10 Best Portugal Multiday Tours in October 2026

Rota Vicentina - the Fishermen's Trail - October 2026

4.8

(5 reviews )

No booking fees

Best price guaranteed

Great walk. Easy to follow trail. Good accommodation in delightful towns.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Algarve, Alentejo, Almograve

Duration7 days

From

USD 890

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Cycling in Portugal: From the Mountains to the Sea - October 2026

4.9

(7 reviews )

No booking fees

Best price guaranteed

This trip combines a great variety of terrains, villages, towns and cities with fantastic accommodation, equipment and food in one of the unexplored gems of southern Europe.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

14-99 yrs

Operated in

english

Destinations

Porto, Northern Portugal, Moncao

Porto, Northern Portugal, Moncao, Caminha, Ponte De Lima, Barcelos, Vila Do Conde

Duration8 days

From

USD 2,495

USD 2,420

Saving

USD 75

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Walking in Portugal - Remote Coastal Trails - October 2026

4.7

(51 reviews )

No booking fees

Best price guaranteed

We went in early Sept, so warm enough for walking and a swim in the sea but not hot. Hotel in Sagres very good and lots of good restaurants nearby. Two walks on the west coast and three on the south coast. All walks relatively flat with short ups and downs. Really stunning and interesting geography and geology. Walk leader organised supplies for picnic lunches.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Sagres, Faro, Carvoeiro

Duration8 days

From

USD 1,450

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A Taste of Portugal - October 2026

(5 reviews )

Trip customizable

Best price guaranteed

Art lovers like me, this one’s for you. Portugal dazzled with art and faith. Two features jumped out immediately: Lisbon’s Monastery of Jeronimos, a Manueline masterpiece and Fatima, a place of deep meaning. Wandering Nazare’s windy cliffs and watching Atlantic surf pound felt elemental. Obidos’ castle and ramparts invited daydreams of knights and medieval poets. The Gothic arches of Batalha took my breath away. Porto's tile-covered churches and artistic heritage felt soulful as we sampled local port wines beside the Douro River. The highlight was Coimbra, Europe’s amazing academic city, steeped in history and tradition. The old university chapel’s 18th-century Portuguese Baroque design left me speechless. Guides were enthusiastic and informative. If you love art, faith, and ocean air, this tour is a rich tapestry not to be missed.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Coimbra, Fátima

Duration7 days

From

USD 1,049

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Walking in the Azores - October 2026

4.4

(23 reviews )

No booking fees

Best price guaranteed

Many wonderful experiences on our holiday in the Azores - thoroughly recommended. Special mention must be made of our superb tour leader Tania. She was faultless - knowledgeable, conscientious, helpful and caring in every way . She worked tirelessly to ensure everything ran smoothly and we all counted ourselves very lucky to be with her. We were genuinely sorry to say goodbye, as we enjoyed her company so much . She worked so hard to ensure we had the maximum enjoyment from our holiday. Thank you, Tania.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Ponta delgada, Azores, Lajes, Fa

Ponta delgada, Azores, Lajes, Faial Island, Caldeira De Cima, Praia Da Ingrina, Sete Cidades, Sao Jorge Island, Pico Island

Duration14 days

From

USD 3,320

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Walking the Algarve's South West - October 2026

(1 review )

No booking fees

Best price guaranteed

This holiday was made extra special for us by the professionalism and kindness of the Headwater reps - Tony & Ludmilla. The one day when we got soaked, they came to our rescue and collected us early with no no fuss whatsoever. Apart from that one day the weather was kind and the walks spectacular

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Sagres, Lagos, Pedralva, Algarve, Vila Do Bispo

Duration11 days

From

USD 2,780

USD 2,697

Saving

USD 83

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Picturesque Solo Portugal Tour - October 2026

(1 review )

Trip customizable

Best price guaranteed

This unforgettable solo tour will give you an incredible opportunity to explore the major cities of Portugal. The Southern European country is well-known for its captivating cobblestone villages, charming cities, fine wines, and golden beaches. Your Portuguese experience may feature uncovering the rich history, tasting the world-renowned cuisine, and exploring the breathtaking scenery. Begin your tour in Lisbon and enjoy the extraordinary mixture of architectural styles the capital city has to offer. Next, you will continue your journey to Batalha and Fátima, where you will learn about Portugal’s religious culture. Discover affordable Portugal tour packages as you travel to Aveiro, often called the Venice of Portugal for its picturesque canals. Then, head to the coastal city of Porto to savor delicious food and drinks while taking in the stunning scenery along the Douro River. Conclude your solo journey in the vibrant capital of Lisbon. This is a Solo Tour You don't pay single supplement and get a room for yourself!

