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Portsmouth, VA  (800) 642-8991 - (757) 399-0111  

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: 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.
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: Enjoy a wonderful Farm-to-Table lunch, 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.
Insight Choice
  • 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.
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: 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. Your visit directly supports 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.
Top Rated Highlights
  • Lisbon: Journey through Lisbon with your Local Expert, from the Lower Town to the Belém Quarter. See the Belém Tower and Monument to the Discoveries, built to honor explorers who set sail during Portugal’s Golden Age of Discovery.
  • 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.
  • Évora: With your Travel Director explore the ancient city of Évora and visit the fascinating Capela dos Ossos, meaning the Chapel of Bones, a chapel decorated with human remains.
  • 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: Join the faithful at one of the world's holiest sites and pay homage at the Chapel of the Apparitions and see the basilica.
  • Coimbra: Guided by your Local expert, head through Old Town and pass by the Old Cathedral and the Almedina neighborhood.
  • Coimbra: With a Local Expert, visit the University and witness the triumphal arches, painted ceilings, golden flourishes and walls of ancient tomes.
  • Guimaraes: Enjoy views from the Visigothic castle ruins and explore a maze of medieval streets in the Old Quarter.
  • Porto: Enjoy a panoramic drive through historic avenues and past exquisite tiled facades.
  • Obidos: Lead by your Travel Director, walk through the picturesque narrow streets up to the main square of this ancient walled town.
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

October 10, 2025 through October 24, 2025
Book by:
October 20, 2025 7:00 PM
Airfare not included, Various departures
Interests
  • Culinary and Cooking
  • UNESCO Site
Itinerary Map
Itinerary Overview
Day 2
Lisbon and the Age of the Great Discoveries
Day 6
On to Fátima and Tomar Relaxed Start
Day 7
Coimbra and the Douro Valley Relaxed Start
Day 8
Guimarães and Porto
Loading Itinerary Content...
Dates & prices
Additional
Offers
Starting From Additional Details
10 Nights from $4,495.00 (USD) Per Person
Airfare not included, Various departures
October 20, 2025 7:00 PM
10 Nights from $3,915.00 (USD) Per Person
Book by 2025-07-18 to receive $435.00 Last Minute Deal Discount. Airfare not included
July 28, 2025 7:00 PM
10 Nights from $4,073.00 (USD) Per Person
Book by 2025-07-18 to receive $452.00 Last Minute Deal Discount. Airfare not included
August 25, 2025 7:00 PM
10 Nights from $4,650.00 (USD) Per Person
Airfare not included
September 01, 2025 7:00 PM
10 Nights from $4,550.00 (USD) Per Person
Airfare not included
September 15, 2025 7:00 PM
10 Nights from $4,525.00 (USD) Per Person
Please Call, Airfare not included
September 29, 2025 7:00 PM
10 Nights from $4,005.00 (USD) Per Person
Book by 2025-07-18 to receive $445.00 Last Minute Deal Discount. Airfare not included
October 27, 2025 7:00 PM
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.