10 Best Portugal Multiday Tours in September 2025

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Cycling in Portugal: From the Mountains to the Sea - September 2025

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 - September 2025

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 - September 2025

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 - September 2025

(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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Best of Portugal - September 2025

(1 review )

Trip customizable

Best price guaranteed

Recommend this tour. Mini van with a driver and tour guide. The guide was so informative, a really lovely lady. Driver was on the ball - it was a couple of days into the trip he revealed he could understand english.

BeachChill out

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

11-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Evora, Fátima, La

Lisbon, Porto, Evora, Fátima, Lagos, Urgeiriça

Duration11 days

From

USD 3,252

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Northern Portugal Discovery - September 2025

Trip customizable

Best price guaranteed

Exploring the northern region of Portugal from Lisbon and back is a captivating journey that will immerse you in the country's rich history, picturesque landscapes, and unique culture. This North of Portugal tour includes stops in Nazaré, a charming coastal town known for its big waves. Travel to Coimbra, home to one of Europe's oldest universities, and delve into the heart of Porto, Portugal's second-largest city. Venture into the Douro Valley, and admire the breathtaking landscapes and terraced vineyards. Travel to Guimarães, and explore the impressive castle of Tomar

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

11-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Fátima, Urgeiriça

Duration6 days

From

USD 1,662

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Southern Portugal Explorer - September 2025

Trip customizable

Best price guaranteed

Admire impressive and remarkable viewpoints overlooking the Atlantic Ocean. See the region’s most beautiful landmarks, including Ponta da Piedade, Cabo Sao Vincente’s beautiful cliffs, and the UNESCO-listed city of Evora. Visit the southern Portugal regions of the famous beaches of the Algarve. Travel through the peaceful landscapes of vast open plains of golden wheat fields, almond and olive orchards, and cork oak trees of the sunny region. This itinerary allows you to experience the diverse beauty of southern Portugal, from the vibrant cities to the picturesque coastal towns of the region

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

11-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Evora, Lagos, Lagos

Duration4 days

From

USD 1,587

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7 Day Guided Tour Castilla And Portugal From Madrid (c6060) - September 2025

No booking fees

Best price guaranteed

Enjoy a 7 multi day tour through Castilla and Portugal from Madrid.

Bus tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Madrid, Vigo, Porto, Coimbra, Lisbon

Duration7 days

From

USD 933

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15% OFF TODAY

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South Of Portugal - September 2025

(3 reviews )

Trip customizable

Best price guaranteed

What an amazing experience! Surprises around every corner. We really learned about the culture, ate great meals and visited several hidden gems! Highly recommend!! Thank you to our awesome guide, Joao!

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, portuguese, french

Destinations

Lisbon, Evora, Lagos

15% OFF TODAY

Duration4 days

From

USD 1,614

USD 1,372

Saving

USD 242

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From Portugal to Spain: Porto, the Douro Valley (Portugal) and Salamanca (Spain) (port-to-port cruise) - September 2025

No booking fees

Best price guaranteed

Climb aboard an unforgettable cruise through the magnificent Douro Valley, where each port of call promises captivating adventure and enriching discoveries. Get ready for breathtaking scenery, history-laden locations, and unique experiences in this emblematic region. You'll begin your journey in the lively city of Porto, which oozes an exceptional charm and captivating atmosphere. Next stop will be Regua, where you'll dive into the region's history and winemaking traditions. You'll also cross the border into Spain, for an exciting trip to remarkable Salamanca. For wine connoisseurs, the Port Wine Route will be heaven on earth. You'll wrap up your vacation with stops in Lamego, Guimarães, and the charming village of Afurada—destinations packed with cultural heritage, gorgeous architecture, and genuine friendliness.

CruiseAdventure

Tour Type

Cruise Tour

Accommodation

Ship Cabin

Age Range

18-79 yrs

Operated in

english

Destinations

Porto, Regua, Vega De Terron, Ba

Porto, Regua, Vega De Terron, Barca D'alva, Pinhao

Duration8 days

From

USD 1,696

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Wonders of Portugal - September 2025

(1 review )

Trip customizable

Best price guaranteed

Very professional and best option for a travel.

Cultural, religious and historic sites

Tour Type

Private Tour

Accommodation

Hotel

Age Range

11-99 yrs

Operated in

english

Destinations

Lisbon, Porto, Cascais, Fátima

Duration3 days

From

USD 722

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Spain & Portugal: Flamenco & Tapas - September 2025

27% OFF TODAY

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Spain & Portugal: Flamenco & Tapas - September 2025

4.8

(5 reviews )

No booking fees

Best price guaranteed

Super fun, covered a ton of ground, and was a great way to see Spain and Portugal.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hostel

Age Range

18-39 yrs

Operated in

english

Destinations

Lisbon, Barcelona, Madrid, Grana

Lisbon, Barcelona, Madrid, Granada, Seville, Lagos

27% OFF TODAY

Duration10 days

From

USD 1,829

USD 1,330

Saving

USD 499

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Portuguese Camino Cycle - Lisbon to Porto - September 2025

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 - September 2025

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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Combine Portugal in September 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 September 2025

Page 2 of 162 Trips in Portugal during September 2025 with 597 Reviews

See Portugal tours by duration

Page 2 of 162 Trips in Portugal during September 2025 with 597 Reviews

Cycling in Portugal: From the Mountains to the Sea - September 2025

Walking in Portugal - Remote Coastal Trails - September 2025

Walking in the Azores - September 2025

Walking the Algarve's South West - September 2025

Best of Portugal - September 2025

Northern Portugal Discovery - September 2025

Southern Portugal Explorer - September 2025

7 Day Guided Tour Castilla And Portugal From Madrid (c6060) - September 2025

South Of Portugal - September 2025

From Portugal to Spain: Porto, the Douro Valley (Portugal) and Salamanca (Spain) (port-to-port cruise) - September 2025

Wonders of Portugal - September 2025

Spain & Portugal: Flamenco & Tapas - September 2025

Portuguese Camino Cycle - Lisbon to Porto - September 2025

Madeira Island Discovery - September 2025

Combine Portugal in September 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 September 2025

Page 2 of 162 Trips in Portugal during September 2025 with 597 Reviews

See Portugal tours by duration

Page 2 of 162 Trips in Portugal during September 2025 with 597 Reviews