15-Day Cuba Flavours and Soul Adventure

Women Only
Max Group 14
Lifetime Deposit
Solo traveller friendly

5 Good Reasons To Do This Trip!

OUR WOMAN IN HAVANA

Feel the pulse of Cuba’s rambunctious capital. You’ll dance salsa in the smoky jazz clubs, dodge Cadillacs on the cobbled streets, and sip strong coffees on pretty plazas. There’s nowhere quite like it!
VIVA LA REVOLUCION

Walk in the footsteps of the most pivotal figures of the Cuban Revolution, driving through their guerrilla stronghold in the Sierra Maestra mountains and visiting the town where Fidel kicked off the struggle in 1953.
PACK THE DANCING SHOES

Welcome to jazz country! Salsa your way through an evening of dance in one of the legendary clubs of Santiago, the music capital of the island. There’s no better way to seal new Patchie friendships than with a boogie until the early hours!
CUBA’S RAW AND REAL SIDE

You’ll hike river canyons in the sierras, spot pink flamingos in the swamps, and roll cigars in rustic tobacco farms.  This adventure is active and off the beaten path from start to finish, but there will also be some..
MUCH-NEEDED BEACH TIME

Spend a day soaking up the rays on a stonker of a beach on the less-trodden Cuban south coast. It’s away from the big resorts but still clocks all the cliches – chalk-white sand, fish-filled seas, the whole shebang.

Trip Details

Dates Price AUD
(per person twin share)
  • 7 Nov 2026
  • Ends: 21 Nov 2026
  • $4,892 AUD
  • Private supplement: +$2,778 ⓘEven if you come solo, we will match you with a roomie. This Private Supplement is for those who would like to pay extra for their own private room.
  • ONLY 1 SPOT LEFT
  • Deposit
$1,223 AUD
Private Supplement: +$695

Price

  • 2 week cooling off period applies.
  • Lifetime Deposit. If you need to cancel, your deposit is transferable to other trips.
  • Twin Share: we’ll match you with a roomie if you’re travelling solo.
  • Private supplement available (max 6 spots)

Please refer to our payment terms in the FAQs.


Trip length

15 days, 14 nights


Meeting point

Premium Guesthouse, Havana, Cuba


Ending point

Premium Guesthouse, Havana, Cuba


Group size

Maximum 14


Participation requirements

Please see our “Is this trip right for you?” section under the Participation Tab.


Included

  • Arrival and departure transfer
  • Meals: 14 breakfasts, 4 lunches and 9 dinners
  • Private vehicle transportation 
  • Dance class in Havana
  • Hemingway’s History Tour
  • Havana Classic Car Ride
  • Chocolate Making Experience 
  • Yumuri River Canyon Tour 
  • Baracoa Cocktail Making Lesson and Cooking Demonstration
  • Santiago Sansa lesson 
  • 14 nights boutique and premium accommodation
  • A top-rated and English-speaking Tour Leader
  • All listed activities and more!

Not included

  • International Flights 
  • Travel insurance (mandatory)
  • Visa Fee
  • Additional hotel nights & late checkouts
  • Drinks and other personal expenses
  • Tip kitty (See FAQs for more information)

Click the tabs to find out more

Day 1: Arrive in Havana

Say one big ‘Hola’ to Cuba. Touchdown in Havana, where we’ll have a friendly face ready to greet you at the airport and get you straight to your hotel in the city. Take some time to freshen up and then look for the welcome note in your room – it should explain the logistics of the evening, which is likely to go something like this: Meet your fellow Patchies, hit it off like a proverbial house on fire, be friends forevermore. Choose the dancing shoes this evening. Salsa isn’t just a dip for dinner in these parts!

