Country Roads of Portugal - Classic Group - Insight Tour
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Insight Guided Tour

Country Roads of Portugal - Classic Group

11 Days 57 Departures
From $2,925 per person

Tour Overview

Tantalize your senses during this 11-day guided tour through Portugal. In Lisbon, a Local Expert will show you the historic downtown and Belém Quarter. From the hilltop perch of Monsaraz, gaze across the Spanish plains to Alqueva Lake — and meet a local boat captain, who will regale you with tales of water adventures during a cruise on its calm waters. In Tomar, see the Templar Castle, and explore its awe-inspiring rotunda with a Local Expert. Indulge in a Farm-to-Table dinner in the Douro Valley that will feature locally sourced ingredients, and taste a port produced on-site. Stroll through Portugal’s second city, Porto, a World Heritage town, and relax in your five-star hotel in the city’s historic district.

Tour Summary

Duration11 Days / 10 Nights
OperatorInsight
Departures57 in 2026–2028
Starting From$2,925 pp

Tour Route

Map of your 11-day journey

Country Roads of Portugal - Classic Group route map

Day-by-Day Itinerary

11 days through your journey

Day 1

Welcome to Lisbon

On arrival at Lisbon International Airport, there are complimentary transfers to your hotel. Settle in and relax before joining your Travel Director for dinner at a local restaurant. Enjoy the opportunity to mingle with your fellow travelers during a pleasant evening of good food and wine.
Day 2

Lisbon and the Age of the Great Discoveries

Your guided sightseeing with a Local Expert takes you along the avenues of the Lower Town and past tree-shaded squares. See the ancient Belém Tower and marvel at the Monument to the Discoveries. Explore more of the Belém Quarter as you visit the Cloister of Jeronimos Monastery and enjoy a taste of Pastéis de Belém from the patisserie that has been using the same secret recipe for almost 200 years. This evening, gain further insight into Portuguese culture with an Optional Experience dinner.
Day 3

The Algarve

Cross the River Tagus and head towards the sun-drenched southern coast to reach Lagos, a fishing port nestled in the bay of Meia Praia. After some free time to explore, continue to your hotel, set near the Algarvian coastline. Simplicity is at the heart of the local cuisine, with seafood so fresh it still tastes of the sea.
Day 4

Everlasting Évora

Journey to the medieval walled city of Évora where cathedrals, churches, aqueducts and ancient castle walls all serve to create the feeling that this beautiful city is a living, breathing museum to Portugal's rich past. Join your Local Expert to explore the highlights of this UNESCO World Heritage Site. See the Roman Temple and visit the Capela dos Ossos, an extraordinary 16th-century chapel comprising the skulls and bones of 5,000 bones. Visit the cathedral with its attractive mix of Romanesque and Gothic architecture. With the rest of the afternoon at leisure, you may wish to continue to stroll through Évora’s unique historical center, or the serene city park, following the aqueduct inside the city walls.
Day 5

Monsaraz and Évora

Travel to the striking white village of Monsaraz, situated on an imposing hilltop, surrounded by olive groves and vineyards. From the castle ruins, admire the spectacular views across to the dry Spanish plains, contrasting with the blue of one of the largest artificial lakes. Join a local boat captain for a leisurely cruise on the tranquil waters of Lake Alqueva. Relax and enjoy picturesque views and tales of river life. Sit down to a delicious lunch at local restaurant Sem Fim, once an olive mill. Enjoy a wide range of tasty tapas dishes showcasing the local cuisine, and soak up the vibrant; cheerful atmosphere. Return to Évora where the evening is at your leisure to explore this beautifully preserved regional capital.
Day 6

On to Fátima and Tomar

This morning, enjoy a MAKE TRAVEL MATTER® Experience with a visit to Casa Relvas for a wine tasting, featuring uniquely Portuguese grape varietals like Touriga Nacional. Despite the dry climate of the Alentejo region, this family-run estate produces exceptional wine through innovative water-saving techniques. Continue your journey to Fátima, Portugal's most renowned pilgrimage site. Here, you may visit the basilica or the Chapel of the Apparitions, commemorating the Virgin Mary's appearance to three young shepherds in 1917.  Journey across central Portugal’s rolling hills to explore Tomar with Insight Choice. Choose to visit the UNESCO World Heritage Site Convento do Cristo with a Local Expert, where you’ll admire the octagonal Templars' Rotunda and the Manueline Window, and learn about the daily life of a warrior monk. Alternatively, join a guided city tour and visit the Synagogue of Tomar, one of the best-preserved medieval synagogues in Portugal, as your Local Expert reveals the town’s rich architectural and cultural history.
Day 7

Coimbra and the Douro Valley

In Coimbra, your Local Expert will show you the highlights of the Old Town, including the University of Coimbra, a UNESCO World Heritage Site. Visit its impressive baroque university library, one of the finest in the world. Your journey continues past verdant hills and lush vineyards, along the tranquil waters of the Douro River. Enjoy a wonderful Farm-to-Table lunch, freshly prepared from locally sourced ingredients, with a Port wine tasting.
Day 8

Guimarães and Porto

The mountain ranges of Northern Portugal accompany your morning journey to Guimarães, known as the birthplace of Portugal. Here, you can take in views from the Visigoth castle before wandering the cobbled streets and charming squares that exude medieval character. Continue to Porto, a city steeped in history whose central district is recognized as a UNESCO World Heritage Site. Porto seamlessly blends tradition and modernity. Accompanied by your Local Expert, visit the São Bento Railway Station, renowned for the hand-painted azulejo tilework depicting scenes of Portugal’s past, and stroll across the Dom Luís I Bridge, a masterpiece of engineering that offers spectacular views of the Douro River.  For a different perspective, consider joining an Optional Experience to explore the pastel-hued houses of the Ribeira district, cruise aboard a traditional Rabelo boat, and savor traditional flavors at a riverside restaurant.
Day 9

Porto, Grande Dame on the Douro

With a full day free to enjoy at your own pace, why not take a stroll to admire the multi-colored houses and churches covered in beautiful glazed tiles. Perhaps choose to visit Braga, the capital of Baroque.
Day 10

Ancient Óbidos and Lisbon

Discover the charm of the fortified town of Óbidos. Step inside the medieval town's ancient walls to wander through cobblestone streets, then continue to Lisbon. This evening, join your Travel Director and fellow travelers for a delightful dinner, raising a glass to the unforgettable moments shared on your tour.
Day 11

Depart Lisbon

After breakfast, transfer to Lisbon International Airport.

