10-Nights Country Roads of Portugal - Small Group

Insight Vacations

• 3 Dinner (D)
• 10 Breakfast (B)
• 2 Lunch (L)

• Choose between two carefully selected activities
• Tomar: Commanding the city’s skyline, the UNESCO World Heritage Site of Tomar Castle and the Convent of Christ is a testament to Portugal's storied past. Accompanied by a Local Expert, you’ll delve into the history of the Knights Templar, exploring the octagonal Templars' Rotunda and the cloisters that echo with the memories of warrior monks. See the intricate Manueline Window, a masterpiece of Gothic artistry and a symbol of Portugal’s Age of Discovery, as you uncover this extraordinary stronghold.
• Tomar: Immerse yourself in the history of Tomar as your Local Expert guides you through its architectural treasures. Discover the small town’s unique blend of cultural influences, reflected in its streets and landmarks. Visit the Synagogue of Tomar, one of Portugal’s best-preserved medieval synagogues. Step inside this remarkable space to uncover the legacy and learn about its significance as a symbol of the Jewish communities in Portugal.

• Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
• Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
• We carry your bags for you and promptly deliver them to your hotel door.
• From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
• Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
• If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

• Lisbon: Join your Travel Director at 18:00 for a Welcome Dinner at a local restaurant and the opportunity to mingle with your fellow travelers.
• Monsaraz: Enjoy a memorable Alentejo Highlight Lunch at local restaurant Sem Fim, once an olive mill. Indulge in dish-after-dish of the tastiest tapas in a vibrant setting.
• Pinhao: Enjoy a wonderful Farm-to-Table dinner, freshly prepared from locally sourced ingredients.
• 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: Commanding the city’s skyline, the UNESCO World Heritage Site of Tomar Castle and the Convent of Christ is a testament to Portugal's storied past. Accompanied by a Local Expert, you’ll delve into the history of the Knights Templar, exploring the octagonal Templars' Rotunda and the cloisters that echo with the memories of warrior monks. See the intricate Manueline Window, a masterpiece of Gothic artistry and a symbol of Portugal’s Age of Discovery, as you uncover this extraordinary stronghold.
• Tomar: Immerse yourself in the history of Tomar as your Local Expert guides you through its architectural treasures. Discover the small town’s unique blend of cultural influences, reflected in its streets and landmarks. Visit the Synagogue of Tomar, one of Portugal’s best-preserved medieval synagogues. Step inside this remarkable space to uncover the legacy and learn about its significance as a symbol of the Jewish communities in Portugal.

• Monsaraz: Join a local boat captain for a tranquil cruise on Lake Alqueva. Relax and enjoy calming waters, picturesque views and tales of river life.

• Évora: During a wine tasting session, appreciate the delicate yet complex nuances of Alentejo wine, and learn how the Relvas family has been managing to keep low water consumption, reforestation of indigenous trees, and providing scholarships to children of the village. This experience advances United Nations’ Sustainable Development Goal 12: Responsible Consumption and production. With a 30% reduction in water use and innovative water management systems in place, they have been integrating science technology to ensure genuine production processes in all their activities.

• Lisbon: Explore with your Local Expert, from the Lower Town, beneath the hilltop Bairro Alto to the Terreiro do Paco. Visit the Belém Quarter to see the modern Monument to the Discoveries and the medieval Belém Tower.
• Lisbon: Visit the cloisters of Jerónimos Monastery with its beautiful Manueline architecture, reflecting Portugal's trade over the centuries and UNESCO World Heritag

