Solo holidays
There are many reasons to recommend holidays for singles, not least the fact that you can easily join a small group which will likely have a number of other people travelling solo as well. Our solo holidays bridge the gap between fully independent travel and traditional organised tours, helping you build confidence, while enjoying the convenience and the sociable side of things.
50 Solo holidays found
Cuba holiday, small group
The best of old-world Cuba
From £1,640£1,279 to £1,980 15 days ex flights
Small group travel:
Departs selected Saturdays every month throughout the year
Up to £420 off selected dates.
Late availability on these dates: 22 Sep, 20 Oct, 10 Nov, 17 Nov, 24 Nov, 08 Dec, 22 Dec
Late availability on these dates: 22 Sep, 20 Oct, 10 Nov, 17 Nov, 24 Nov, 08 Dec, 22 Dec
Cuba cultural holiday
Immerse yourself in Cuban culture on this 8 day adventure
From €690 to €1,115 8 days ex flights
Small group travel:
2024: 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
Cuba birdwatching tour
Birding in Western Cuba's pristine natural parks
From US $1,680 9 days ex flights
Small group travel:
2024: 13 Nov, 11 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr, 15 Oct, 12 Nov, 10 Dec
2025: 8 Jan, 12 Feb, 12 Mar, 2 Apr, 23 Apr, 15 Oct, 12 Nov, 10 Dec
Cycling holiday in Cuba, 7 days
Explore Cuba on two wheels in one week
From £1,030£1,002 to £1,255 7 days ex flights
Small group travel:
2024: 7 Oct, 21 Oct, 4 Nov, 18 Nov, 9 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
2025: 6 Jan, 27 Jan, 17 Feb, 10 Mar, 7 Apr, 7 Jul, 6 Oct, 20 Oct, 3 Nov, 17 Nov, 8 Dec, 22 Dec
2026: 5 Jan, 26 Jan, 16 Feb, 9 Mar, 6 Apr, 6 Jul, 5 Oct, 19 Oct, 2 Nov, 16 Nov, 7 Dec, 21 Dec
Up to £120 off selected dates.
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Late availability on these dates: 07 Oct, 21 Oct, 04 Nov, 18 Nov, 09 Dec
Cuba small group tour
Relaxing holiday of Cuban of history, culture & nature
From £1,220£854 to £1,450 8 days ex flights
Small group travel:
2024: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 2 Nov, 9 Nov, 13 Nov, 23 Nov, 27 Nov, 7 Dec, 11 Dec, 21 Dec, 23 Dec, 28 Dec
2025: 4 Jan, 8 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 12 Feb, 15 Feb, 22 Feb, 26 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 16 Apr, 19 Apr, 26 Apr, 30 Apr, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 6 Sep, 13 Sep, 27 Sep, 4 Oct ...
2025: 4 Jan, 8 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 12 Feb, 15 Feb, 22 Feb, 26 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 16 Apr, 19 Apr, 26 Apr, 30 Apr, 10 May, 17 May, 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 6 Sep, 13 Sep, 27 Sep, 4 Oct ...
Up to £360 off selected dates.
Late availability on these dates: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 02 Nov, 09 Nov, 13 Nov, 23 Nov, 27 Nov, 07 Dec, 11 Dec, 21 Dec, 23 Dec
Late availability on these dates: 30 Sep, 12 Oct, 19 Oct, 26 Oct, 30 Oct, 02 Nov, 09 Nov, 13 Nov, 23 Nov, 27 Nov, 07 Dec, 11 Dec, 21 Dec, 23 Dec
Cuba salsa dance holiday
Learn to salsa in Santiago de Cuba
From £1,975 to £2,175 15 days ex flights
Small group travel:
2024: 24 Nov, 15 Dec
2025: 19 Jan, 9 Feb, 9 Mar, 13 Apr, 16 Nov, 14 Dec
2025: 19 Jan, 9 Feb, 9 Mar, 13 Apr, 16 Nov, 14 Dec
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:
2024: 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec, 22 Dec, 29 Dec
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
2025: 5 Jan, 12 Jan, 19 Jan, 26 Jan, 2 Feb, 9 Feb, 16 Feb, 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep ...
