Portugal 2-Week Tours & Itineraries

Explore 31 trips designed by local kimkim specialists to get ideas for your trip to Portugal.

Explore Portugal with our 2-week itineraries, each offering a memorable journey through the country's diverse regions. If you're interested in discovering the best Portugal offers, including Lisbon, Porto, and the Algarve, choose an itinerary like this ultimate Portugal trip, which blends city explorations with beach relaxation and cultural excursions. For families seeking adventure, an itinerary like this vacation in Portugal and the Azores will delight every member, with river cruises, cave explorations, and whale watching. If you're after an intimate getaway through Lisbon, Sintra, Porto, and the Algarve filled with wine tastings, historical guided walks, and relaxing beach days, opt for an escape like this romantic Portugal itinerary.

See our itineraries below or read our guide to the best 14-day trips in Portugal.

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Explore Portugal: Porto, Lisbon, & Madeira Island - 14 Days

This epic Portugal tour highlights two cosmopolitan cities and a stunning mid-Atlantic island—part of an autonomous region—known for its tropical foliage and eternal spring-like weather. You'll kick off in Porto, home of centuries-old wine production and colorful architecture along the Douro River. Then fly to Madeira Island for secluded beaches and untouristed villages waiting to be discovered. Last but not least is Lisbon's friendly, up-and-coming capital—a striking city built on seven hills.

Sunset from the Cabo da Roca near Lisbon

Ultimate Portugal Tour: Lisbon, Porto, The Algarve, Douro Valley & More - 14 Days

This itinerary includes Portugal's two biggest cities, a slew of historic villages, and some spectacular beaches for an epic adventure to remember. Start in up-and-coming Lisbon to explore ancient ruins and trendy districts before going north to UNESCO-listed Porto (and its nearby wine region). You'll also get time in the university towns of Évora and Coimbra—each with its medieval attractions and dining scenes—before kicking back for a few days in the Algarve.

The emerald landscape of São Miguel Island

Portugal: The Azores, Lisbon & Porto - 14 Days

Spend two weeks taking in the best of Portugal's scenery, history, food, and wine. This trip begins with three days in the Azores on the gorgeous green isle of São Miguel; discover the charming city of Ponta Delgada, sample local delicacies, go whale watching, and admire the island on a fantastic hike. You'll then head to Lisbon for two days of city life, followed by a string of beautiful towns and UNESCO World Heritage sites. End your stay with time in Porto and enjoy tasting flights of incredible Porto wine in the sweeping romance of the Douro Valley.

Crashing waves in Porto, Portugal's second largest city

Best of Portugal: Lisbon, Porto, Douro Valley & More - 14 Days

This exciting two-week itinerary combines cosmopolitan cities, medieval architecture, and spectacular beaches for a Portuguese trip of a lifetime. After exploring Lisbon with a local guide, you'll stay in the fairy tale village of Sintra and the surf town of Nazaré. Then work your way north to UNESCO-listed Porto and its nearby wine region before heading to the university town of Évora. End the trip in pure bliss with some beach time in the western Algarve.

Join a walking tour of Portugal's capital to see the sights

Romantic Portugal: Lisbon, Porto, Évora, Douro Valley & Algarve - 14 Days

Experience Portugal's beauty and romanticism in this two-week road trip that showcases the variety of the Portuguese landscape, from the city to villages and beaches. You'll experience the art and culture of Lisbon, see the fairy-tale town of Sintra, sip wine in Porto, and explore the wonders of Évora.

Portugal Relaxed Self-Drive: Lisbon, Porto, Évora & Lagos - 14 Days

This two-week Portuguese odyssey combines cities, countryside, and coast for a road trip to remember. Savor traditional cuisine in Lisbon, lose yourself in the riverside neighborhoods of Porto, explore vineyards and cork forests around Évora, and soak up some sun on the golden beaches of Lagos. Along the way, a series of guided tours introduce you to the culture and customs of each city, while plenty of downtown means you can cut loose and choose your own adventure on day trips.

Enjoy time with the family on any of the beautiful beaches along the Algarve coast

Ultimate Family Trip to Portugal: Porto, Coimbra, Lisbon, Évora & the Algarve - 14 Days

With two weeks in Portugal, you and your family can enjoy the ultimate child-friendly trip that combines cities, countryside, and plenty of beach time. Explore Lisbon and Porto's historic, vibrant cities, go hiking in the Peneda-Gerês National Park, and check out the fairy-tale towns of Sintra and Coimbra. Then it's time to grab a rental car and head south across the Alentejo plains to end your adventure dolphin-watching and beach-hopping on the sun-soaked Algarve coast.

