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Trip Itinerary
A bike tour in Alentejo feels like stepping into the past, with rolling landscapes of wheat fields, olive groves, cork trees, and vineyards.
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Where to Arrive
Airport:
Lisbon Portela Airport (LIS)
Pick-up location:
A Padaria Portuguesa, Rua Mouzinho da Silveira 2, Lisbon, Portugal
Pick-up time:
10:00 AM
Where to Depart
Airport:
Lisbon Portela Airport (LIS)
Drop-off location:
Lisbon Portela Airport, Lisbon, Portugal
Drop-off time:
1:00 PM
Additional Arrival Information
We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Lisbon Portela Airport (LIS). Public transportation is inexpensive and easy to use from the airport. You can take the Metro with a one-way ticket for 1.90€ or the daily pass (which allows you to use the metro, bus, trams, and trains) for 6€. More information can be found at www.metro.transporteslisboa.pt. Alternatively, taxis are plentiful and cost approximately 15-25€ to Lisbon center.
Your Trek Travel guides will meet you at the bakery A Padaria Portuguesa (Rua Mouzinho da Silveira 2, 1250-042 Lisbon) at 10:00 AM on the first day of the trip. You'll then shuttle approximately two hours to your retreat oasis for the week. Please have your first-day cycling clothes and riding gear easily accessible, separate from your luggage. After a light lunch of local delights on the patio of the hotel, your guides will fit and familiarize you with your bike for the week and speak to the specifics of cycling in the area before taking to the roads of Alentejo.
If you will be late for the pick-up or are going to miss it altogether, please inform your guides. If you cannot reach them, please call our first hotel, Alentejo Marmoris Hotel and Spa (+351 268 887 010), and leave a message with your expected arrival time and contact details. A taxi from Lisbon to the first hotel will take about two hours and cost around 200€ .
Additional Departure Information
You will say farewell to your guides at 11:00 AM at the Alentejo Marmoris Hotel and Spa in Vila Viçosa, Portugal. You will shuttle approximately two hours to the Lisbon Portela Airport to arrive around 1:00 PM. Please do not schedule a flight out before 2:30 PM on the last day of the trip to allow plenty of time for any unforeseen delays. If you are staying in Lisbon, the shuttle will also stop in the centre of the town at A Padaria Portuguesa (Rua Mouzinho da Silveira 2, 1250-042 Lisbon).
Wind your way through the quiet country roads to Alandroal
Overview
Welcome to Portugal! After a two-hour shuttle ride, you'll arrive at your luxurious retreat in the Alentejo Region. Enjoy a light lunch on the hotel terrace, featuring local specialties such as soft, light sheep cheeses and black ham. Your guides will fit and familiarize you with your Trek bike, and provide riding tips before embarking on your first adventure through the Alentejo countryside. As you head south, you'll pass through the charming village of Alandroal, where you can admire the beautiful oleander flowers, shrubs, and trees that have been used as motifs by local artisans. In the evening, you'll gather for a welcome drink of rich Alentejo wines before enjoying dinner at our guide's favorite restaurant. This restaurant offers a contemporary take on classic Portuguese dishes, using locally sourced ingredients to create a unique and hospitable culinary experience.
Hotel
Alentejo Marmoris Hotel and Spa
Meals included
Lunch | Social Hour | Dinner
Highlight of the Day
Alentejo Marmoris Hotel and Spa
The Alentejo Marmoris hotel in Vila Viçosa is a marble showpiece designed by the owner with marble from their private mine. Enjoy a luxurious experience of fine dining, spa treatments, and stylish relaxation.
Ride Options
Ride Option 1
TODAY'S RIDE:
Alandroal Loop - Approximately 17 mi | 28 km and 790 ft | 240 m
Take a thrilling jeep ride through cork trees to learn about this impressive local resource
Overview
Today you'll peer out over the Alentejo plains of twisted cork trees, fields of wheat, and olive trees as you ride to a rural estate whose land has been dedicated to cork oak forestry for five generations. Following a delicious lunch with all your favourite Portuguese flavors, you'll join our local guide, Joana, who will explain all the details of cork extraction. Raised in the area, she has an insider's perspective and passion for the land and the people. While cruising in a jeep into the surrounding hills and forest, she will share with us all that she knows about this important and fascinating renewable resource that historically has been a huge part of the economy in this region. After our cork forest visit, we'll shuttle back to Vila Viçosa to enjoy some down time in the afternoon. This evening you can explore the town and enjoy dinner of your choice.
Hotel
Alentejo Marmoris Hotel and Spa
Meals included
Breakfast | Lunch
Highlight of the Day
Private guided tour in a Cork tree forest
Learn about local native wildlife and cork harvesting on an exclusive guided jeep tour.
Ride Options
Ride Option 1
TODAY'S RIDE
Herdade Maroteira Loop - Approximately 32 mi | 52 km and 2,000 ft | 600 m
Activities
Activity 1
TODAY’S ACTIVITY:
Cork forest visit to learn about one of the most characteristic natural products of Portugal
Immerse yourself in history and culture on a private walking tour through the UNESCO town of Evora
Overview
Begin your day cycling to Redondo for a visit to a pottery shop, where traditional wheel-thrown and hand-painted wares highlight the region’s craftsmanship. From here, continue on to Évora, a UNESCO World Heritage Site, for an expert-led walking tour with our local guide. Discover the impressive 16th-century aqueduct, a 1st-century Roman temple, and the fascinating bone chapel, an impactful highlight of the tour. After enjoying lunch on your own, take time to explore Évora’s charming cobbled streets and narrow houses. Later, we’ll shuttle back to the hotel for some down time before heading to Estremoz. This evening, experience Alentejo cuisine at Casa do Gadanha, where chef Michele combines tradition with a contemporary twist. Savor several courses paired with celebrated local wines—a perfect way to enjoy the evening with new friends.
