Chat with us, powered by LiveChat Escorted Group Holidays for Solo Travellers | Santorini, Greece

What to expect

Exclusive to Solos

Exclusive to Solos

Enjoy a sociable atmosphere in a hotel reserved entirely for Solos guests—no couples or kids, just a small group of like-minded travellers.

Optional Excursions

Optional Excursions

From Oia sunsets to volcanic hikes, join optional excursions to explore the island at your own pace and experience the local culture.

Prime Location

Prime Location

Experience the best of Perissa. You're just a short stroll from the Blue Flag black-sand beach and local tavernas.

Sole Occupancy Room

Sole Occupancy Room

Relax in a guaranteed private room with no single supplement. Enjoy socialising when you want to and privacy when you don't.

About this trip...

Discover Santorini with our most popular holiday type for both first-time and returning solo guests. Our "Solos Exclusives" trips are small by design and high in demand—Villa Maistrali is reserved entirely for our guests, meaning small groups, a welcoming Tour Leader and the freedom to do your own thing - with other solo travellers just like you. 

Located in the heart of Perissa, just 80m from a Blue Flag black-sand beach, Villa Maistrali features a rooftop plunge pool with 360-degree views of Santorini’s iconic cliffs and blue-domed churches. Explore at your own pace—from wine tastings in Oia to dips in thermal springs—or simply relax in a warm, easygoing atmosphere. Whether sharing stories over dinner or discovering more of the island, you’ll experience the magic of Greece with a group that makes this holiday truly special.

Activity Level: Activity Level Rating
What's this?

What's included?

  • Return flights & transfers - option to fly from your local airport
  • Airport transfers
  • Airport taxes & charges
  • Double room for single use with private facilities
  • Breakfast daily
  • Welcome drink & information meeting
  • Free Solos App with all your travel documents
  • Dedicated Whatsapp group for your trip
  • Accompanying Solos Tour Leader
  • Fully financially protected

What's Extra

  • Optional Excursions (see Essential Information for more details)
  • Insurance see here
  • Air conditioning – (€7.50 daily payable locally)
  • Climate Crisis Resilience Tax  – €2.00 per night, payable locally

Santorini Solos Exclusive

Our Exclusive Haven: Villa Maistrali

Our Exclusive Haven: Villa Maistrali

Small by design. Exclusively ours. Villa Maistrali is reserved entirely for Solos guests, meaning you are surrounded by a community of 100% like-minded travellers.
 
  • The Personal Touch: Our host, Mr. Drosos, and his family provide undivided attention to your group.

  • The Perfect Base: Relax by the rooftop plunge pool with 360-degree views or walk just 80m to the Blue Flag black-sand beach.

  • Evening Vibes: With the promenade's shops and tavernas on your doorstep, the only tough choice is which Greek restaurant to try for dinner with your new friends.

Parallel to the beach and lined with plenty of shops, bars, restaurants and traditional tavernas, you will find the promenade is a big draw. With so much on the doorstep of Villa Maistrali, your board basis here is bed and breakfast. The most difficult decision you’ll have to make each day is where to enjoy delectable Greek cuisine for dinner.
Is a Solos Exclusive right for you?

Is a Solos Exclusive right for you?

Our Solos Exclusives trips are our most popular holiday style—small by design and reserved entirely for our guests. You won’t be "one of the only" solo travellers in a big resort; you’ll be part of a small group of 100% solo travellers in a property that is exclusively ours.

Who this type of trip is for:

  • The First-Timer: Perfect if you’re looking to dip your toe into the world of group travel without the "what-ifs." This trip offers the ultimate safety net: we handle all the logistics from flights—including the option to fly from regional airports when available— to transfers to our hotel, so you can simply focus on the experience. Our experienced Tour Leader is on-site to ensure everything runs smoothly. It’s the security of a group holiday, but with the total freedom to spend your time exactly how you want. Be sure to check out our Newcomer's Week options!
  • The Social Soul: For those who want the buzz of a group but the privacy of their own room. You’ll find a warm, easygoing atmosphere with plenty of opportunities to swap stories over dinner, all while enjoying the comfort of a private room with no single supplement.
  • The Explorer: For travellers who want the freedom to choose between a poolside book, wine tasting at sunset, or a morning volcanic hike. You have total flexibility—join every excursion or simply enjoy the peace of the beach. You don’t just have to lie around the pool (unless you want to!).
  • The Authentic Traveller: Ideal if you prefer family-run, intimate hotels over large chains. Our hosts, like Mr. Drosos in Santorini, treat our groups like family, offering the kind of undivided attention you only get in a property exclusive to Solos.

