Portugal September 2027 Tours and Trip packages

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Get a customized trip to Portugal in September 2027

Plan a multi-country or regional adventure across Portugal in September 2027, with help from a local expert.

Steven VigorTravel Expert in Portugal & Spain
Tiernan O'Rourke
Travel Expert in Portugal & Spain
Marisa SantosTravel Expert in Portugal

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Recommended by

Walking Portugal's Wild Algarve - September 2027

4.9

(53 reviews )

No booking fees

Best price guaranteed

Another great Exodus trip. Breathtaking scenery, pleasant walks & good company made it a very enjoyable week.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Algarve, Sagres, Alentejo, Vale Da Telha

Duration8 days

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Combine Portugal in September with Nearby Countries for an Unforgettable Trip

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Alternatively, explore tours that are exclusively just Portugal and Spain.

Walking the Island of Madeira - September 2027

4.7

(24 reviews )

No booking fees

Best price guaranteed

This holiday provided straightforward walking in exceptional and sometimes unusual scenery in great company and with an experienced and characterful guide. It was exactly what we were looking for in a short break from the British winter. The accommodation was excellent and the whole trip was well organised, and good value. Everyone involved that we met (eg hotel staff, transfer vehicle drivers etc) were without exception helpful and friendly. We found the holiday relaxing and rewarding.

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

18-99 yrs

Operated in

english

Destinations

Funchal, Madeira, Porto da Cruz

Funchal, Madeira, Porto da Cruz, Queimadas, Pico Ruivo

Duration8 days

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Walking in the Azores - September 2027

4.5

(15 reviews )

No booking fees

Best price guaranteed

I've been to Portugal before, and was looking forward to experiencing another aspect of this country. This was my first trip with Exodus, and it was very impressive, start to finish. The daily outings, meals together, hotel choices, etc. were A+. Each island was unique and physically beautiful. The walks took us to places off the beaten path, which was exactly why I selected this trip.

WildlifeTrekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Ponta delgada, Faial Island, Pic

Ponta delgada, Faial Island, Pico, Madalena, Mount Pico, Vinhas Da Criação Velha, Sao Jorge, Fajã Dos Cubres, Faial

Duration8 days

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Hiking in Madeira - September 2027

(8 reviews )

No booking fees

Best price guaranteed

Beautiful island. I want to move there.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Funchal, Madeira, Santana

Duration6 days

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Hike the Rota Vicentina in Portugal - September 2027

No booking fees

Best price guaranteed

Portugal’s Rota Vicentina, or the Fisherman’s Trail, is a hiking adventure like no other. Over eight days, traverse wild coastal paths from Lisbon to Sagres, guided by an expert leader who unveils the region’s hidden gems. Along this challenging trek, marvel at dramatic cliffs, sandy dunes teeming with wildlife, and tranquil beaches far from the crowds. Savor fresh seafood, unwind in quiet villages, and witness the untamed beauty of Alentejo and Algarve. This small group tour is perfect for those who thrive on physical challenge and natural wonder. Its unique feature: the chance to experience Europe’s most scenic—and least crowded—coastal walk, creating memories that last long after the journey ends.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Sagres, Almograve, Zambu

Lisbon, Sagres, Almograve, Zambujeira Do Mar, Aljezur

Duration7 days

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Hiking in Madeira - September 2027

No booking fees

Best price guaranteed

Set off on a seven-day hiking adventure through Madeira’s dramatic coastlines, volcanic landscapes and lush forests. Hike renowned trails such as Vereda do Fanal, Pico do Ruivo, Levada do Norte and the scenic loop from Jardim do Mar through Vereda do Jardim and Levada da Calheta. Along the way, visit nearby villages like Santana (famous for its traditional thatched houses), as well as Prazeres and Seixal. Take a dip in volcanic rock pools, sip Madeira’s signature Ponch and visit a local rum distillery. With its mild year-round climate and diverse terrain, Madeira offers the perfect active winter escape.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Funchal, Jardim Da Serra, Vila Real De Santo António

Duration7 days

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Island Hopping in the Azores - September 2027

No booking fees

Best price guaranteed

Let your adventurous spirit roam free on the "Island Hopping in the Azores" walking tour—a 15-day, self-guided journey perfect for experienced travelers seeking moderate activity and immersion in nature. Discover the volcanic beauty of Sao Miguel, the dramatic cliffs of Sao Jorge, the soaring peak of Pico, the hydrangea-laden paths of Faial, and the unique, sun-baked landscapes of Santa Maria. Each island presents its own blend of blue lakes, lush valleys, and fascinating local culture. The trip’s unique highlight: the freedom to explore the Azores’ diverse islands at your own pace, with handpicked routes that showcase Europe’s westernmost paradise for walkers and nature lovers.

Walking toursSightseeing Tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Azores, Sao Miguel, Faja Grande

Azores, Sao Miguel, Faja Grande, Parque Rural Del Teno, Rua De Santa Maria, Vila Do Bispo, Lagoa Do Fogo, Sete Cidades, Sao Jorge, Fajã Dos Cubres, Ponta delgada, Pico

Duration15 days

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Douro Wine Region Hike Tour - September 2027

Trip customizable

Best price guaranteed

Uncover the legendary landscapes and wine traditions of Portugal’s Douro Valley with a self-guided Douro Wine Region Hike Tour. Traverse terraced vineyards and schist-stone trails, savoring the region’s famed Port and Douro wines along the way. Begin in the historic town of Sabrosa, birthplace of explorer Ferdinand Magellan, and continue through Provesende, Lalim, and Pinhão—each stop revealing new facets of the valley’s rich heritage. Enjoy a tranquil boat ride on a classic rabelo and discover vibrant villages perched above the river. The highlight of this hike tour is the seamless blend of breathtaking scenery, local flavors, and cultural immersion, offering experienced travelers an authentic taste of Douro’s enduring legacy.

Wine tasting toursFood tours

Tour Type

Private Tour

Age Range

16-99 yrs

Operated in

English

Destinations

Porto, Peso Da Régua, Douro Vall

Porto, Peso Da Régua, Douro Valley, Sabrosa, Oliveira De Azemeis, Camino De Santiago

Duration9 days

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Tours and Trip Packages to Portugal in September 2027

See Portugal tours by duration

Get a customized trip to Portugal in September 2027

8 Trips in Portugal during September 2027 with 117 Reviews

8 Trips in Portugal during September 2027 with 117 Reviews

Walking Portugal's Wild Algarve - September 2027

Combine Portugal in September with Nearby Countries for an Unforgettable Trip

Walking the Island of Madeira - September 2027

Walking in the Azores - September 2027

Hiking in Madeira - September 2027

Hike the Rota Vicentina in Portugal - September 2027

Hiking in Madeira - September 2027

Island Hopping in the Azores - September 2027

Douro Wine Region Hike Tour - September 2027

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Boat tours, water sports and marine wildlife

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Tours and Trip Packages to Portugal in September 2027

See Portugal tours by duration

Get a customized trip to Portugal in September 2027

8 Trips in Portugal during September 2027 with 117 Reviews

8 Trips in Portugal during September 2027 with 117 Reviews