Portugal Grand Cru

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Delight in the fine wine traditions and signature gastronomic heritage of Portugal on this grand tour through the country’s most epicurean corners. Visit the storied cellars of renowned Douro producers, savor the crisp vintages of Minho’s Vinho Verde wine country, enjoy exclusive tastings at esteemed wine estates of the Alentejo, and visit the boutique producers of DOC Bairrada and Setubal, while fine dining your way from Porto to Lisbon.

Sample Itinerary

Day 1

Arrive to Porto Airport and be welcomed by your private chauffeur. Set off for the the UNESCO World Heritage vineyards of the Douro Valley where you will check-in at your sumptuous, five-star wine country retreat, followed by free time to relax and marvel at your majestic surroundings. Tonight be dazzled by splendid riverfront views as you savor a tasting menu of contemporary Portuguese cuisine with wine pairing at one of the region’s most exciting gastronomic restaurants.

Day 2

Privately cruise along the Douro River aboard an authentic wooden Rabelo Boat, as your knowledgeable captain describes how these antique boats were historically used to transport wine from the valley to Porto. Be introduced to the stellar reds of the region as you sip Touriga Nacional and Tinta Roriz at one of the Duoro’s most esteemed producers, before indulging in the flavors of the season with a gourmet lunch accompanied by stunning views of the valley’s dramatic vineyard terraces. This afternoon you’ll continue your viticultural exploration of the Douro with a tasting at the historic estate of a fabled producer renowned for their coveted Douro DOC vintages.

Day 3

From your serene Douro River retreat you will next experience the Vinho Verde DOC producing sub-region of Basto. Embark on an exclusive walk through the stunning estate vineyards of an esteemed producer known for their innovative approach to winemaking, before enjoying a tasting flight paired with local charcuterie. Stop for an elegant Michelin-starred lunch of modern Portuguese and Mediterranean style-cuisine before visiting the medieval town of Amarante, beloved for its idyllic position along the banks of the Rio Tâmega and Romanesque architecture. This afternoon you’ll check-in to your luxurious five-star getaway perched in the hillsides of Porto’s exclusive Vila Nova de Gaia district, and end the day with a vertical tasting of fine Ruby and Tawny Ports paired with regional cheeses at a distinguished cellar.

Day 4

Get acquainted with the authentic sights and sounds of Porto with your expert guide. Discover the city’s antique neighborhood of Morro da Sé, with its Romanesque Sé do Porto (Porto Cathedral), then explore Porto’s famed Bolhao Market to experience its vibrant array of produce and distinctly local flavors. Delight in a very local lunch of authentic Francesinha at an understated but beloved eatery, before traversing the sinewy medieval streets of the Ribeira district accented by historic jewel-tone houses set against a backdrop of Porto’s enchanting riverfront. End your guided day visiting Porto’s scenic downtown, the Baixa, from the architectural splendor of the Avenida dos Aliados and Clerigos Church to the spectacular Azulejos of the São Bento train station and Belle Epoque style of a fabled cafe.

Day 5

Today you will set off to discover two of the region’s lesser known epicurean delights. Visit an artisan creamery where you’ll learn how the traditional shepherd's cheese, DOP Serra da Estrela, is produced from local sheep’s milk before sampling their rustic creations. Next, travel to the DOC Dão wine country, one of the oldest appellations in Portugal, for tastings at two of the region’s most celebrated quintas. Along the way delight in a special wine country lunch before returning to Porto for a bit of free time. Tonight you’ll dine on contemporary Portuguese cuisine at your hotel’s illustrious two-Michelin star gastronomic restaurant by chef Ricardo Costa.

Day 6

From the vibrant splendors of Porto depart for the ancient wine appellation of DOC Bairrada. Spend the day tasting the region’s signature tannic reds produced from the local Baga grape and traditional method espumantes at notable boutique producers. Be chauffeured to a treasure of the middle ages, the hilltop town of Coimbra, a tumble of glorious medieval neighborhoods spiraling toward the 13th century University of Coimbra. Your local expert will lead you through its Baroque Chapel of São Miguel and 18th century Biblioteca Joanina housing over 300,000 books within its series of opulent gilded bookcases. Explore the scenic center of town at your leisure before whisking away to the sweeping landscapes of Portugal’s Alentejo region. Check-in to your chic, five-star wine estate and end the evening with a dinner of inventive Portuguese flavors at the hotel’s gastronomic restaurant.

Day 7

Delve into the legendary viticulture of the Alentejo with a late morning visit and tasting at the winery of one of the region’s most distinguished winemakers. Next, visit the historic wine estate of an acclaimed Alentejo producer, where you’ll walk through the vineyards before enjoying a vertical tasting of their noted Reguengos de Monsaraz DOC wines, culminating with a gastronomic lunch of contemporary regional cuisine using locally sourced, seasonal ingredients. Travel to the ancient Roman city of Evora, a UNESCO World Heritage site, and embark on a guided exploration of its precious center of whitewashed buildings, ancient Roman ruins, and lovely medieval monuments.

Day 8

Discover the fine tradition of Alentejo craftsmanship as you visit a quaint town of artisans with a legacy of creating some of Portugal’s most renowned ceramics. Continue your journey to the heart of handmade Alentejo with a special tasting of small batch vintages at a family-owned wine estate before experiencing the fortified medieval old town of Estremoz and delving into the wine inspired flavors of the Alentejo with dinner at a noted gourmet eatery.