Accommodation: Premium Guesthouse, Havana
Included: Dinner

Day 2: See both sides of Havana

If Havana was human, she’d be a Samba-dancing dame with fruit in her hair and a cigar in her mouth. Well…it’s time to meet that dame and we think you’re going to get on just fine! Dive headlong into the beautifully chaotic streets of La Havana Vieja, the old town, where history oozes from every chipped Baroque cathedral and every person-packed plaza. You’ll feel the unceasing fizz of local life as you navigate the markets and devour homecooked food in a proper Cuban ‘paladar’ (a local tavern). Later, Patchies have free license to let their hair down when the group hops in a vintage convertible to cruise the boulevards of Havana’s new town.

Accommodation: Premium Guesthouse, Havana
Included: Breakfast and Dinner

Day 3: Viñales

They say the best way to see the real Cuba is to venture away from the famous cities and resort towns. Cue Viñales. This is the rural heartland of the island. No sugarcoating – the bumpy road there can take about four hours, but it’s a pretty ride – think a finale of gigantic karst mountains tufted with jungles. It’s here that you’ll get acquainted with two of Cuba’s greatest exports: Coffee and tobacco. With a local guide, you’ll learn how to roll up those iconic Cubano cigars and sip fresh-ground cups of coffee made with the island’s  beans.

Accommodation: Premium Guesthouse, Viñales
Included: Breakfast and Dinner

Day 4: To the Bay of Pigs

You and your Patchie crew will have an early start today because there’s a hefty drive to do, taking you through the heart of central Cuba. You’ll whiz by Havana, so wave to your old friend, and then delve into a landscape of citrus farms, which in turn gets taken over by mangrove swamps and palm-threaded coastline. Before you know it, you’ll be leaving footprints in the talcum-powder sand, and there may even be time for a snorkel with the local triggerfish. But the bath-warm waters hold some darker secrets, too, and you’ll follow the Patch mantra of always peering under the surface, learning a little about the Bay of Pigs and the failed US invasion that happened here in the 60s. Later, discuss snorkelling spots and counter-revolutionary coups over fresh-caught seafood in nearby Playa Larga, where you’ll stay for the night.

Accommodation: Standard Guesthouse, Bay of Pigs
Included: Breakfast 

Day 5: Cienfuegos

You had a long drive yesterday, so today’s a bit more chilled on the travel front. Discover why they call the city of Cienfuegos the ‘Pearl of the South’. Wander the wide boulevards, catching wafts of coffee and frying plantains as you dodge the sun in the colonnaded walkways. You’ll be in the company of an expert guide, who’ll reveal the reason behind the Parisian vibes and help you understand the unique cultures and peoples of southern Cuba.

Accommodation: Premium Guesthouse, Cienfuegos 
Included: Breakfast and Dinner

Day 6: Camaguey

It’s flamingos for breakfast, ladies! (Not literally, of course.) You’ll have something to eat, then leave early to spot the strange pink-coloured birds in a nearby lagoon. From there, it’s a long-ish drive to Cuba’s third-largest city, Camaguey. After arriving, you’ll embark on an orientation tour to help you get your bearings in a town that was actually designed to be as confusing as possible – the idea was to catch out any pirates who managed to make it into the walls! Later on, you’ll find out why it’s considered a cultural hub of the island by visiting the Camaguey Ballet Company for a show of pirouettes and pliés aplenty.

Accommodation: Premium Guesthouse, Camaguey
Included: Breakfast 

Day 7: Baracoa

You’re almost at the halfway mark and what an adventure it’s been so far! By now, you and the crew will have bonded over cigar rolling, snorkelling with parrotfish, Cuban ballet shows, joyrides in vintage cars, and more Latin-Caribbean cuisine than you can shake a bowl of black beans at. It’s not been your usual week, eh? After a walking tour of gorgeous Baracoa – a place that inspired Christopher Columbus to declare Cuba “the most beautiful land that human eyes have ever seen” – take some time to relax. Whether that means rum cocktails at the hotel bar, people watching on the Malecon, or just a quiet night in, is entirely up to you.