Departure Dates & Pricing

57 departures available

Departure DateEnd DateStatusPrice Per Person
Jul 3, 2026 Jul 13, 2026 Available $4,395per person Get Quote
Aug 28, 2026 Sep 7, 2026 Available $4,595per person Get Quote
Sep 4, 2026 Sep 14, 2026 Available $4,975per person Get Quote
Sep 11, 2026 Sep 21, 2026 Available $4,975per person Get Quote
Sep 18, 2026 Sep 28, 2026 Available $4,995per person Get Quote
Sep 25, 2026 Oct 5, 2026 Available $4,995per person Get Quote
Oct 2, 2026 Oct 12, 2026 Available $4,795per person Get Quote
Oct 9, 2026 Oct 19, 2026 Available $4,450per person Get Quote
Oct 16, 2026 Oct 26, 2026 Available $3,736per person Get Quote
Oct 23, 2026 Nov 2, 2026 Available $3,736per person Get Quote
Nov 13, 2026 Nov 23, 2026 Available $2,925per person Get Quote
Dec 11, 2026 Dec 21, 2026 Available $3,250per person Get Quote
Dec 18, 2026 Dec 28, 2026 Available $3,450per person Get Quote
Dec 23, 2026 Jan 2, 2027 Available $3,596per person Get Quote
Jan 8, 2027 Jan 18, 2027 Available $3,250per person Get Quote
Feb 5, 2027 Feb 15, 2027 Available $3,250per person Get Quote
Feb 19, 2027 Mar 1, 2027 Available $2,925per person Get Quote
Mar 5, 2027 Mar 15, 2027 Available $3,450per person Get Quote
Mar 12, 2027 Mar 22, 2027 Available $3,450per person Get Quote
Mar 19, 2027 Mar 29, 2027 Available $3,195per person Get Quote
Mar 26, 2027 Apr 5, 2027 Available $3,550per person Get Quote
Apr 2, 2027 Apr 12, 2027 Available $4,450per person Get Quote
Apr 9, 2027 Apr 19, 2027 Available $4,450per person Get Quote
Apr 23, 2027 May 3, 2027 Available $4,163per person Get Quote
Apr 30, 2027 May 10, 2027 Available $4,650per person Get Quote
May 7, 2027 May 17, 2027 Available $4,185per person Get Quote
May 21, 2027 May 31, 2027 Available $4,650per person Get Quote
May 28, 2027 Jun 7, 2027 Available $4,163per person Get Quote
Jun 4, 2027 Jun 14, 2027 Available $4,625per person Get Quote
Jun 11, 2027 Jun 21, 2027 Available $4,625per person Get Quote
Jun 18, 2027 Jun 28, 2027 Available $4,625per person Get Quote
Jul 2, 2027 Jul 12, 2027 Available $3,938per person Get Quote
Jul 30, 2027 Aug 9, 2027 Available $4,475per person Get Quote
Aug 13, 2027 Aug 23, 2027 Available $4,028per person Get Quote
Aug 27, 2027 Sep 6, 2027 Available $4,475per person Get Quote
Sep 3, 2027 Sep 13, 2027 Available $4,343per person Get Quote
Sep 10, 2027 Sep 20, 2027 Available $4,825per person Get Quote
Sep 17, 2027 Sep 27, 2027 Available $4,725per person Get Quote
Sep 24, 2027 Oct 4, 2027 Available $4,725per person Get Quote
Oct 8, 2027 Oct 18, 2027 Available $4,163per person Get Quote
Oct 15, 2027 Oct 25, 2027 Available $4,625per person Get Quote
Oct 22, 2027 Nov 1, 2027 Available $4,625per person Get Quote
Oct 29, 2027 Nov 8, 2027 Available $4,395per person Get Quote
Nov 12, 2027 Nov 22, 2027 Available $3,425per person Get Quote
Nov 26, 2027 Dec 6, 2027 Available $3,425per person Get Quote
Dec 10, 2027 Dec 20, 2027 Available $3,425per person Get Quote
Dec 17, 2027 Dec 27, 2027 Available $3,595per person Get Quote
Dec 22, 2027 Jan 1, 2028 Available $4,175per person Get Quote
Jan 7, 2028 Jan 17, 2028 Available $3,425per person Get Quote
Jan 21, 2028 Jan 31, 2028 Available $3,425per person Get Quote
Feb 4, 2028 Feb 14, 2028 Available $3,425per person Get Quote
Feb 18, 2028 Feb 28, 2028 Available $3,425per person Get Quote
Mar 3, 2028 Mar 13, 2028 Available $3,425per person Get Quote
Mar 10, 2028 Mar 20, 2028 Available $3,425per person Get Quote
Mar 17, 2028 Mar 27, 2028 Available $3,525per person Get Quote
Mar 24, 2028 Apr 3, 2028 Available $3,525per person Get Quote
Mar 31, 2028 Apr 10, 2028 Available $3,525per person Get Quote

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