  Featured Destinations

  Douro Valley Douro Valley The Douro Valley in Portugal is a UNESCO World Heritage Site devoted to vineyards. Port wine production and beautiful scenery sculpted by the Douro River are highlights of the region. Enjoy the local cuisine, bike, canoe or cruise along the Douro, and drink in the unforgettable beauty of the area that has inspired many poets, writers, chefs and painters.	Destination Guide
  Evora Evora Evora is considered a seat of learning with its University founded in 16th Century by Cardinal Dom Henrique. Within the surrounding wall the most prominent feature is the 2nd or 3rd Century ruins of a Roman Temple dedicated to Goddess Diana. Another attractive feature is the 15th Century Convento dos Lóios. The city’s 13th century cathedral took 50 years to build and is reminiscent of a fortress. The main square with its 16th Century fountain has a sad history. Among other events, Dom João II witnessed the beheading by his orders of his brother-in-law. Equally unpleasant were the sights caused by the Inquisition in this public place. A macabre reminder is the Capela dos Ossos in the 15th Century Igreja de São Francisco - where the bones of 5,000 monks lie. There are several museums - the Museu de Arte Sacra, Galeria de Arte Casa Cadaval, the Museu de Artes Decorativas Religiosas and the Museu de Évora. The museum, formerly the palace of the Bishop, built with many worked stones from previous buildings in the city, has some outstanding religious items.	Destination Guide
  Porto (Oporto) Porto (Oporto) Porto (Oporto), Portugal's second largest city, is full of interest, and the district it heads offers the visitor plenty to see. Along the coast, there are resorts like the cosmopolitan beach of Espinho, busy ports like Matosinhos, with splendid seafood, or traditional fishing towns like Póvoa de Varzim, and there is also an animated casino. Charming Amarante has 17th century mansions overlooking the river and is famous for a sweet egg pastries called "papos de anjo" (angel bellies). In Vila Nova de Gaia, there are lodges where Port wine is blended and aged and where tasting are offered, or visitors may take a river cruise along the Douro. The whole district is filled with prosperous towns, but there are also many calm roads with wonderful views over the river and a rugged and still unspoilt coastline.	Destination Guide
  Tomar Tomar The hillside centerpiece of the small town of Tomar, Portugal, is the 12th-century castle built by the crusading Order of the Knights Templar and the later monastery built around it. The entire complex is listed as a UNESCO World Heritage site. The Charola, a 16-sided structure surrounding a gilt octagon, served as the knights' oratory. Several cloisters were added to the complex at different stages, most of them reflecting the power and prestige of the Order of Christ (successor to the Knights Templar order) and its role during the age of exploration. Also worth seeing in Tomar is one of the oldest synagogues in Portugal, dating back to 1430 but last used as a place of worship in 1496, when the Jews were expelled from the country by Manuel I. It now houses a small Jewish museum. On a lighter note, the largest collection of matchboxes in Europe can be seen at the Museu dos Fosforos.	Destination Guide
  Algarve Coast Algarve Coast Gorgeous beaches, warm water, and glorious sunshine year-round, Algarve Coast is the dream holiday. Traces of Moorish presence are still seen in its unique terraces, chimneys and whitewashed houses. This charming region has idyllic temperatures, which are ideal for playing sports. The region has fig trees, orange groves, almond trees, long stretches of fabulous sandy beaches, extraordinary red cliffs, and fantastic grottoes. Attractions in the Algarve Coast include: cathedrals, chapels, and churches; museums; medieval monuments and ruins; modern monuments; flat-roofed houses; and Prince Henry's navigation school. Places of interest include: Lagos, Faro, Monchique, Olhão, Portimão, Sagres, Silves, and Tavira.	Destination Guide
  Lisbon Lisbon Portugal’s capital is an 18th-century city - elegant, open to the sea and carefully planned. Most places of interest are within easy walking distance. Rossio Square, the heart of Lisbon since medieval times, is an ideal place to start exploring. Many rebuilt houses with original façades provide stores and restaurants with modern interiors. High above Baixa is Bairro Alto - with its teeming nightlife. There are many monuments and museums, such as San Jeronimos Monastery, Royal Coach Museum and Gulbenkian Museum. Two well-known landmarks are the Monument to the Discoveries and the Tower of Belem. A statue of Christ looms above Europe’s longest suspension bridge. Madragoa, Bica and Bairro Alto, Lisbon’s older sections, offer a variety of sights: the Church of Sao Roque, with its beautiful tiles; St. George Castle, which offers a splendid view from its location above the Alfama quarter; the botanical gardens, featuring an unusual, cold greenhouse; and the cathedral, stunning with its Moorish design. Renowned Gulbenkian Museum is the cultural center of Portugal.	Destination Guide

  View Full Itinerary

  Valid Date Ranges

  November 2025

  11/28/2025

  12/08/2025

  $4,825 per person

  January 2026

  01/23/2026

  02/02/2026

  $4,825 per person

  Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.

  All fares are quoted in US Dollars.