Accommodation: Comfort Guesthouse, Baracoa
Included: Breakfast and Lunch

Day 8: Adventuring around Baracoa

Chocolate, cocktails, canyons crammed with jungles – the things you’ll experience today showcase the highlights of Cuba’s incredible Oriente province. We start, of course, with chocolate. Finger lick your way through a local cacao farm, seeing how everyone’s favourite treat goes from bean to bar, even making your own chocolate and then, no doubt, eating it promptly. Next it’s the turn of the Yumuri River canyon, where you can burn off calories gained by exploring the riverways and forests, searching for strange Venus fly-catchers and lush ferns. Don’t forget the swimming stuff! Finally, you join a cocktail-making class to enjoy a cheeky rum (or a few cheeky rums!) with your fellow travellers as evening sets in.

Accommodation: Comfort Guesthouse, Baracoa
Included: Breakfast and Dinner

Day 9: Baracoa for foodies

Fire up your taste buds today, because Baracoa’s cuisine is about to cause a revolution in the way you think of Cuban food. Where better to do your cooking lesson than in a place where the local dish is slow-cooked fish straight off the boat, doused in coconut milk, infused with garlic and chilli? You’ll learn how various island ingredients have been used over the centuries to create some enticing dishes, cooking up a smorgasbord under the guiding hand of a local chef.

Accommodation: Comfort Guesthouse, Baracoa
Included: Breakfast, Lunch and Dinner

Breakout: The Cuban Revolution

There’s nothing more totemic in the history of this island than the Cuban Revolution. It all began in 1953 when a small band led by Fidel Castro attempted to storm the Moncada Barracks in the town of Santiago. The attack ended badly for the revolutionaries but their highly politicised trial helped raise the profile of the struggle. By 1955, Cuba was in the grip of student riots and by 1958 the Castro brothers – Fidel and Raúl – had returned to the island to wage war against the government. Fuelled by arms donations from Communist powers and the USA, the conflict escalated, and the revolutionaries eventually succeeded in toppling the government through a campaign of guerrilla warfare from their base in the Sierra Maestra mountains. Today, Cuba remains an officially Communist state.

 

Day 10: Santiago de Cuba

Viva Santiago de Cuba! Today, you head to the so-called Cradle of the Revolution, a 500-year-old city that hugs a handsome bay at the tail end of southeastern Cuba. It’s a bit of a drive to get there but wowza! You’ll hairpin up mountain bends in the road, drop down to see remote beaches, and even pass through the notorious Guantanamo Bay area, where the infamous US military prison makes its home. There should be some time to explore Santiago’s mix of colonial-era churches and enthralling museums that tell the story of Cuba’s legendary revolutionaries. But not too much time. Santiago de Cuba is also the island’s musical capital, you see, and you’ve been invited to join a ‘Noche Santiaguera’, a whole evening of samba and son music that we all but guarantee will get every last Patchie among you dancing!

Accommodation: Premium Guesthouse, Santiago 
Included: Breakfast and Lunch

Day 11: Exploring Santiago

If you’ve spent the whole night boogying, don’t worry, there’s no mega-early start or big drives today. In fact, you’re staying put in Santiago. Venture just out of town to the UNESCO San Pedro de la Roca Castle to learn all about the days when pirates scoured these shores. After that, there will be a boat waiting to take you over the glistening waters of Santiago Bay to a sleepy little island – the perfect setting for a long lunch with lots of laughs.

Accommodation: Premium Guesthouse, Santiago 
Included: Breakfast and Lunch

Day 12: Trinidad

Make several intriguing pit stops as you drive through the heart of eastern Cuba today. First up, it’s El Cobre. The sanctuary here is one of the most sacred to Cuban Catholics. Scale the 254 steps from the village to the shrine to learn all about the mysterious story of the church’s founding – no spoilers, but it’s a good one that involves two fishermen, a storm and a disappearing statue of the Virgin Mary. Push on to Bayamo, a provincial capital with a small-town heart where we might have a chance to sample local ‘prú,’ a fizzy, fermented drink that they say has anti-aging properties, but don’t hold us to that! Elegant European-style architecture will greet you as we arrive in Trinidad, a simply lovely town of cobbled streets that also happens to be famous for its jazz bars. More dancing, anyone?