Explore Portugal's Coast: Porto, Lisbon, The Algarve, & Peneda-Gerês National Park - 14 Days

Explore Portugal's epic coast and spend time discovering city centers, tiny towns, and picturesque beaches on this 14-day trip plan. You'll enjoy guided tours of Porto and Lisbon and will hike through the stunning landscapes in Peneda-Gerês National Park. With the Atlantic at your side, you'll discover beautiful towns like Viana do Castelo, Braga, and Aveiro (whose Venice-like canals are sure to charm you). Make the most of the coast with stops in gorgeous Lagos and surfing hotspots like Vila Nova de Milfontes and Sagres.

Take the family to the Algarve for a little sea and surf

Relaxing Family Summer Vacation in Portugal - 14 Days

If you want to combine Portugal's cultural highlights with plenty of laid-back beach time, this two-week family-friendly tour is ideal. Start in Lisbon and Porto, and get a feel for their cuisine, history, and arts on a range of family-focused tours by tuk-tuk and vintage car. Make day trips to the palaces of Sintra, the caves at Mira De Aire, and Portugal's only national park, Peneda-Gerês. Then, spend the rest of the trip on the Algarve coast, where you can swim, cruise, go dolphin watching, and much more.

Play with the kids on the sandy beaches of the Azores

Family Vacation in Portugal & the Azores - 14 Days

Get ready to check Portugal off your family's bucket list on this 14-day adventure! Start in Porto, where you'll take a foodie tour and try traditional Portuguese cuisine, cruise the river on a rabelo boat, and see the city via vintage car. Then it's off to Coimbra and Lisbon for tuk-tuk tours, the mysterious Mira De Aire Caves, and a day trip to whimsical Sintra. Finish up with a flight to the Azores for beach time, forest hikes, geothermal pools, and whale watching on São Miguel Island.

The magnificently situated town of Seixal on Madeira

Explore the Beauty of Portugal: Lisbon, Madeira & São Miguel - 14 Days

This captivating two-week trip through Portugal unlocks the diverse wonders of Lisbon, Madeira, and the Azores. Start in Lisbon to delve into the city's vibrant atmosphere, exploring hidden gems and the local way of life. Fly to Madeira, where 4WD safari tours unveil dramatic landscapes and enchanting terraces. End on the Azorean island of São Miguel, discovering geothermal wonders at Furnas, marveling at the beauty of Sete Cidades, and whale watching, horseback riding, and canyoning.

See golden beaches and cliffside towns like Carvoeiro in the Algarve

Epic Coastal Tour of Portugal, Spain & Morocco - 14 Days

Embark on a 14-day journey through vibrant and culturally-rich Portugal, Spain, and Morocco. Explore Lisbon's charming neighborhoods, the stunning Algarve beaches, and the historic Spanish cities of Málaga, Granada, and Cádiz. Cross the Strait of Gibraltar to Morocco and discover exotic cities such as Tangier, Rabat, Safi, Essaouira, and finally, Marrakesh. Private transfers will take care of the logistics while you enjoy a carefully-curated itinerary of immersive tours, excursions, and plenty of beach time.

Bridge of S. Gonçalo in Amarante, Portugal

Portugal's Jewish Heritage - 14 Days

This trip takes you from north to south, discovering Portugal's Jewish heritage with city tours in Porto, Lisbon, Évora, and Tomar, plus a visit to Sintra with its National Palace of Pena and the Portuguese Riviera. Relax in the Douro Valley with a wine tasting and a river cruise, and then explore the monasteries of Batalha and Alcobaça, the castle in Amourol, and the synagogue and old Jewish quarter of Castelo de Vide. Other highlights include the community museum in Belmonte, the Amoreira Aqueduct in Elvas, and Amarante's iconic stone bridge.

Explore the cobbled streets in charming Óbidos

Portugal From North to South: Porto, Lisbon, Algarve, Évora & Coimbra - 14 Days

This two-week itinerary explores Portugal's diverse landscapes and cultural treasures, journeying from the north to the south, ticking off coastal and countryside scenes. Start in captivating Porto and visit the Douro Valley before heading south to colorful Lisbon via Nazaré and Óbidos. Visit the enchanting village of Sintra, then continue to the sun-kissed beaches of the Algarve. Return north via a relaxed inland route, stopping at ancient Évora, charming Coimbra, and coastal Aveiro.

Delve into the mysteries of the Knights Templar with a stop in Tomar

Journey Through History in Portugal, Spain & Morocco - 14 Days

This two-week tour of Portugal, Spain, and Morocco explores the remnants of empires and the legacies they left behind. Marvel at architectural masterpieces in each destination, where Islamic, Moorish, and Roman influences intertwine. Tick off the vibrant streets of Lisbon and Porto and the ancient wonders of Tomar. Find Roman ruins in Mérida and Itálica, then step through history in Seville and Granada. Finally, uncover the hidden treasures of Marrakesh, Rabat, and Volubilis.