Natural landmarks sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Coimbra

Duration7 days

From

USD 1,679

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Marvelous Portugal - October 2026

(4 reviews )

Trip customizable

Best price guaranteed

Portugal completely stole our hearts! We loved the charming streets of Lisbon, the stunning views in the Algarve, and the food—wow!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Lisbon, Algarve, Fátima, Porto

Lisbon, Algarve, Fátima, Porto, Faro, Coimbra

Duration11 days

From

USD 1,627

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Lisbon to Algarve Ride - October 2026

4.8

(9 reviews )

No booking fees

Best price guaranteed

Very enjoyable - a great team. There were one or two problems as this was the first time that trip ran, but the ground team sorted them out.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Lisbon, Sagres, Setubal, Santo A

Lisbon, Sagres, Setubal, Santo André, Alentejo, Rogil, Algarve

Duration8 days

From

USD 3,225

USD 3,128

Saving

USD 97

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Portuguese Camino Cycle - Lisbon to Porto - October 2026

4.3

(3 reviews )

No booking fees

Best price guaranteed

Do you like gravel or MTB bike riding? Then this is the trip for you. Do you only like road bike riding? This isn’t the trip for you. While there are sections on smooth backroads and bike paths, there are many sections on cobblestones, single track, forest trails, lumpy, bumpy and rocky paths. Some of these trails will be too steep or too rocky to ride and you will need to push your bike up these sections. There will also be times (mostly on day 1), where you will need to carry your bike up and down the stairs of flyovers of railway line crossings. There will also be times where the gps/Camino trail takes you down one way streets. There will also be a few times when the gps track differs from the Camino trail markers - we defaulted to following the Camino trail markers. The challenge is worth it. Experiencing different scenery, visiting interesting towns, meeting walkers (we didn’t meet any other riders).

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Vila Franca De Xi

Lisbon, Porto, Vila Franca De Xira, Tomar, Alvorge, Coimbra, Agueda, Olveira De Azemeis

Duration10 days

From

USD 2,510

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Madeira Island Discovery - October 2026

4.7

(50 reviews )

No booking fees

Best price guaranteed

An excellent trip to get to know this beautiful island . Our guides friendly personality , leadership, helpfulness and knowledge was impeccable

Food tours

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

Funchal, Camacha, Madeira, Porto Santo

Duration8 days

From

USD 2,910

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6% OFF TODAY

Sunny Portugal Lisbon, Alentejo, Algarve & Portuguese Riviera - October 2026

No booking fees

Best price guaranteed

From the Portuguese capital, Lisbon, to the sunny cliffs of the Algarve and Portuguese Riviera, venture along Portugal’s stunning shoreline. In Evora, step inside a medieval city with Roman ruins. Enjoy a leisurely 3-night stay in the Algarve region. Explore soft, sandy beaches and classic fishing villages. Take advantage of a free day to soak in the Portuguese sunshine and savor local flavors. Visit the charming village of Monchique with its Moorish inspired architecture. Encounter picturesque resort towns, winding cobblestone streets, oceanfront promenades, and quaint villages.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Lisbon, Cascais

6% OFF TODAY

Duration10 days

From

USD 3,999

USD 3,749

Saving

USD 250

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Portugal: Village Walks & the Douro Valley - October 2026

(4 reviews )

No booking fees

Best price guaranteed

This trip is a great introduction to some of the lesser traveled areas of Portugal. The hikes are beautiful and not overly strenuous, with a mix of castles, historic buildings, and natural beauty.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-100 yrs

Operated in

english

Destinations

Lisbon, Porto, Douro Valley, Med

Lisbon, Porto, Douro Valley, Medelim, Manteigas, Amarante

Duration8 days

From

USD 3,999

USD 3,879

Saving

USD 120

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13% OFF TODAY

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Premium Portugal - October 2026

No booking fees

Best price guaranteed

From grand cities and medieval villages to sparkling coastlines, you’ll discover the best of Portugal on this eight-day Premium adventure. Starting in thriving Lisbon, go out in search of rich culture, delicious pastel de natas (Portuguese tarts) and some of the world’s best wines alongside a small group of like-minded travellers and a knowledgeable local leader. Discover the birthplace of port as you wine your way around the Douro Valley, touring wineries and staying in a gorgeous Feature Stay hotel among the rolling hills of the region. Then, step back in time at the ancient University of Coimbra and learn the secrets of Fado at an intimate live show. Take a tile-painting workshop, a full-day excursion of gorgeous Sintra and walk along cobblestoned streets that give you a glimpse into the past. This is Portugal!

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Coimbra, Douro Valley

13% OFF TODAY

Duration8 days

From

USD 4,240

USD 3,702

Saving

USD 538

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Combine Portugal in October with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Portugal

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Alternatively, explore tours that are exclusively just France and Portugal, Germany and Portugal or Italy and Portugal.

All Portugal Tours in October 2026

Page 2 of 82 Trips in Portugal during October 2026 with 1,300 Reviews

See Portugal tours by duration

Rota Vicentina - the Fishermen's Trail - October 2026

Cycling in Portugal: From the Mountains to the Sea - October 2026

Walking in Portugal - Remote Coastal Trails - October 2026

A Taste of Portugal - October 2026

Walking in the Azores - October 2026

Walking the Algarve's South West - October 2026

Picturesque Solo Portugal Tour - October 2026

Marvelous Portugal - October 2026

Lisbon to Algarve Ride - October 2026

Portuguese Camino Cycle - Lisbon to Porto - October 2026

Madeira Island Discovery - October 2026

Sunny Portugal Lisbon, Alentejo, Algarve & Portuguese Riviera - October 2026

Portugal: Village Walks & the Douro Valley - October 2026

Premium Portugal - October 2026

Combine Portugal in October with Nearby Countries for an Unforgettable Trip

Page 2 of 82 Trips in Portugal during October 2026 with 1,300 Reviews

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All Portugal Tours in October 2026

Page 2 of 82 Trips in Portugal during October 2026 with 1,300 Reviews

See Portugal tours by duration

Page 2 of 82 Trips in Portugal during October 2026 with 1,300 Reviews