10 Best Portugal Multiday Tours in October 2026

Best of Portugal in 7 Days - October 2026

(4 reviews )

Trip customizable

Best price guaranteed

We had wonderful trip with private tour guide Carlos. He is very professional, very knowledgeable and funny. He understood my husband's passion for photography, our interests of history and culture, our love for great food. Thank you, Carlos

Cultural, religious and historic sites

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

1-80 yrs

Operated in

english, portuguese, spanish

Destinations

Lisbon, Sintra, Porto, Coimbra

Lisbon, Sintra, Porto, Coimbra, Aveiro, Douro Valley, Tomar

Duration7 days

From

USD 1,556

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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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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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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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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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Portugal Discovery, Self-drive - October 2026

15% OFF TODAY

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Portugal Discovery, Self-drive - October 2026

(3 reviews )

Trip customizable

Best price guaranteed

Overall, we had a very nice trip. The itinerary is arranged well and includes good recommendations for places to stop and points of interest to visit. The hotels are all owned by the same company called Vila Gale, and are all about what I expected for the price point � nice and comfortable with basic rooms � the one outlier was the Vila Gale Collection Alter Real, which was stunning! We had a very nice trip to Portugal overall.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Lisbon, Castelo De Vide, Coimbra

Lisbon, Castelo De Vide, Coimbra, Porto

15% OFF TODAY

Duration8 days

From

USD 1,051

USD 893

Saving

USD 158

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Portugal North And South, Self-drive - October 2026

15% OFF TODAY

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Portugal North And South, Self-drive - October 2026

(1 review )

Trip customizable

Best price guaranteed

It was a wonderful experience. The hotels are way above my expectations. Just one little thing not too important is that there is drop off fee at Faro airport. I totally recommend this tour to my friends.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Porto, Lisbon, Lagos, Faro

15% OFF TODAY

Duration8 days

From

USD 1,068

USD 908

Saving

USD 160

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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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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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Portugal Meets Spain, Self-drive (multi Country) - October 2026

15% OFF TODAY

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Portugal Meets Spain, Self-drive (multi Country) - October 2026

(1 review )

Trip customizable

Best price guaranteed

We had a great time! The hotels picked for us were so great. The breakfast must have been awesome because when i came home weighed the same as when i left and we walked lots. The location of the hotels put us in the middle of the best areas. Very helpful with all our needs. Would book with them again.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Lodge, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Viana Do Castelo

Lisbon, Porto, Viana Do Castelo, Santiago De Compostela, Teloes, Viseu, Coimbra, Fátima

15% OFF TODAY

Duration12 days

From

USD 1,932

USD 1,642

Saving

USD 290

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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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Discovering Algarve And Alentejo, Self-drive - October 2026

15% OFF TODAY

Super Sales

Discovering Algarve And Alentejo, Self-drive - October 2026

Trip customizable

Best price guaranteed

Choose this self-drive tour around the Algarve region and spend 15 memorable days exploring the superb culture and landscapes of this country. Visit its inspiring, lively towns and catch a glimpse of the scenic, historic villages. Stroll the beautifully arranged streets of Faro admiring its picturesque location, walk the mesmerizing alleys of the Roman town of Silves and Beja, enjoy the romantic spirit in the most beautiful town of the Algarve, Évora. Admire the architectural mixture of the Moorish and Portuguese elements presented on the city center´s frameworks and enjoy the local gastronomy and wine in the small fishing village of Olhão. This trip will fill all your senses and will leave great memories for the lifetime.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Faro, Algarve, Olhão, Silves, Be

Faro, Algarve, Olhão, Silves, Beja, Evora

15% OFF TODAY

Duration15 days

From

USD 2,130

USD 1,811

Saving

USD 320

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Cycle the Alentejo to the Algarve - October 2026

(1 review )

No booking fees

Best price guaranteed

Cycle Portugal's coastline from the Alentejo to the Algarve to discover unspoilt beaches and impressive coastal towns. A cycle trip to discover the unspoilt beaches of the western Algarve and Alentejo Atlantic coast. As you pedal from the charming town of Odeceixe on the river Seixe, right on the border between Alentejo and the Algarve, you will appreciate that there is so much more to this special pocket of Portugal. In the hinterland, pass through extensive woods, authentic villages surrounded by kitchen gardens and quiet roads perfect for cyclists of all ages. On the coast swim at wide open beaches, cycle past coastal scenes of rolling dunes and dramatic cliffs and feast on fresh seafood. In the evening stay in charming accommodation with swimming pools to cool down in after a day of cycling. The relaxed pace of the days will ensure you truly have a holiday while exploring a fascinating area at handlebar level.

Bicycle toursAdventure

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Algarve, Faro, Aljezur, Praia Do Amado

Duration7 days

From

USD 1,290

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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

50 Trips in Portugal during October 2026 with 59 Reviews

See Portugal tours by duration

50 Trips in Portugal during October 2026 with 59 Reviews

Best of Portugal in 7 Days - October 2026

Rota Vicentina: to the Algarve - October 2026

Madeira Island Walking - October 2026

Rota Vicentina - the Fishermen's Trail - October 2026

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

Walking the Algarve's South West - October 2026

Portugal Discovery, Self-drive - October 2026

Portugal North And South, Self-drive - October 2026

Portuguese Camino Cycle - Lisbon to Porto - October 2026

Portuguese Camino - Coimbra to Porto - October 2026

Portugal Meets Spain, Self-drive (multi Country) - October 2026

Portuguese Camino - Lisbon to Coimbra - October 2026

Discovering Algarve And Alentejo, Self-drive - October 2026

Cycle the Alentejo to the Algarve - October 2026

Combine Portugal in October with Nearby Countries for an Unforgettable Trip

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Portugal Tours in October 2026

50 Trips in Portugal during October 2026 with 59 Reviews

See Portugal tours by duration

50 Trips in Portugal during October 2026 with 59 Reviews