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Solo Holidays for First Timers

Taking your first solo holiday can feel like a big step - but it’s also the start of something extraordinary.

Whether you’re travelling to reconnect with yourself, explore new cultures, or simply try something different, solo holidays offer a unique blend of freedom and connection.  

Solo travel isn’t about being alone - it’s about discovering the world on your terms, with the support of a friendly group and expert guides. So, if you’re feeling nervous, that’s perfectly normal. But once you take that first step, you’ll wonder why you didn’t do it sooner. 

Support for solo travellers

From the moment you leave home, everything is designed to help you feel confident and cared for. Door-to-door transfers are available as an optional extra, helping to reduce your travel stress - this service can be arranged for an additional cost. A friendly team member will be there to greet you at the departure point and once you arrive at your destination, another warm welcome awaits - so you’re never left to navigate unfamiliar surroundings on your own.

Only a phone call away

Booking your holiday over the phone couldn’t be easier with our friendly and knowledgeable sales team. We understand that travelling solo can feel a little daunting, which is why a warm, welcoming voice on the other end of the line can make all the difference. Whether you’re feeling nervous or simply have a few questions, we’re here with a helping hand and a friendly voice - every step of the way. From your first enquiry to the final details, we’ll guide you through the process, answer any questions you have, and make sure you feel confident and excited about your adventure. We’re here to help, reassure, and support you from start to finish. 

If you feel something is not covered then a quick phone call and a very friendly voice on the end of the phone will answer the query.

- Timothy. B on our Montenegro's Riviera and Dubrovnik for solo travellers

Busting myths about solo travel

Solo holidays aren’t about isolation - they’re about connection. You’ll share meals, explore together, and enjoy plenty of group activities like cooking classes or wine tastings. And if you ever want a bit of quiet time, that’s perfectly okay too. The beauty of solo travel is that you can choose when to be social and when to enjoy your own space.

Making friends on your first solo trip

One of the biggest worries for first-time solo travellers is feeling isolated. That’s why every solo holiday begins with a welcome dinner and drink - more than just a meal, it’s the moment the holiday truly begins. In a relaxed, friendly setting, you'll meet your fellow travellers, share stories, and start forming connections that often last well beyond the trip. Everyone’s in the same boat, so conversations flow easily and friendships form naturally.

In fact, many of our guests say the people they meet are the highlight of their holiday. From shared dinners and excursions to spontaneous chats over breakfast, the sense of camaraderie is what makes solo travel so special. It’s not uncommon for guests to stay in touch long after they return home - some even plan future holidays together. Our Tour Managers and Cruise Directors are specially trained to foster this warm, inclusive atmosphere, helping everyone feel part of the group from day one. 

I went to Undiscovered Italy in Puglia with Riviera Travel. When we arrived at Brindisi airport, there was a lady standing on her own and she approached me. We ended up sitting next to each other on the coach, and then our rooms were adjacent to one another. She is a widow also, and we have become great friends, and a support mechanism, for one another.

- Helen.M on our Puglia, Lecce and Vieste Undiscovered Italy tour

As this was my first attempt at a solos holiday, meeting new people and becoming friends was a bonus and an excellent part of the holiday.

- Margaret.P on our Taste of Normandy & the Cote Fleurie for solo travellers tour

Who goes on solo holidays?

Solo holidays attract a wonderfully diverse mix of people. Some are single, divorced, or widowed. Others have partners who don’t share their travel bug. Many are simply curious and ready to embrace a new kind of adventure. There’s no “type” of solo traveller—just people with open minds and a shared love of discovery.

Who looks after you on a solo holiday?

Your Tour Manager or Cruise Director is more than just a guide - they’re your go-to for everything from local tips to group bonding. Specially trained in solo travel, they’re experts at creating a warm, inclusive atmosphere. Whether it’s helping you find a great place to eat or encouraging you to join in, they’re always on hand to make sure you feel part of the journey. 

Jelena was lovely, friendly, knowledgeable, helpful and kind.

- Barbara.R on our Montenegro's Riviera and Dubrovnik for solo travellers tour

Enjoy solo travel in small groups

Solo tours are kept deliberately small - usually no more than 25 people. This creates a more intimate, personalised experience where it’s easy to get to know others. On cruises, the guest numbers are half the maximum capacity, making it feel more like a gathering of friends than a large group tour.

Dining on a solo holiday

Worried about dining alone? You’re not the only one - and that’s why solo holidays are designed to make mealtimes feel relaxed and inclusive. From the very first evening, you’ll be invited to a welcome dinner and drink, where you can meet fellow travellers and start building connections. Meals are often shared, giving you the chance to chat about the day’s adventures and make new friends. Even when meals aren’t included, many guests naturally group up and head out together. Prefer a quieter evening? That’s perfectly fine too. There’s no pressure to join in every time. And on our river cruises, all meals are included, so you can simply sit back, enjoy the views, and let the conversation flow.

What to pack for a solo holiday

Alongside the essentials, bring a book for downtime and maybe a pack of cards - they’re great icebreakers. Most importantly, pack your curiosity and sense of adventure. You’ll be surprised how often they come in handy.

Tip for first time solo travellers: choose a shorter solo holiday

If you're feeling anxious about travelling solo for the first time, consider starting with a shorter trip. A four-day city break to somewhere like Bruges can feel far more manageable than diving into a three-week tour across New Zealand. Shorter holidays offer all the benefits of solo travel - freedom, connection, and adventure - without the pressure of being away for too long. They’re a great way to test the waters, build confidence, and discover just how enjoyable solo travel can be. Once you’ve had a taste, you might find yourself ready to take on longer journeys with ease. 

Read more on our Life on a Solo Holiday

Take the first step with a short solo holiday