10 Best Portugal Multiday Tours in October 2026

Rota Vicentina: to the Algarve - October 2026

4.7

(14 reviews )

No booking fees

Best price guaranteed

Enjoyable hiking experience with amazing scenery. Wonderful waypoints and amenities.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Algarve, Alentejo, Aljezur, Carr

Algarve, Alentejo, Aljezur, Carrapateira, Vila Do Bispo, Faro

Duration9 days

From

USD 890

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Highlights of Portugal - October 2026

4.3

(21 reviews )

No booking fees

Best price guaranteed

Does what it says on the tin as always with Explore! Great way to see more of Portugal.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Coimbra, Douro Valley

Duration8 days

From

USD 2,070

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Madeira Island Walking - October 2026

4.8

(16 reviews )

No booking fees

Best price guaranteed

Madeira hiking was breathtaking. Beautiful, clean scenery and friendly locals.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Guest House

Age Range

18-99 yrs

Operated in

english

Destinations

Funchal, Madeira, Porto da Cruz

Funchal, Madeira, Porto da Cruz, Santo Da Serra, Ribeiro Frio, Encumeada

Duration8 days

From

USD 1,620

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9% OFF TODAY

Walking in Madeira - October 2026

4.8

(100 reviews )

No booking fees

Best price guaranteed

Absolutely superb. Highly recommend

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

16-99 yrs

Operated in

english

Destinations

Funchal, Santana, Porto da Cruz

Funchal, Santana, Porto da Cruz, Faja Do Penedo, Faja Da Ovelha, Pico De Ruivo, Madeira

9% OFF TODAY

Duration8 days

From

USD 1,380

USD 1,250

Saving

USD 130

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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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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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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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Super Sales

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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Portuguese Camino - Coimbra to Porto - October 2026

No booking fees

Best price guaranteed

Walk the quieter trails between historical Coimbra and Porto on stage two of the Camino Portugués. The second stage of our self guided walking route along the Portuguese Camino between Lisbon and Santiago takes you from the historic and lively university city of Coimbra through vineyards, woodlands and villages to Porto, set on the banks of the Douro River and famous for its port wine production. Throughout the walk there are ample reminders of past pilgrims and the route offers many insights into the religious significance of the Camino. The Portuguese Road, or Caminho Portugués, is considered by many as the most spiritually connected pilgrimage route. Following the path St James' body took to its resting place at the site of Santiago de Compostela in Spain, the quieter Portuguese path offers a wealth of history and delightful landscapes to discover. Visually stunning in parts, there are many other advantages in walking the Portugués route.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Porto, Coimbra, Mealhada, Agueda

Porto, Coimbra, Mealhada, Agueda, Albergaria, Malaposta

Duration8 days

From

USD 995

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Portuguese Camino - Lisbon to Coimbra - October 2026

(1 review )

No booking fees

Best price guaranteed

Great job everything went like clockwork.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Lisbon, Coimbra, Vila Franca De

Lisbon, Coimbra, Vila Franca De Xira, Azambuja, Golega, Tomar, Alvaiazere, Alvorge, Condeixa A Nova

Duration11 days

From

USD 1,560

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Best of the Portuguese Camino - October 2026

4.7

(24 reviews )

No booking fees

Best price guaranteed

Our guide Sylvia was superb and looked after us so very well. Our bus driver was very careful and drove very safely the whole week. Most of our hotels were also very good as were the meals. We would recommend Sylvia and the Portuguese Camino to our friends. Thank you.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Lisbon, Santiago De Compostela

Lisbon, Santiago De Compostela, Santiago, Obidos, Coimbra, Porto, Braga, Viana Do Castelo, Parador

Duration11 days

From

USD 3,790

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Portuguese Food and Wine Walking tour - October 2026

No booking fees

Best price guaranteed

Enjoy the flavours of the Portuguese Cuisine in Lisbon traditional places. The guide will give you lots of inside tips on Wine, Petiscos, Food and Good Company! Bring your appetite! Districts we visit: Baixa – Chiado – Bairro Alto. Try the famous Codfish Cake and Green Wine in a typical tavern at the Rossio Square. Go to Bairro Alto for a couple of Tapas with White Wine in a Wine Bar. Have a taste of Port Wine together with marmalade and cheese in a tradicional groceries’ shop. Enjoy the local’s favorite drink Ginja (cherry liqueur) in the original historical place. Finish with the typical chorizo (Portuguese sausage) with bread and Red Wine at a 17th century Palace.