 

"To anyone who is wondering about booking their first Solos trip- go for it! I have just returned from a week in Santorini on my first Solos holiday and it was a fantastic experience." - Rebecca
The Location: Perissa, Santorini

The Location: Perissa, Santorini

⁠Santorini conjures up images of white-washed houses, blue-domed churches and dramatic cliffs. The southernmost of the Cyclades, a group of islands that spreads most of the way across the Mediterranean from Athens in the north to Crete in the south. The island enjoys beautiful weather from early spring to late autumn, and is like no other with its dramatic crescent shape.

Nestled on the southeast coast, Perissa is framed by dramatic volcanic cliffs and whitewashed villas, and is the perfect spot to soak up the Mediterranean sun. Whether you're exploring the west coast’s towering cliffs or the east’s unique volcanic sands, Santorini is a destination that truly delivers.
 
Optional Excursions: Poolside Relaxation or Island Adventure?

Optional Excursions: Poolside Relaxation or Island Adventure?

On a Solos Exclusives holiday, there is never a "set" schedule you have to follow. While our exclusive properties offer the perfect sanctuary for a lazy afternoon, you don’t just have to lie around the pool or on the beach. Whether you’re looking for a boost of adrenaline or a cultural deep-dive, our optional excursions allow you to be as active as you choose. Dive into the best of Santorini with your fellow travellers:

  • Iconic Oia: Don’t just see it on a postcard. Wander the cobbled streets and capture the world-famous sunset over the blue-domed churches.
  • The Volcanic Experience: Get active with a hike up the volcano followed by a revitalising dip in the legendary thermal hot springs.
  • Sunset at Santos Wines: Toast to new friendships with a wine tasting at one of the island's most spectacular viewpoints.
  • Mountain Monastery: Visit the monks at the island's peak to buy local produce (you can even spot the monastery from our hotel’s roof terrace!).
  • Thirassia Island: Step back in time and discover the untouched charm of Santorini’s quiet neighbour.

Good to know: Excursions that are bookable in-resort through your Solos Tour Leader are subject to availability and payable in euros only. For more details on how these work, view Essential Information below.

Trip Reviews

Well worth going

The Villa was spotless . The family was very helpfull and nothing was to much trouble . Thank you David for looking after our group. Terry was a great tour leader . Very funny also . Terry took us to beatiufully places on the trips. Well worth going . Will go again

Bev

First Class

I did many independent activities which I really enjoyed. Debs was an amazing rep. She was very proactive and came up with lots of fun things; the cinema, the sunset cruise which were over and above the normal trips. First Class! Loved the holiday and thank you!

Ann

Fabulous experience

Absolutely fabulous experience in Santorini! My first holiday with Solos and was made so much easier and enjoyable because of Debs who looked after us all week by booking restaurants and trips. The villa was clean and private with excellent facilities such as the individual terraces for each of the rooms. Breakfast was plentiful, fresh and relaxed every day. There was no pressure to attend restaurants and trips and I met some fabulous people who I will hopefully stay in touch with! Can't recommend Solos enough :)

Jo

Don't Delay any Longer!

Don’t delay any longer! If you want a holiday and scared of going alone Solos is for you. Debs our rep was fantastic! Made sure we ate together every night, planned trips and went extra mile to make stay comfortable. Santorini hotel is fabulous and family who run it are so welcoming feel at home moment you step through the door.

Kate

Accommodation

Villa Maistrali

Our small and quaint property allows convenient access to the promenade of shops, bars and restaurants that lie parallel to Perissa beach. It provides a great base in the popular resort of Perissa.
Facilities include:
Facilities include a rooftop plunge pool with loungers and a small pool bar. The breakfast room and some guest rooms are on the ground floor, but the rooftop pool and bar is only accessible by three flights of stairs.
Room includes:
Our 18 comfortable rooms are decorated in crisp white and pastel shades with modern furnishings including a double bed. All feature air-conditioning (payable locally), satellite TV, a fridge, kettle, safe, telephone and hairdryer. Most rooms have a small table and chairs on either the small terrace or balcony. A pool/beach towel is provided. Please note there is one room with no private terrace or balcony at the rear of the property in a quiet location on the ground floor. All rooms facilities are the same as detailed above.
Please note: Villa Maistrali does not have a lift and is therefore not ideal for people with walking difficulties.

Dates & Prices

Please select the year and month you'd like to travel.