Hotel
Alentejo Marmoris Hotel and Spa
Meals included
Breakfast | Dinner
Highlight of the Day
Redondo
The whitewashed town of Redondo is famous for its traditional pottery. Get a close-up look at artisans working the pottery wheel and hand-painting their pieces.
Ride Options
Ride Option 1
TODAY'S RIDE:
Vila Viçosa to Evora - Approximately 36 mi | 58 km and 1,800 ft | 550 m
Activities
Activity 1
TODAY’S ACTIVITY:
Guided walking tour through the historic town of Evora
Pedal towards the Spanish border and explore the picturesque village of Monsaraz
Overview
After breakfast and your daily route talk, set out on one of the week’s most scenic rides, passing small towns, olive groves, and rivers along the Spanish border before a climb to the charming hilltop village of Monsaraz. With its whitewashed walls, cobbled streets, and many artisanal shops, Monsaraz is a perfect stop for exploring or picking up a keepsake. Visit the town’s castle for stunning views over the Alentejo and beyond. Lunch awaits at the locals' (and guide’s) favorite, Taverna Os Templarios, where you’ll enjoy fresh Portuguese cuisine and a terrace with views across the Guadiana River to Spain. Afterward, shuttle back to the hotel for a relaxing afternoon—perhaps a luxurious spa treatment at the Stone Spa or a quiet afternoon by the pool. This evening, we’ll gather for dinner at Primavera, the hotel’s restaurant, to enjoy traditional Alentejo cuisine in an inviting outdoor setting.
Hotel
Alentejo Marmoris Hotel and Spa
Meals included
Breakfast | Lunch | Dinner
Highlight of the Day
Explore Monsaraz
The picturesque medieval hilltop village of Monsaraz is known for its well-preserved historic architecture, cobblestone streets, and panoramic views of the surrounding countryside.
Ride Options
Ride Option 1
TODAY'S RIDE:
Vila Viçosa to Monsaraz with Shuttle - Approximately 33 mi | 53 km and 1,550 ft | 470 m
Ride Option 2
SHORT OPTION:
Reguengos to Monsaraz with Shuttle - Approximately 11 mi | 17 km and 700 ft | 213 m
Ride Option 3
AVID OPTION:
Monsaraz Loop - Approximately 43 mi | 69 km and 2,200 ft | 670 m
Enjoy an exclusive tour of the Dona Maria winery and a hosted dinner at the 18th-century quinta
Overview
Today, you’ll ride along quiet country roads lined with vineyards to the charming village of Juromenha, overlooking the border of Spain and Portugal and historically a significant defensive position. The fortress here stands as a proud symbol of the area’s rich past. After taking in the views, shuttle back to Vila Viçosa for a relaxed lunch on your own, or choose to ride back for extra miles. This afternoon, unwind by the pool or join an optional guided tour of one of the region’s impressive marble quarries with our friend Luis. This evening, we’ll shuttle to a quinta, a former palace built by King João V for his beloved Dona Maria, where you’ll stroll through lavish gardens and 18th-century tile-adorned rooms on your way to the dining room. Our gracious host Isabel will share her passion for Portuguese history as you sample the estate’s finest wines and savor a thoughtfully prepared meal. This elegant evening will be a memorable highlight, offering a true taste of Portugal’s rich heritage.
Hotel
Alentejo Marmoris Hotel and Spa
Meals included
Breakfast | Social Hour | Dinner
Highlight of the Day
Featured Meal | Dona Maria
This evening, step back in time to a palace built by King Joao V for Dona Maria. Our gracious host Isabel shares her passion for Portuguese history as you sample fine regional wines and enjoy a carefully prepared meal expertly paired with the estate's wines.
Ride Options
Ride Option 1
TODAY'S RIDE:
Vila Viçosa to Juromenha with Shuttle - Approximately 25 mi | 40 km and 1,280 ft | 390 m
Ride Option 2
AVID OPTION:
Juromenha Loop - Approximately 40 mi | 65 km and 2,800 ft | 855 m
Activities
Activity 1
TODAY’S ACTIVITY:
Private wine tasting at Dona Maria’s
Activity 2
TODAY’S ACTIVITY:
Private guided tour of the marble quarry with our guide Luis
Enjoy a relaxed morning or choose a leisurely spin
Overview
It’s sadly time to bid farewell today. Join your guides for a last spin or enjoy a leisurely breakfast and relax morning by the hotel pool. A private Trek Travel shuttle will depart from the hotel at 11:00 AM. You’ll say farewell to your guides before the two-hour shuttle to the Lisbon Portola Airport to arrive around 1:00 PM (with a second drop off option downtown). Please do not schedule a flight out before 3:00 PM on the last day of the trip to allow plenty of time for any unforeseen delays.
Hotel
Alentejo Marmoris Hotel and Spa
Meals included
Breakfast
Highlight of the Day
Farewell Alentejo!
Bid farewell to Portugal with a brief final loop in the surroundings of your hotel.
Ride Options
Ride Option 1
TODAY'S RIDE:
Borba Loop - Approximately 16 mi | 26 km and 750 ft | 230 m
If a date is marked as Private, it is reserved for a private group.
Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735
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Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).
Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).
Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).
Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).
Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).
Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).
Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).
Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).
Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).
Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).
Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).
Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).
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Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself