New to WeRoad? Save with WEROADER100

Is this trip for me?

Party and nightlife
Relax
Nature and adventure
City and cultures
Monuments and history
Physical effort
Trip type
Searching best flight prices

Itinerary

Spain and Portugal were made for this kind of trip. The kind where every day gives you something different: a new city to wander, a local specialty to try, a glass to raise, a view that makes you stop for a second and just take it in.

We start in Lisbon, with its tiled streets, old-school trams and golden light, then head north through Porto and the Douro Valley, where wine country does what wine country does best. From there, we cross into Spain and keep moving through Salamanca, Madrid, Zaragoza and finally Barcelona, collecting flavors, stories and unforgettable moments along the way.

This isn’t just a sightseeing trip — it’s a full-on food, wine and culture journey with a proper Iberian soul. Expect iconic cities, local guides, vineyard stops, tapas, cava, vermut, jamón ibérico and plenty of reasons to fall in love with the rhythm of this part of Europe.

It’s the perfect trip for curious travelers who want to experience Spain and Portugal through what they eat, drink, see and share — with a great group, a packed itinerary, and zero wasted days.

A map showing a travel route from the start point in Lisbon, Portugal, to the endpoint in Barcelona, Spain.
A yellow funicular tram on a track ascends a steep, narrow cobblestone street lined with colorful historic buildings.

First arrivals, first vibes: welcome to Portugal

Touch down in Lisbon and make your way to the hotel, where the trip officially begins. After check-in, there’s time to settle in, freshen up, and start soaking up the atmosphere of one of Europe’s coolest capitals.

In the evening, we meet the group and get into trip mode with a welcome briefing before the adventure kicks off for real. If you want to start strong, you can join an optional dinner with classic Portuguese flavors, or head up to one of Lisbon’s best viewpoints for a sunset drink with a view.

A close-up of several Portuguese custard tarts, pastéis de nata, with caramelized tops on a white rectangular plate.

Historic streets, iconic views and your first Pastel de Nata

Today we get our first proper taste of Portugal. With a local guide leading the way, we dive into Lisbon’s most iconic neighborhoods, from the old-world charm of Alfama to the elegant streets of Baixa, before heading over to Belém. This is where the city shows off some of its most famous landmarks, and where we stop for one of Portugal’s greatest inventions: a proper Pastel de Nata tasting in a traditional pastry shop.

Want more? You can keep the day going with visits to monuments like Jerónimos Monastery and Belém Tower, hop on a tuk tuk for a different perspective, or end the night with a live Fado experience.

Colorful traditional boats are moored in a city canal, with waterfront buildings and people in the background under a clear blue sky.

Canals, Culture & Northbound

We leave Lisbon behind and head north, stopping first in Aveiro, the city of canals. Here we jump on a traditional Moliceiro boat and cruise through town the local way, before trying Ovo Moles, the sweet treat the city is famous for.

Then it’s on to Coimbra, where you’ll have some free time for a quick wander through its historic center before we continue to Porto. It’s a day of movement, views, and small local moments that make road trips like this so good.

An aerial view of a large metal arch bridge over a river and a cityscape at sunset.

City views, river vibes and a proper Porto tasting

Porto is one of those cities that knows exactly who it is: beautiful, bold, and best enjoyed slowly. This morning, a local guide shows us around the historic center, Ribeira, and some of the city’s best viewpoints.

Then in the afternoon, it’s time for one of the trip highlights: a visit to a historic wine cellar, where we get an introduction to Porto’s wine culture and enjoy an included Porto wine tasting. If you’re not ready to stop there, there’s room to level up the day with a river cruise, a premium tasting, or a food tour through Porto’s best bites.

An aerial view of a river winding through a valley with green terraced vineyards and a small, curved lake.

Vineyards, river views and the road to Spain

Today is all about big landscapes and good wine. We head into the Douro Valley, where steep vineyard terraces and river views do most of the talking. We’ll enjoy a scenic cruise through the valley, then stop for an included wine tasting that brings us straight into the heart of the region.

After that, we cross into Spain and continue to Salamanca, arriving in the evening. If you want to turn the day up a notch, there’s also the chance to add a premium winery stop or a vineyard lunch along the way.

An overhead shot of sliced cured ham on a wooden board, garnished with salt, bread, olive oil, and a knife.

Slow morning, jamón tasting and big city energy

This morning is yours to enjoy Salamanca at your own rhythm. Grab a coffee, wander through the old town, take in the golden sandstone architecture, and enjoy one of Spain’s most elegant cities.

Later, we dive into something seriously local with an included Jamón Ibérico tasting, complete with an explanation of the product and what makes it so iconic. Then we continue on to Madrid. Once we arrive, you can keep things easy or go full Spain with an optional flamenco show in the evening.

A long wooden counter in a bustling bar, laden with a wide variety of tapas and pintxos for customers.

