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Country Roads of Portugal – Small Group route map

Arrive at Lisbon Airport and take your complimentary transfer into the city, passing the wide Tagus estuary and the hillside districts built in pale limestone and terracotta. Check in to your hotel and settle in, with time to get a sense of the surrounding streets and tram routes that cut through the Portuguese capital’s older neighbourhoods. In the evening, join your Travel Director and small group at a local restaurant for the first meal of the trip.

Meals: Dinner

Explore Lisbon with a Local Specialist, travelling down the broad avenues of the Lower Town and tracing the city’s rebuilding after the 1755 earthquake. You’ll continue to Belém to see the riverside fortifications of the Belém Tower and the Monument to the Discoveries, set along the Tagus where Portugal’s maritime journeys once began. Step inside the cloister of Jerónimos Monastery, known for its detailed Manueline stonework, before stopping to try a Pastéis de Belém in the district where the original recipe is still baked since 1837. In the evening, you can join an Optional Experience to explore more of Portugal’s food and culture.

Meals: Breakfast

Cross the River Tagus and travel south towards the Algarve, following the main route across the Alentejo plains before reaching the coastal town of Lagos. You’ll join your Travel Director for an orientation through the historic centre and harbour linked to Portugal’s early maritime activity, with time to explore the lanes around the main square or stop for lunch before continuing south. Later, continue to your hotel in the Algarve. Once settled, you could walk to the beach for some time along the sand or find a nearby place serving grilled fish and other regional dishes common across the south.

Meals: Breakfast

Today you’ll set off on a boat tour for a MAKE TRAVEL MATTER® Experience through the Ria Formosa Natural Park, gliding past sandbanks and wetlands rich in birdlife. Pause at an oyster farm to learn about cultivation and export before a guided tasting of this local delicacy. Later, travel inland to the medieval walled city of Évora, a UNESCO World Heritage Site known for its Roman remains, whitewashed streets and long history as a regional capital.

Meals: Breakfast

Explore Évora with your Local Specialist, visiting the Roman Temple, the Capela dos Ossos and Évora Cathedral, noted for its mix of Romanesque and Gothic architecture. In the afternoon, you might like to explore more of Évora’s centre at your own pace. You could stop at a wine bar near Praça do Giraldo to try regional reds, or join others from your small group for an early dinner in one of the simple restaurants tucked inside the old streets.

Meals: Breakfast

Continue to Fátima, Portugal’s major pilgrimage site. Here, you can visit the basilica, step inside the Chapel of the Apparitions or walk through the large square that connects the sanctuary buildings. Later, travel across central Portugal to Tomar where you’ll explore with a Local Specialist. Explore the UNESCO-listed Convento do Cristo, focusing on the Templars’ Rotunda and the Manueline Window that marks the later work of the Order of Christ. Walk through Tomar’s centre, including the medieval synagogue and the small museum that traces the history of the town’s former Jewish community.

Meals: Breakfast,Dinner

Travel north to Coimbra, a city long tied to Portugal’s academic life. Your Local Specialist will guide you through the Old Town and the University of Coimbra, a UNESCO World Heritage Site. You’ll visit the baroque university library, known for its carved woodwork, vaulted ceilings and vast historical collection. Your journey continues through hills lined with vineyards as you approach the Douro Valley. Enjoy a Farm-to-Table lunch made with local produce, where you’ll also taste Port wine made from grapes grown along the Douro’s terraces.

Meals: Breakfast,Lunch

Travel north towards Guimarães, often referred to as the birthplace of Portugal. See the medieval castle and walk through the historic centre, where narrow lanes and small squares show how the town developed around its fortified core. Continue to Porto, a city defined by the Douro River and a UNESCO-listed centre shaped by trade, port wine and layered architecture. With your Local Specialist, you’ll visit São Bento Railway Station to see its azulejo panels illustrating key moments from Portuguese history. You’ll also walk across the Dom Luís I Bridge, built by a student of Eiffel, with clear views over the riverfront. Later, you might like to join an Optional Experience through the Ribeira district or take a cruise on a traditional Rabelo boat before trying local dishes along the riverside.

Meals: Breakfast

Spend the day in Porto, exploring at your own pace. You might like to wander through the Ribeira district, where narrow lanes lead down to the riverfront lined with tall, pastel-colored houses. Another option is to cross to Vila Nova de Gaia to visit one of the long-established Port wine lodges and learn how the barrels are aged before bottling. You could also meet members of your small group for lunch near the Douro or take a tram along the river towards Foz do Douro for a walk by the Atlantic.

Meals: Breakfast

Travel south to the fortified town of Óbidos, entered through a gate marked with 18th-century azulejo panels. Inside the medieval walls, you’ll walk along narrow streets with small bookshops, craft stalls and houses that reflect how the town developed around its castle. Continue to Lisbon for your final evening. You’ll join your Travel Director and your small group for dinner at a local restaurant and raise a glass to your journey through the country roads of Portugal.

