PORTUGAL
PORTUGAL
Portugal Group Tour For Solos 30s & 40s !
This 8-day Portugal group tour offers the best of both worlds – city life and coastal beauty. You’ll sip on port wine and wander through charming streets in Porto, then head to the capital Lisbon, where rich history meets modern charm, before finishing off in the small coastal town of Lagos. Along the way you’ll visit fairytale-like Sintra, drink wine in the Douro Valley, and sail the Algarve on our private OWR charter – all with plenty of downtime for you to soak up the culture, food, and sunshine with your new crew of solo travel friends.
Porto + Lisbon + Algarve
Highlights
- Take a FOODIE TOUR through PORTO
- Drink LOCAL WINE in the DOURO VALLEY
- Explore LISBON’S vibrant streets by tuk-tuk
- Visit the fairytale-worthy PENHA PALACE in SINTRA
- Sail along the ALGARVE coastline on a private catamaran
- Wander LAGOS’S charming old town
- Experience the enchanting sounds of FADO
Included
- 8-days / 7-nights: 2 Porto, 3 Lisbon, 2 Lagos
- Accommodation in hand-picked 4-star hotels (based on sharing twin room)
- Meals – All breakfasts, 3 lunches & 3 dinners
- Airport pickups & drop-offs
- All transportation & activities within itinerary (excluding optional activities)
- A trip host plus various local experts
- Note – international flights not included (we will recommend best options)
Highlights
- Take a FOODIE TOUR through PORTO
- Drink LOCAL WINE in the DOURO VALLEY
- Explore LISBON’S vibrant streets by tuk-tuk
- Visit the fairytale-worthy PENHA PALACE in SINTRA
- Sail along the ALGARVE coastline on a private catamaran
- Wander LAGOS’S charming old town
- Experience the sounds of FADO in Lisbon
Included
- 8-days / 7-nights: 2 Porto, 3 Lisbon, 2 Lagos
- Accommodation in hand-picked 4-star hotels (based on sharing twin room)
- Meals – All breakfasts, 3 lunches & 3 dinners
- Airport pickups & drop-offs
- All transportation & activities within itinerary (excluding optional activities)
- A trip host plus various local experts
- Note – international flights not included (we will recommend best options)
Our Route Through Portugal
Itinerary
Day 1
WELCOME TO PORTO!
Olá! Welcome to Porto, a city sandwiched between The Douro River and Atlantic Ocean, know for its lavish Baroque churches, imposing bridges and iconic riverside views. Our trip kicks off with a welcome chat at 6pm and then we dive straight into Porto’s renowned foodie scene with a “Progressive Dinner Tour” – i.e. enjoying the best dishes, at different restaurants, while making our way around the city. And of course, no trip to Porto is complete without a port wine —so raise a glass to the start of a memorable European journey!
Day 2
DOURO VALLEY WINERY
We’re off to the breathtaking Douro Valley—a postcard come to life and heart of Portugal’s winemaking tradition. Sip on exquisite port and local wines while learning their storied history. Ever wondered what pairs perfectly with Portuguese vino? A rustic picnic lunch of regional dishes, served alfresco with vineyard views! After a day of indulging and unwinding, we’ll then head back to Porto, with the evening yours to explore. Wander the colorful Ribeira, seek out the gorgeous Azulejo (tiled) buildings, or simply find a taberna & soak up the city’s vibrant buzz—your Porto adventure continues!
Day 3
LISBON BY TUK-TUK
Hop aboard a scenic train ride to Lisbon (3hrs), where pastel-colored streets and the majestic São Jorge Castle await. Upon arrival, we’ll grab a quick lunch, check-in to the hotel, and then climb aboard a tuk-tuk (yes, you read that right)! for a breezy tour of Lisbon’s must-see sights – the Lisbon Cathedral, Miradouro Sao Pedro & Barrio Alto to name but a few. In a city well spread out & with lots of narrow, steep streets, it’s the perfect way to get around and take it in. As the sun sets over Lisbon, we’ll take you to our favorite spot to toast our first day in Portugal’s lively capital city.
Day 4
FREE DAY
Today is all about discovering Lisbon at your own pace. Why not head out this morning to pay a visit to the medieval citadel of Sao Jorge Castle? Feeling the call of the sea? Hop on a boat ride along the Tagus for incredible city views. Prefer wandering? The city’s vibrant neighborhoods, like Alfama and Bairro Alto, are packed with charm, history, and hidden dive bars. If you head out to Belem, don’t forget to try a custard tart at the famous Casa Pasteis de Belem. Whatever your interest, your guide has plenty of suggestions to help you make the most of your day. It’s your Lisbon adventure—go where curiosity leads you!