Day 9

From your serene Alentejo stay you’ll embark for one of central Portugal’s most ancient towns, Tomar, a former Roman settlement turned 12th century stronghold of the Order of the Knights Templar. Your local expert will help you uncover the secrets of this picturesque treasure including its 13th century castle and convent, before guiding you to the medieval hilltop village of Obidos with its whitewashed architecture accented by blue azulejos and red terracotta roofs, beneath the fortifications of its majestic castle. Savor petiscos at a quaint tavern before sampling the local spirit made from cherries, Ginja de Obidos, at an artisanal distillery. Set off for Portugal’s vibrant capital of Lisbon, where you’ll arrive at your chic, five-star stay nestled within one of the city’s most stunning neighborhoods. Tonight you will enjoy an exclusive dining experience at the city's acclaimed two-Michelin star restaurant Belcanto by chef José Avillez.

Day 10

Delight in a leisurely morning before being welcomed by your guide, a local food expert, and departing for Lisbon’s gastronomic temple, the Mercado da Ribeira. Visit the traditional side of the market to admire its fresh offerings on display in a kaleidoscope of colors, before experiencing the gourmet delights of its contemporary food court, including a sampling of artisanal Portuguese charcuterie at one of the market’s most storied purveyors. Continue your epicurean tour of Lisbon with a delicious introduction to Portugal’s signature canned fish delicacies at a specialty tavern. In the afternoon travel to a unique culinary space where you’ll roll up your sleeves for a hands-on cooking class of classic Portuguese recipes taught by a local chef, culminating with a dinner of your authentic creations.

Day 11

This morning you’ll sample typical Azeitao cheese, the region’s creamy delicacy produced from sheep's milk, while visiting an artisan farm outside of Lisbon. From the savory to the sweet, you’ll next delight in a tasting of the richly golden dessert wine, Moscatel de Setúbal, at a historic estate in the Península de Setúbal wine region. Be chauffeured back to Lisbon for a free afternoon and evening to independently shop, explore and prepare for tomorrow’s departure.

Day 12

Bid Adeus to Lisbon as you are chauffeured to Lisbon Airport for departure.

Experiences We Recommend

  • Private rabello boat ride along the Douro River
  • Exclusive private winery visit and tasting of Touriga Nacional and Tinto Roriz wines
  • Boutique wine estate visit and tastings in Vinho Verde wine country
  • Privately guided walking tour of Porto Cathedral, the Morro da Sé neighborhood and Bolhao Market
  • Premium port wine and cheese pairing at renowned cellar in Porto
  • Visit to DOP Serra de Estrela cheese farm with sampling
  • Quinta winery tour and premium tastings in DOC Dao wine country
  • Chef’s tasting dinner at two-Michelin starred restaurant in Porto
  • Espumante sparkling wine tasting in DOC Bairrada wine country
  • Guided walking tour of UNESCO designated center of Coimbra
  • Winery visits and reserve tastings in Alentejo of regional Antão Vaz, Alicante Bouschet and Trincadeira varietals
  • Historical walking tour of Evora including visit to ancient Roman temple
  • Guided walking tour of ancient cities of Obidos and Tomar
  • Two-Michelin starred dining experience in Lisbon
  • Private cooking class of Portuguese cuisine in Lisbon
  • Azeitao cheese farm visit with tasting


The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights

Pricing for our Portugal Encounters begins at:

  • $750-$950/per person, per day* based on double occupancy and a travel party of two
Small group pricing available for travel parties of four or more

*The final price of your custom tour will be determined by your travel party size, departure dates, trip length, amount of meals included, percentage of guided time requested, cities chosen in your itinerary and signature CountryBred excursions selected. This sample itinerary can also be crafted for solo travelers.

Encounters Include

  • Stays at five & four-star boutique luxury hotels
  • Chauffeured transport for touring & transfers
  • Private touring with professional local guides
  • Engaging activities led by cultural experts
  • Signature experiences with insider access
  • Regionally authentic dining
  • Traveler Welcome Package
  • Taxes & base gratuities

Read Client Reviews

  • Frances & Thomas K.

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    We can't say enough about our trip at every level. The first class accommodations; the wonderful food and wine experiences; the regional ambassadors; and most importantly, the intricate trip details that were so well planned and executed throughout our stay.
  • Jessica & Len G.

    Southern Italy From Amalfi to Puglia
    This is our second trip we have taken with CountryBred and the attention to detail and the caring on every level is quite extraordinary. We love the company and the quality of everything they touch: the hotels, the level and selection of restaurants, the guides and drivers. We rate everything as "exceptional" because truly it is!
  • Marley S.

    Madrid, Toledo & Castilian Wine Country
    The best word to describe our trip planned by CountryBred is seamless. Everything was perfect! My husband and I are both glad we had a mostly hands-off approach to the planning and let CountryBred do it for us. They chose experiences we never would have thought of.

Crafting the Experience

Experiential travel takes time, passion and local ingredients to make something truly special.

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We turn travel inspiration into unforgettable journeys. Begin the trip design process by filling out the form below and a CountryBred specialist will contact you to get your next great adventure underway.


  • CountryBred Encounters begin at $750-$1,000/per person, per day
  • The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights
  • All CountryBred Encounters are land touring experiences only and do not include airfare
  • Groups of four or more are eligible for small group pricing


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