Meals: Breakfast,Dinner

After breakfast, you’ll transfer to Lisbon International Airport. Bid farewell to your Travel Director and fellow travellers, marking the end of your journey through Portugal’s towns, coastlines and inland roads.

Meals: Breakfast

What’s included

10 breakfasts, 1 farm-to-table lunch in the Douro (with Port wine tasting), and 3 dinners including welcome and farewell dinners in Lisbon.
10 nights in quality 4–5 star hotels in Lisbon, the Algarve, Évora, Tomar, the Douro Valley, and Porto.
Travel by air-conditioned 40-seat coach with double legroom, onboard washroom, and complimentary Wi-Fi on the coach and at hotels where available.
Complimentary airport transfers on the first and last day in Lisbon.
MAKE TRAVEL MATTER experience: Ria Formosa Natural Park boat tour with visit to an oyster farm and guided tasting.
Audio headsets for flexible sightseeing.
Expert Travel Director and professional Driver throughout.
Porterage: your bags are carried and delivered to your hotel room door.
All hotel tips, charges and local taxes.
Guided sightseeing with Local Specialists in Lisbon (including the Jerónimos Monastery cloister), Évora (Roman Temple, Capela dos Ossos, Cathedral), Tomar (Convento do Cristo and medieval synagogue), Coimbra (Old Town and baroque university library), and Porto (São Bento Station and Dom Luís I Bridge), plus orientations in Lagos, Guimarães, and Óbidos.
Food and drink tastings during the journey, including Pastéis de Belém, ginja cherry liqueur in Óbidos, Port wine in the Douro, and occasional local specialties curated by your Travel Director.
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What’s not included

International flights to and from Lisbon are not included.
Entry visas and associated fees for Portugal (if required) are not included.
Travel insurance is not included and should be arranged by the traveller.
Meals and drinks not specified in the itinerary are at your own expense.
Optional experiences and activities mentioned as optional (e.g., additional tours or cruises) are not included.
Gratuities for your Travel Director, driver and local specialists are not included unless otherwise stated.
Personal expenses such as laundry, souvenirs, minibar and phone calls.

Additional information

  • 3 Dinner (D)
  • 10 Breakfast (B)
  • 1 Lunch (L)
  • Business class coach with extended leg room
  • Top-rated dining, from farm-to-table to local restaurants
  • 4 & 5-star stays
  • Lisbon: Meet your Travel Director and Small Group at a local neighbourhood restaurant, where you’ll sit down to plates shaped by Lisbon’s Atlantic staples, giving you a clear first taste of the city’s everyday cooking.
  • Douro Valley: You’ll sit down to a Farm-to-Table meal prepared with produce grown in the Douro region. Alongside local dishes, you’ll try Port wine made from grapes cultivated on the valley’s terraced hillsides, with staff sharing how the landscape shapes the flavour and style of each pour. 
  • Lisbon: Shared experiences and memories are often the foundation for special bonds and friendships. Toast your travels with wine and good cheer during your dinner at a restaurant in Lisbon, devoted to the enjoyment of regional cooking.
  • Tomar: Explore Tomar’s hilltop Templar Castle, founded in the 12th century and later remodelled by the Order of Christ, including the Charola and surrounding defences. Afterwards, with your Local Specialist, walk through the historic centre to the 15th-century synagogue, one of Portugal’s few surviving examples, now housing a small collection on the town’s former Jewish community.

Visit the Sanctuary of Fátima, Portugal’s major pilgrimage site, to see the Basilica of Our Lady of the Rosary and the Chapel of the Apparitions. Stand on the vast esplanade where pilgrims gather in reverent silence and light candles of supplication or thanks.

Learn how the reported 1917 apparitions transformed a rural village into a spiritual center visited by millions. Architecture, ritual and open skies combine to create a space of contemplation and devotion.

Explore Tomar’s hilltop fortress with a Local Specialist, entering the UNESCO-listed Convento do Cristo. Step into the Templars’ Rotunda (Charola) and study the sculpted Manueline Window, a stone filigree of ropes, knots and maritime symbols.

Descend into the old town to the 15th-century synagogue, now a small museum honoring a once-vital Jewish community. Tomar’s streets and cloisters reveal the shift from Knights Templar to the Order of Christ and Portugal’s ocean-facing ambitions.

Wander Coimbra’s steep lanes with a Local Specialist to the hilltop University of Coimbra, one of Europe’s oldest. Enter the baroque Joanina Library to admire painted ceilings and carved shelves designed to protect rare volumes and celebrate learning.

Hear how royal courts and student traditions shaped Portugal’s early capital. Between collegiate courtyards and age-worn cafes, academic life still anchors the city’s rhythms and rituals.

Savor a Farm-to-Table lunch crafted from Douro produce, then taste Port wine made from grapes grown on the region’s terraced Douro vineyards. Staff share how hillside plots, schist soils and sun-traced slopes shape each pour.

Between olive groves and river bends, learn pairing notes and the valley’s centuries-old tradition of harvest and blend. The setting and flavors together capture Portugal’s storied wine country.