Day 5
SINTRA + FADO SHOW
Today we take a short trip to Sintra, a fairytale-like town straight out of a storybook. We’ll visit the stunning Pena Palace, perched high upon a hill with views as magical as its colorful architecture. Wander through its opulent rooms and lush gardens, soaking up the royal vibes. You’ll have some time over lunch to explore the pretty little town itself and then on the way back we’ll stop in Cascais, a once quiet fishing village now turned glamorous holiday spot. Tonight – a live Fado performance which is sure to leave you spellbound.
Day 6
BEAUTIFUL LAGOS
We’re off to the stunning Algarve region today, with an easy 3hr drive south to Lagos, a beautiful coastal spot complete with a walled old town, rugged cliff formations and dreamy Atlantic beaches. You’ll struggle to find a better beach town in all of Europe! After arriving at our lovely hotel, today is left for you to enjoy with ease. You could chill by the hotel pool, hit up the exquisite nearby beach, take in the views from the clifftops, or wander into the charming old town, with its ancient 16th-century walls and colorful plazas. In fact, why not do it all?!
Day 7
ALGARVE SAILING
This morning we’re heading out on the ocean on our private catamaran. We’ll navigate the rocky Algarve coastline and take in the dramatic cliffs of Ponta da Piedade, with its arches, towers, and hidden caves while also enjoying lunch onboard. Afterwards, there’s one final afternoon to enjoy Lagos. Head to Meia Praia for a swim and lay on the soft sands. Or, for something quieter, Praia do Porto de Mos or Camilo Beach offer serene vibes with stunning rock formations. As the day winds down, we’ll gather for a farewell dinner, celebrating new friendships made and experiences shared.
Day 8
ADEUS PORTUGAL!
All good things must come to an end, and today, our amazing time in Portugal wraps up. There are no activities planned, so you have the morning to relax, enjoy a leisurely breakfast and take one final stroll along the beach before it’s time to say goodbye. At the agreed time, you’ll be transferred to Faro Airport (FAO) for your onward journey, filled with memories of trendy Portuguese cities, dream-like castles, secluded coastal bays and a group of new besties! Safe travels home – we hope to see you on another trip soon!
Want to see the itinerary in more detail? Leave your email below and we’ll send you an hour-by-hour schedule.
Trip Price
We have guests join us from all over the world but predominantly from the UK, US, Canada, Europe, Australia & New Zealand. As standard we sell in both GBP and USD – however if you prefer to switch to your local currency you can do so during the checkout process.
United Kingdom
- Includes all items mentioned in “Included” above.
- Deposit = £200, to reserve your spot.
- Remaining balance due 70 days before departure.
- Private room = + £700
- Payment plans possible – get in touch to arrange.
USA + Rest of World
- Includes all items mentioned in “Included” above.
- Deposit = $250, to reserve your spot.
- Remaining balance due 70 days before departure.
- Private room = + $950
- Payment plans possible – get in touch to arrange
- Convert to local currency (inc CAD, EUR, AUD) during checkout.
Dates & Booking
Select your preferred departure date, currency and pay your deposit now to reserve a spot!
10 – 17 July 2027
18 – 25 September 2027
Hotels
We know that accommodation is important to you and it’s important to us too. We’ve therefore carefully hand-picked a selection of our favourite 3 & 4-star hotels for this itinerary. These are the hotels we typically use (please ensure you are comfortable with them before booking).
Fontinha, Porto
Hotel Moon & Sun Lisboa, Lisbon (July)
BessaHotel Liberdade, Lisbon (September)
Vila Gale, Lagos
Fontinha, Porto
Hotel Moon & Sun Lisboa, Lisbon (July)
BessaHotel Liberdade, Lisbon (September)
Vila Gale, Lagos
Customer Reviews
Featured Blog Posts
Want to know more about what to expect on this trip? Read this blog post from Simona, our Marketing Manager, about her experience on our OWR Portugal trip.
My Portugal, My People, My First OWR Trip
In this blog, Simona, our Marketing Manager, reflects on her experience joining our very first OWR trip to Portugal.There are trips you take, and then there are trips that take you. Portugal was the latter. It wasn’t just another country stamped into a passport. It was something more, something...
FAQs & Important Notes
Below are some of the common questions we tend to get asked – we’ve answered both in video format (general across all OWR trips) and written format (specific to this particular trip).
FAQ video timestamps
The above video takes just under 40 minutes. If you prefer to navigate to a specific topics then you can see the timestamps below.
00:00 Intro
00:33 How It Works
03:00 Demographics
07:25 What’s the Price?
08:04 What’s Included?
10:42 Which Hotels?
12:10 Are Airport Transfers Included?
13:31 Room Sharing / Private Rooms
16:02 Booking & Cancellation Terms
20:30 “I Found the Same Tour for Cheaper”
23:37 I’m an Introvert!
24:54 Is Every Activity Mandatory?
26:02 What Happens After Booking?
27:58 Can I Bring a Friend?
30:50 Are You a Good Fit for OWR?
32:42 Where Is OWR Based?
33:31 Why Should I Choose OWR?
37:35 More Questions?
Am I a good fit for an OWR trip?
We know it’s important to you to choose the right tour company for you.