Accommodation: Premium Guesthouse, Trinidad
Included: Breakfast and Dinner

Day 13: Ancon Beach

We Patchies come for culture, history, art, dancing, and food, but we’re also not ashamed to say we love a touch of the classic R&R. Ancon Beach is perfect for that. As we near the end of this trip through Cuba, we’ll come to this sugar-sanded run on the south coast to top up the tan and meditate on all the amazing experiences we’ve had. The group might even have time to fit in a cocktail or two with the sunset. Seems appropriate!

Accommodation: Premium Guesthouse, Trinidad
Included: Breakfast and Dinner

Day 14: Back to Havana

Remember your first love in Cuba? Havana. She’s a-calling today. It’s quite a long drive to get back to the capital, so make a stop at Santa Clara on the way. There, you’ll get a chance to learn all about a certain Ernesto Ché Guevara. Heard of him? There’s a museum to the revolutionary and a monument to the guerrillas who fought with him. Arriving late, you might just be able to squeeze in a touch more jazz and Latin art at the Fabrica de Arte, an all-in-one club come exhibition space. Then, it’s time for that emotional final meal with the group. Celebrate well into the night if you like, reliving those memories you’ve made together; rolling Cuban cigars, cooking coconut lobster, snorkelling in the Caribbean.

Accommodation: Premium Guesthouse, Havana
Included: Breakfast and Dinner

Day 15: Farewell

After two weeks on this extraordinary island it’s time to bid farewell. We’re sure it will have charmed you like it charmed Hemingway and Columbus and millions of others, so this is bound to be emotional. The good news is that you’ve made memories and friends to last a lifetime, so dole out those last hugs, swap contact numbers, and head to the airport with a smile on your face.

Included: Breakfast 

Trip Map

Frequently Asked Questions

Prior to the payment of your full balance, the final price may change if there is significant variation in the AUD:USD exchange rate. Our trip pricing is determined by what the exchange rates are at the time of publishing the trip.

The pricing on this trip is based on an exchange rate of 1 AUD:0.64 USD 

A deposit is required to hold your spot. Payment can be made by credit card (fees apply) or bank deposit.

There is a cooling-off period of 2 weeks. (Applicable to all bookings made at least 120 days before trip departure.)

We have implemented a ‘lifetime deposit’ guarantee. Deposits are not refundable, but they are transferable at any time, right up until the first day of the trip.

The final balance of the trip is required 120 days in advance of the departure date. Our suppliers require upfront payment well in advance to guarantee availability.

Please refer to the full terms and conditions for further information.

This is the most frequently asked question we get!

Nearly everyone is in their 50s and 60s, with some people above and below (but of course, everyone is welcome!)

Most Patchies come alone and are matched with a room-mate. Remember, you don’t need to pay for a single supplement if you come solo. We will place you with a similarly-aged roommate.

The typical Patchie has travelled a LOT, is a well-seasoned adventurer, and is not easily thrown by small things. However, many Patchies tell us that this is their first ever group tour. Many of our guests have avoided tours to this point as they’re not attracted to being herded around in large groups.

Oh, and one last thing:

Patchies are warm, generous, and kind. We knew it would be like this, but we weren’t expecting it to be *quite* like this. We’re so blessed as a business to have the customers we do; we consider ourselves to be some of the luckiest people in the world.

Level 2

To enjoy the trip comfortably, you’ll need to be able to spend time on your feet and walk for stretches of 3-4 hours at a time (particularly for activities on Days 3 and 9). Daily activities may include:

  • Walking on uneven, hilly, or cobbled terrain.
  • Getting on and off various forms of transport, including boats, sometimes without formal steps.
  • Climbing 3 to 4 flights of stairs, including in accommodations without lifts.
  • Using over-the-bath showers.