Cuba small group vacation
Cuba travel, legal, and local!
From US $2,500 to US $2,600 9 days ex flights
Small group travel:
2024: 9 Nov, 26 Dec
2025: 15 Mar
2025: 15 Mar
Cuba cultural holidays, 15 days
Fun and legal way to experience Cuba's diversity
From US $2,390 to US $2,525 15 days ex flights
Small group travel:
2024: 2 Oct, 18 Nov, 9 Dec, 23 Dec
2025: 13 Jan, 10 Feb, 10 Mar, 14 Apr, 12 May, 16 Jun, 14 Jul, 11 Aug, 15 Sep, 20 Oct, 24 Nov, 22 Dec
2025: 13 Jan, 10 Feb, 10 Mar, 14 Apr, 12 May, 16 Jun, 14 Jul, 11 Aug, 15 Sep, 20 Oct, 24 Nov, 22 Dec
Women only tours to Cuba
Meet female entrepreneurs, artists, and change-makers in Cuba
From US $740 8 days ex flights
Small group travel:
2024: 7 Nov, 19 Dec
2025: 9 Jan, 13 Feb, 13 Mar, 3 Apr, 1 May, 12 Jun, 17 Jul, 14 Aug, 11 Sep, 16 Oct, 13 Nov, 18 Dec
2025: 9 Jan, 13 Feb, 13 Mar, 3 Apr, 1 May, 12 Jun, 17 Jul, 14 Aug, 11 Sep, 16 Oct, 13 Nov, 18 Dec
Havana long weekend in Cuba holiday
Fun weekend exploring beautiful, vibrant Havana!
From US $1,200 4 days ex flights
Small group travel:
2024: 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, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
2025: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
Eastern Cuba cycling holiday
Cycle Eastern Cuba and experience the serene Yumuri Valley.
From £1,215£1,178 to £1,440 8 days ex flights
Small group travel:
2024: 13 Oct, 27 Oct, 24 Nov, 15 Dec, 29 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
2025: 12 Jan, 2 Feb, 23 Feb, 16 Mar, 13 Apr, 13 Jul, 12 Oct, 26 Oct, 9 Nov, 23 Nov, 14 Dec, 28 Dec
2026: 11 Jan, 1 Feb, 22 Feb, 15 Mar, 12 Apr, 12 Jul, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 13 Dec, 27 Dec
Up to £70 off selected dates.
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Late availability on these dates: 13 Oct, 27 Oct, 24 Nov, 15 Dec
Small group backroads and beaches tours to Cuba
Explore off the beaten track locations
From £999£799 to £1,299 8 days ex flights
Small group travel:
2024: 12 Oct, 19 Oct, 2 Nov, 23 Nov, 21 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
Up to £200 off selected dates.
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Cuba cultural tour, 9 days
Fun and legal tour for American travelers
From US $1,750 9 days ex flights
Small group travel:
2024: 22 Sep, 13 Oct, 10 Nov, 24 Nov, 8 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 26 Jan, 2 Feb, 16 Feb, 23 Feb, 9 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 25 May, 8 Jun, 22 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 23 Nov, 7 Dec, 21 Dec, 28 Dec
2025: 5 Jan, 19 Jan, 26 Jan, 2 Feb, 16 Feb, 23 Feb, 9 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 25 May, 8 Jun, 22 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep, 19 Oct, 26 Oct, 9 Nov, 16 Nov, 23 Nov, 7 Dec, 21 Dec, 28 Dec
Essential Cuba tour
9 day Comfort Tour using Cuba's best private guesthouses
From US $1,390 9 days ex flights
Small group travel:
2024: 28 Nov, 12 Dec, 26 Dec
2025: 23 Jan, 6 Feb, 20 Feb, 20 Mar, 17 Apr, 15 May, 5 Jun, 30 Oct, 27 Nov, 18 Dec
2025: 23 Jan, 6 Feb, 20 Feb, 20 Mar, 17 Apr, 15 May, 5 Jun, 30 Oct, 27 Nov, 18 Dec
Cuba Christmas & New Year tour
Rumba in Cuba = the ideal way to party in the festive season
From US $2,100 11 days ex flights
Small group travel:
2024: 22 Dec, 23 Dec
2025: 22 Dec, 23 Dec
2025: 22 Dec, 23 Dec
Cuba music holidays
Music holiday of a lifetime in Santiago de Cuba
