Outside the Square travel adventures for the "almost independent" Gay traveller and their friends.
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Portugal "Vibe"

A 13-day Highlights of Portugal adventure, starting in Lisbon and finishing in Porto.
History of Portugal
Portugal is one of my favorite European countries, the people are friendly and welcoming, the sights breath-taking, and the history is astonishing. It is a country that once visited you will want to return to repeatedly.
On this our 13-day adventure, we get to discover the absolute best, there is time to explore and "smell the roses",  enjoy a coffee and lots of outdoor dining, just like the locals do. No one is in a hurry in this country, and that’s part of the charm. Great food, fantastic wines, sweet ports, and local beer, all to the sound of Fado (traditional music).
We travel around on a variety of transportation on this trip, trams, trains, minivan, and ferry, traveling like the locals do. There is a lot of exploring the historic cities "on foot" and you need to be comfortable on your feet for a few hours a day to really enjoy this trip. (this is no coach tour)
I named this the Portugal "Vibe" trip to invoke the flavor of  our trip, think of the style as being a group of friends discovering a country together. This is not a history tour, or a traditional tour, you will have time to explore on your own if desired. I have created a daily plan for us, but those that wish to can follow their own specific interests, in their free time. 
We dine all together most evenings. I find traditional restaurants (to delight even the foodies amongst us) with great ambience, sampling traditional cuisine, with a glass (or two) of local wine over great conversation.

Day 1   Arrival day in Lisbon
You can arrive any time today and make your way to our centrally located historical hotel, (Airport Uber or taxi door to door around Euro 10-15) where we will be to meet you.
If you arrive early there will be time to rest up, or head out for a walk and explore.
We will all get together for a bite to eat this evening, and get to know each other.

Day 2   Lisbon
Leisurely start to the day as some will still be jet lagged and then its off to exploring. We start with a fun electric Tuk Tuk tour up and down the steep hills, showing you some amazing sights, before heading over the river on the ferry, to explore the historic town of Cacilhas, and the old warehouses of the Lisbon shipbuilding era. Here we will have our  welcome meal a seafood lunch with spectacular views looking back towards the city.
This evening is free time.
Breakfast and welcome Lunch

Day 3   Torre de Belem
We do some walking today exploring the cobbled back streets and stopping for coffee on the way. Built on 7 hills Lisbon is one of the most photogenic cities in the world, and your camera will get a full workout today. 
After our morning walk we jump on the tram to the “Torre de Belem” for a walk around the amazing historical sights from Portugal's empire days.  Belem has some truly iconic Lisbon sights, a beautiful monastery, and some world class museums, and after lunch you can pick the place that interests you the most and explore.
Tonight we will dine at a local Portuguese restaurant in Alfarma close to our hotel.
Breakfast

Day 4   Lisbon
Today is a "Follow your passions day" there is just so much to see so, here it is about choosing what your most interested in seing. Art galleries, churches, museums. Or choose a spot for a long lunch, and some people watching with a glass of wine.
We meet up again late afternoon for a walk through a new area of the city we have not yet explored before heading for a bite to eat and our "Fado" evening.
Breakfast

Day 5   Lisbon - Sintra - Obidos - Tomar
Pack our bags, as we are leaving Lisbon this morning and heading to Sintra to see 1-2 of the most interesting palaces, and walk the gardens of this beautiful town.
After the morning in Sintra we drive on to the walled medieval town of Obidos for lunch, and a afternoon exploring the cobbled streets within the walled town.
Late afternoon we drive on (1.5hr) to the templar town of Tomar and our lovely hotel where we will base ourselves for the next 2 nights.
Our dinner tonight has a medieval theme fitting the town of Tomar.
Breakfast

Day 6 Tomar
The city of the fabled “Knights templar” history and mythology abound, and there is so much to take in today. We explore the town on foot, heading up to the Convent of Christ through the Cera do Convento, where we have a local guide to bring the rich history of this amazing place alive.
Afternoon is free time and this evening there is a chance to choose your own restaurant from the many delightful places to eat in the old town.
Breakfast

