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Cuba Discovery

9 days

New Tour

Embark on a captivating 9-day tour across Cuba, where vibrant cities, stunning landscapes, and rich history await. Explore the charming streets of Havana, stroll through the Vinales Valley, and experience the timeless beauty of Trinidad. From the artistic mosaics of Fusterlandia to the historical Bay of Pigs, immerse yourself in Cuba’s unique culture, enjoying activities such as classic car tours, salsa lessons, and mojito-making workshops.

For a detailed itinerary and information about visas, money, weather and more.

Download our Trip Notes

Tour Overview

Duration

9 days

Starts

Havana

Ends

Havana

Range

Worldwide Touring

Tour Guide

Escorted by a local tour guide

Group Size

Min 2 / Max 12

Minimum age

18

Departs

Thursdays

Hotel Rating

Cuban guesthouses (3-star equivalent)

Countries

Cuba

Physical Rating

Easy

Tour Pace

Medium

Arrival Transfer

Yes

Departure Transfer

No

Meals included

Breakfast: 8, Lunch: 3, Dinner: 2
Adults (18+)
Price Breakdown
Shown in ZAR
Per Person From

R 32,285.00

Deposit Per Person From
Final payment

R 5,000.00

R 54,570.00
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Tour Highlights

Havana - Ride in a vintage American car through Havana’s iconic neighbourhoods, including Vedado, Miramar, and the famous Revolución Square
Jaimanitas - Visit the unique Gaudi-inspired community art project, Fusterlandia, created by artist José Fuster
Vinales - Learn the art of making Cuba’s famous mojito, followed by a salsa dance lesson to prepare for an unforgettable night out in Vinales
Bay of Pigs - Snorkel in the crystal-clear waters of the Bay of Pigs, a key historical site, or simply relax in the stunning coastal surroundings
Trinidad - Discover the preserved colonial beauty of Trinidad, with its cobblestone streets, vibrant music scene, and a hands-on music and percussion lesson with a local maestro
Cienfuegos - Explore the French-influenced city of Cienfuegos, with its beautiful architecture and the spectacular Palacio del Valle
Santa Clara - Visit the museum dedicated to Che Guevara and see the impressive statue of this revolutionary figure

Included

8 breakfasts, 3 lunches & 2 dinners
8 nights in locally-run Cuban guesthouses (equivalent to 3-star hotel, twin share with air-conditioning and ensuite bathroom)
Escorted by a local, English-speaking tour guide
Airport arrival transfer on day 1
All relevant transportation in private, air-conditioned minibuses
Old Havana walking tour
Classic car tour of Havana
Visit to Fusterlandia
Cocktail making lesson in Vinales
Salsa lesson in Vinales
Guided walk of Vinales Valley
Polo Montañez (open air nightclub) entry
Bay of Pigs swim
Entrance to the Palacio del Valle in Cienfuegos
Music & percussion lesson in Trinidad
Sunset cocktail in Trinidad
Free time at Ancon Beach
Trinidad evening music venue entry
Visit to the Che Guevara Museum in Santa Clara
Note: This tour is operated in conjunction with our trusted partner and you will join travellers from different operators, not solely On The Go Tours

Not Included

International flights & visas
Optional activities (all optional activities are booked and paid for locally, your guide will be able to assist)
Airport departure transfer
Tipping - an entirely personal gesture!

Itinerary

Day 1 - Havana

Welcome to Cuba! On arrival in Havana, you will be collected and transferred to our accommodation.

The rest of your first day is free to head out and explore the city at your own pace. A group welcome meeting will take place at 19:00 in the evening so you can get to know the rest of the group and your tour guide followed by an optional group dinner in Old Havana.

Please note: Our Cuba tours comply with all regulations for travellers from both the United States and other countries. However, it is your responsibility to ensure you have the correct licenses and documentation to gain entry to Cuba. We suggest researching Cuban visa and border rules before booking your tour, as these rules are subject to change. We are unable to assist with visas, general licenses or other documentation.

