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You are here: : Cover Page Our Tours >Alentejo, Montemor & Évora – Luxury Heritage & Fine Dining Tour

Montemor & Évora – Luxury Heritage & Fine Dining Tour
An Exclusive Journey Through History

Discover the timeless beauty of the Alentejo on a full-day private luxury tour departing from Lisbon, designed for travelers who appreciate comfort, cultural depth and refined gastronomy..

This carefully curated itinerary takes you through Montemor-o-Novo and the historic city of Évora, blending ancient Roman heritage, medieval architecture and the tranquil landscapes of southern Portugal.

Lisbon, Cascais & Sintra Luxury Tour View Tour Area
Enjoy This Wonderful Journey
Your Preferred Vehicle
Departure & Return:
Directly at your hotel
Duration:
From early morning until nightfall.
Price per person:
€ 698.00
incl. 23% VAT
The prices of the tours depend on the number of passengers.
Total Price:
€ 0.00
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  • Direct booking, no voucher required..
  • Secure your exclusive tour with just a 30% advance payment of the total amount.
  • If you wish, you may already indicate your preferred dates, and we will take care of everything with the utmost care for a truly personalized experience.

Once your booking is confirmed, you will receive an official booking reference number on-screen and also via email.

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  • Here you can buy a gift voucher for the selected Tour
  • With the voucher code you can activate the Tour ticket
  • After fixing an appointment via phone or internet, you will get further information

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  • You can make an appointment request online before booking a Tour.
  • Ideal for guests whose stay is limited.

Reserve a vehicle exclusively for yourself or your group.

Departure & Return:
Directly at your hotel
Duration:
From early morning until nightfall.
Tour Price:
€ 0.00 incl. 23% VAT
i

  • Direct booking without voucher.
  • Optionally you can specify desired dates already.

Already during the ordering process you can tell us your preferred dates and we will fix a tour date with you after receiving your order.

i

  • Here you can buy a gift voucher for the selected Tour
  • With the voucher code you can activate the Tour ticket
  • After fixing an appointment via phone or internet, you will get further information

i

  • You can make an appointment request online before booking a Tour.
  • Ideal for guests whose stay is limited.

Alentejo, Évora & Montemor o Novo – Luxury Heritage & Fine Dining Tour
An Exclusive Journey Through History, Culture & Alentejo Landscapes Private VIP Experience
Duration ~9 hours Departure from Lisbon City


You’ll be personally chauffeured throughout the day in a high-end luxury vehicle (e.g., Mercedes-Benz S-Class, V-Class, or equivalent), offering supreme comfort, climate-controlled interiors, and premium amenities.

1. Luxury Chauffeur & Guide:
Luxury chauffeur and client interaction
Your driver isn’t just a chauffeur — they are a professional, English-speaking guide, sharing expert insights into Lisbon’s historic neighborhoods, Sintra’s romantic palaces and royal heritage, and the glamorous coastal charm of Cascais with passion and local knowledge.

Your journey to Évora and the Alentejo begins with a seamless private pickup from your hotel in Lisbon, followed by a comfortable and scenic transfer in a premium luxury vehicle. Throughout the day, you will be personally chauffeured in supreme comfort while your professional driver-guide shares fascinating insights into the history, culture, and hidden gems of this magnificent region.



    Private Luxury Transport from Lisbon to Évora
    Premium Vehicles & Professional Chauffeur-Guides

    Your day begins with a discreet and punctual pickup directly from your hotel or preferred location in Lisbon. You will travel in a high-end luxury vehicle (e.g., Mercedes-Benz S-Class, V-Class, or equivalent), featuring plush leather seating, generous legroom, climate-controlled interiors, bottled water, Wi-Fi, and other premium amenities designed for maximum relaxation during the approximately 1.5-hour journey to Évora through the beautiful Alentejo plains.

    Your driver is far more than a chauffeur — they are a professional, English-speaking guide with deep knowledge of Portuguese history, the UNESCO treasures of Évora, the traditions of the Alentejo, and its renowned gastronomy. Throughout the transfer and the day, they will share engaging stories and expert commentary about the vast cork oak landscapes, ancient megaliths, and the serene rural charm that makes the Alentejo one of Europe’s most authentic regions.

    At VipTryps.net, we maintain a fleet of impeccably serviced luxury vehicles and employ only the most experienced and discreet chauffeur-guides. Every detail — from route optimisation and comfort stops to personalised pacing — is tailored to your preferences, ensuring a seamless, stress-free, and truly VIP experience from the moment you leave Lisbon until your return in the evening.

