Your friends are booking family villas and hen weekends, and you’d rather be sailing between Croatian islands or chasing the Northern Lights in Iceland. Good news: a whole wave of tour companies now runs singles holidays under 40, built for people in their 20s and 30s who want to travel solo without being the youngest on the coach by 30 years.
The age band matters more than you’d think.
Radha Vyas, who co-founded Flash Pack, tells the story of joining an 18-30s tour in Bangkok at 32 and feeling “old and totally out of place” as everyone introduced themselves round the table. She went on to set up a company for like-minded solo travellers a little older. Below, we’ve matched the best companies to each age group, with real trips, what you’ll pay and how the rooms work. Everything was checked on the companies’ own websites in October 2026, so it’s a good place to start before you explore further.
Which are the best singles holidays under 40?
Start with your age, then your style. A 24-year-old after island parties and a 38-year-old after boutique hotels and good food want very different trips.
In your 20s: Contiki, Topdeck and MedSailors
Picture yourself waking up on a yacht moored off a Croatian island, diving straight off the back, and spending the evening in a harbour bar with your new crew. MedSailors runs seven day Island Hopping trips for 18 to 35 year olds from Split and Dubrovnik in Croatia, and from Athens, Corfu, Lefkada and Paros in Greece. Prices start from about €968 per person on its current deals, and it’s already taking bookings for 2027. It’s one of the easiest ways to make new friends fast, because you’re living together on a boat.
Contiki is the best-known name for 18 to 35s, with styles from festivals to islands and its own Croatia Island Sail. Topdeck says its trips are for travellers aged 18 to 32, with a maximum of 18 people and a choice of multi-share, twin, double or single rooms.
Late 20s and 30s: WeRoad
WeRoad pairs you with people your age and sets up a WhatsApp group about two weeks before you go, so you know half the group before you land. A Group Leader handles transport, hotels and meeting points. Rooms are shared with someone of the same gender by default, usually twins or triples, and you book your own way there, so you choose your own airport and dates.
In October 2026, WeRoad listed Morocco from £293, Iceland from £712 and Thailand from £939, plus New Year’s Eve trips from £234. It’s sociable, affordable and great if you want a full itinerary without the price tag.
Over 30: Flash Pack and Other Way Round
This is where the grown-up end of group travel lives. Think boutique hotels, a proper dinner rather than a bucket of cocktails, and experiences you’d struggle to arrange alone. Flash Pack runs trips for ages 30 to 49 (with a new 50 to 65 range), and says about 90% of its guests travel solo, with groups averaging 12 and capped at 16.
Other Way Round is similar, for solo travellers aged 30 to 49, with up to 15 people per trip and more than 90% booking alone. Its group tours run from eight days in Croatia, Albania or Portugal to 15 days in Vietnam and Cambodia, mostly staying in four-star hotels. It’s not the cheapest, and it says so, but the people you meet are at a similar life stage.
Any age, but lots of 30-somethings
Some of the biggest adventure companies aren’t age-banded at all, yet they’re full of under 40s. G Adventures’ Solo-ish trips are only for solo travellers aged 18 and up, led by a female Chief Experience Officer, with a dedicated free day on every trip. Much Better Adventures says most of its solo guests are aged between 30 and 50, and about 75% book alone. Intrepid says over half its travellers go solo, with groups of up to 14.
If you love being active, our guide to solo adventure holidays covers the best of these, from a Toubkal weekend to the Inca Trail.
Where should you go in your 20s and 30s?
Almost anywhere, but some places work especially well for a first solo trip with a group:
- Croatia and the Greek islands. Sailing weeks and island hopping in summer, with beaches and lively harbour towns. For a quieter trip with a room to yourself, try Just You’s Croatia tours.
- Southeast Asia. Thailand, Vietnam and Cambodia are the classic first big trip in Asia, and great value once you’re there.
- Iceland. Glaciers, hot springs and the Northern Lights in winter, with plenty of short trips from the UK, including Just You’s Iceland tours.
- Morocco. Close to home, with desert camps, the Atlas Mountains and Marrakech’s souks.