Overnight: Havana

Day 2 - Havana Sightseeing & Classic Car Tour

This morning, the group explores Old Havana on foot with the tour guide, taking in major landmarks along with a few hidden local gems. While a half day isn’t enough to see everything, the guide will share tips for those planning to spend extra time here post-tour.

In the afternoon, we hop into classic American cars for a drive beyond Old Havana, cruising through the distinct neighbourhoods of Central Habana, Vedado, and Miramar. A highlight is the iconic Revolucion Square, where we pause to see the towering images of Che Guevara and Camilo Cienfuegos—symbols of Cuba’s revolutionary history.

Overnight: Havana
Meals: Breakfast

Day 3 - Fusterlandia Visit & Vinales

Havana - Vinales. Leaving Havana, we make a stop in the seaside town of Jaimanitas to visit the Gaudi-inspired community project known as Fusterlandia—named after artist Jose Fuster. There’s time to explore his mosaic-covered home and the colourful neighbourhood transformed by his work.

From here, we head west to the lush province of Pinar del Rio and the charming town of Vinales. Set in a dramatic valley framed by limestone mogotes, this UNESCO-listed rural landscape is known for its traditional farming methods and world-class tobacco.

We spend time getting to know the town, try our hand at crafting the perfect Cuban mojito, and later in the afternoon, enjoy a salsa lesson—ideal preparation for a fun night out in vibrant Vinales.

Estimated driving time: 3 hours

Overnight: Vinales
Meals: Breakfast, Lunch

Day 4 - Vinales Sightseeing

This morning, we explore the Vinales Valley on foot—a long-time favourite among past travellers. The walk takes us through the heart of the UNESCO-listed landscape, passing farms and visiting local homes, including that of a tobacco farmer who’ll share the traditional process behind Cuba’s famous cigars.

In the evening, we visit a beautiful organic farm overlooking the valley. As the sun sets, we enjoy a delicious dinner in the farmhouse, surrounded by stunning views.

Overnight: Vinales
Meals: Breakfast, Dinner

Day 5 - Bay of Pigs & Cienfuegos

Vinales - Playa Larga (Bay of Pigs) - Cienfuegos. Today we travel from Vinales to the coastal city of Cienfuegos, following the Caribbean coastline. Along the way, we stop at the Bay of Pigs for a chance to snorkel directly from the shore—gear can be hired at a small cost. For those preferring to stay dry, it's a peaceful spot to relax under the shade of a sea grape tree.

Cienfuegos, shaped by its French heritage, is known for its wide central square and charming boulevard that stretches from the city centre to the tip of the peninsula. Here, we’ll see the striking Palacio del Valle—a lavish mansion blending architectural styles, built by a wealthy merchant. Its ornate design and intricate detail make it a true highlight of the city. Entrance to the mansion is included in the tour.

Estimated driving time: 8 hours

Overnight: Cienfuegos
Meals: Breakfast, Lunch

Day 6 - Cienfuegos to Trinidad

Cienfuegos - Trinidad. It’s a short drive from Cienfuegos to Trinidad, leaving most of the day free to enjoy this vibrant colonial town, often the most popular destination in Cuba with visitors. Rich in history and beautifully preserved, Trinidad’s compact size makes it perfect to explore on foot. Its grand architecture reflects the wealth of the sugar trade during the 18th and 19th centuries, built on the labour of enslaved Africans.

There’s time to wander before we dive into a lively percussion and music session with a local maestro—a fun, hands-on way to connect with Cuba’s famous rhythms and culture. We round off the day with a sunset cocktail, then have the evening free to enjoy Trinidad’s buzzing nightlife. Whether with the group or on your own, there’s no shortage of open-air restaurants, bars, and live music to discover.

Estimated driving time: 2 hours

Overnight: Trinidad
Meals: Breakfast

Day 7 - Trinidad at Leisure

Today is all about taking it easy. The morning is free to relax or explore at your own pace, followed by an afternoon at the stunning Ancon Beach.

For those after something more active, optional experiences include a three-hour hike to a nearby waterfall, a private salsa lesson, or simply soaking up Trinidad’s charm by visiting museums or enjoying live street music.

This evening, we enjoy an included dinner at one of Trinidad’s excellent paladares, then head out to experience the city’s lively music scene—whether it’s traditional Cuban, smooth jazz, or upbeat salsa, there’s something for everyone.

Overnight: Trinidad
Meals: Breakfast, Dinner

Day 8 - Trinidad to Santa Clara & Havana

Trinidad - Santa Clara - Havana. Today we journey back to Havana, stopping en route in Santa Clara to visit the Che Guevara Museum and Mausoleum. A pivotal and polarising figure in Latin American history, Che holds particular significance in Cuba. His remains were brought here from Bolivia in 1990, and the site features a towering bronze statue, an eternal flame, and a museum showcasing his personal belongings.

After stopping for lunch along the way, we return to Havana for the final night of the tour. This evening, the guide will suggest a range of dining options and places to enjoy live music, dancing, or a final drink together. You're also welcome to explore on your own, with the guide happy to offer recommendations.

Estimated driving time: 7 hours

Overnight: Havana
Meals: Breakfast, Lunch

Day 9 - Havana

Our Cuba tour comes to an end today after breakfast and hotel check out. The guide will be around until midday should you need assistance. Make your own way to the airport or your next destination. Safe travels!

Meals: Breakfast

Accommodation

The hotels listed below are ones which we frequently use on this tour. We reserve the right to substitute these hotels to ones of a similar standard.
La Gargola Guesthouse
Havana

is a stylish 5 room guesthouse in the heart of Old Havana. Installations, such as central hot water, imported mattresses and air-conditioning, are modern and comfortable. The staff have gained a reputation of being very attentive and friendly. The rooms are all different colors and run along a bright internal corridor that is well lit by natural light and overlooking a central courtyard. It is located on the 1st floor, so its above ground level where the noise and bustle of the busy streets of Old Havana can be felt, and conveniently accessed from the street via a wide marble staircase. The breakfast in La Gargola offers variety rarely encountered in Cuba. The kitchen staff specialize in vegetarian alternatives as well as gluten and lactose free options.

Our Rating
Standard
Local Rating
Guesthouse
La Quimera Guesthouse
Havana

La Quimera is located in the very heart of Old Havana. Its rooms are very large compared to most private guesthouses in this much desired part of the city. The 2 front rooms feature generously sized windows that overlook the street from above and provide ample natural light. The common areas of the house are also very spacious. The guesthouse is clean, modern, and professionally serviced by the mature host Odett.

Our Rating
Standard
Local Rating
Guesthouse

Prices & Dates

Departure dates are guaranteed with a minimum of 2 persons. 'Twin' prices are per person when there are 2 people on the same booking sharing a room (double rooms are not available). 'Single' prices are applicable to solo travellers wanting the privacy of their own room. 'Shared' prices are applicable to solo travellers who are happy to share a room with another traveller of the same sex.

2025
Single
Twin
Shared
5 Jun - 13 Jun
R 49,195
R 32,285
R 32,285
30 Oct - 7 Nov
R 49,195
R 32,285
R 32,285
27 Nov - 5 Dec
R 49,195
R 32,285
R 32,285
18 Dec - 26 Dec
R 49,195
R 32,285
R 32,285
2026
Single
Twin
Shared
29 Jan - 6 Feb
R 52,445
R 35,535
R 35,535
26 Feb - 6 Mar
R 52,445
R 35,535
R 35,535
26 Mar - 3 Apr
R 52,445
R 35,535
R 35,535
23 Apr - 1 May
R 52,445
R 35,535
R 35,535
21 May - 29 May
R 52,445
R 35,535
R 35,535
18 Jun - 26 Jun
R 52,445
R 35,535
R 35,535
10 Sep - 18 Sep
R 52,445
R 35,535
R 35,535
8 Oct - 16 Oct
R 52,445
R 35,535
R 35,535

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