Wander Guimarães’ medieval centre where granite houses lean over narrow lanes and pocket squares. View the hilltop castle that guarded Portugal’s infancy and the arcaded courtyards of the Paco dos Duques de Braganca.

Often called the birthplace of the nation, Guimarães showcases preserved streetscapes, artisan workshops and Romanesque silhouettes. The town’s UNESCO listing recognizes how its urban fabric has remained in continuous use for centuries.

Explore with a Local Specialist to admire São Bento Railway Station and its story-rich azulejo panels before crossing the Dom Luís I Bridge for sweeping views over the Douro. The ironwork span, designed by a student of Eiffel, frames the city’s tiled hillsides.

Hear how merchants, shipbuilders and wine shippers shaped Porto’s UNESCO-listed center, from riverside Ribeira warehouses to Belle Époque facades lining the quays.

Walk within Óbidos’ medieval walls, entering through its azulejo gateway to find whitewashed lanes, flowering balconies and castle ramparts. Browse bookshops and tiny chapels before you sample ginja, the local cherry liqueur traditionally served in small cups.

Granted as a royal wedding gift in the 13th century, Óbidos preserves a compact townscape where history and hospitality mingle on every cobblestone.

Begin your journey by meeting your Travel Director and Small Group to sit down to regional dishes at a local Lisbon restaurant. Expect Atlantic flavors—grilled fish, citrus, olive oil—and the convivial mood that defines neighborhood dining.

Between clinked glasses and warm conversation, raise a first toast to Portugal. The setting introduces the city’s everyday cooking and welcomes you into the rhythms of Lisbon life.

Conclude your adventure as you toast your travels at a Lisbon restaurant known for seasonal Portuguese cooking. Share a final table with your companions to share highlights with your Small Group and celebrate the country road discoveries behind you.

Expect comforting recipes, regional wines and the easy warmth of Portuguese hospitality—a fitting close to days spent among castles, cloisters and ocean horizons.

Experience a soulful Fado performance in Lisbon’s historic Alfama or Bairro Alto, where guitar chords and poetic lyrics carry tales of longing. A traditional dinner of Portuguese classics accompanies the music in an intimate setting.

Learn how this urban folk genre emerged in 19th-century taverns and became a cherished cultural emblem. This is an Optional Experience at additional cost, bookable on tour.

See Porto from the water as you cruise the Douro aboard a traditional Rabelo boat, once used to carry casks downstream. Glide beneath the Six Bridges of Porto, from Arrábida’s arch to the ironwork of Dom Luís I, with views of Ribeira and Gaia’s wine lodges.

Gain a fresh perspective on the city’s engineering and riverfront life. This is an Optional Experience at additional cost, bookable on tour.

Join a guided evening walk through Porto’s Ribeira district, where tiled facades glow and narrow lanes open to the quay. Settle in for a riverside dinner featuring northern specialties as boats drift past under illuminated bridges.

Hear stories of merchants and fishermen while savoring the Douro’s atmosphere after dusk. This is an Optional Experience at additional cost, bookable on tour.

Explore the Algarve’s maritime heritage on an orientation walk through Lagos’ walled old town and along the harbor. Stroll past arcaded squares and the Praca Infante Dom Henrique, where nautical charts and shipyards once shaped Portugal’s ocean routes.

Stories of navigators, merchants and sailors echo through cobbled lanes and seafront viewpoints. Trace the town’s role in voyages along the West African coast and reflect at landmarks that reveal both prosperity and the complexities of early global trade.

Glide by small boat with local experts to cruise through Ria Formosa Natural Park, skimming past tidal flats and barrier islands alive with birdlife. Come ashore to visit a working oyster farm and taste freshly shucked oysters while learning how traditional know-how sustains modern aquaculture.

Meet marine biologists and islanders who safeguard this living lagoon. Hear how protected wetlands, careful cultivation and community stewardship keep the Algarve’s waters productive for generations to come.

Walk Évora’s whitewashed lanes with a Local Specialist to encounter the Roman Temple, the stark Capela dos Ossos lined with arranged bones, and the hilltop Évora Cathedral where Romanesque foundations rise to Gothic vaults.

This UNESCO-listed city reveals layers of Iberian, Roman and medieval influence. Pause to read carved capitals, step beneath cool cloisters and consider the monks’ memento mori, a sobering reflection framed by Alentejo light and honey-colored stone.

Insight Vacations

Discover Lisbon with a Local Specialist as you join a guided panoramic tour through the Baixa Pombalina. In Belém, pause by the Belém Tower and the riverfront Monument to the Discoveries, then step inside the Jerónimos Monastery cloister to admire delicate Manueline carvings. Conclude with a sweet stop to sample Pastéis de Belém where the original 1837 recipe is still baked.

Context unfolds from the 1755 earthquake to the Age of Discoveries, with limestone avenues, gilded chapels and the Tagus estuary anchoring the story of Portugal’s seafaring capital.

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