Memorable Getaways
✆: 847-749-0789 | ✉:

Country Roads of Portugal - Classic Group

Tour, Escorted tour
Offer Image
Country Roads Of Portugal - Classic Group
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.


Dining Summary
  • 3 Dinner (D)
  • 10 Breakfast (B)
  • 2 Lunch (L)
Choice Highlights
  • Choose between two carefully selected activities
  • Tomar: Explore Tomar’s Templar Castle, a UNESCO World Heritage Site, first built in the 12th century and later expanded by the Order of Christ. As you move through the complex, you’ll see the Charola, a circular chapel linked to the order’s early ceremonies, along with the defensive structures that shaped the hilltop site.
  • Tomar: Walk through Tomar’s center to the 15th-century synagogue, one of the few surviving examples of its kind in Portugal. This former place of worship now houses a small collection related to the Jewish community that lived in the town before the expulsion.
Additional Included Highlights
  • 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.
Authentic Dining
  • 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.
  • 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 flavor 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.
Insight Choice
  • Tomar: Explore Tomar’s Templar Castle, a UNESCO World Heritage Site, first built in the 12th century and later expanded by the Order of Christ. As you move through the complex, you’ll see the Charola, a circular chapel linked to the order’s early ceremonies, along with the defensive structures that shaped the hilltop site.
  • Tomar: Walk through Tomar’s center to the 15th-century synagogue, one of the few surviving examples of its kind in Portugal. This former place of worship now houses a small collection related to the Jewish community that lived in the town before the expulsion.
Insight Experiences
  • 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.
Make Travel Matter
  • Évora: Take part in a wine tasting that introduces Alentejo varieties grown on the Relvas family estate. As you taste the wines, you’ll hear how the family manages its vineyards with reduced water use, reforests areas with native species and supports local education through scholarships in the surrounding villages. Your visit directly supports United Nations Sustainable Development Goal 12: Responsible Consumption and Production.
Top Rated Highlights
  • Lisbon: Explore Lisbon with a Local Expert, focusing on the Baixa district rebuilt after the 1755 earthquake and the broad Pombaline layout that shaped the Lower Town. Continue through the Belém Quarter to view landmarks linked to Portugal’s maritime era, including the Monument to the Discoveries and the Belém Tower, both positioned along the Tagus.
  • Lisbon: Visit the cloisters of Jerónimos Monastery with its beautiful Manueline architecture, reflecting Portugal's trade over the centuries and UNESCO World Heritage Site.
  • Lagos: Explore this coastal town nestled on Meia Praia, with your Travel Director.
  • Évora: Explore this UNESCO World Heritage Site guided by your Local Expert and see the famous Roman Temple. While sightseeing, witness the fascinating cathedral and be charmed by its mix of Romanesque and Gothic architecture.
  • Monsaraz: Surrounded by cork oaks and vineyards, wander through the castle ruins to admire the incredible view over the Spanish plains that contrast with the blue of one of Europe's largest artificial lakes.
  • Fátima: You’ll visit the Sanctuary of Fátima, centered on the reported apparitions of 1917. The site brings together major places of worship such as the Basilica of Our Lady of the Rosary and the Chapel of the Apparitions, set around a vast open square used for major pilgrimages.
  • Coimbra: Explore Coimbra with a Local Expert in a city that served as Portugal’s early capital. The walk brings you through steep lanes linked to the old royal palace, past long-standing student cafes and towards the upper town where academic life has shaped the streets for centuries
  • Coimbra: Visit the University of Coimbra, a UNESCO World Heritage Site with roots in the 1200s. Inside the baroque library, you’ll stand among carved shelves and painted ceilings built to protect rare volumes, including works central to Portugal’s early scientific and literary study.
  • Guimaraes: Wander through Guimarães’ medieval center, where narrow lanes link small squares shaped around the original castle and palace. The quarter holds stone-fronted houses, arcades and courtyards that reflect the town’s role in Portugal’s early formation, with buildings that have remained in use for centuries.
  • Porto: Enjoy a panoramic drive through historic avenues and past exquisite tiled facades.
  • Obidos: Walk inside Óbidos’ medieval walls, you’ll follow a street pattern that reflects its origins as a Roman settlement later granted as a royal wedding gift in the 13th century. You’ll move through lanes lined with whitewashed houses and small churches, and sample ginja, the local cherry liqueur traditionally served in small cups.
Travel Director
  • "I love taking guests to Monsaraz because It's one of the many villages lost in time. It's not easy for guests to find on their own and they feel like they're visiting a secret paradise."
Well-being
  • Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • Hand sanitizer is freely available on board for you to use throughout the day.