And equally, for us, it’s super important that we get the right people joining our trips (people who are likely to get the most out of it).
We’d therefore appreciate if you could please read the following page carefully before signing up: OWR Trip Style
How does it all work?
For an overview of how it all works, you can go to this page here: How It Works
Are international flights included?
No.
International flights are not included in the price of our tours. This is something you would book yourself separately.
Which airports should I fly into?
Our trip starts in Porto (OPO) and ends in Lagos, where the closest airport is Faro International Airport (FAO). You should organise your flights accordingly.
Ideally you should arrive at the hotel by 6pm on the first day. This is when we have our welcome meeting and afterwards go for dinner (although if you arrive later it’s fine to catch up).
You can leave at any time on the last day. There are no activities scheduled for that day.
If you need help researching flights, contact us at [email protected] or fill out the contact form on this page.
Are airport transfers included?
Yes, they are included at both the start and end of every trip.
Notes
- We only do transfers between airports and our selected hotels. No other locations.
- For those tagging on extra days, we will endeavour to include transfers up to 2 days outside of official tour dates.
Can I book a private room?
Yes.
Our standard prices are based on sharing a twin hotel room with one other person of the same gender.
However, if you prefer a private then you can select this option for £700 / $900 extra.
Just let us know at the time of booking.
(Note – we have limited availability of private rooms, these will be allocated on a first come, first served basis).
Can I book pre and/or post accommodation?
Yes, we can book you in for extra days at either our arrival hotel or departure hotel.
This is up to a maximum of 2 days on either side. If for longer, we suggest you book directly with the hotel.
As you book your trip spot through our website, during the checkout process you will be given the option to “add-on” the pre or post accommodation. You can also do this at a later point through our guest portal (you will have access to this after booking).
I’m traveling solo, will I be the only one?
No.
Our trips are specifically designed for solo travelers so you will fit in perfectly.
Some people may bring a friend but the majority will always be traveling solo.
How do I book?
On this page you will see a “Book Now” button next to each trip departure date. Simply click this to start the checkout process and reserve your spot.
You will need to pay a £200 / $250 deposit upfront and then the remaining balance must be paid by 70 days before the trip.
If your booking is within 70 days, then you must pay the full balance at that point.
What happens after I book? (next steps)
This is what you should expect in the lead up to your trip.
- Book trip (secure your spot with a deposit)
- Book international flights (these can be booked at any point after we’ve confirmed your spot – don’t leave too late as price will go up closer to trip)
- Purchase travel insurance (this will cover for issues leading up to trip as well as during)
> 70 Days Before Trip (cancellation penalties kick-in beyond this point)
- Full balance must be paid
- OWR sends survey: requests flight information, dietary requirements, health conditions, emergency contacts etc…(must be returned within 7 days)
> 10 Days Before Trip
- OWR sends day-by-day schedule, optional activity recommendations & some final info to prepare you for trip
> 3 Days Before Trip
- WhatsApp group created with all trip attendees + Tour Leader
> Trip Start Date
- Welcome meeting is typically scheduled for 6pm on first day. This is where you will meet your Tour Leader and other guests (note – we may change this time depending on overall group arrival times. If it changes we will notify you).
Is the deposit refundable?
No, the deposit is non-refundable.
However, if you can no longer make the trip you can transfer that deposit onto any other future trip.
Do you have payment plans?
Yes.
We can either split your balance into even monthly payments, or we can set it up so you can pay any smaller amounts as and when you like.
You can go ahead and book your spot through our website as normal and then afterwards email us at [email protected] to request we set up your payment plan.
Visas, vaccinations & packing lists?
Two months before your trip you will receive a comprehensive pre-trip pack which tells you everything you need to get prepared for the trip (including info on visas, vaccinations & packing lists).
In general, most of our guests don’t need visas to come to Portugal.
Do you cater for special dietary requirements?
Yes.
We cater for vegetarian, vegan, gluten free and other dietary requirements. We will always make sure there are options available to you in the restaurants we visit.
Please be aware though that there will not likely be the same range of options as you have available in your home country.
Will I get to meet other members of the group before the trip?
Yes.
3 days before the trip we will create a WhatsApp group with all the people joining the trip. This is a great opportunity to connect ahead of the trip.
Are the hotels listed on the website the actual hotels you use?
Generally yes, it will be these hotels.
From time to time we may need to change a specific hotel if for example it’s not available on those given dates. But in such situations, we will always replace with another hotel at the same quality and notify you in advance.
What’s the cancellation policy?
The £200/$250 deposit is non-refundable. However, if you need to cancel at any point, you can put this towards any future trip you book with us (in any location).
The rest of the balance is refundable up until 70 days before the trip. From that point we have to start committing funds to local suppliers and so:-
> 30-70 days before trip – 50% refund
> 0–30 days before trip – 0% refund
But, we also recommend that you take out travel insurance to cover you for any unexpected last-minute cancellation.