Enjoy the delightful Cuban scenery along the way.

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Day 11 — Tour Santiago

Today, tour the heroic city of Santiago to discover a warm and hospitable people and how the spirit of history is felt everywhere. Visit a former residential area.

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Day 12 — Embrace the Culture of Baracoa

Today, you will transfer to Baracoa. Walk through Cuba's first village and admire the heritage of the Spanish settlers.

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Day 13 — Explore the Charms of Baracoa

The day is yours to spend at your leisure. You have arrived in the most western city in Cuba, in the village of Baracoa.

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Day 14 — Travel to Guardalavaca

You will be picked up by a taxi for a private transfer from your accommodation in Baracoa to Guardalavaca . Enjoy the beautiful scenery along the way.

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Day 15 — Marvel at a Beautiful Country

The day is free to spend how you wish. The beach Guardalavaca is located in the east of the north coast of the province Holguin.

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Day 16 — Fly to Havana

You will be picked up at your hotel and taken to Holguin airport in a private transfer, from where you will fly directly to Havana. As soon as you arrive at the airport, an assistant will welcome you warmly.

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Day 17 — Explore Havana

Enjoy the day as you wish. With 2.1 million inhabitants, Havana is the largest city in the Caribbean. This beautiful city is like an exciting book.

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Day 18 — Have a Safe Trip Home!

Today is your last day in Cuba. You will be picked up by a private transfer at your accommodation and driven to the Havana Airport to fly back home.

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Departure

The trip ends with a private transfer from your Havana accommodation to 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 — all 18 days are spent inside Cuba, from Havana to the eastern cities and back.
Yes — day 16 includes a short domestic flight from Holguín back to Havana, after the eastern leg of the trip, so you don't have to retrace the whole route by road.
17 nights' accommodation in a double room, 17 breakfasts, 4 lunches and 4 dinners, private airport and land transfers, activities and entry fees, an English-speaking guide, and 2 complimentary drinks.
International flights and travel/health insurance 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.

Island Bliss in Cuba: Havana, Beaches & More Request a Quote