Between Castles and Vines of Alentejo

8 days 7 nights
Portugal
Photo Teresa V.
Teresa V.
Tour Provider
View Teresa’s tours
Difficulty
Moderate
Comfort
Upscale
Premium
Group size
2-10 tourists,
over 18 y.o.

Explore the heart of the Alentejo, a region defined by its medieval castles, marble villages, and extensive vineyards.

This adventure uncovers fortified towns perched on hills, the UNESCO World Heritage site of Évora, and the tranquil beauty of Alqueva Lake.

As you travel, you'll encounter artisans preserving traditional crafts and savor the area's renowned wines, olive oils, and local delicacies. From monasteries and palaces to countryside estates, every destination you visit showcases the rich history, unique character, and hospitality of the Alentejo.

See the full price list in the FAQ section.

from
$5,085
per tourist for 8 days
Departing from
Lisboa, Lisbon Airport
Available dates
Date of travel
Number of individuals
2-10 tourists, over 18 y.o.
Or request private custom tour
Any dates between 1 Jan and 31 Dec are available.
Only in the Hiking Trekking Club
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Photo Teresa V.
Teresa V. is the provider of this trip
The provider speaks: English, Portuguese
I have been fortunate to be part of our tour and hotel team for the last 20 years. One of my earliest adventures was trekking in the mountains of Gerês with my father when I was just 5 years old. Over the years, I've enjoyed various outdoor sports and developed a love for traveling by bike. For two years, I explored beautiful places like Australia, New Zealand, Thailand, Laos, India and Nepal. Eventually, I returned to Portugal and started our company. With a passion for the outdoors, I love guiding cycling tours, canoeing trips or even organizing unique outdoor events for company meetings. I feel grateful to share these experiences with others.

Tour highlights

Monsaraz
Iconic Alentejo Landscapes
Pedal through rolling vineyards, cork oak forests, marble-shaped towns and along the vast Alqueva Lake, finishing with fortified villages
Portugal Wine Tasting
Wine, Olive Oil and Ancestral Flavours
Enjoy tastings at award-winning wineries alongside local sweets, olive oils, herbal infusions and traditional petiscos
Sleep in Castles, Convents and Palaces
Spend your nights in extraordinary historic properties, from a 16th-century convent to a palace and a castle donjon

Route details

Day 1
Arrival

Airport transfer (included in PLUS tours)

Arrive at the airport ahead of time and make your way to the delightful medieval village of Arraiolos, renowned for its castle and embroidered rugs. Once you check in, unwind by the pool, explore the charming streets, or enjoy the peaceful ambiance.

At 5 PM, gather for a welcome drink and briefing with our local guides, where you can connect with other travelers and receive an overview of the exciting routes ahead—a laid-back way to start your adventure in Portugal.

Food & Tasting

  • Welcome drink
  • Dinner at local restaurant (included in PLUS tours)
Portugal Snacks
Day 2
Arraiolos Route
Day 3
Megalithic Route
Day 4
Valley of the Degebe River
Day 5
Conquest of the Castle of Monsaraz
Day 6
Sanctuary Route
Day 7
Marble Route
Day 8
Departure
Difficulty
Moderate
Does not require physical training but involves moderate physical activity
Tour provider's comments

Distance 263 km

Accommodation

Comfort
Upscale
Premium
Hotel
7 nights

SINGLE ACCOMODATION 530 €
SINGLE FROM 1ST APRIL TO 31ST OCTOBER AND HOLIDAYS 890 €

UP GRADES
DAY 2 AND 3 - MAR DE AR AQUEDUTO 5 STARS OR CONVENTO DO ESPINHEIRO OR POUSADA DOS LOIS  FROM 30 €
DAY 4 - HERDADE DO BARROCAL  FROM 250 €

PREMIUM OPTIONS -  - Upgrade cost under request, depends on type of room available and season.

PREMIUM OPTION - DAY 4
You may cycle 10 kms more and stay at Herdade de S. Lourenço do Barrocal, a charm country hotel with an architecture prize. Having dinner there you may try the wine and olive oil done by the estate. If you chose this option we recommend that you stay for 2 nights, and we will adapt your cycling route to Monsaraz.

1 night
Pousada de Arraiolos 4*

Pousada Convento de Arraiolos provides distinctive lodging in a renovated 16th-century convent situated in a valley in Arraiolos. It boasts an outdoor pool with expansive sun decks and stunning views of the surrounding landscape.