- Mexico and the Caribbean. Beaches, food and ancient ruins, with Mexico City now a popular short trip in its own right.
- Japan and Peru. Big bucket list trips that are much easier with a leader who speaks the language. Just You runs escorted Japan tours and Peru tours.
If you’re staying in Europe, a weekend group trip is a low-risk way to find your community of travel friends. Every experience counts, and the next trip gets easier.
Bucket-list Asia with a room of your own
Just You’s escorted tours of Japan, Vietnam and more are for solo travellers only, with a room to yourself on every trip. Groups are usually older than on the trips above.
How do the companies compare?
Here’s how the singles specialists stack up. Sort by any column, or filter by the Yes and No ones.
| Company | Ages | Max group | Room share by default | Style |
|---|---|---|---|---|
| Contiki | 18 to 35 | Varies | Yes | Sociable, festivals, sailing |
| Topdeck | 18 to 32 | 18 | Your choice | Small group touring |
| MedSailors | 18 to 35 on Island Hopping | Per yacht | Yes | Sailing holidays |
| WeRoad | Grouped by age | Small groups | Yes | Affordable, social, varied |
| Flash Pack | 30 to 49, plus 50 to 65 | 16 | Yes | Premium, boutique hotels |
| Other Way Round | 30 to 49 | 15 | Ask | Four-star hotels and great food |
| G Adventures Solo-ish | 18 and over | 16 | Yes | Solo travellers only |
Many of these sell land-only trips (WeRoad, for example, doesn’t include flights), so budget for getting there and check each trip page, as policies vary by departure.
Do you have to share a room?
Usually, yes, and most people are happy to. It’s how these companies avoid charging a single supplement. The over-30s specialist matches solo travellers into same-gender twin rooms using a short questionnaire about habits like snoring and early nights, and says around 75% of its travellers choose to share. If you’d rather have your own space, you can pay the supplement for the whole trip on most departures.
Want a private room as standard? Specialists like Solos and Just You include one, though their groups tend to be older.
Tip: if you’re sharing, mention it when you’re nervous about something, like being a light sleeper. Most companies will try to match you sensibly.
Short on annual leave?
You don’t need a fortnight. Much Better Adventures runs three night trips, such as climbing Mount Toubkal in Morocco from about £423 plus your airfare, and WeRoad’s New Year’s Eve and beach trips start from a few hundred pounds. Fly out on Thursday night, be back at your desk on Tuesday!
Weekends are also a good way to test whether group travel suits you before you commit to two weeks in Japan or Peru.
How to pick the right trip
- Check the age range, not just the destination
- Look at group size: 12 to 16 feels very different from a coach of 40
- Find out how rooms work and what a private room costs
- Check what’s included in the price
- Read the activity level if it’s an active trip
- Look for free time in the itinerary
- Read recent reviews from people your age
- Join the pre-trip WhatsApp or Facebook group
- Buy travel insurance when you book
Not fussed about age bands? Our round-up of holidays for single people covers every type of trip, and our solo travel FAQs answer the basics.
Rather not share a room?
Just You’s current deals are all on tours for solo travellers only, with a room of your own included.
Your questions answered
Are these holidays for dating?
Not really. Most people book for the travel and the company, and the companies sell their trips on friendship. Romance happens, but it isn’t the point.
Will I be the only solo traveller?
Very unlikely. The two over-30s specialists both say around 90% of guests book alone, and G Adventures’ Solo-ish trips take solo travellers only.
What if I’m 39 and my friend is 42?
Both over-30s specialists above cover 30 to 49, so you’d fit the same trip. Contiki and Topdeck are aimed at younger travellers.
Are these companies ATOL protected?
Many sell land-only trips, so you book your own flights and ATOL won’t cover them. Check each company’s booking terms for how your money is protected.
Can I go if I’ve never travelled alone?
Absolutely. Most guests on these trips were first-timers once, and a group with a leader is the easiest way to start.
Whatever your age, there’s a group out there waiting to become your new travel friends. For more ideas and company reviews, have a look around Holiday Alone.
