The Douro Valley is the oldest demarcated wine-growing district in Europe. Why? What makes Port the wine it is? Learn about the region’s unique geology and winemaking history—Romans planted vines in this region 2,000 years ago—at the Douro Museum. Exhibits laid out in buildings that were once home to Port winemaker Real Companhia Velha let you see how the process of making Port evolved over the centuries: You’ll find the tools of the trade and even a rabelo (a boat that carried wine from the vineyards to Porto) on display. An interactive map shows where the quintas are and how the region developed; and by sniffing vials of concentrated fragrance, you can learn to identify the many aromas that a good Port exhibits. It’s fun and informative—plus you can sample some regional Douro wine.

As you journey through the hills to a local quinta, a prestigious Port wine estate and the oldest in the Douro River Valley, you will see a unique landscape that has been shaped by wine growers for two millennia. The stone terraces curving around the steep slopes hold soil that is largely the creation of human intervention: People have laboriously broken up the native silver schist stone over the centuries and turned it into usable sandy earth; it’s called “anthroposoil.” The process of producing Port wine is a fascinating blend of tradition and modernity; the steepness of the slopes requires that grape vines be tended almost entirely by hand, but the wine itself is made using the most modern techniques. You’ll tour the estate to see its stainless steel and oak vats, Boutique Winery, and the historic wine presses, before proceeding to the terrace for a Port tasting with a view over the river.

Although many Port wine estates are owned by international corporations nowadays, the tradition of the family-owned estate remains strong. Start this expedition in pretty Pinhão, heading up into the hills to a family-owned quinta, where you can get a firsthand look at how the vineyards are tended and grapes harvested. Although some 80 varieties of grapes are approved for the creation of Port, six grape varieties dominate. Discover which ones are grown here and learn why.

Ride through wonderfully scenic countryside—the region is noted for its honey, which derives its flavor from the fields of wild lavender and the almond groves you’ll pass—to Castelo Rodrigo, the name of both a castle and the village it shelters. The castle ruins stand high atop Marofa Mountain, telling the tale of border strife and Portugal’s struggle for independence in a single structure. Construction on the citadel began in 1209 under the auspices of the king of Leon, but it became part of Portugal within a century—though its local lords sided with Spanish rulers from time to time over the next four centuries. That’s why the palace adjoining the castle lies in ruins: Outraged citizens destroyed it after its lord sided with Castile. Take in the amazing view from the ancient stone walls, then step down through the tiny cobbled lanes of the village, passing the old pillory, the Manueline church, and the town’s market square. It’s not all history, of course. You’ll also get to sample delicious local treats, such as honey, almonds, olive oil and cheeses, and a newly restored tea-house invites you to relax over a cup of tea or a cool drink.

Ready for an expedition worthy of Indiana Jones? Today’s your chance. In the 1990s, scouting for a proposed dam project on the Côa River revealed an astonishing collection of prehistoric carvings, among them horses, deer and aurochs that span eons. The oldest images etched into the schist walls around the river date to approximately 22,000 to 20,000 BC, with younger carvings ranging from the Epipaleolithic, Neolithic and Bronze ages to the 17th century—images that represent human interaction with the natural world for more than 30,000 years. Learn about this amazing area and see the original rock art for yourself when you visit the Côa Valley with your knowledgeable guide. It will be an illuminating adventure. Note: Exploring these sites will require sturdy hiking footwear and considerable physical fitness: You’ll take a four-wheel drive down dirt roads and hike into rocky and hard-to-access locations.

Called the “Golden City” for its tawny sandstone buildings, Salamanca boasts a dozen beautiful and historic churches, including two cathedrals: the new one, built in the early 16th century, and the Old Cathedral, which dates to the 12th century and can only be entered from the New Cathedral. Walk with your guide through Plaza Mayor, lined with wonderful baroque buildings, to the university, which was founded by Alfonso IX in 1218. The ornate plateresque façade is stunning, and the interior rooms you see are equally beautiful. You'll have time to browse through the shops on Rua Mayor or enjoy a bite to eat on your own before we drive back to the ship. Your guide can recommend some excellent places to dine, whether you're looking for a typical tapas lunch or want to stroll the stalls of Salamanca's food hall (one of Spain's best).

