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8 day Highlights of Cuba tour

Including a private tour experience for your friends or family, private driver for your group, all accommodation, airport transfers, delicious daily breakfast, and more.

per person twin share
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  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour
  • 8 day Highlights of Cuba tour



Experience the magnificent dichotomies of Cuba, from its ramshackle colonial towns to its vintage car-dotted cities, on an incredible private group tour experience with this 8 day Highlights of Cuba tour.

This is no ordinary group tour. Instead of travelling with a larger group made up of strangers, this tour sees you discover Cuba with only those who you booked with. This may mean you end up travelling exclusive with your partner, your family members or up to 20 of your friends. Not only will you have a private driver, but you’ll also enjoy the freedom of being able to tweak the itinerary if you want to spend an extra hour or two in a particular destination.

Your private tour encompasses the best of Cuba, including both sights this island nation has become known for as well as places that will take you off the well-tred tourist track. Immerse yourself in the streets of Havana with a city tour and then clamber into the backseat of a vintage car – one of the symbols of the Cuban capital – to take a trip around to sights associated with the city’s modern history. Learn about one of Cuba’s top industries at a tobacco farm in Vinales and wander the European-style streets of the UNESCO World Heritage Site-listed city of Cienfuegos. Pass the site of the Bay of Pigs Invasion and travel to Trinidad in central Cuba to admire its colonial builds and stretch of white-sand beach.

Upgrade to the 15 day tour to see even more of Cuba, including Holguin, Santiago de Cuba, Baracoa and Sancti Spiritus.


Day 1: Havana

Arrive in Havana. You will be met upon clearing customs and transferred to the hotel. Your transfer will also be able to assist you in converting money into the commonly-used tourist currency, Cuban Convertible peso (CUC).

Day 2: Havana (B,L)

Begin your discovery of Cuba and its rich history with a city tour of Havana. The sightseeing tour includes four of the city’s important squares: Arms Square, San Francisco de Asis Square, The Old Square and The Cathedral Square. Set out on an experience that is quintessentially link with Havana culture: cruising the streets in classic old cars. These vintage sets of wheels will take you on a tour around some of the sights of modern Havana, including Revolution Square and the Forest of Havana. 

Day 3: Havana – Vinales – Havana (B,L)

Travel to Vinales after an early breakfast. This town is known for its tradition of growing tobacco and one of the first stops of the day is to Montesinos Tobacco Farm to see a drying house for the tobacco leaves and to learn about how famous Cuban cigars are made. Continue to Los Jazmines to take in the view that spans the Vinales valley; a site that has been declared a UNESCO World Heritage Culture Landscape. Make a stop of at the Prehistoric Mural Painting by Diego Rivera, a famed local muralist. You return to Havana in the evening where you have free time. 

Day 4: Havana – Cienfuegos – Trinidad (B,L)

Leave Havana behind as you set out on a scenic drive along the stunning coastline towards Trinidad. One of the stops along this journey is Cienfuegos, a UNESCO World Heritage Site-listed French-founded city, and the Bay of Pigs site. Admire Cienfuegos’ wide Parisian-style streets, elegant colonnades and Valle’s Palace. From Cienfuegos, you will keep travelling onto Trinidad. Upon arrival, set out to soak up the town’s electric local music scene. 

Day 5: Trinidad (B,L,D)

Trinidad is home to a handful of pretty churches, colonial buildings and a local museum; discover these on a city tour this morning. Then this afternoon, wander barefoot along the pristine sand at Ancon Beach. Keen swimmers might even head into the water for a quick dip. Tonight is free time.

Day 6:  Trinidad – Havana (B,L)

Return to Havana today, swinging past the Botanical Garden of Cienfuegos en route. These gardens are brimming with palm trees, orchids, bamboos and other tropical blooms. Lunch is at a local restaurant before you continue back to Cuba’s capital. 

Day 7: Havana (B)

The entire day is yours with free time to discover the city however you like. Visit San Jose Market or the Hemingway Museum, wander the winding thoroughfares of old Havana, or sign up for a rum tasting. 

Day 8: Havana (B)

Sadly, today your tour comes to an end.


Day 1: Havana 

Upon arrival at Jose Marti International Airport (HAV), you will be met and transferred to the hotel.

Day 2: Havana (B)

Get your first taste of Cuban culture with a city tour of Havana. Some of the sights and landmarks you’ll check off along the way include the city’s most important squares – Arms Square, San Francisco de Asis Square, The Old Square and The Cathedral Square. Later in the afternoon, swap foot-power for four wheels as you hop into vintage cars and tour sights of modern Havana, such as Revolution Square and the Forest of Havana. The evening is free time. 

Day 3: Havana  – airplane-takeoff – Holguin (B,L,D)

Catch a charter flight to Holguin. Visit Gibara, a laidback coastal hideaway that has earned the nickname ‘The White Town’, on a short walking tour and then drive into Holguin to be shown around the city by foot. 