From £1,275 7 days ex flights
Small group travel:
2025: 25 Jan, 15 Mar
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:
2024: 20 Nov
Small group tour to Cuba
Discover the fascinating diversity of Cuba
From US $1,970 20 days ex flights
Small group travel:
2024: 4 Oct, 13 Dec, 27 Dec
2025: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 13 Jul, 18 Jul, 22 Aug, 12 Sep, 17 Oct, 7 Nov, 21 Nov, 5 Dec, 26 Dec
2025: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 13 Jul, 18 Jul, 22 Aug, 12 Sep, 17 Oct, 7 Nov, 21 Nov, 5 Dec, 26 Dec
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 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
Best of Cuba holiday
A superb introduction to the fascinating island of Cuba
From £1,379£1,179 to £1,499 10 days ex flights
Small group travel:
2024: 12 Oct, 19 Oct, 2 Nov, 23 Nov, 21 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
2025: 18 Jan, 8 Feb, 15 Feb, 8 Mar, 22 Mar, 12 Apr, 26 Apr, 10 May, 24 May, 26 Jul, 16 Aug, 18 Oct, 1 Nov, 22 Nov, 20 Dec
Up to £200 off selected dates.
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Late availability on these dates: 12 Oct, 19 Oct, 02 Nov, 23 Nov, 21 Dec
Cuba women only holiday
Women’s retreat into experience Cuba's music, art and landscapes
From US $3,995 8 days ex flights
Small group travel:
2024: 16 Nov
National Parks of Cuba walking holiday
Explore a Cuba few visitors get to see
From US $3,390 8 days ex flights
Small group travel:
This group tour can depart on any Sunday, please enquire to discuss your dates.
Cuba kayaking holiday
Rare chance to kayak Western Cuba's waterways
From US $3,390 to US $3,590 8 days ex flights
Small group travel:
2024: 3 Nov, 17 Nov
2025: 19 Jan
2025: 19 Jan
Cuba multi activity holiday
Explore Cuba by kayak, bike and on foot
From US $3,690 8 days ex flights
Small group travel:
The group tour departs every Sunday, please enquire to discuss your dates
Cuba small group tour with homestays
Authentic Cuba in 10 intensive days
From €1,782 10 days ex flights
Small group travel:
2024: 19 Nov, 22 Dec
2025: 20 Mar, 20 Apr
2025: 20 Mar, 20 Apr
Cuba small group cycling holiday
Cycle adventure to Cuba's highlights and hidden gems
From US $1,495 9 days ex flights
Small group travel:
2024: 10 Nov, 17 Nov, 1 Dec, 15 Dec, 29 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 9 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 9 Nov, 16 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec
2025: 5 Jan, 19 Jan, 2 Feb, 9 Feb, 16 Feb, 2 Mar, 16 Mar, 30 Mar, 13 Apr, 20 Apr, 27 Apr, 11 May, 8 Jun, 20 Jul, 24 Aug, 21 Sep, 19 Oct, 2 Nov, 9 Nov, 16 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec
Cycling holiday in Cuba
Explore the highlights of Cuba on two wheels
From £1,949£1,749 to £2,119 15 days ex flights
Small group travel:
2024: 25 Oct, 8 Nov
2025: 11 Jan, 1 Feb, 15 Feb, 29 Mar, 25 Oct, 8 Nov
2025: 11 Jan, 1 Feb, 15 Feb, 29 Mar, 25 Oct, 8 Nov
Up to £200 off selected dates.
Late availability on these dates: 25 Oct, 08 Nov
Late availability on these dates: 25 Oct, 08 Nov
Cuba short break, Havana and Vinales
From the vibrant city to the lush countryside
From US $1,405 5 days ex flights
Small group travel:
2024: 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, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
2025: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov ...
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