The architecture of Pousada Convento de Arraiolos blends traditional and contemporary Portuguese styles, both inside and out. All rooms are equipped with cable TV and a mini-bar, featuring spacious layouts and a simple, modern aesthetic.

Guests can enjoy tennis on the hotel's tennis court or participate in activities such as bicycle tours, nature walks, and canoeing.

The restaurant serves both traditional Portuguese cuisine and international dishes, while the bar offers a variety of refreshing beverages.

Another option
1 night
Casa do Plátano 4*
2 nights
Monte do Serrado de Baixo 4*
Another option
2 nights
Hotel Mar de Ar Muralhas 4*
Another option
2 nights
Hotel Mar de Ar Aqueduto 5*
Another option
2 nights
Convento do Espinheiro 5*
Another option
2 nights
Pousada Convento de Evora 5*
1 night
Solar de Alqueva
Another option
1 night
Herdade de São Lourenço do Barrocal 5*
1 night
Estalagem de Monsaraz 3*
Another option
1 night
Casa Dona Antónia 4*
1 night
Pousada D. João IV 4*
Another option
1 night
Solar dos Mascarenhas 3*
Another option
1 night
Marmoris Hotel 5*
1 night
Pousada Rainha St Isabel 4*
Another option
1 night
Pateo dos Solares 4*

Tickets to group meeting place

Group meeting place
Lisboa, Lisbon Airport
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Weather during the tour

Weather conditions along the route
You will get a weather forecast for this tour’s route based on
  • the forecasts for this season
  • the statistics from previous years’ trips

Conditions

Included

Van Support

  • double room with breakfast
  • bicycle, helmet, back rack and pannier or similar
  • support van with guide
  • luggage transfer
  • personal tour and bike briefing by local guide
  • tailored navigation app
  • transfer back from Megalithic tour (if you sleep at our farm)
  • daily route briefing
  • water and fruit
  • 2 wine tasting at winery
  • entrance fee at Bones chapel, in Évora
  • entrance fee at Évora's cathedral
  • entrance fee at Vila Viçosa's Ducal Palace
  • first aid assistance
  • 24h phone support
  • personal accident insurance
  • souvenir
  • VAT (tax).

Van Support Plus

  • + airport transfers
  • 6 lunches
  • 5 dinners with wine.

Guided: Van Support package + Guide on bike

Guided Plus: Guided +

  • airport transfers
  • 6 lunches
  • 5 dinners with wine.
Extras
  • flights
  • season supplement
  • single supplement
  • departure different than Monday 150 €
  • food restrictions 90 €
  • gravel bike rental 60 €
  • E-bike rental 110 €
  • cycling shorts 65 €
  • extra cycling jersey 20 €
  • cooking apron 20 €
  • GPS rental 55 €
  • phone rental (doesn't include cost of calls) 15 €
  • bikes insurance
  • travel insurance
  • tour cancellation insurance
  • all items not mentioned above.

It's important to know

Prices

SIMPLY SUPPORTED TOUR - airport transfers, lunches and dinners not included
Minimum 2: 3 350 €
Minimum 4: 2 305 €

SUPPORTED TOUR - airport transfers, 6 lunches and 5 dinners included
Minimum 2: 3 960 €
Minimum 4: 2 750 €

SIMPLY GUIDED TOUR - airport transfers, lunches and dinners not included
Minimum 2: 4 455 €
Minimum 4: 2 800 €

GUIDED TOUR - airport transfers, 6 lunches and 5 dinners included
Minimum 2: 4 950 €
Minimum 4: 3 300 €
In our group dates: 4 400 €

FROM 1ST APRIL TO 31ST OCTOBER AND HOLIDAYS  190 €

SINGLE FROM 1ST APRIL TO 31ST OCTOBER AND HOLIDAYS  890 €

EASTER, CHRISTMAS AND NEW YEARS EVE EXCLUDED - UNDER REQUEST

SOLO TRAVELLER UNDER REQUEST

Transfer rates
Tour extension
Opposite way
Guiding
Notes
Cancellation of booking

Reviews

No reviews yet

Dates and Prices

  • Any dates on request during the season
    1 Jan – 31 Dec
    Request to book
  • from
    $5,085
    17 – 24 Oct
    8 days 7 nights
    Request to book
  • from
    $5,085
    7 – 14 Nov
    8 days 7 nights
    Request to book

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