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.

Filters

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: 2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov ...
Cuba tours

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
vacations to Cuba

vacations to Cuba

A comprehensive and intriguing tour
From US $2,290 to US $2,550 15 days ex flights
Small group travel: 2023: 19 Dec
2024: 13 Jan, 3 Feb, 17 Feb, 9 Mar, 30 Mar, 20 Apr, 11 May, 25 May, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 21 Dec
Late availability on these dates: 19 Dec, 13 Jan, 03 Feb, 17 Feb
Cuba cultural vacations, 15 days

Cuba cultural vacations, 15 days

Fun and legal way to experience Cuba's diversity
From US $2,390 15 days ex flights
Small group travel: 2023: 20 Nov, 4 Dec
2024: 15 Jan, 5 Feb, 18 Mar, 8 Apr, 29 Apr, 20 May, 10 Jun, 1 Jul, 12 Aug, 9 Sep, 4 Oct, 18 Nov, 25 Nov, 9 Dec, 23 Dec
Responsible Travel, Travel Team

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.
1-866-821-6866
Call toll free
Calling from outside the USA
Small group tour to Cuba

Small group tour to Cuba

Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel: 2024: 19 Jan, 9 Feb, 23 Feb, 8 Mar, 15 Mar, 5 Apr, 19 Apr, 17 May, 14 Jun, 12 Jul, 23 Aug, 6 Sep, 4 Oct, 1 Nov, 15 Nov, 13 Dec, 27 Dec
Cuba cultural tours

Cuba cultural tours

Experience authentic Cuba using local guides and guesthouses
From US $1,395 15 days ex flights
Small group travel: Departs every Friday throughout the year
One week tour of Cuba

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
Short Cuba trip, a long weekend in Havana

Short Cuba trip, a long weekend in Havana

Limited time? Enjoy a 4 day trip 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 vacation, 8 days

Cuba tailor made vacation, 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
Essential Cuba tour

Essential Cuba tour

9 day Comfort Tour using Cuba's best private guesthouses
From US $1,390 9 days ex flights
Small group travel: 2023: 30 Nov, 21 Dec
2024: 8 Feb, 22 Feb, 7 Mar, 4 Apr, 25 Apr, 9 May, 6 Jun, 11 Jul, 15 Aug, 5 Sep, 10 Oct, 14 Nov, 28 Nov, 12 Dec, 26 Dec
Cuba tour, The Revolutionary Trail

Cuba tour, The Revolutionary Trail

Follow in the footsteps of the revolutionaries
From £2,450 to £2,850 10 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: 2023: 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2024: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov
Cuba cultural tour, 9 days

Cuba cultural tour, 9 days

Fun and legal tour for American travelers
From US $1,650 9 days ex flights
Small group travel: 2023: 26 Nov, 3 Dec, 10 Dec
2024: 7 Jan, 14 Jan, 28 Jan, 11 Feb, 25 Feb, 10 Mar, 24 Mar, 7 Apr, 21 Apr, 5 May, 19 May, 2 Jun, 14 Jul, 18 Aug, 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
Women only tours to Cuba

Women only tours to Cuba

Meet female entrepreneurs, artists, and change-makers in Cuba
From US $740 8 days ex flights
Small group travel: 2023: 7 Dec
2024: 4 Jan, 15 Feb, 14 Mar, 11 Apr, 2 May, 6 Jun, 4 Jul, 8 Aug, 5 Sep, 10 Oct, 7 Nov, 19 Dec
Responsible Travel, Travel Team

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.
1-866-821-6866
Call toll free
Calling from outside the USA
Havana long weekend in Cuba vacation

Havana long weekend in Cuba vacation

Fun weekend exploring beautiful, vibrant Havana!
From US $1,085 to US $1,150 4 days ex flights
Small group travel: 2023: 7 Dec, 28 Dec
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 29 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2025: 2 Jan
LGBT Cuba tour

LGBT Cuba tour

Take the pulse of Cuba through its progressive LGBTI scene
From £1,249 to £1,349 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Short Cuba tour, Havana and Viñales