Departure Return Nights Price from Other Info Regional flights
5 May 2026 12 May 2026 7
£995
Limited space available Book regional flights online
5 May 2026 19 May 2026 14
£1555
Limited space available Book regional flights online
12 May 2026 26 May 2026 14
£1570
Full Book regional flights online
12 May 2026 19 May 2026 7
£995
Limited space available Book regional flights online
19 May 2026 2 Jun 2026 14
£1665
Full Book regional flights online
19 May 2026 26 May 2026 7
£995
Full Book regional flights online
26 May 2026 2 Jun 2026 7
£995
Newcomer's Week - Full Book regional flights online
26 May 2026 9 Jun 2026 14
£1700
Newcomer's Week - Full Book regional flights online

Essential Information

Passport and visas
A full 10-year passport is required, valid for 6 months beyond the intended length of stay. A visa is not required by holders of passports endorsed “British Citizen” for stays of upto 90 days in any 180-day period. It is your responsibility to ensure that you have the correct visa, a valid passport and any other travel documents for your holiday. 
 
All information provided relates to British citizens who hold or are entitled to apply for a British passport. For the most up-to-date visa information please visit; Greece Foreign Advice 
 

From the 12th October 2025 the EU is introducing a new European Entry System (EES) that will be phased in and fully operational by the 10th April 2026. Non-EU nationals including British passport holders will now be required to complete biometric checks on arrival and exit to Schengen countries, which will include facial recognition and fingerprints. There is no cost for this, and no action needs to be taken prior to departure.

  

If you are not a British citizen and do not hold a British passport, you must make your own enquiries as to the applicable requirements. 
Health requirements
Compulsory vaccinations: None.
 
All clients are responsible for acquainting themselves with up to date health information of the countries being visited and where necessary take the required precautions. We recommend that you check with your doctor prior to departure as this information can change.   You can also visit the travel health website for more information; Travel Health Greece
Transfer Time
The transfer time from Santorini airport to the Villa Maistrali is approximately 30 minutes.
Hotel Advisory
Facilities and bedrooms are accessed via multiple stairs. Please note, there are no lifts at the Villa Maistrali therefore this property is not suitable for guests with walking difficulties.
Optional or Pre-Bookable Excursions (payable in euros only)
You may wish to take an optional excursion during the course of your stay. Full details will be given at the Information Meeting. The prices quoted, are a guideline only, as these can vary, depending on numbers etc. All tours should be paid for in euros. Credit cards are not accepted. The exact amount will be given at your Information Meeting.
 
Your Tour Leader will help arrange these for you but may not necessarily accompany you. 
  • Exclusive Full Day Santorini Tour by Bus - Cost: €60 Day 
  • Boat Tour  - Cost: from €60 
  • Beautiful sunset at Santos Wines - Cost: €12 for the transfer. Cost of wine not included. 
Other excursions are available, the above is just a sample of those which include transfers. Prices subject to change. 
 
All excursions need to paid for with cash. NOTE: On most of these excursions Solos customers will be joining other guests from other companies (English).
Gratuities
There is often confusion on the question of gratuities, since it frequently depends on the type of holiday, location and, of course, your attitude towards tipping, as to what is normally expected. In order to give you a rough idea, we have given appropriate guidance below. Your Tour Leader will be on hand to offer advice or suggestions if required but gratuities are offered entirely at the sole discretion of the individual. We suggest a group collection to cover drivers, porters and hotel staff of €15.00 per week. 
 
Your Tour Leader will collect this on your behalf and distribute it accordingly, thus relieving you of the burden of who, when and how much to tip. The tipping of housekeeping will be left to your individual discretion (a small amount left in your room on departure should cover this and would be much appreciated). As is customary, ‘the hat’ will be passed around for the driver and guide on all optional excursions. For any meals that are not included in your itinerary, or taxi fares, your Tour Leader can advise of an appropriate add on.
Dress Code
Casual, cotton, lightweight daytime wear is the order of the day. Comfortable shoes are a must for sightseeing. Smart casual clothes will be ideal for the evening. Early and late season evenings can be cool so do ensure that you take a cardigan or jacket and even some rainwear – particularly in May and June when you may experience some spring thunderstorms followed by scorching days!

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Rated as Excellent (4.8/5) by our customers

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First Class

I’d highly recommend Solos to people looking to travel on their own with a group of like minded people.
-David F

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Fabulous experience

Solos are extremely organised and provide fantastic holidays for people on their own. The tour leaders are of a very high standard and are extremely caring with the guests.
-Carole

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Don't Delay any Longer!

This was my first Solos holiday and it hugely exceeded my expectations. Lovely, lovely people made the holiday so special.....it will stay with me for always
-L Heaton

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Well worth going

I’ve recently returned from my first Solos holiday and had a fantastic time. I can honestly say that I enjoyed every minute, and the memories will last a lifetime.
-Patricia B

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