    Travel in absolute luxury to Évora and the Alentejo with VipTryps.net.
    Premium comfort, expert guidance, and an unforgettable journey through Portugal’s heartland await.

  • 2. Évora & Alentejo – Luxury Heritage, Fine Dining & Sky Experience Panoramic view of Évora historic center, Alentejo plains and skydiving experience Discover the authentic soul of the Alentejo on a full-day private luxury tour departing from Lisbon. This exclusive journey combines the UNESCO-listed treasures of Évora, the vast golden plains of the Alentejo, refined gastronomy at a top regional restaurant, and – for the adventurous – the optional thrill of skydiving over one of Europe’s most breathtaking landscapes. A perfect fusion of cultural depth, gourmet indulgence, and pure adrenaline.

    • Évora & Alentejo – Luxury Heritage, Fine Dining & Sky Experience
    An Exclusive Journey Through History, Flavours & Adrenaline

    Escape the city and immerse yourself in the timeless beauty of the Alentejo – Portugal’s vast, sun-drenched heartland of rolling plains, ancient cork oaks, and whitewashed villages. This carefully curated full-day private tour from Lisbon takes you to the magnificent UNESCO World Heritage city of Évora and surrounding highlights, blending profound cultural heritage with exceptional gastronomy and the unique option of an exhilarating skydiving experience over the endless golden landscapes.

    Explore Évora’s remarkably preserved historic centre – from the imposing Roman Temple of Diana and majestic Gothic cathedral to the haunting Chapel of Bones – before savouring an unforgettable lunch featuring Alentejo’s renowned specialties (black pork, olive oils, wines, and cheeses) at a hand-picked fine-dining or authentic local restaurant. For those seeking an extra rush of adrenaline, an optional tandem skydive offers breathtaking aerial views of the endless plains, medieval hilltop towns, and distant mountains – a once-in-a-lifetime perspective on this serene and majestic region.

    At VipTryps.net, every element is tailored to your desires – from the pace of exploration and restaurant selection to including or excluding the skydiving adventure. Your professional chauffeur-guide ensures seamless logistics, insightful commentary, and total privacy throughout, delivering an unforgettable day that captures the true essence of the Alentejo in absolute luxury and exclusivity.

    Castel Montemor o Novo Castel Montemor o Novo Castel Montemor o Novo Historic streets in the city of Evora Évora Alentejo SÉvora Alentejo Évora historic Lunch in Alentejo
    Castel Montemor o Novo Castel Montemor o Novo Castel Montemor o Novo Historic streets in the city of Evora Évora Alentejo SÉvora Alentejo Évora historic Lunch in Alentejo

    Discover the soul of the Alentejo on this exclusive private tour with VipTryps.net.
    Heritage, fine flavours, and optional sky-high adrenaline await.

  • 3. Private Luxury Transfer from Lisbon – Journey Through the Alentejo Countryside Luxury vehicle on scenic Alentejo roads with cork oaks and golden plains Begin your day with a seamless private pickup in a premium luxury vehicle from your hotel in Lisbon. Travel in total comfort through the peaceful and timeless Alentejo countryside – renowned for its vast rolling plains, ancient cork oak forests, whitewashed villages, and endless horizons – arriving refreshed and immersed in the serene atmosphere of Portugal’s most authentic region.

    • Private Luxury Transfer from Lisbon
    Scenic Journey Through the Heart of the Alentejo

    Your exclusive Alentejo adventure begins the moment you step into your high-end luxury vehicle for a discreet and punctual pickup directly from your hotel or preferred location in Lisbon. Leave the bustling capital behind as you glide southward on a smooth, scenic route that gradually reveals the breathtaking vastness of the Alentejo – Portugal’s largest and most unspoiled region, famous for its golden plains, centuries-old cork oak groves, and tranquil rural charm.

    Along the way, pass picturesque whitewashed hilltop villages, endless fields of olive trees and vineyards, and the iconic montados – unique cork oak landscapes that are a UNESCO-recognised agroforestry system. The changing light over the rolling hills and the profound sense of space create a meditative atmosphere, perfectly setting the tone for a day of cultural discovery, fine flavours, and authentic experiences in Évora and beyond.