Walking tours

Tour Type

Small Group Tour

Age Range

3-79 yrs

Operated in

english

Destinations

Lisbon

Duration3 hours

From

USD 81

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Best of Lisbon Walking tour - October 2026

No booking fees

Best price guaranteed

This tour is a unique way to see and experience historical Lisbon. Insider guides give you a great insight into Lisbon’s lifestyle, history and culture as well useful tips. Districts we visit: Baixa – Chiado – Alfama. Visit the major sites of central Lisbon. Walk through Baixa – the old downtown district of the city – tasting the famous Pastel de Nata (custard tart) along the way. Explore the amazing Rossio, Figueira and Comércio Squares. Get to know Chiado, the glamorous part of the city with its iconic cafés and shops. . Stop for a wine and some typical portuguese tapas on a local restaurant.

Walking tours

Tour Type

Small Group Tour

Age Range

3-79 yrs

Operated in

english

Destinations

Lisbon

Duration3 hours

From

USD 26

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Porto to Lisbon self guided bike tour - October 2026

Trip customizable

Best price guaranteed

Porto to Lisbon Bike Tour is an 8-day tour that takes you into Portugal’s two largest cities—Porto and Lisbon. Your tour will start in one of the Unesco World Heritage cities—Porto. With more than 150 classified monuments and unrivaled wine and gastronomic richness, Porto will transfer you to a world of amazing flavors. Your next destination is Aveiro (the famous Portuguese Venice). Here, you will explore the famous beach of Nazaré and the medieval town of Obidos. Guarded by walls, the city has maintained its traces over the centuries. After exploring Porto, you will head to the capital, Lisbon—the city of seven hills. The sparkle and light of the Tagus River has inspired poets, painters and photographers alike—immortalizing Lisbon in their works. Explore the typical medieval neighborhoods and endless monuments whose stones mark the soul of Portugal. This tour is ideal for wine and food lovers, willing to discover the unique taste of Portugal while exploring the cities at their own pace. Please see our itinerary for more details.

Food toursWine tasting tours

Tour Type

Private Tour

Age Range

16-79 yrs

Operated in

English

Destinations

Lisbon, Porto, Furadouro, Aveiro

Lisbon, Porto, Furadouro, Aveiro, Figueira Da Foz, Nazare

Duration8 days

From

USD 2,321

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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

21 Trips in Portugal during October 2026 with 285 Reviews

See Portugal tours by duration

21 Trips in Portugal during October 2026 with 285 Reviews

Rota Vicentina: to the Algarve - October 2026

Highlights of Portugal - October 2026

Madeira Island Walking - October 2026

Walking in Madeira - October 2026

Rota Vicentina - the Fishermen's Trail - October 2026

Walking in Portugal - Remote Coastal Trails - October 2026

Walking in the Azores - October 2026

Walking the Algarve's South West - October 2026

Portuguese Camino - Coimbra to Porto - October 2026

Portuguese Camino - Lisbon to Coimbra - October 2026

Best of the Portuguese Camino - October 2026

Portuguese Food and Wine Walking tour - October 2026

Best of Lisbon Walking tour - October 2026

Porto to Lisbon self guided bike tour - October 2026

Combine Portugal in October with Nearby Countries for an Unforgettable Trip

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All Portugal Tours in October 2026

21 Trips in Portugal during October 2026 with 285 Reviews

See Portugal tours by duration

21 Trips in Portugal during October 2026 with 285 Reviews