10 Nights Starting At
Per Person

May 22, 2026 through June 01, 2026
Book by:
May 19, 2026 12:00 AM GMT
Airfare not included
Interests
  • Culinary and Cooking
  • UNESCO Site
Itinerary Map
Loading Itinerary Content...
Dates & prices
Additional
Offers
Starting From Additional Details
10 Nights from $5,195.00 (USD) Per Person
Airfare not included
May 19, 2026 12:00 AM GMT
10 Nights from $4,410.00 (USD) Per Person
Airfare not included
March 31, 2026 12:00 AM GMT
10 Nights from $4,194.00 (USD) Per Person
Book by 2025-12-11 to receive $466.00 Last Minute Deal Discount. Airfare not included
April 07, 2026 12:00 AM GMT
10 Nights from $4,930.00 (USD) Per Person
Airfare not included
April 21, 2026 12:00 AM GMT
10 Nights from $5,190.00 (USD) Per Person
Airfare not included
April 28, 2026 12:00 AM GMT
10 Nights from $4,131.00 (USD) Per Person
Book by 2026-01-29 to receive $459.00 Last Minute Deal Discount. Airfare not included
May 26, 2026 12:00 AM GMT
10 Nights from $4,590.00 (USD) Per Person
Airfare not included
June 02, 2026 12:00 AM GMT
10 Nights from $4,131.00 (USD) Per Person
Book by 2026-02-12 to receive $459.00 Last Minute Deal Discount. Airfare not included
June 09, 2026 12:00 AM GMT
10 Nights from $4,590.00 (USD) Per Person
Airfare not included
June 16, 2026 12:00 AM GMT
10 Nights from $3,883.00 (USD) Per Person
Book by 2026-03-05 to receive $431.00 Last Minute Deal Discount. Airfare not included
June 30, 2026 12:00 AM GMT
10 Nights from $4,434.00 (USD) Per Person
Airfare not included, Various departures
August 11, 2026 12:00 AM GMT
10 Nights from $4,434.00 (USD) Per Person
Please Call, Airfare not included
August 25, 2026 12:00 AM GMT
10 Nights from $4,830.00 (USD) Per Person
Airfare not included, Various departures
September 08, 2026 12:00 AM GMT
10 Nights from $4,995.00 (USD) Per Person
Please Call, Airfare not included
September 15, 2026 12:00 AM GMT
10 Nights from $4,995.00 (USD) Per Person
Airfare not included, Various departures
September 29, 2026 12:00 AM GMT
10 Nights from $4,590.00 (USD) Per Person
Airfare not included, Various departures
October 20, 2026 12:00 AM GMT
10 Nights from $4,350.00 (USD) Per Person
Airfare not included
October 27, 2026 12:00 AM GMT
Additional
Offers

















Discover Our Tour Styles

Find the journey right for you with our selection of tour styles. Whether you're looking to see a number of destinations in a single tour, explore a single destination in depth or you want to take the road less traveled, we have the perfect holiday for you.

Discovery Journeys

Discovery Journeys are the ideal style for first-time travelers, showing you the very best your destination has to offer. Each tour will introduce you to multiple countries in one journey.

Regional Journeys

Travel deeper by picking one place that you’ve always longed to visit. Our Regional Journeys are carefully planned to let you explore one region or country in depth, in order to really know its people, traditions and culture.

Country Roads

Step off the beaten track and discover a different side of your destination. Steering clear of the well-trodden tourist trail, our Country Roads program sends you off to hidden retreats and unexpected adventures with lots of local flavor.

Easy Pace

Love full days at leisure while on holiday? Take more time to explore on your own, with a minimum of three nights in each destination and plenty of free time - including more Relaxed Starts - built into the itinerary.

Special Interest Tours

Explore our collection of Special Interest Tours that are themed around particular local festivals, events or cultural interests. These tours include stops at the Chelsea Flower Show in England, Oktoberfest in Germany and more.

Group Travel

Private Custom Groups

We offer the option to customize your own group tour. Our dedicated team of travel experts will create a tailor-made itinerary to suit your needs.

Groups on Set Departures

Pricing Scales to your group size. Our group sizes have no upper limits and our competitive pricing scales according to your group size and your budget.

