Cultural vacations in Cuba

The music. The dance. The heat. The old cars shuddering along the Malecón. The daiquiris, the mojitos, sipped in Hemingway’s old haunts. The cigars and colourful dresses and crumbling architecture. Cuba is a step into the past, a sensory overload of colour and rhythm and taste, an island full of poets and musicians, theatres, and book stalls. Our Cuba cultural vacations get to the heart of what makes this island tick.

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Cuba cultural vacation

Cuba cultural vacation

Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel: 2026: 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
Cuba Christmas & New Year tour

Cuba Christmas & New Year tour

Rumba in Cuba = the ideal way to party in the festive season
From US $2,975 11 days ex flights
Small group travel: 2026: 23 Dec
2028: 23 Dec
Cuba family vacation

Cuba family vacation

Family holiday Cuba for parents & children
From €1,692 to €1,992 15 days ex flights
Tailor made: This trip can be arranged at a time to suit you, and adapted to your requirements
Small group tour to Cuba

Small group tour to Cuba

Discover the fascinating diversity of Cuba
From US $2,265 20 days ex flights
Small group travel: 2026: 20 Nov, 4 Dec, 18 Dec
2027: 1 Jan, 15 Jan, 2 Feb, 5 Feb, 19 Feb, 5 Mar, 19 Mar, 20 Mar, 9 Apr, 23 Apr, 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 8 Oct, 22 Oct, 12 Nov, 26 Nov, 10 Dec, 24 Dec
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
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Calling from outside the USA
Cuba cultural vacations, 15 days

Cuba cultural vacations, 15 days

Fun and legal way to experience Cuba's diversity
From US $3,380 15 days ex flights
Small group travel: 2026: 14 Dec
2027: 11 Jan, 8 Feb, 8 Mar, 12 Apr, 10 May, 14 Jun, 19 Jul, 16 Aug, 13 Sep, 11 Oct, 8 Nov, 13 Dec
2028: 17 Jan
Cuba tour, The Revolutionary Trail

Cuba tour, The Revolutionary Trail

Follow in the footsteps of the revolutionaries
From £2,550 to £2,750 10 days ex flights
Tailor made: As the FCDO advises against all but essential travel to Cuba, we are unable to operate this holiday at the moment.
Western Cuba 8 day private tour

Western Cuba 8 day private tour

Cuba's culture, nature and adventure!
From £1,839 14 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
10 day Cuba tour, small group

10 day Cuba tour, small group

Group tour exploring the beguiling and captivating Cuba
From €840 to €1,325 10 days ex flights
Small group travel: 2026: 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
Cuba cultural tour, 9 days

Cuba cultural tour, 9 days

Fun and legal Cuba tour for American travelers
From US $2,375 9 days ex flights
Small group travel: 2026: 20 Dec, 27 Dec
2027: 3 Jan, 10 Jan, 17 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 9 May, 23 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 26 Sep, 3 Oct, 24 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2028: 2 Jan
Cuba cultural tours

Cuba cultural tours

Experience authentic Cuba using local guides and guesthouses
From US $1,625 15 days ex flights
Small group travel: Departs every Friday throughout the year
9 day tour of Western Cuba

9 day tour of Western Cuba

Delve into the African-Cuban heritage of Western Cuba
From £6,237 9 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba cycling tour

Cuba cycling tour

Cycle from Havana to Varadero through the Yumuri Valley.
From US $2,750 to US $2,885 14 days ex flights
Small group travel: 2027: 4 Oct, 1 Nov, 22 Nov, 20 Dec
2028: 3 Jan, 24 Jan, 3 Apr, 3 Jul, 2 Oct, 30 Oct, 20 Nov, 18 Dec
Essential Cuba tour

Essential Cuba tour

9 day Comfort Tour using Cuba's best private guesthouses
From US $1,500 9 days ex flights
Small group travel: 2027: 14 Jan, 11 Feb, 11 Mar, 15 Apr, 13 May, 17 Jun, 15 Jul, 19 Aug, 16 Sep, 21 Oct, 18 Nov, 23 Dec
Cuba music vacations

Cuba music vacations

Music holiday of a lifetime in Santiago de Cuba
From £1,495 7 days ex flights
Small group travel: As the FCDO advises against all but essential travel to Cuba, we are unable to operate this holiday at the moment.
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
Cuba holiday, West to East

Cuba holiday, West to East

Cuba travel 24 days from West to East, best places
From US $2,992 24 days ex flights
Small group travel: 2027: 12 Apr, 20 Jul, 20 Aug
Small group tours to Cuba

Small group tours to Cuba

Discover the real Cuba on this small group tour
From £2,872 12 days ex flights
Small group travel: As the FCDO advises against all but essential travel to Cuba, there are currently no departures planned for this tour.
Cuba tours

Cuba tours

Tailormade holidays in the pearl of the Carribean
From €1,592 to €2,299 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
Bespoke vacation to Cuba

Bespoke vacation to Cuba

Authentic, custom-designed Cuba journeys by local experts
From €1,695 10 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Havana and Eastern Cuba luxury tour

Havana and Eastern Cuba luxury tour

12 day journey through vibrant Havana & Eastern Cuba
From £7,259 12 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba 5 day vacation, footsteps of Hemingway

Cuba 5 day vacation, footsteps of Hemingway

Havana and Viñales: classic cars, rum and cigars
From US $1,845 to US $2,245 5 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba small group tour with homestays

Cuba small group tour with homestays

Authentic Cuba in 15 intensive days
From €2,499 15 days ex flights
Small group travel: 2027: 30 Jan, 26 Feb, 12 Apr, 5 May, 17 Jul, 19 Nov
Women only tours to Cuba

Women only tours to Cuba

Meet female entrepreneurs, artists, and change-makers in Cuba
From US $850 8 days ex flights
Small group travel: 2027: 11 Feb, 18 Mar, 15 Apr, 20 May, 10 Jun, 22 Jul, 12 Aug, 23 Sep, 14 Oct, 18 Nov, 16 Dec
Cuba vacation, Havana and Vinales

Cuba vacation, Havana and Vinales

From the vibrant city to the lush countryside
From US $2,260 5 days ex flights
Small group travel: 2026: 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2027: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov, 25 Nov, 2 Dec, 9 Dec, 16 Dec ...
LGBT Cuba tour

LGBT Cuba tour

Take the pulse of Cuba through its progressive LGBTI scene
From £1,520 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba tour, small group with added comfort

Cuba tour, small group with added comfort

Cuban adventure exploring beaches, history & culture.
From US $3,990 to US $4,380 9 days ex flights
Small group travel: 2027: 16 Oct, 6 Nov, 27 Nov, 25 Dec
2028: 1 Jan, 15 Jan, 5 Feb, 19 Feb, 4 Mar, 25 Mar, 8 Apr, 6 May, 1 Jul, 14 Oct, 4 Nov, 11 Nov, 25 Nov, 23 Dec
Small group tour to Western Cuba

Small group tour to Western Cuba

Tour the 'Garden Province' of Cuba
From US $640 6 days ex flights
Small group travel: 2027: 1 Jan, 15 Jan, 29 Jan, 16 Feb, 19 Feb, 5 Mar, 19 Mar, 2 Apr, 23 Apr, 7 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 27 Aug, 3 Sep, 17 Sep, 1 Oct, 22 Oct, 5 Nov, 26 Nov, 10 Dec, 24 Dec
2028: 7 Jan
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