Day 7 Tomar - Nazare - Coimbra
Nazare is a mecca for the world’s greatest surfers, boasting some of the highest waves in the world. It’s a spectacular place to explore on foot, hang out on the beach or watch the surfers.
Today we drive to Nazare from Tomar via the amazing Batalha Monastery. Lunch by the beach and on to Coimbra late afternoon.
Tonight we dine together by the river Mondego a spectacular setting.
Breakfast

Day 8 Coimbra
The University town of Coimbra, is another UNESCO site, and home to one of the oldest universities in Europe. Today we will head together to buy the tickets and then you free to explore the university buildings, famed library and botanical gardens at your own pace.
Located in a magnificent setting on the banks of the Mondego river, we also have time to visit the Monastery of Santa Clara in our free time..
Coimbra is home  to some great restaurants, and tonight you have the chance to choose your own.
Breakfast

Day 9  Coimbra - Porto
The morning is free to head off on your own and explore before catching the fast train on to Porto (first class) in the early afternoon.
In Porto we stay right in the heart of the city in a historic grand hotel, after check-in, we head off for a evening walk to get a sense of the city with before dinner together.
Breakfast

Day 10  Porto
We have a full morning walking and exploring the city, ending up in the river area of Gaia, where the port wine merchants and cellars are located. We stop here for lunch before our port wine tour and tasting.
Evening is free time, and this is a good evening to meet up with any friends you have living here, or to try one of the specialty restaurants in this real foodie city.
Breakfast

Day 11 Porto
Today we head to the train station and one of the most scenic train rides in Portugal as we journey to Pinhao to board our cruise up the river Douro. We head up the river past villages and the beautiful terraced wine growing region, before returning for lunch and a tour of a winery,
We catch the train back to Porto and another chance to take in the views from the opposite direction.
​Back around 8.30 its a long but wonderful day.
Breakfast and Douro Lunch

Day 12  Porto 
​Porto is packed with museums and church's, historic bookshops and cafe's, and the shopping is amazing. Today its about "picking your passion", from the many choices of things to see. You will have time to explore, photograph the old city, shop till you drop, or take in a palace or two. The hardest thing will be making a choice. 
Breakfast and goodbye dinner hosted by Richard

Day 13 Porto
Its departure day, you can book your flights for any time today, the modern airport is easily accessible from our hotel on the subway (3 Euro) or stay on in this wonderful city for a few days.
Those flying out from Lisbon can take the fast train (3hr) or a 50 min flight as long as your flight is afternoon or evening.
Breakfast

Accommodation on this trip is 3-4 star and has been carefully selected for character and a central location. For me to choose a hotel you need to be able to walk out of the hotel and be straight into the action, with easy walking access to areas of interest. (All our hotels on this trip will deliver that)  All rooms will have aircon, double bed and en-suite bathroom. 

Suggestions for those with extra time.
Porto is a hub city with direct flights to many onward destinations.
My pick for those that have the time:-
  • Fly to the Portuguese island of Madeira and explore this wonderful island.
  • Fly to Madrid or Barcelona and continue your holiday in Spain.
  • Take the train and have a couple of nights in the historic city of Guimaraes, a lovely way to end the holiday.
  • For walkers, Porto is the start of the Portuguese Camino, ending in Santiago de Compostela. 
As with all my trips you have to let go of the concept you're signing up for a tour, you're not, you're coming on a semi-structured adventure with all the hard work done for you. There will be plenty of opportunities for self-directed exploring using the knowledge and experience of your host Richard. Things will go wrong some days, and changes need to be taken in your stride.