Lamego is known for a beautiful sanctuary dedicated to our Lady of “Remédios," planted on top of one of the city hills and reachable by a gorgeous staircase with 686 steps. During this experience, you’ll discover the importance of Lamego’s heritage to the valley. This is a very important area for the production of delicious sparkling wines and cold cuts, which you’ll be able to taste in the cozy and regionally typical atmosphere of a place called Presunteca, or the “Ham Library”.

Travel up winding roads with spectacular views—and breath-stealing drop-offs—for a traditional dinner bursting with regional flavors. Your hosts: the owners of a local quinta, a Portuguese analogue for the French "chateau" or English "estate."

The third largest city in Portugal, Braga has long been a city of religious and political importance. As you stroll by grand plazas and the 17th century Baroque palace, you’ll soak in 2,000 years of history. The city is filled with fascinating museums and historic churches—including the Bom Jesus do Monte, a UNESCO World Heritage Site we’ll see on our tour today. But all of this history has done nothing to stop Braga from keeping up with the times. In a delightful contrast, Braga is known as both the oldest city in Portugal and Portugal’s youngest city. Its student population and contemporary landmarks give the city an energetic atmosphere, as appealing for its shopping opportunities and people-watching as it is for the history lessons it has to share.

Of course it is the longtime hub of the Port wine trade, but Porto is also much more. Take in the UNESCO-designated, 19th-century Stock Exchange Palace, seeing its famous Moorish Revival-style Arab Room, during your panoramic tour. Get a feel for this vibrant town, which is simultaneously profoundly urban and moodily romantic. Colorful multistory townhouses sheathe the hills that climb precipitously from the Douro estuary, medieval alleys snake through UNESCO-designated neighborhoods enclosed by 14th-century walls—which were erected on Roman foundations—and baroque church towers crown the hilltops. The river itself cuts through the city on its way to the ocean, marked by a series of iconic bridges along the way. It meets its final destination at Foz do Douro, a district whose name translates to "Mouth of the Douro." Our tour will take us all the way here, where you can admire the passeio alegre with its promenade inspired by French architecture, see the Castelo do Queijo that juts out over the Atlantic, and drive down Boavista Avenue.

When you gaze out at the Tagus River, tile-roofed houses climbing the hills behind you, you are looking at the port where Portugal’s empire began. Here the kings of the newly independent nation launched an age of exploration—and then poured the profits of their new trade routes and colonies into their capital. Do you see the square tower rising from the water? Belém (the name comes from Bethlehem) Tower, built in the 16th century to guard the port, has housed cannons, prisoners and royalty over the centuries; its ornamented façade might strike you as unusual for a fortress, but that is typical of Lisbon—even fortresses have beautiful ornamentation. Another landmark nearby, the 20th-century Monument to the Discoveries, commemorates these voyagers and their founding patron, Prince Henry the Navigator. Leave the riverfront to embark on your own voyage of discovery: Head inland a short distance to the Jerónimos Monastery, which will have you reaching for your camera. A masterpiece of Manueline architecture—the Portuguese late-Gothic style is named for King Manuel I—erected during the 16th century and decorated with sculptures and elaborate scrollwork, Jerónimos Monastery is another shining example of Portugal’s golden era.

Note: Please note that we do not visit the cloisters at Jerónimos Monastery.

Not all landmarks are architectural, however. Take a break and enjoy one of the city’s iconic pastries before experiencing the rest of your panoramic motorcoach tour through the Rossio—the busiest square in Lisbon.

Your local guide will make suggestions for lunch. You can choose to remain downtown and explore on your own or return to the hotel. Shuttles are available to take you to and from the hotel this afternoon, which is yours to spend as you please.