Walk the city, eat like a local, repeat

Madrid is loud, lively, and made for walking, so today we hit the streets with a local guide. We explore the city’s big names, from Puerta del Sol to Plaza Mayor, the Royal Palace, and Gran Vía, getting a feel for the Spanish capital one neighborhood at a time.

Then comes another included highlight: a tapas experience in selected venues, with typical dishes and one drink included. If you want more after that, you can add museum visits, palace entrances, or a rooftop drink to round off the day properly.

A dining table with a floral tablecloth is set with red plates and wine glasses on a terrace overlooking rolling green hills.

Sigüenza charm and wine along the way

We leave Madrid behind and make our way toward Zaragoza, with a stop in Sigüenza, a small town packed with character. Along the way, we keep the food-and-wine theme going with an included tasting in the Castilla-La Mancha region. It’s another chance to experience the local culture through what’s on the table and in the glass.

If you want to make the stop even richer, there’s the option to visit Sigüenza Castle or upgrade the tasting experience at a premium winery.

A high-angle view from a green funicular descending a steep track towards a large monastery complex built into a rocky mountain.

Montserrat views and cava in Penedès

Today we trade central Spain for Catalonia, but not without two very strong stops on the way. First up is Montserrat, where we explore the monastery area with a local guide and take in one of the most iconic landscapes in the region. If you’re in the mood for more, you can add a funicular ride, an upgraded winery visit, or even lunch in a vineyard setting.

Then we head into Penedès, where bubbles are serious business: here we enjoy an included cava tasting before continuing on to Barcelona.

A woman walks her dog on a leash down a narrow cobblestone alley flanked by old buildings with balconies.

Gaudí vibes, city life and a vermut to close it right

Final full day, final big city, and we finish strong. With a local guide, we explore Barcelona through some of its most famous corners, from the Gothic Quarter to La Rambla, with an external visit of the Sagrada Familia along the way.

Then we wrap up the journey with a Vermut workshop and tasting, because if there’s a more Barcelona way to end a trip, we haven’t found it yet.

Still got energy? You can add visits to Gaudí’s icons, join a paella cooking class, or head out on a sunset catamaran for one last special moment.

An aerial view of a large, ornate cathedral under construction, surrounded by a dense grid of city buildings with red roofs.

One last breakfast and goodbye for now

After breakfast, it’s time to check out and say goodbye. Unitl next time!

The trip ends here, but ideally with your camera roll full, your standards for city breaks slightly ruined, and a new appreciation for just how well Spain and Portugal do food, wine, and culture.

What's included

  • Accommodation with continental breakfast in Lisbon (2 nights), Porto (2 nights), Salamanca (1 night), Madrid (2 nights), Zaragoza (1 nights) and Barcelona (2 nights)

  • Private transportation (Day 3, Day 5, Day 6, from Day 8 to Day 9)

  • English-speaking local guides in Lisbon, Porto, Madrid, Montserrat and Barcelona (Day 2, 4, 7, 9 & 10)

  • Pastéis de Nata tasting (Day 2)

  • Moliceiro boat tour (Day 3)

  • Medical and baggage insurance - (coverage limits by destination country/region - €10,000 Italy, €20,000 Europe, €30,000 World, €50,000 USA/Canada)

What's not included

Roundtrip flight to/from destination
  • Food and beverages when not specified
  • All the extras you'll be able to fit in your backpack
  • Anything not mentioned in the "What's included" section

Optional activities

Please see below extra optional activities that you can experience during your trip. Your Group Leader will be happy to assist with organizing these activities for the group. Availability may vary depending on location and group preferences. Please note these activities are provided by third party suppliers and liability rests exclusively with these third party suppliers.

  • Sunset viewpoint experience with drink in Lisbon - approx. USD20

  • University of Coimbra entrance, guided walking tour - approx. USD20

  • Food & wine tour - approx. USD60

  • Flamenco show in Madrid -approx. USD60

  • Paella cooking class - approx. USD60

Additional info

Learn more about accommodation, transport, and other useful travel information.

Why WeRoad

  • Small groups, on average 11 people

  • Move or change your trip for free up to 31 days before departure

  • Book with $ 0. Pay the $ 100 deposit only once the trip is confirmed

The Group Leaders

Our Group Leaders are chosen because they’re people just like you: passionate travelers who share the experience authentically, while having the skills to take care of the organisation, and help you get the most out of every moment of the trip.

Find your flight

For this trip, we recommend arriving and departing from these airports.

ArrivalLisbon (LIS)
ReturnBarcelona (BCN)
Searching best flight prices
WeRoadX

This is a WeRoadX

A trip designed and created entirely by an experienced WeRoad Travel Group Leader.

This is a trip designed and created entirely by an experienced WeRoad Travel Group Leader. They organise the whole trip: from defining the itinerary to selecting accommodation and on-site experiences. On the WeRoad website you can book the trip and manage it in MyWeRoad, just like any other WeRoad.

FAQs – Frequently Asked Questions

About this trip

About WeRoad

About Portugal

About Spain

From
$ 2,748
Book with $ 0
Free trip change
Interest-free installments