We Make Travel Matter

Our history of traveling sustainably
OVER A DECADE OF POSITIVE IMPACT

There are few things more stylish and elegant than being a responsible tourist. That's why sustainable and responsible tourism is at the heart of what we do. As a premium travel brand, we recognize that it's our duty to set the right example. We work diligently to leave a positive impact on the planet, its people, and its wonderful wildlife. To cement our commitment, we created our 5-year How We Tread Right sustainability strategy and our not-for-profit organization, the TreadRight Foundation.

OUR COMMITMENT

  • Sustainability and conservation: We ensure that we’re protecting our invaluable landscapes and natural resources.
  • Cultural preservation: We ensure that the true economic benefit of travel is felt by local communities.
  • Protection of our world’s wildlife: We advocate for the highest standard of ethical wildlife experiences.

Our 5-year sustainability strategy
HOW WE TREAD RIGHT

Our 5-year How We Tread Right sustainability strategy is based on 11 measurable goals anchored to the United Nations Sustainable Development Goals, which address the issues of climate change, sustainable food production, waste reduction, travel experiences, diversity and inclusion, and wildlife.  

By traveling with Insight Vacations, you're supporting a responsible travel company that truly works hard to make a difference. 

How you have a positive impact
MAKE TRAVEL MATTER®️ Experiences

Travel is education and experience is the best teacher. Our MAKE TRAVEL MATTER®️ Experiences teach you about the world all while making it better. Whether that's through supporting local economies, preserving age-old traditions, or advancing conservation efforts for native ecosystems. Find out more about how you can be a truly sustainable traveler.  

Climate Action
OUR JOURNEY TO NET ZERO

Since the inception of our sustainability strategy, the global community has continued to rally in response to the urgent need for climate action. We're committed to achieve net zero greenhouse gas (GHG) emissions by the year 2050. 
Our dedication to this goal is outlined in our Climate Action Plan, with science-based targets that address our carbon footprint. We are proud of the fact that, alongside our sister brands, we became the first global tour operator to have near-term, long-term and net zero targets that are validated by the Science Based Target initiative (SBTi). Gain a deeper insight into our Climate Action Plan and how we're meeting our targets. 

Our strategic plan
DIVERSITY, EQUITY AND INCLUSION

We believe diversity is the foundation of meaningful travel. We set out with a curious mind, and the desire to meet new people, hear fresh perspectives and experience different cultures. Embracing and empowering diversity, equity and inclusion in all areas of life requires a conscious effort – whether at home, at work, or in our communities.

At the Travel Corporation (TTC), our Diversity, Equity and Inclusion (DEI) journey started many years ago, with the development of our DEI strategy. We’ve formalized goals in the following areas: People & Culture, Product & Experiences, and Marketing & Communications, to ensure we’re upholding our end. 

Find the journey right for you with our selection of tour styles. Whether you're looking to see a number of destinations in a single tour, explore a single destination in depth or you want to take the road less traveled, we have the perfect holiday for you.

Discovery Journeys

Discovery Journeys are the ideal style for first-time travelers, showing you the very best your destination has to offer. Each tour will introduce you to multiple countries in one journey.

Regional Journeys

Travel deeper by picking one place that you’ve always longed to visit. Our Regional Journeys are carefully planned to let you explore one region or country in depth, in order to really know its people, traditions and culture.

Country Roads

Step off the beaten track and discover a different side of your destination. Steering clear of the well-trodden tourist trail, our Country Roads program sends you off to hidden retreats and unexpected adventures with lots of local flavor.

Easy Pace

Love full days at leisure while on holiday? Take more time to explore on your own, with a minimum of three nights in each destination and plenty of free time - including more Relaxed Starts - built into the itinerary.

Special Interest Tours

Explore our collection of Special Interest Tours that are themed around particular local festivals, events or cultural interests. These tours include stops at the Chelsea Flower Show in England, Oktoberfest in Germany and more.

Group Travel

Private Custom Groups

We offer the option to customize your own group tour. Our dedicated team of travel experts will create a tailor-made itinerary to suit your needs.

Groups on Set Departures

Pricing Scales to your group size. Our group sizes have no upper limits and our competitive pricing scales according to your group size and your budget.

Our history of traveling sustainably
OVER A DECADE OF POSITIVE IMPACT

There are few things more stylish and elegant than being a responsible tourist. That's why sustainable and responsible tourism is at the heart of what we do. As a premium travel brand, we recognize that it's our duty to set the right example. We work diligently to leave a positive impact on the planet, its people, and its wonderful wildlife. To cement our commitment, we created our 5-year How We Tread Right sustainability strategy and our not-for-profit organization, the TreadRight Foundation.