Day 4: Holguin – Santiago de Cuba (B,L)

Bid goodbye to Holguin as you travel towards Santiago de Cuba. A stop at Biran, the birthplace of Fidel Castro, is a highlight along the way. Lunch is taken at a local restaurant. Once in Santiago de Cuba, you can visit Antonio Maceo Revolution Square and Santa Iphigenia Cemetery. The latter is the final resting place of Fidel Castro and Jose Marti. 

Day 5: Santiago de Cuba (B,L)

Head out of the city centre to Cespedes Park and Diego Velazquez Museum. Then, take a drive to the UNESCO World Heritage Site-listed Morro Castle to learn about its Spanish-built defensive system. Tonight is at your leisure.

Day 6: Santiago – Baracoa (B,L,D)

Baracoa was the first colonial settlement founded in Cuba and has been declared a National Monument. It is today’s destination and is reached by driving through La Farola road. You will also have opportunity to stop at La Gobernadora lookout to take in the view of Guantanamo Bay. There is a walking tour of Baracoa upon your arrival in this historic site. Tonight is at your leisure.

Day 7: Baracoa – Santiago de Cuba (B,L)

Sweet-tooths will love one of today’s excursions: a cocoa tour at Dhaba Farm. Here, learn about the history of cocoa in Baracoa and see how the plants are grown, harvested and beans processed. A lunch of typical Baracoan cuisine and chocolate-based dishes is served. Then head to Santiago de Cuba in the afternoon. 

Day 8: Santiago de Cuba – Bayamo – Camaguey (B,D) 

Make for Camaguey after breakfast. This journey is broken up with a stop at the Cuba’s Patroness Saint Sanctuary, which is dedicated to the Virgin of Charity of Copper. 

Day 9: Camaguey – Sancti Spiritus – Trinidad (B,L,D)

Strap on your comfiest shoes and take a walking tour of the old plazas of Camaguey, a UNESCO World Heritage Site. Lunch in a local restaurant before driving to Sancti Spiritus, one of Cuba’s oldest European settlements. This city is steeped in myth and legend. From Sancti Spiritus, cross the Valley of the Sugar Mills and keep travelling towards Trinidad. 

Day 10: Trinidad (B,L,D)

Become acquainted with Trinidad, a beautiful colonial town with a lively nightlife scene, on a morning walking tour. Trinidad was one of the first villages founded by settling Spaniards and is a UNESCO World Heritage Site. Capture the beauty of the old-world architecture and sit down to a lunch at a local eatery. Slip off your shoes in the afternoon for a walk along Ancon Beach, or even wader into the waters for a quick swim. The evening is at your leisure. 

Day 11: Trinidad – Cienfuegos (B,D) 

Today’s scenic drive takes you along the gorgeous coast and through Cienfuegos and the Bay of Pigs site. Tour Cienfuegos, a French-founded city, with a walking tour and also stop off at Valle’s Palace.

Day 12: Trinidad – Girón (Bay of Pigs) (B,L,D) 

Travel to Giron today. Giron is the location of a museum dedicated to documenting the Bay of Pigs Invasion of 1961. There is also opportunity to dip your toes into the water of Caleta Buena, a secluded cove. 

Day 13:  Giron – Havana (B)

Leave Giron behind and make the return drive to Havana. 

Day 14: Havana – Vinales – Havana (B)

A day trip takes you to Vinales. This town in western Cuba is famous for its tradition of growing tobacco and you can gain insight into this industry with a visit to Montesinos Tobacco Farm. Learn about the tobacco leaf-drying and what goes into making Cuban cigars while here. Later, admire the view of the Vinales valley from a lookout at Los Jazmines. The tour returns to Havana in the afternoon and you have free time to make the most of your last night in Cuba. 

Day 15: Havana  (B) 

Sadly, today your tour comes to an end.



  • Private tour experience for up to a maximum of 20 people
  • All airport transfers
  • Private transport including dedicated driver and professional English speaking tour guide throughout 
  • 7 nights’ twin share accommodation
  • Delicious daily breakfast, plus 5 lunches and 1 dinner 
  • Extensive sightseeing as per the itinerary 

The option to extend to the 15 day tour including: 

  • Extended sightseeing covering Holguin, Baracoa, Santiago de Cuba, Camaguey and Giron
  • One-way flight from Havana to Holguin
  • 14 nights’ twin share accommodation in upgraded hotels 
  • Breakfast daily plus 8 lunches and 7 dinners


  • Take a city tour of Havana cruising the streets in old classic cares 
  • Learn how the famous Cuban cigars are made 
  • Enjoy the drive along Cuba’s stunning coastline towards Trinidad
  • Visit Cienfuegos, a UNESCO World Heritage listed site
  • Wander through the Botanical Garden of Cienfuegos
  • Stop off at the infamous Bay of Pigs site
  • Enjoy a city tour of Trinidad and the valley of the Sugar Mills
  • Cool off with a swim at stunning Ancon Beach 

Fine Print


How to book:

To book your tour:

  • Bookings essential
  • Voucher valid for 1 person (must purchase 2 vouchers)
  • Once booked and confirmed, no cancellations permitted
  • Must book by the 65 days prior to departure. 
  • Book early to secure your desired date and time

