Lisbon City Break
Who: Couples

3 Days

From $1,285pp

Lisbon Like a Local: A City Break Discovering Portugal's History, Culture and Food

Harriet and Kate L are here to help give you the inside track.

The one-time centre of a great maritime empire, Lisbon has grown into relaxed and vibrant modern city, the perfect spot for a luxury city break.

Itinerary at a Glance:

  • Get to grips with the labyrinthian history of Portugal on a city tour
  • Hunt out the best custard tarts in Lisbon
  • Sample some of the best food and wine in Portugal

Why Book with Original Travel?

Just a few of the extra touches that come as standard on an Original Travel holiday...
Our Local Concierges
100% Carbon Off-Setting
One Point of Contact
Hold Airline Seats
Expert Guides
24 Hour Helpline
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When To Travel













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All of the holidays we create are completely tailor-made to you

This sample itinerary is intended to give you a flavour of what we can do

Day 1: Arrive in Lisbon

This morning you land in Lisbon, Portugal.

Once you have cleared customs and collected your luggage, you will be met by one of our team on the ground and privately transferred to your hotel. After lunch - we recommend choosing from our favourite spots, which you'll find in your handy Dossier - you will meet your expert local guide for a two-and-a-half-hour private walking tour of the city. Beginning in the aristocratic Principe Real district, you will follow the city's history back to its resurrection after the Great Earthquake of 1755 in Bairro Alto. Heading to the artsy Chiado district, you will return to the present day to look at how Lisbon's past has shaped the way its inhabitants live in the present day. After hunting down the best pasteis de nata - cream pastries - in town (your guide can let you in on the locals' favourites) it will be just about time for dinner and drinks, so make sure to sample some of the criminally underrated Portuguese wines on offer.

Day 2: Food Tour

After yesterday's cerebral explorations, today is all about getting to know Lisbon through its food.

After (a light) breakfast, you will meet your foodie guide for a three-hour gastronomic tour of Lisbon. Heading back to the cobbled streets of Chiado and Baixa, you will discover more of the city's culinary culture and how ingredients from the country's former colonies helped shaped the distinctive flavours. Beginning with more pasteis de nata and an espresso, a staple of the Lisbon mid-morning snack, as the clock ticks towards lunch time you will move onto that other staple of Portuguese cuisine - fish. Heading to a local market, you will learn about the myriad ways fish is prepared, before delving deeper into other aspects of Portuguese culinary wizardry, including the many unknown (and underrated) cheeses.

The rest of the day is yours to explore the city, and to walk off the over-indulgence to make room for one final dinner in Portugal. There's plenty of glorious architecture to admire as you wander but also keep an eye out for the city's street art, often on a massive (sometimes several storey tall) scale, with canvasses by artists such as local hero Vhils and Brazilian twins Os Gemeos.

Day 3: Sintra

Today is sadly the last day of your Portuguese mini-break, we would recommend a visit to Sintra on the Atlantic Coast.

Your expert guide will meet you at your hotel and together you will hop on the train for the forty-minute journey to Sintra, just like the locals. The former summer playground of aristocrats and millionaires is a veritable smorgasbord of architectural styles through the ages, from Moorish to Manueline and Mudejar - and that only covers styles beginning with an 'M' - and with your guide you will spend the next four hours unravelling the complex and fascinating history of the town.

Additional Activities

  • Enjoy a morning's surfing (or surf lessons, depending on your ability) in Cascais, half an hour west of the city

All of the holidays we create are completely tailor-made to you

This sample itinerary is intended to give you a flavour of what we can do

A Rough Idea of Price

While all of our holidays are completely tailor-made and prices will vary based on things like time of year and level of accommodation, we want to give you as good an idea of how much this itinerary will cost. All of the costs on our sample itineraries exclude international flights, however, ask us if you would like us to arrange your flights at our preferred rates. The below prices are based on two people sharing.

This Itinerary

If you would like to book the exact itinerary mentioned above, during mid-season and staying in our preferred room category at our preferred hotels. Ask us if you would also like us to arrange your international flights.



Bare Necessities

If you would like to pare back the above itinerary by travelling at non-peak times, staying in a standard room and removing some or all of the guided activities.



Bells & Whistles

If you are looking for something extra special and would like to stay in top room categories at some of the most luxurious hotels we work with, and add more activities and guiding.



Harriet and Kate L are our experts for this itinerary and as seasoned travellers they have the inside track on the most memorable adventures.

Image of Kate Little
Image of Harriet Harford
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