    At VipTryps.net, this transfer is far more than just transportation – it is an integral part of your luxury journey. Your professional chauffeur-guide will share fascinating insights into the Alentejo’s history, traditions, and natural wonders while ensuring absolute comfort with premium amenities (climate control, Wi-Fi, bottled water). Every detail is tailored to your pace and preferences, allowing you to arrive in Évora relaxed, inspired, and ready to explore this extraordinary region in complete exclusivity.

    Begin your Alentejo journey in style with seamless private luxury transfer from Lisbon on your tour with VipTryps.net.
    Tranquil landscapes, timeless beauty, and refined comfort await.

  • 4. Montemor-o-Novo – Scenic Stop & Authentic Alentejo Charm Panoramic views from Montemor-o-Novo castle over Alentejo plains Enjoy a brief yet memorable stop in Montemor-o-Novo, a traditional hilltop town in the heart of the Alentejo. Perched atop a gentle rise, it offers sweeping panoramic views over the endless golden plains, cork oak groves, and distant horizons. Explore the impressive medieval castle ruins, stroll through quiet cobblestone streets lined with whitewashed houses, and experience a genuine glimpse into rural Portuguese life — ideal for photos and a relaxed introduction to the region’s timeless serenity.

    • Montemor-o-Novo – Scenic Stop
    Authentic Alentejo Charm & Panoramic Plains

    En route to Évora, pause in the picturesque hilltop town of Montemor-o-Novo, a hidden gem that perfectly captures the peaceful essence of the Alentejo. Dominated by the atmospheric ruins of a 13th-century castle, the town offers one of the region’s most breathtaking viewpoints – a 360-degree panorama stretching across vast golden plains, scattered cork oak forests, olive groves, and distant blue hills under the expansive Alentejo sky.

    Wander briefly through the quiet historic centre with its traditional whitewashed houses, narrow cobblestone lanes, and small squares where time seems to stand still. This short stop provides an authentic introduction to rural Portuguese life – far from tourist crowds – and is ideal for capturing stunning photographs of the iconic Alentejo landscape that inspired poets, painters, and travellers for centuries.

    At VipTryps.net, we include this scenic stop to enhance your journey, offering just the right amount of time to stretch your legs, breathe the fresh country air, and absorb the serene beauty of the Alentejo before continuing to Évora. Your professional chauffeur-guide will share insights into the town’s medieval history and its role in Portugal’s past, ensuring every moment adds depth and enjoyment to your exclusive day.

    Immerse yourself in Alentejo’s timeless beauty with a scenic stop in Montemor-o-Novo on your private tour with VipTryps.net.
    Panoramic views, authentic charm, and peaceful serenity await.

  • 5. Évora – UNESCO World Heritage City & Historic Treasures Roman Temple, Cathedral and historic centre of Évora Explore one of Portugal’s most beautifully preserved and important historical cities with a guided visit to its iconic monuments: the remarkably intact Roman Temple of Évora – a symbol of ancient Roman presence, the imposing Gothic Sé Cathedral with panoramic rooftop views over the Alentejo plains, and the haunting Chapel of Bones (Capela dos Ossos) – one of the country’s most unique and thought-provoking landmarks. Wander through Évora’s charming medieval streets lined with whitewashed houses, elegant squares, and hidden architectural gems that reflect centuries of history.

    • Évora – UNESCO World Heritage City
    Timeless History & Architectural Masterpieces

    Recognised as a UNESCO World Heritage Site since 1986, Évora is often called the “museum city” of Portugal – a perfectly preserved jewel in the heart of the Alentejo that seamlessly blends Roman, medieval, Renaissance, and Manueline influences. Surrounded by ancient walls and set against the vast golden plains, its compact historic centre invites discovery at every turn.

    Marvel at the elegant Roman Temple of Évora (Templo de Diana), one of the best-preserved Roman structures on the Iberian Peninsula, ascend the majestic Sé Cathedral – Portugal’s largest medieval cathedral – for sweeping rooftop views over the city and endless Alentejo horizon, and step into the eerie yet fascinating Chapel of Bones in the Church of St. Francis, lined with the bones of over 5,000 monks and inscribed with the poignant reminder “We bones that are here await yours”.

    At VipTryps.net, your private guided exploration of Évora is fully personalised – with expert commentary from your professional chauffeur-guide, flexible pacing to suit your interests, and ample time to wander the atmospheric cobblestone streets, elegant squares, and hidden corners that make this city so captivating. Discover the profound history and serene beauty of one of Portugal’s most extraordinary destinations in complete comfort and exclusivity.