Deposit information:

  • A deposit of $499/$999 per person plus any applicable surcharges are due at the time of purchase in order to secure your date
  • All peak season surcharges, interstate surcharges (if applicable) and single supplements (if applicable) are also due at the time of purchase and will be reflected at the checkout stage
  • Final payment is due 120 days prior to travel. If you book within 120 days of travel, you will be sent an invoice within 7 days for final payment 
  • Up to 12 Months Interest Free available:
  • Invoices will be emailed to you in advance and it is your responsibility to ensure payments are made prior to the due date
  • Should payment not be received by the due date, your booking will be cancelled and all prior payments will remain strictly non-refundable. 
  • Your tour is subject to availability at the time of your booking. We advise you to book early to avoid disappointment.

Excludes: Flights, travel insurance, visas, tipping and gratuities, personal expenses, anything not mentioned in the itinerary.

Tipping: Towards the end of your tour – if you have enjoyed the knowledge, service and expertise of your tour guide and driver, a tip (while not compulsory) is appropriate towards the end of your tour. While it may not be customary in Australia, tipping is entrenched into many cultures especially within the tourism industry globally. It helps reward and inspire excellent service. The following is provided to assist our guests, but we leave the decision to provide a gratuity entirely at their discretion:

We recommend a tip of between 5 – 10 CUC per person per day for the guide and driver combined. Approx. AUD6 – AUD13 per day. 

Gratuities aren’t compulsory on your trip, but they can make a big difference to locals employed in the tourism industry. Your guide will hand around two envelopes towards the end of the tour (1 Tour Guide and 1 Driver envelope) to make the process as easy as possible.

Single Supplement:

8 day – $1899 per person in addition to 1 x twin share price
15 day – $4499 per person in addition to 1 x twin share price
You can proceed with your single supplement by clicking here.

Triple Share: Not available

Group Sizes: 2-20 people


8 day itinerary:

Havana – Capri Hotel or similar
Trinidad – Brisas Del Mar or similar

15 day itinerary including upgraded accommodation:

Havana – Meliá Cohiba or similar
Holguín – Hotel Caballeriza or similar 
Santiago de Cuba – Melia Santiago or similar 
Baracoa – Porto Santo or similar 
Camaguey – Santa Maria Hotel or similar 
Trinidad – Las Cuevas or similar 
Cienfuegos – Jagua Hotel or similar 
Giron – Playa Larga or similar

What to expect: Cuba has only recently opened its borders to international visitors and while this means that large parts of the country remain untouched by foreign influences, it also means that hotels, transport and facilities may not be equipped with all of the mod-cons. The standards of accommodation can vary as supply is currently outstripped by tourism demand. Travelling to Cuba is an incredibly rewarding experience and one of the most important things to bring with you – other than your camera – is an open-mind, flexibility and go-with-the-flow attitude. Plans may sometimes need to be adjusted, and although your accommodation for the night or your itinerary for the day may change; this won’t impinge the memories you bring back home.

Travel Insurance: We strongly recommend that all customers purchase Travel Insurance as soon as they make a purchase on our website. Help cover yourself for the unexpected with Webjet Travel Insurance, we highly recommend it. Click here for a quote.

Visas: Visas are not included. It is the traveller’s responsibility to ensure they meet the visa requirements for the country they are visiting. Webjet Exclusives is unable to provide visa advice.

For Visa assistance, please visit Webjet’s Travel Visa Service page

Any deposits paid at the time of purchase are non-refundable. 


Travel Dates


8 day tour:

13 April
20 April
11 May
25 May
8 June
25 June
13 July
27 July
10 August
14 August
14 September
28 September
12 October
19 October
9 November 
23 November
14 December
28 December

11 January 
25 January
8 February
22 February
8 March
22 March
11 April
25 April
9 May
23 May
13 June
27 June
11 July
25 July
08 August 
22 August 
12 September
26 September
10 October
24 October

15 day tour:

2 February
16 February
2 March
16 March
6 April 
27 April 
4 May
18 May
1 June 
15 June 
6 July 
19 July 
03 August 
17 August 
7 September 
21 September 
5 October 
19 October 
02 November
16 November
07 December
14 December

04 January
18 January
01 February
15 February
01 March
14 March
04 April
18 April
02 May
16 May
06 June
21 June
04 July
18 July
01 August
15 August
05 September
19 September
03 October
17 October

Surcharges will apply to some dates, please see the availability calendar for more details

Bookings not accepted when within 65 days of departure

Availability on departure dates reflected in both the Fine Print and calendar are subject to change at any time


Flight Information



Travel Information






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Package Inclusions
  • Private tour experience 
  • All airport transfers
  • Private transport including dedicated driver and professional English speaking tour guide throughout 
  • 7 nights’ twin share accommodation
  • Delicious daily breakfast, plus 5 lunches and 1 dinner 
  • Extensive sightseeing as per the itinerary 
  • 15 day extended itinerary option including upgraded accommodation and in-depth sightseeing 
  • Travel dates available in both 2019 and 2020 
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