Tailor made holidays in Cuba
Whether you’re interested in reefs, rumba or the revolution, our Cuba tailor made holidays will be created around your interests and abilities. Suitable for families as well as couples and groups, self-drive is a poplar option, allowing you to discover huge swaths of the island – but all in your own time. You’ll be paired up with the perfect homestay hosts and pointed towards the hottest festivals and coolest cities.
31 Tailor made holidays in Cuba found
Classic Cuba holiday, 12 days
Get into the Cuban swing over just ten days.
From £1,125 12 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way.
Cuba highlights holiday
Explore Havana, visit tobacco hills & doze on dreamy beaches
From £828 8 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way.
Cuban casa holiday
Go local in Cuba staying in friendly family B&Bs throughout
From £1,195 15 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way
Cuba self guided cycling holiday
Independent cycling through rural Cuba
From £849 12 days ex flights
Small group travel:
2022: 6 Nov
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Cuba holiday, tailor made
Experience Cuba's cultural delights
From £1,250 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Trekking holiday in Cuba
Hiking and exploring the unspoiled national parks of Cuba
From £450 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba tours
Tailormade holidays in the pearl of the Carribean
From €995 15 days ex flights
Tailor made:
Our Cuba tours can be tailor-made and departures can be arranged all year. The sample itinerary shown can be modified to your personal wishes including departure date, duration, accommodation used & how long you spend in each destination
Scuba diving and tour in Cuba
Scuba diving and roundtrip Cuba with homestays and/or hotels
From €995 to €1,790 15 days ex flights
Tailor made:
This trip can be tailor-made and departures can be arranged all year. The sample itinerary below can be modified to your personal wishes including departure date, duration, accommodation used & how long you spend in each destination.
Self drive Cuba family holiday
Family holiday Cuba for parents & children
From €1,590 to €2,990 15 days ex flights
Tailor made:
This trip can be arranged at a time to suit you, and adapted to your requirements
Short Cuba trip, a long weekend in Havana
Limited time? Enjoy a long weekend in Havana
From US $995 to US $1,195 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba tailor made tour, 8 days
Fantastic immersive 8 day trip, highlights and hidden gems
From US $2,250 to US $2,350 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba highlights and beach holiday
Balance Cuba’s culture & natural beauty with sunny paradise.
From £1,598 15 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way
Walking holiday in Cuba
Cuba off the beaten track: Private guided walking holiday
From £2,425 to £2,725 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Discover Cuba tailor made holidays
See the historic sites and beautiful landscapes of Cuba!
From £1,949 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Cuba tour, The Revolutionary Trail
Follow in the footsteps of the revolutionaries
From £1,725 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Eastern Cuba self drive holiday
Discover lesser explored Eastern Cuba by car
From £1,828 13 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
LGBT Cuba tour
Take the pulse of Cuba through its progressive LGBTI scene
From £1,249 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tailor made Cuba tours
Discover Cuba with a custom-made trip just for you.
From US $995 to US $2,250 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba on a budget tour
Get up close and personal with the real Cuba.
From £838 12 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way.
One week tour of Cuba
Discover the history, culture and natural beauty of Cuba.
From US $1,200 to US $1,900 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba eastern highlights tour
Already been to Havana? Explore Santiago and eastern Cuba.
From US $2,595 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Short Cuba tour, Havana and Viñales
Discover the history, culture and natural beauty of Cuba
From US $1,275 to US $1,375 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba holiday, Havana to Santiago de Cuba
An immersive, 10-14 day cross island trip of Cuba
From US $3,595 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Afro-Cuban Dance holiday, Cuba
Afro-Cuban dance holiday in Santiago de Cuba
From £945 to £1,775 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba holiday, 22 days
In 3 weeks experience vintage cars, rum bars and beaches.
From £2,488 22 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way
Cuba holiday, culture and nature
A mix of nature and culture; discover what makes Cuba tick
From £1,325 15 days ex flights
Tailor made:
Everything is tweak-able, giving you the freedom to build a unique and personal trip for your chosen date. Upgrade your accommodation for all - or just part - of your trip, slow down the pace with few extra nights here and there or add a few more active adventures along the way.
Active Cuba holiday, tailor made
Hike, cycle and salsa on the tailor made Cuba tour
From £1,948 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba family holiday, culture, nature and beaches
Family Cuba: Salsa, beach and vintage cars
From £3,076 15 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Self drive holiday in Cuba
Discover Cuba at your own pace
From £1,550 13 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cuba tailor made holiday, nature and culture
Explore the highlights of Castro's Cuba
From £2,310 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