You must be able to manage your own luggage for short periods of time – that includes on and off the bus, along cobble stoned streets and up stairs at your overnight stays.

All activities are optional—if you need a break, you’re welcome to sit one out. That said, if a full afternoon walking tour sounds too challenging, this may not be the right trip. Unfortunately, this tour is not suitable for travellers who require walking aids.

Aussies and Kiwis need a visa to enter Cuba. In 2025 as a tourist you no longer need a paper ‘tourist card’, just an eVisa. The eVisa is valid for 90 days and we’ll be arranging it on your behalf – nothing more for you to pay! 

Most of our trips have a tip kitty because many cultures have diverse rules when it comes to tips. We’ve found it to be the easiest way to combat over-tipping, under-tipping or having the tip fall into the wrong hands. Our goal is for guests to relax and know that the complexities of tipping are taken care of, on their behalf.

We’ll be updating this section with the tipping amount and how it’s distributed soon.

There are a variety of route options from Australia and New Zealand to Cuba, which do require a change. These include travelling via Chile, Doha and Madrid, or Canada.

Australia → Santiago de Chile → Peru → Havana

Australia → Doha → Madrid → Havana

Australia → Canada (Toronto/Montreal) → Havana

We do not recommend that you travel via the USA, as there are additional restrictions and documentation requirements for travel from the USA to Cuba, even for short stopovers on a longer international journey.

Both transfers from the airport to your accommodation – on arrival and on departure – are included in your price.

Try to arrive before midday on the start day, although earlier is recommended. If possible, come one day early to settle in. We can organise additional hotel nights for you at cost.

The dry season runs from November to April. During this time, even if you do encounter some rain, downpours are usually short and heavy, and unlikely to  hinder the day’s adventures. Expect April to be warm and sunny, with a dialed down version of the usual tropical humidity. November’s temps are still warm, but the sun isn’t as fierce, which tends to help balance out the slightly higher humidity off the back of the end of the rainy season. 

Yes! Despite what you may have heard, Cuba is a very safe country, with a robust police presence and low crime rate. Of course, you need to take the usual big-city l precautions against pick-pocketing  in Havana and Santiago de Cuba, and we recommend using a padlock on the zipper of your main bag because safes are not a given in typical Cuban in-room  accommodation. 

 

For foreign citizens visiting the US after going to Cuba, whether it is for business, tourism, or transit, you will need to have a B1 or B2 visa. The ESTA visa waiver will not apply after you’ve been to Cuba. You’ll need to begin planning months in advance of your trip because the process includes an in-person appointment at an American Embassy.

If you’re planning to visit the US directly after your Cuban adventure, please note it is not permitted to bring Cuban rum or cigars into the USA.

Travelling for tourism reasons directly from the USA to Cuba isn’t allowed under US law. The law applies to US nationals and all foreign nationals who are either resident in the USA, or travelling through the USA en route to Cuba.

The Cuban Peso (CUP) is a closed currency with no value outside of Cuba, so you won’t be able to exchange money in advance. Most travellers find that it is better to pay in EUR/USD than to exchange for CUP at the official rate when they arrive.

Credit cards are not widely accepted, debit cards may not work, and ATMs are scarce, so we recommend bringing enough cash for your entire trip. Euros and US Dollars are the best currencies to take, in small denomination (1, 5 ,10, 20), good-condition (unmarked and unfolded) , which you can use to pay at  restaurants, and entertainment venues. Coins are not accepted.

 

Your accommodation will be in privately owned guesthouses, locally called “casas”. These are a lovely, authentic way to experience Cuban life, and each one varies; some resemble mini-hotels and others are more like family stays. Outside of the larger cities, you can expect that the group will stay between several nearby casas, usually with a few Fencoxers in each house. 