OUR COMMITMENT

  • Sustainability and conservation: We ensure that we’re protecting our invaluable landscapes and natural resources.
  • Cultural preservation: We ensure that the true economic benefit of travel is felt by local communities.
  • Protection of our world’s wildlife: We advocate for the highest standard of ethical wildlife experiences.

Our 5-year sustainability strategy
HOW WE TREAD RIGHT

Our 5-year How We Tread Right sustainability strategy is based on 11 measurable goals anchored to the United Nations Sustainable Development Goals, which address the issues of climate change, sustainable food production, waste reduction, travel experiences, diversity and inclusion, and wildlife.  

By traveling with Insight Vacations, you're supporting a responsible travel company that truly works hard to make a difference. 

How you have a positive impact
MAKE TRAVEL MATTER®️ Experiences

Travel is education and experience is the best teacher. Our MAKE TRAVEL MATTER®️ Experiences teach you about the world all while making it better. Whether that's through supporting local economies, preserving age-old traditions, or advancing conservation efforts for native ecosystems. Find out more about how you can be a truly sustainable traveler.  

Climate Action
OUR JOURNEY TO NET ZERO

Since the inception of our sustainability strategy, the global community has continued to rally in response to the urgent need for climate action. We're committed to achieve net zero greenhouse gas (GHG) emissions by the year 2050. 
Our dedication to this goal is outlined in our Climate Action Plan, with science-based targets that address our carbon footprint. We are proud of the fact that, alongside our sister brands, we became the first global tour operator to have near-term, long-term and net zero targets that are validated by the Science Based Target initiative (SBTi). Gain a deeper insight into our Climate Action Plan and how we're meeting our targets. 

Our strategic plan
DIVERSITY, EQUITY AND INCLUSION

We believe diversity is the foundation of meaningful travel. We set out with a curious mind, and the desire to meet new people, hear fresh perspectives and experience different cultures. Embracing and empowering diversity, equity and inclusion in all areas of life requires a conscious effort – whether at home, at work, or in our communities.

At the Travel Corporation (TTC), our Diversity, Equity and Inclusion (DEI) journey started many years ago, with the development of our DEI strategy. We’ve formalized goals in the following areas: People & Culture, Product & Experiences, and Marketing & Communications, to ensure we’re upholding our end. 

About Insight Vacations
Insight Vacations logo

PREMIUM TOURS FOR CURIOUS TRAVELERS

Insight Vacations is a premium tour operator that promises a superior experience from start to finish, with an elevated level of detail and attention at every step. Discover more about the Insight Vacations premium travel experience. 

PREMIUM EXPERIENCES

Exclusive, crafted experiences that get you up close and personal to every destination. Enjoy Insider Access before and after opening-hours and skip the line access at key sights. Take your pick from one, two or three curated Insight Choice experiences. Plus, Insightful Encounters with Local Experts and Specialists that add even more life, color and storytelling for a truly enlightening experience.

PREMIUM DINING

Whether you’re being welcomed into the workspaces of chefs or taking your seat at top-rated restaurants, you’ll find yourself dining on regional favorites with a seasonal twist. Take your seat for wine-paired meals and enjoy indulging your preferences from a curated choice of restaurants on Dine-Around evenings. Get hands-on with Cooking Demonstrations and enjoy an industry-leading vegetarian offering at every mealtime.

Read More

About Insight Vacations

PREMIUM TOURS FOR CURIOUS TRAVELERS

Insight Vacations is a premium tour operator that promises a superior experience from start to finish, with an elevated level of detail and attention at every step. Discover more about the Insight Vacations premium travel experience. 

PREMIUM EXPERIENCES

Exclusive, crafted experiences that get you up close and personal to every destination. Enjoy Insider Access before and after opening-hours and skip the line access at key sights. Take your pick from one, two or three curated Insight Choice experiences. Plus, Insightful Encounters with Local Experts and Specialists that add even more life, color and storytelling for a truly enlightening experience.

PREMIUM DINING

Whether you’re being welcomed into the workspaces of chefs or taking your seat at top-rated restaurants, you’ll find yourself dining on regional favorites with a seasonal twist. Take your seat for wine-paired meals and enjoy indulging your preferences from a curated choice of restaurants on Dine-Around evenings. Get hands-on with Cooking Demonstrations and enjoy an industry-leading vegetarian offering at every mealtime.

Read More

Prices are per-person based on double occupancy, unless otherwise noted.