Personalized Tours & Trips in Alentejo
Completely define your ideal trip to Alentejo with our dedicated tour operators. Choose from over 19 different tours to start your personalization.
10 best personalized Alentejo tours
Compiled by

MelissaAlentejo travel expert at TourRadar
- The Villages of Alentejo
- The Fishermen's Trail - Rota Vicentina 7 Days
- The walk of the historical Alentejo (7 days)
- Alentejo Vineyards Road 7 Days
- Costa Vicentina Natural Park Hike Tour 8 Days
- Rota Vicentina & Alentejo 8 Days
- Portugal's diversity - 3-Region Tour 8 Days
- Portugal - Along the Vicentina Coast 8 Days
- Portugal - Castles and Wine 8 Days
- Portugal - The secrets of the Alentejo 8 Days
Join a small group of max 8 travelers (ages 18+) to see Évora's UNESCO-listed Roman Temple and Chapel of Bones, then try your hand at cork harvesting on a traditional Alentejo farm. Walk ancient schist-walled streets in hilltop Monsaraz overlooking Lake Alqueva and tour Vila Viçosa's white marble Ducal Palace.
Duration 9 days Destinations Lisbon, Evora, Monsaraz, Vila Vicosa, Estremoz, Elvas, Marvao, Castelo De Vide, Arraiolos Age Range Ages 18+ Operated in English, Portuguese Operator levarTravel From
- US$5,263
Customize your week-long Alentejo coastal walk with flexible daily distances from 13-21 km and optional shorter routes available. Check out traditional fishing ports like Lapa das Pombas at your own pace with private luggage transport and stay in handpicked spots including the Touril guesthouse.
Duration 7 days Destinations Lisbon, Vila Nova de Milfontes, Porto Covo, Almograve, Touril, Brejão, Odeceixe Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,696
This personalized 7-day hiking trip adapts to your schedule with flexible departures from February through December, taking you through the fortified villages of Marvão and Castelo de Vide. Walk through oak forests and past Meada's ancient streets while your luggage travels separately. Sample Alentejo's red wines and traditional dishes between daily moderate treks.
Duration 7 days Destinations Faro, Castelo De Vide, Marvao, Portagem, Lisbon Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,561
Duration 7 days Destinations Lisbon, Estremoz, Vila Vicosa, Redondo, Evora, Arraiolos Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,672
Navigate the Costa Vicentina at your own pace with digital route access via app, covering landmarks from Vila Nova de Milfontes' fortress to Aljezur's castle. Daily luggage transfers keep you comfortable as you trek through Almograve's golden dunes and Zambujeira do Mar's cliffs.
Duration 8 days Destinations Vila Nova de Milfontes, Porto Covo, Almograve, Zambujeira, Odeceixe, Aljezur, Arrifana Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$877
Customize your 8-day Alentejo hiking trip on the Fishermen's Trail from Vila Nova de Milfontes through vast coastal landscapes to Odeceixe at your own pace. Tailor daily routes through cork oak forests and traditional villages like São Teotónio and Odemira with flexible GPS navigation. Pick from charming guesthouses and country houses with personalized luggage transfer arrangements.
Duration 8 days Destinations Vila Nova de Milfontes, Almograve, Zambujeira, Odeceixe, São Teotónio, Odemira, São Luís, Beja Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$876
Cycle through the Serra d'Aire e Candeeiros Natural Park and see the UNESCO-listed city of Évora, known for its Roman Temple and medieval architecture. Transfer from Alvados to Évora and ride the wine and cork route through Alentejo's sprawling vineyards. End your trip in Vila Nova de Milfontes, where the coastline of SW Alentejano and Costa Vicentina Natural Park meets the Atlantic.
Duration 8 days Destinations Alvados, Evora, Santiago do Cacém, Vila Nova de Milfontes Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$3,041
Portugal's wild landscapes on a personalized route from Sesimbra to Vila Nova de Milfontes, designed for ages 16+. Cycle through the Arrábida Natural Park's protected areas and along Porto Covo's rugged coastline, with each day's itinerary tailored to your preferences. Navigation app support, 7 breakfasts, and luggage transfers included, so you can focus on finding hidden lagoons and cliffside paths at your chosen pace.
Duration 8 days Destinations Sesimbra, Arrabida Natural Park, Setubal, Santiago do Cacém, Porto Covo, Vila Nova de Milfontes Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,930
You can customize your cycling pace through Portugal's marble capital region, with flexible daily distances ranging from 30-60 km and moderate climbs of 210-560 meters suited to your fitness level. A personalized app featuring historical notes helps you navigate as you visit handpicked locations like the 5,000-year-old Cromlechs of Évora and the mysterious Roman castle of Valongo. Carefully selected properties include hotels within Monsaraz's fortress walls and near Estremoz, with the option to extend routes or add e-bike upgrades to match your preferences.
Duration 8 days Destinations Arraiolos, Evora, Monsaraz, Vila Vicosa, Estremoz Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,555
This 8-day cycling tour offers flexible routing through Alter do Chão's welcoming community and the ancient megalithic sites of Anta dos Currais do Galhordas. Personal bike fitting keeps you comfortable across 300-800m daily ascents, and optional e-bike upgrades work for all fitness levels. You can extend your stay in Castelo de Vide, add extra cycling days, or customize transfers from Lisbon to match your schedule and travel preferences.
Duration 8 days Destinations Moura, Casa Branca, Alter do Chão Municipality, Castelo De Vide Age Range Ages 16+ Operated in Only: German Operator ASI Reisen From
- US$1,696





