    Step into living history in the UNESCO jewel of Évora on your private luxury tour with VipTryps.net.
    Ancient wonders, medieval grandeur, and timeless Alentejo charm await.

  • 6. Exquisite Lunch in the Alentejo Region – Refined Regional Flavours Elegant dining table with Alentejo specialties, wines and gourmet products Enjoy a leisurely and exquisite lunch at a carefully selected top restaurant in the Alentejo region, where traditional flavours are elevated through refined cuisine using the finest seasonal local ingredients. Highlights include authentic Alentejo specialties with a modern touch, an elegant setting with attentive service, and the option to arrange a tasting of renowned gourmet products such as premium olive oils, artisanal cheeses, or cured meats from black pork. A true celebration of the region’s world-class gastronomy.

    • Exquisite Lunch in the Alentejo Region
    Refined Regional Flavours & Gourmet Excellence

    The Alentejo is celebrated across Portugal and beyond for its outstanding culinary tradition – simple yet profound dishes crafted from exceptional local produce. We carefully select a top restaurant that showcases the very best of this heritage, whether a sophisticated fine-dining venue in Évora with contemporary interpretations or an authentic, family-run establishment surrounded by vineyards and olive groves, offering warm hospitality and unforgettable flavours.

    Savour signature Alentejo specialties such as migas com carne de porco preto, tender black pork from acorn-fed Iberian pigs, slow-cooked lamb stew, fresh wild asparagus (in season), or the famous sericaia dessert with plum sauce, paired with robust reds or elegant whites from the region’s award-winning wineries. Upon request, we can arrange an optional tasting of Alentejo gourmet products – extra-virgin olive oils of exceptional quality, handmade cheeses, and cured hams – for an even deeper immersion in the area’s terroir.

    At VipTryps.net, lunch is a highlight of your day – reservations are secured well in advance according to your preferences and dietary requirements (including vegetarian, vegan, or gluten-free options prepared with the same refinement). Enjoy unhurried service in an elegant setting while your chauffeur waits discreetly, ensuring a seamless and perfectly timed continuation of your private tour.

    Indulge in the true flavours of the Alentejo with an exquisite lunch on your luxury tour with VipTryps.net.
    Authentic ingredients, refined cuisine, and unforgettable gastronomic moments await.

  • 7. Optional Skydiving Experience – Évora Aerodrome Tandem skydiving over the vast Alentejo plains with views of Évora For travellers seeking an extraordinary adrenaline rush, add the optional tandem skydiving experience at Évora Aerodrome. Guided by professional instructors using certified equipment, you’ll freefall from over 4,000 metres while enjoying breathtaking aerial views of Évora’s historic centre, endless vineyards, cork oak forests, and the golden Alentejo plains stretching to the horizon. A safe, exhilarating moment that transforms your cultural tour into a once-in-a-lifetime adventure blending heritage, gastronomy, and pure thrill.

    • Optional Skydiving Experience – Évora Aerodrome
    Adrenaline & Unforgettable Aerial Views of the Alentejo

    Elevate your Alentejo luxury tour to new heights with this thrilling optional tandem skydiving experience at the modern and professional Évora Aerodrome. Perfectly integrated into your day’s itinerary, this activity offers the ultimate contrast to the serene cultural exploration and refined gastronomy – a burst of pure adrenaline combined with some of the most spectacular aerial perspectives in Portugal.

    After a thorough safety briefing, you’ll ascend to over 4,000 metres before leaping in tandem with a highly experienced, certified instructor. Enjoy approximately 60 seconds of exhilarating freefall followed by a gentle parachute descent, taking in panoramic views of Évora’s UNESCO landmarks, patchwork vineyards, vast cork oak montados, whitewashed villages, and the seemingly infinite golden plains that define the Alentejo – a perspective few ever get to witness.

    At VipTryps.net, safety and seamless organisation are paramount – we partner only with fully licensed operators using state-of-the-art equipment and instructors with thousands of jumps. The activity is entirely optional and flexibly scheduled around your preferences, with video/photo packages available upon request. Your chauffeur-guide handles all logistics, ensuring a smooth transition back to the cultural and gastronomic elements of your day.

    Soar above the Alentejo with an unforgettable optional tandem skydive on your luxury tour with VipTryps.net.
    Adrenaline, breathtaking views, and absolute safety await.

