HOME > Cuba Tours > Cuba Highlights

Cuba Highlights Tour

Day 1: Havana

Bienvenido a Cuba! Welcome to Cuba! There are no activities planned until your important welcome meeting at 6 pm. Once you’ve arrived, why not take a stroll in Cuba’s capital, where vintage cars, Neo-Gothic churches and Art Deco theatres come together in a colourful mismatch on the streets. If you have time, you might like to visit Museo de la Revolucion, which focuses on the events leading up to, during and immediately after the Cuban revolution. After your welcome meeting, perhaps dig into some delectable street snacks and join the group for dinner at a local restaurant – your leader will have a few recommendations.

Day 2: Vinales

This morning, join your leader on a two-hour walking tour around Old Havana – a district that reflects an eclectic mix of colonial, baroque and neoclassical architecture. Founded in 1519 by the Spanish, this area within Cuba’s capital remains virtually unchanged. Wander through Havana’s oldest square at Plaza de Armas, stroll around the buildings that frame 16th-century Plaza Veija, admire the basilica of San Francisco de Asis and visit the Havana Cathedral with its elaborate baroque facade. After your walking tour, take a taxi to the bus station and head west to Vinales (approximately 4 hours). This charming rural village is your base for the next couple of days, so why not do as the locals do – drink rum and dance the night away.

Day 3: Vinales

This morning, enjoy a walking tour through farms, tobacco plantations and lush cultivated lands for an insight into rural life in Vinales. Learn more about the simple lifestyle here and see first-hand the farmers who grow tobacco for some of the world’s most expensive cigars. Together, your group will decide the best time to take an included informal Spanish lesson where you’ll learn some simple greetings like ‘hola’ and ‘hasta luego’, plus how to order an all-important ‘cerveza’ (beer)! The rest of the day is yours to soak up the slow, old-world pace of rural Cuba, where donkeys plod along the dirt roads. You might like to cruise around the area on a bicycle or explore one of the Americas’ largest cave complexes up in the mountains.

Day 4: Bay of Pigs / Trinidad

Today, travel by private vehicle to the World Heritage-listed city of Trinidad. En route, you’ll stop at the Bay of Pigs for a dip in the crystal-clear Caribbean Sea, and if there’s time you can hire snorkel gear and swim among the tropical fish that call these waters home. Be sure to ask your local leader about the Bay of Pigs Invasion – a battle between the USA and Cuban revolutionaries which resulted in the first defeat of a US-backed takeover in Latin America. Continue to Trinidad where you'll spend the night. Follow your leader on a walking tour in this charming town and visit a local pottery workshop and learn about the special pottery work in Trinidad.

Day 5: Trinidad

Trinidad is a standout destination for many visitors to Cuba, in no small part to well-preserved colonial buildings, friendly locals and its old-school feel. Today, you’ve got the full day to do as you please. For some beachside fun and perhaps a little snorkelling, head down to Playa Ancon – just be careful you don't stand on a sea urchin! Hiking and cycling are equally good options, and there are some excellent walking trails in the nearby Sierra del Escambray mountains. For an insight into the colourful post-revolutionary period, why not visit the Museo Nacional de la Lucha Contra Bandidos and the Casa de los Martires de Trinidad. Nearby is the sprawling Valle de los Ingenios, where sugar plantations stretch out as far as the eye can see.

Day 6: Santa Clara

This morning, travel by private vehicle to the historic city of Santa Clara – less crowded and slower paced than the bustling Havana, and home to all things Che Guevara. First, visit the Che Guevara mausoleum and memorial; the final resting place of the physician-turned-guerrillero leader. Che's remains were brought to rest here after they were found in a remote corner of Bolivia in 1997, where he was assassinated by the CIA-backed Bolivian army. The memorial is home to an impressive bronze statue of Che bearing his rifle, and inside the museum you can learn about his amazing life and see photos and exhibits such as his famous black beret. Afterwards, your leader will take you on an orientation walk of the town and point you in the right direction. If there's time, why not take the short walk up to one of the best lookout spots in town, Loma del Capiro, where you can share sweeping views of the city with a statue of – you guessed it – Che Guevara! 

Day 7: Havana

In the morning, travel back to Havana by bus (approximately 4 hours) where you’ll return to your guesthouse to enjoy some free time. If you’re a cigar aficionado, you might like to purchase a tour for tomorrow morning of one of Cuba’s best tobacco factories where they produce a range of top-quality Montecristo, Partagas and Romeo y Juliet cigars Head out tonight to a night live music venue with your leader and why not celebrate the end of your adventure in Cuba with some salsa dancing.

Day 8: Havana

There are no activities planned for today, so you are free to leave your guesthouse at any time, provided you comply with any internal check-out times. This doesn’t mean your adventure has to come to an end! If you’ve got time, consider heading out in a 1950s convertible on a Classic American Car Tour of Havana with Urban Adventures. Take to the streets in style as you cruise through the capital – visit urbanadventures.com/havana-tour-classic-american-car-tour-of-havana for more information and to book.

City, countryside and dazzling Caribbean coast – take an eight-day adventure straight to the heart of Cuba. Set off from the charming capital of Havana, where old-time American cars, wafts of cigar smoke and laidback vibes permeate the streets. Visit a local tobacco farm in Vinales, experience the colonial charisma of Trinidad, and immerse yourself with the history, music and mojitos of a country caught in a bygone era. With plenty of time to swim, snorkel, cycle and hike, this adventure combines Cuba’s old-world charm with some seriously scenic vistas in a jam-packed itinerary.

Touring Cuba
holiday ideas

Cuba Highlights Tour

7 night Cuba Highlights tour

from £1805 per person

Submit an Enquiry

Tour plus Varadero

7 night Cuba Highlights tour

7 nights Sol Varadero Beach

from £2485 per person

Escorted tours of Cuba - Highlights of Cuba tour

NOTES

The guesthouses (casas) we use are much nicer than your average Cuban dwelling and each room is unique. Regardless of where you stay, power cuts and breaks in hot water supply are sometimes unavoidable, as in any developing country – but we believe that this is all a part of the local experience. To help set your expectations correctly, please read the ‘Accommodation’ section of the Essential Trip Information.

Luxuries such as air conditioning, plush pillows, and fly screens, are often scarce. Part of the experience here is learning to appreciate everyday Cuban resourcefulness.

You might have to save your status updates and photo posts for when you get home, as Internet is hard to find, unreliable and expensive. Treat Cuba as a holiday from social media too!

Cuba is different, and that's a big part of its allure. Things don't always go according to plan, and many things don't work the same way as back home. Patience and good humour will go a long way in this beautiful destination.

As this trip covers a lot of land, you'll be spending quite a bit of time travelling. It’s all part of the adventure and a great way to get to know your fellow travellers. Please read the itinerary carefully for travel time estimates.

Escorted tours of Cuba - Cradle of the Revolution tour

Escorted tours of Cuba - Classical Cuba tour

2025 Cuba escorted tours package holidays Prices are per person based on two sharing.

Prices include flights, transfers and accommodation, and are subject to availability. Flights from Gatwick (via Madrid) - other departures also available, call for details. Holiday code J/INT0624W.