Start this two-week tour in Lisbon, the "City of Seven Hills"

Cultural Highlights of Portugal, Spain & Morocco - 14 Days

Experience rich culture and vibrant flavors across three countries on this two-week tour of Portugal, Spain, and Morocco. Starting in Lisbon, you'll be introduced to the city through its food before moving on to Porto for a day of wine tasting in the Douro Valley. Fly to Barcelona for tapas and sailing, then get to the heart of Madrid with a flamenco show. End in Morocco, where you'll explore the energetic cities of Marrakesh and Rabat with food tours, day trips, and even a hot-air balloon ride.

Finish the trip with three nights in the Algarve, on the southern coast of Portugal

Follow the Sun in Portugal: Azores, Lisbon & the Algarve - 14 Days

Discover Portugal's sun-blessed landscapes on this relaxed 14-day adventure. Start in the far-flung Azores islands, where you'll hike among sparkling crater lakes, soak in steamy thermal pools, and stroll along black-sand beaches. Then fly to the mainland to enjoy Lisbon's cultural and culinary delights before touring the UNESCO-listed towns of Sintra and Évora. Your journey ends in the idyllic Algarve, where you'll laze on stunning golden beaches and explore whitewashed seaside towns.

Views of the Serra da Estrela (photo courtesy of Casa de São Lourenço)

Luxury Portugal Escape: Porto, Douro Valley, Serra da Estrela, Lisbon & Madeira - 14 Days

Escape to Portugal for a luxurious two-week tour of the country's diverse highlights, staying at 5-star retreats along the way. You'll visit UNESCO-listed gems, from Sintra's fairy-tale palaces to the grooved terraces of the Douro Valley, and explore natural wonders with outdoor adventures in Serra da Estrela and Peneda-Gerês National Park. Enjoy a dose of city sightseeing in Lisbon and Porto, then jet to the volcanic island of Madeira for sunset cruises and private 4WD tours.

Venture deep into the Douro Valley to find a vineyard-set retreat (photo courtesy of Casa do Rio Wine Hotel)

Off-the-Beaten-Path Luxury in Portugal: Porto, Douro Valley, Alentejo, Comporta & Lisbon - 14 Days

Experience Portugal's hidden gems on this two-week luxury tour. You'll journey to far-flung regions off the tourist trail, from Portugal's only national park, Peneda-Gerês, to rural Alentejo and the wild Comporta coastline. Along the way, uncover prehistoric rock art and visit vineyards in the UNESCO-listed Douro Valley, go stargazing and enjoy hot-air balloon rides over the countryside, and charter a private boat to explore the wonders of Arrábida Marine Reserve.

Discover the Atlantic island of São Miguel in Portugal's Azores archipelago

Portugal's Cities & Nature: Lisbon, Porto & São Miguel Island - 14 Days

Celebrate Portugal's great outdoors with this two-week itinerary that combines historic cities with natural wonders. Start by exploring Lisbon by tuk-tuk and venturing into the forested hills of Sintra, then learn about wine in Porto and take a tasting tour of the Douro Valley. The second half of your trip takes you to the Azorean island of São Miguel, where you'll sample local cuisine in Ponta Delgada, explore crater lakes and volcanoes by 4WD, and enjoy free time on the island's pristine beaches.

See the Sierra Nevada by e-bike in Spain

Culture & Adventure in Spain, Portugal & Morocco - 14 Days

This two-week active adventure explores some of the most famous sights across Spain, Portugal, and Morocco. Take a daring tour across Madrid's rooftops, ride an e-bike down the Sierra Nevada, and explore the Alhambra in Granada. Taste your way around Porto, then set sail in a traditional wooden boat to see Lisbon's riverfront. Join a street food tour in Marrakesh, fly in a hot-air balloon over the desert, visit the Moroccan capital of Rabat, and walk among the famous "Blue City" of Chefchaouen.

Portugal & Morocco: Highlights of Two Continents - 14 Days

Get a taste of two continents on this two-week trip to Portugal and Morocco. You'll enjoy food and history tours of world-famous cities, from Porto and Lisbon to Marrakesh and Rabat. Along the way, soak up the scenery and culture with wine tasting in the Douro Valley, a visit to Sintra's fairy-tale palaces, and a trip to the photogenic blue-tinged city of Chefchaouen. The adventure ends in Casablanca, where you'll discover the decorative Hassan II Mosque.

Tour UNESCO-listed cities, such as Lisbon on a luxury tour that also includes Spain

Luxury Journey Through Portugal & Spain: Culture, Countryside & Gastronomy - 14 Days

Get a taste of Portugal and Spain's diverse cuisine and culture on this luxury, two-week tour. You'll sample everything from traditional tapas in Seville to Porto's world-famous wines and Andalusian olive oils. Take a traditional Portuguese cooking class and catch a flamenco performance in Granada, staying at historic, 5-star hotels en route. Cultural highlights include private tours of UNESCO-listed landmarks in the history-steeped cities of Seville, Granada, Lisbon, and Porto.

