US citizens Cuba vacation options

From the rhythm, rum and secret paladars of Havana to the beautiful beaches and oxen-ploughed fields of its timeless countryside, it’s not surprising that Cuba continues to top the bucket-lists of many travelers. If you’re traveling from the US, navigating entry can still feel like something of a maze however. To make things easier, we’ve rounded up all our trips which take bookings from American citizens and put them in one section.

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Cuba salsa dance holiday

Cuba salsa dance holiday

Learn to salsa in Santiago de Cuba
From £1,875 to £1,975 15 days ex flights
Small group travel: 2023: 26 Nov, 15 Dec
2024: 14 Jan, 11 Feb, 8 Mar, 28 Apr, 30 Jun, 24 Nov, 15 Dec
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 ...
Self drive Cuba family vacation

Self drive Cuba family vacation

Family holiday Cuba for parents & children
From €1,450 15 days ex flights
Tailor made: This trip can be arranged at a time to suit you, and adapted to your requirements
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
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
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 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
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
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
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
Scuba diving and tour in Cuba

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.
Cuba birdwatching tour

Cuba birdwatching tour

Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel: 2023: 13 Dec
2024: 10 Jan, 7 Feb, 6 Mar, 3 Apr, 24 Apr, 23 Oct, 13 Nov, 11 Dec
2025: 8 Jan
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
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
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
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
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
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
Cuba small group cycling vacation

Cuba small group cycling vacation

Cycle adventure to Cuba's highlights and hidden gems
From US $1,495 9 days ex flights
Small group travel: 2023: 19 Nov, 17 Dec
2024: 17 Mar, 14 Apr, 19 May, 16 Jun, 21 Jul, 18 Aug, 15 Sep, 20 Oct, 17 Nov, 15 Dec
Cuba self guided cycling vacation

Cuba self guided cycling vacation

Independent self-guided cycling through rural Cuba
From £849 12 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
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
Skyline Trail cycling tour in Western Cuba

Skyline Trail cycling tour in Western Cuba

Cycle the spectacular Skyline Trail through Western Cuba
From £1,299 8 days ex flights
Small group travel: 2023: 3 Dec, 22 Dec
2024: 21 Jan, 11 Feb, 3 Mar, 7 Apr, 5 May, 14 Jul, 20 Oct, 10 Nov, 24 Nov, 8 Dec, 22 Dec
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 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 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 adventure tours

Cuba adventure tours

Authentic Cuba using guesthouses and local guides
From US $705 8 days ex flights
Small group travel: Departs every Thursday throughout the year
Cuba cycling tour

Cuba cycling tour

The main sights & stunning scenery
From US $4,055 15 days ex flights
Small group travel: 2024: 24 Feb, 23 Mar
Late availability on these dates: 24 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 cycling and culture tour

Cuba cycling and culture tour

Explore quintessential Cuba by bike
From US $4,190 8 days ex flights
Small group travel: This trip departs with a minimum of 4 people every Saturday, please enquire to discuss dates.
Photo credits: [Page banner: Alexandro Espinar] [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]