Short Cuba tour, Havana and Viñales

In 5 days, discover Cuban history, culture & nature
From US $1,200 to US $1,375 5 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Exciting Cuba family vacation

Exciting Cuba family vacation

Explore the vibrant culture of Cuba as a family
From US $2,000 to US $2,500 15 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cuba Christmas & New Year tour

Cuba Christmas & New Year tour

Rumba in Cuba = the ideal way to party in the festive season
From US $1,420 11 days ex flights
Small group travel: 2023: 22 Dec
2024: 22 Dec
Cuba music vacations

Cuba music vacations

Music holiday of a lifetime in Santiago de Cuba
From £985 7 days ex flights
Small group travel: 2024: 15 Mar, 3 May
Cuba small group holiday, 9 days

Cuba small group holiday, 9 days

Experience the best of Cuba's beaches, cigars and '50s cars,
From US $2,025 to US $2,235US $2,095 8 days ex flights
Small group travel: 2023: 16 Dec
2024: 9 Mar, 6 Apr
Late availability on these dates: 16 Dec
Cuba holiday, West to East

Cuba holiday, West to East

Cuba travel 24 days from West to East, best places
From US $2,829 to US $3,662 24 days ex flights
Small group travel: 2023: 20 Nov
2024: 25 Mar, 20 Nov
Cuba family vacations

Cuba family vacations

A superb introduction to the fascinating island of Cuba
From US $1,850US $1,720 to US $1,880 10 days ex flights
Small group travel: 2024: 10 Feb, 17 Feb, 9 Mar, 23 Mar, 27 Apr, 11 May, 25 May, 12 Oct, 19 Oct, 2 Nov, 9 Nov, 23 Nov, 21 Dec
Up to US $130 off selected dates.
Late availability on these dates: 10 Feb, 17 Feb
Cuba small group vacation

Cuba small group vacation

Cuba travel, legal, and local!
From US $2,400 9 days ex flights
Small group travel: 2023: 26 Dec
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 10 intensive days
From €1,782 10 days ex flights
Small group travel: 2023: 10 Dec
2024: 17 Jan, 25 Mar, 10 Jun, 15 Jul, 18 Nov
Cuba vacation, Havana and Vinales

Cuba vacation, Havana and Vinales

From the vibrant city to the lush countryside
From US $1,400 5 days ex flights
Small group travel: 2023: 7 Dec, 21 Dec, 28 Dec
2024: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 29 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec ...
Cuba cycling tour

Cuba cycling tour

Cycle from Havana to Varadero through the Yumuri Valley.
From US $3,010 to US $3,565 14 days ex flights
Small group travel: 2023: 11 Dec, 18 Dec
2024: 8 Jan, 12 Feb, 25 Mar, 8 Apr, 10 Jun, 1 Jul, 7 Oct, 4 Nov, 18 Nov, 9 Dec, 23 Dec
Late availability on these dates: 11 Dec, 18 Dec, 08 Jan, 12 Feb
Modern Cuba culture vacation, Hip Havana

Modern Cuba culture vacation, Hip Havana

Dive into the New Cuba: music, art and social enterprise
From £999 7 days ex flights
Small group travel: 2024: 8 Mar, 12 Apr, 17 May, 12 Jul, 10 Oct, 15 Nov
Cuba on a Shoestring small group vacation

Cuba on a Shoestring small group vacation

Discover Cuba, from historic Havana to Trinidad
From US $1,195 to US $1,350 8 days ex flights
Small group travel: 2023: 9 Dec
2024: 20 Jan, 2 Mar, 13 Apr, 27 Apr, 25 May, 8 Jun, 6 Jul, 17 Aug, 14 Sep, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 30 Nov, 7 Dec, 21 Dec, 28 Dec
Late availability on these dates: 09 Dec, 20 Jan
Photo credits: [Page banner: Lex Kravetski] [An unmissable atmosphere : Jessica Knowlden] [Casas familiares : DirkvdM] [Traveling with kids in Cuba : Guillaume Baviere] [Self drive vacations : Pim Nuijten] [Cycling : Cubania Travel] [Types of vacations: John Y. Can]