  • 8. Relaxed Scenic Return to Lisbon – Tranquil Drive Through the Alentejo Sunset over Alentejo plains during the scenic return drive to Lisbon After a day rich in history, exquisite flavours, and optional adrenaline, relax on the comfortable return drive to Lisbon. Enjoy the changing light over the vast Alentejo plains, cork oak landscapes, and peaceful countryside as your luxury vehicle glides smoothly northward, arriving at your hotel refreshed, inspired, and filled with lasting memories of this extraordinary region.

    • Relaxed Scenic Return to Lisbon
    Tranquil Drive Through the Alentejo Plains

    As your unforgettable day in the Alentejo draws to a close, the return journey to Lisbon becomes a serene and reflective finale. Settle into the supreme comfort of your luxury vehicle and let the vast, golden plains unfold once more outside your window – a landscape of endless horizons, scattered cork oaks, olive groves, and distant hilltop villages bathed in the warm glow of late afternoon or sunset light.

    This unhurried drive offers the perfect opportunity to relax, reflect on the day’s experiences – from Évora’s ancient monuments and refined gastronomy to the optional thrill of skydiving – and absorb the profound tranquillity that defines the Alentejo. The changing colours of the sky and the gentle rhythm of the road create a meditative atmosphere, allowing memories of this authentic Portuguese heartland to settle deeply.

    At VipTryps.net, the return is designed to be as special as every other part of your tour – no rush, no stress, only comfort and beauty. Your professional chauffeur-guide ensures a smooth, safe journey, optimising the route for the most scenic views and delivering you directly to your hotel in Lisbon feeling refreshed, inspired, and enriched by an exceptional day in one of Portugal’s most soulful regions.

    End your Alentejo adventure in perfect tranquillity with a relaxed scenic return to Lisbon on your luxury tour with VipTryps.net.
    Lasting memories, serene beauty, and total relaxation await.

  • 9. Why Choose This Tour
    Exclusive Luxury Experience Tailored for Discerning Travellers     Luxury vehicle, Évora landmarks, fine dining and skydiving over Alentejo plains This private full-day tour from Lisbon to Évora and the Alentejo offers the perfect blend of profound cultural heritage, refined gastronomy, and the optional thrill of skydiving – all delivered with the highest level of luxury, privacy, and personalisation. Ideal for couples, VIP travellers, and experience seekers who want more than a standard excursion.

    • Why Choose This Tour
    Exclusive Luxury Experience Tailored for Discerning Travellers

    This private full-day tour combines the timeless UNESCO treasures of Évora with the serene beauty of the Alentejo plains, exceptional regional cuisine, and the unique opportunity for an adrenaline-filled tandem skydive – creating a truly multifaceted luxury experience. Designed exclusively for those who value depth, comfort, and extraordinary moments, it delivers an authentic journey into Portugal’s soul far from the usual tourist trails.

    Key highlights that set this tour apart:

    Private luxury vehicle with professional English-speaking chauffeur-guide throughout the day
    Guided exploration of Évora’s iconic UNESCO World Heritage landmarks (Roman Temple, Cathedral, Chapel of Bones)
    Fine dining at a top Alentejo restaurant featuring seasonal specialities and optional gourmet tastings
    Optional tandem skydiving adventure with breathtaking aerial views of the plains
    Fully customizable itinerary – adjust timing, focus, and activities to your preferences
    Ideal for couples, VIP travellers, and experience seekers desiring culture, gastronomy, and adventure

    At VipTryps.net, every detail is meticulously crafted to ensure a seamless, stress-free day of discovery and indulgence. From discreet hotel pickup and drop-off to personalised pacing and expert insights from your dedicated chauffeur-guide, we guarantee absolute privacy, supreme comfort, and the flexibility to create the perfect balance between cultural immersion, refined flavours, and optional high-adrenaline excitement.

    Elevate your Portuguese journey with this exclusive Évora & Alentejo tour from VipTryps.net.
    Heritage, gastronomy, adventure, and luxury await.

    Appointments:

    The Tour appointment will be fixed with the Tour company at least 2 days in advance. Contact number and the location can be found directly at the ticket which is sent to you as a mail immediately after your booking.

    Important Instructions:

    ATTENTION! Please do not forget at the day of the Tour to take your valid ticket, the gift voucher (optional) and your document of identity (ID card or passport) with you.

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    If you would like to take advantage of the offer with a larger vehicle despite not reaching the minimum number of passengers, please select the "vehicle" tab in the upper area instead of "Book tickets". Then you have the free choice of the vehicle, which are available for this offer.


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