Outdoor Adventure in Portugal & Morocco - 14 Days

This two-week itinerary takes you on a whirlwind adventure from the coastline of Portugal to the deep desert dunes of Morocco. Tick off Porto and Lisbon, hike in breathtaking natural parks, explore underground caves, and join a Jeep safari in the countryside. Land in Marrakesh for a cooking class and hot-air balloon ride before making the epic journey to a Saharan desert camp and back.

Sample the Basque version of tapas in San Sebastián, Spain

Culinary & Cultural Discovery of Spain, Portugal & Morocco - 14 Days

This food-focused, 14-day tour will take you on a gastronomic adventure across three countries. Start in Spain to indulge in the vibrant tapas culture of Madrid and savor pintxos in San Sebastián, then fly to Portugal to savor local wines in Porto and learn to make the perfect pastel de nata in Lisbon. Hop over to Morocco to finish up your trip sampling street food in Marrakesh, taking a day trip to coastal Essaouira, and sitting down to a memorable dinner with a local family in Casablanca.

See the unique landscapes and architecture of the Azores on São Miguel Island

Iberian & Atlantic Adventure: Discover Lisbon, São Miguel Island & Spain - 14 Days

Experience abundant diversity as you spend two weeks exploring Portugal, the Azores, and Spain. Start in Lisbon, where you'll learn about its history with a local and hike in the forests of nearby Sintra. Jet off to São Miguel Island in the Azores to taste local cuisine and wine, trek along the crater lakes of Sete Ciudades, and discover the geothermal Furnas Valley. It's on to Spain next for an evening of flamenco in Seville, a sunset sailing trip in Málaga, and a flavorful tapas tour of Barcelona.

The lighthouse at Cabo Sao Vicente on Portugal's Algarve coast

Coastline & Culture in Portugal & Morocco - 14 Days

This 14-day journey along the Atlantic Coast takes you from postcard-perfect Portugal to enchanting Morocco—with plenty of seafood, coastal drives, and picturesque beaches in between. Start in Porto and head south, ticking off Aveiro, Nazaré, Lisbon, Sintra, and Cascais. Sail along the Algarve coast, then cross the Strait of Gibraltar to Morocco, where bustling Marrakesh awaits. Leave the city for the seaside and end this two-week adventure in Essaouira and Casablanca.

Sip port wine along the banks of Porto's Douro River

Luxury Portugal Flavors & Culture Tour - 14 Days

This two-week journey is designed for those seeking a more luxurious style of travel, with 5-star hotels and bespoke food and wine experiences. Over 14 days, you'll partake in gastronomic walking tours, a premium port wine tasting, a hands-on cooking class, and dine at Michelin-starred restaurants. Explore the captivating cities of Lisbon and Porto, savor the natural wonders of Serra da Estrela, embrace the historic charm of Évora, and unwind in the coastal elegance of Cascais.

Your 5-star accommodations include a waterfront Algarve resort (photo courtesy of Palmares Beach Resort)

Luxury Adventure in Portugal: Lisbon, Lagos, Évora, Porto & Cascais - 14 Days

Portugal is the perfect destination for a luxurious and laid-back adventure. This 14-day itinerary takes you across the nation, from Lisbon to Porto via the Algarve coast and Alentejo countryside. Start in the capital with private e-bike and Segway tours, then venture south to the Algarve, where you'll sail and kayak around rock formations and sea caves. Head inland to ancient Évora for an ancient aqueduct hike, tick off Porto with a bridge climb and river cruise, and finish in seaside Cascais.

Enjoy traditional Moroccan dishes like tajines

Portugal & Morocco Food Tour - 14 Days

Discover the culinary delights of Portugal and Morocco on this vibrant and varied two-week tour. Join local guides for food-focused tours of dynamic cities, from Porto and Lisbon to Marrakesh and Essaouira, where you'll visit buzzing markets and sample local dishes and street snacks. Tour highlights include a cooking class, learning to bake Portugal's famous pastel de nata, wine tasting in the lush Douro Valley, and being invited into local homes for family meals.

The Sanctuary of Bom Jesus do Monte in Braga

Explore the History & Heritage of Portugal & Morocco - 14 Days

Learn about the rich history of the Iberian peninsula and North Africa on this two-week trip. Begin with a foodie tour of Porto, then explore Évora's heritage. Move on to Lisbon to see the city's attractions and enjoy some fado music. Next, get to know the 19th-century palaces of Sintra before flying to Morocco. Savor Marrakesh's street food, visit the capital of Rabat, see the Roman ruins at Volubilis, and explore Fes' medina before finishing your journey with a tour of Casablanca's Hassan II Mosque.

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Portugal 2-Week Tours & Itineraries

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