Staying in casas is one of the most rewarding parts of traveling in Cuba. It’s a chance to connect with everyday Cubans and experience the country through their warmth and hospitality. Some casa hosts speak great English, while others communicate with a joyful mix of gestures, smiles, and laughter. It’s all part of the cultural exchange.

Guest rooms must meet certain standards of comfort for the casa to obtain a license. Each guestroom will have air-conditioning and a private bathroom with a shower. However, Cuban energy infrastructure can be unreliable (see – Will there be Power Outages, for more information), so be prepared there may be times the air-con doesn’t work through the day. Casa’s do have generators, but fuel is rationed, so owners are more likely to wait until the evening to turn on the generator, so you can have a comfortable sleep. 

 

The opportunity to do laundry during your trip is possible and best left for stays that are for more than one night. Your guide will be able to assist with recommendations during your trip.

 

Power outages, or “apagones”, are a common part of daily life in Cuba, but locals have been navigating them successfully for years.

To manage the island’s electricity deficit, there are “planned” shutdowns, which help keep things running smoothly. When they do occur, many hotels, private accommodations, and restaurants are well-prepared with backup generators, ensuring the guest experience remains uninterrupted.

As with electricity, you might also notice breaks in hot water. Fortunately, cooler showers are a great way to deal with Cuba’s humid climate!

As much as possible, your tour leader will notify the group of scheduled power outages. For your personal comfort, we recommend you bring a small torch or head torch, a rechargeable personal fan, and a power bank to keep your phone and other essential devices charged.

Tap water in Cuba is not considered safe to drink for travellers, however, most travellers do not have any problems brushing their teeth with tap water.

Bottled water will be provided on the bus, but when you aren’t with the group we encourage you to bring a reusable bottle with a water purification system to treat tap water rather than buying bottled water.

 

Internet is becoming increasingly available in Cuba, and costs are much lower than they used to be. However, it is still more difficult to access the internet in Cuba than in most other countries, and the vast majority of guesthouses do not have the facilities to offer WiFi.

There are WiFi points at different places in all the cities, such as plazas, public areas, and in most hotels. WiFi cards that give you 1 hour access to the internet can be purchased in the hotels and at offices of the communication company ETECSA. We suggest you buy several of these in Havana at the start of your trip, as you can use them across the island. Your tour leader can assist.

 

 

Australian Telcos do not currently offer global roaming on your phone in Cuba.

 

Due to the US trade embargo on Cuba, some things we consider everyday essentials are much more difficult to get in Cuba. We recommend that you carry a small First Aid kit containing basic painkillers, bandaids, hand sanitiser, anti-diarrheal medication, mosquito protection and tissues, as well as any personal medicine requirements.

Snacks such as muesli bars, dried fruits and nuts, are often either not available in Cuba or are very expensive, so it can be a good idea to bring some with you for longer drives. 

 

While distances between destinations may look short on the map, road conditions can be rough in places, with potholes, and the occasional ox cart sharing the road. Travel is safe but often slower than expected, especially on winding mountain routes or through rural areas. Days 7 and 12 are particularly challenging, with a drive time of 8-hours or longer. We use private vehicles with air conditioning, and include plenty of rest stops and scenic breaks to keep things comfortable. It’s best to bring a little patience and enjoy the slower pace – after all, the journey is a big part of the adventure.

Cuba is a complicated and developing country, and if you go there looking for problems or expecting perfection, you’re likely to have a frustrating time. On the other hand, if you visit with an open mind, willingness to go with the flow, and desire to learn about the realities of the Cuban experience, your trip will be one to remember for a lifetime. In other words, Cuba is a perfect destination for our Patchies!

In the unlikely event of a health or security related incident during a trip, we’ve engaged a local partner to assist. From our experience, there is not one framework that fits all, and every incident is unique and requires a different approach. With all trips, your guides are your day-to-day support. While behind the scenes, there is an active line of communication – between your guide, the on-ground support team, and Australian Ops.

Have more burning questions?

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