Contact us to register interest and find out further information, and we can arrange to have a chat to answer any questions.
.Portugal "Vibe" 
17th -29th May 2026
A 13-day 12-night adventure.
Starting in Lisbon (LIS) and finishes in Porto (OPO)

Small group Min 6 Max 12
FULL (Wait-list available)
​
Highlights include :-
  • Visiting 4 "World Heritage Sites"
  • Ride the Trams of Lisbon
  • Coimbra, and the oldest university in Portugal
  • Tomar, and the last stronghold of the "Knights Templar"
  • Nazere beach, and the highest waves in the world.
  • Day trip to the Douro valley with a 1hr river cruise.
  • Porto and tasting Port wine in its home city.
  • Obidos and the medieval walled town.
  • Palaces of Sintra.
  • Batalha Monastery
  • ​Quinta de Regaleira

Includes :-
  • 12 nights character accommodation, all with ensuite and aircon.
  • 12 breakfasts. 
  • Welcome Lunch (Somewhere special) 
  • Douro valley Lunch (Somewhere special)
  • Goodbye  dinner. 
  • Evening Fado experience, with wine and nibbles.
  • Port tasting on Porto.
  • Guided tour of Convento de Cristo
  • 2hr Tuk-Tuk tour in Lisbon.
  • Full day in Douro valley + 1 hr river cruise.
  • Entry tickets for Batalha Monastery, Sintra palace "Quinta de Regaleira" and Convento de Cristo.
  • Ground transport, private minibus transfers, ferry, and tram ticket in Lisbon,  and our driver / minivan day trips.​
  • First class train ticket from Coimbra to Porto.​
  • Fully escorted trip with Richard and his walking city explorations.
​
Not Included :-
  • Visa if required 
  • Travel insurance (required)
  • International airfares  
  • Drinks and meals other than above inclusions
  • Entry fees into historic attractions other than those listed. 
  • Personal spending money
  • Discretionary local tips
  • Uber / taxi or metro to our arrival hotel meeting point and on your last day to catch your flight. (Clear details for arrival will be given and you can arrive on any flight or time and I will be at the hotel to meet you, and help with ideas on how to spend the day if you get in early)

Plus of course, daily help and suggestions from Richard.

​Cost guideline for the 2026 trip
EURO $3395pp Twin share
Solo room occupancy Euro $3995

Deposit Euro $500 pp to confirm booking.
​The green "Book Now" button will appear above when live bookings and deposits open for this trip.
Register your interest below, to ask any questions, and to to be the first to be notified when deposits open, and you can secure a place on the adventure.

Payment options
Due to the nature of Adventure travel and the prices of the resources on which it depends, the published price of any trip is subject to change at any time, before or after booking confirmation, up to 60 days before the departure.

    Portugal "Vibe" May 2026.
    ​Please check your SPAM folder as I will always reply within 48 hr.

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  • Home
  • 2026 Adventures
    • India "The Ganges" Jan 2026
    • India "The Ganges" Feb 2026
    • Moroccan "Riads" Mixed trip April 2026
    • Moroccan "Riads" Boys trip April 26th 2026
    • Portugal "Vibe" May 2026
    • Sri Lanka "Bawa" Sept 2026
    • India Forts and Palaces Oct 2026
    • Bhutan and Nepal Nov 2026
    • Laos and Northern Thailand Nov 2026
    • Laos 2026 Xmas Mekong Cruise
  • 2027/8 Adventures
    • South Africa Luxury April 2027
    • South Africa Luxury May 2027
    • Botswana Luxury May /June 2027
    • Namibia June 2027
    • Peru and the Inca heartland Sept 2027
    • Portugal "Vibe" Sept 2027
    • Viva Mexico October 2027
    • Moroccan "Riads" Oct 2027
    • Argentina and the Andean North Oct 2027
    • New Zealand, "Out" and about. Feb 2028
    • South Africa Cape to Karoo April 2028
  • Is OTS right for you?
  • Coming up
    • Cambodia. Our "No single supplement" trip.
    • New Zealand "Epic Vistas"
    • New Zealand South Island "Walks"
    • North Thailand, Bangkok and the wonders of Angkor
    • Argentina Tango 8 day trip
    • Nepal Annapurna Trek
    • Japan explored
  • About us
    • Profiles
    • Philosophy
    • Q&A
    • Booking & Payment Options
    • Arrival and e-sim options
    • Travel Insurance
    • Terms and Conditions
    • Testimonials
    • Contact us
    • Opportunity to join us
    • Botswana extension
    • Victoria falls add-on
    • Cape town add-on
    • Amazon Extension
    • Moroccan "Mountains & Desert"
    • Links
  • Newsletters