"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."
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.
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: Stroll through 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.
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: 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.
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.
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.
From USD$4450￥29911Rs.425868€3811C$6130$5236￥35194Rs.501088€4484C$7213Save 15%
Lisbon: Meet your Travel Director and Small Group at a local neighborhood restaurant, where you’ll sit down to plates shaped by Lisbon’s Atlantic staples, giving you a clear first taste of the city’s everyday cooking.
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.
Lisbon: With your Local Expert, explore the Lower Town, passing sites linked to the Marquis of Pombal’s 18th-century redevelopment and the grid layout that shaped modern Lisbon. In Belém, you’ll visit the tower built at the mouth of the Tagus and see the Monument to the Discoveries, created for Portugal’s 20th-century celebrations of its maritime history.
Lisbon: You’ll walk through the cloister of the UNESCO-listed Jerónimos Monastery, where early 16th-century Manueline carving appears in the ropes, armillary spheres and botanical details shaped into the stone. Each section shows the skilled artisanry that defined this period of Portuguese design.
Lagos: Get a feel for Lagos with your Travel Director, moving through the walled old town and Praça Infante Dom Henrique, taking in the waterfront once used for voyages along the West African coast.
Explore Évora with your Local Expert in a city shaped by Roman foundations and medieval expansion. At the Roman Temple, you’ll see one of Portugal’s strongest classical remains. You’ll view walls lined with human bones arranged by 16th-century monks at the Capela dos Ossos. Inside Évora Cathedral, you’ll move between Romanesque arches and the later Gothic work added as the city grew in influence.
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: Explore Porto with a Local Expert, walking through streets shaped by the city’s trading history. At São Bento Railway Station, you’ll see the azulejo panels illustrating scenes from across Portugal. You’ll also cross the Dom Luís I Bridge, designed by a student of Eiffel, with views over the Douro
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.
The Algarve: Explore Ria Formosa Natural Park with local marine biologists and oyster farmers, cruising by small boat through the lagoon to a working oyster farm. Learn how traditional cultivation techniques support today’s sustainable aquaculture, taste freshly harvested oysters and visit a small island village to see how daily life, livelihoods and conservation all remain tied to the water. Your visit directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.
Tomar: Explore Tomar’s hilltop Templar Castle, founded in the 12th century and later remodelled by the Order of Christ, including the Charola and surrounding defenses. Afterwards, with your Local Expert, walk through the historic center to the 15th-century synagogue, one of Portugal’s few surviving examples, now housing a small collection on the town’s former Jewish community.
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.
Lisbon: In Belém, try pastéis de Belém: crisp layers of pastry encasing custard complete with a dusting of cinnamon. See how the pastries follow a closely guarded recipe, and are still prepared in the same bakery that has produced them since 1837.
Alfarnatejo: Taste a selection of freshly pressed olive oils with locally made bread when you stop at Almazara, the oldest olive grove in the region.
Alfarnatejo: Share a home-cooked lunch with a local family in Alfarnatejo. Expect simple Andalusian dishes, seasonal ingredients and an easy conversation around the table. It’s a chance to see how meals are prepared and shared in this part of rural Spain, and to hear stories about the town from the people who live there.
Madrid: Sit down to dinner with your Travel Director and fellow travelers at a local restaurant.
Lisbon: Visit the National Coach Museum to examine its collection of royal carriages dating from the 16th to 19th centuries. Used for state ceremonies and diplomatic events, you’ll view coaches that illustrate the shifts in artisanship, decoration and court protocol across several European courts.
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.
Seville: Visit Seville Cathedral, completed in the 16th century and recognized as the largest Gothic cathedral in the world. Walk through its vast nave and chapels and view the Giralda, originally built as the minaret of the 12th-century Almohad mosque. The cathedral’s scale and layered construction show how the site developed from Islamic to Christian use.
Tarifa: Travel from Tarifa to Tangier on a ferry across the iconic Strait of Gibraltar.
Fes: Led by your Local Expert, wander the maze of streets that make up the ancient Medina. See one of the world's oldest universities and pass hidden courtyards, mosques and workshops. Continue through the souks, an array of vendors selling food, clothes, leather goods and beautiful lights.
Fes: Learn about the traditional craft of carpet making, gaining an insight to the designs the and the difference in materials.
Marrakesh: Your Local Expert guides you past Jemaa el-Fnaa Square with its intriguing characters and through the seemingly entangled streets of the Medina with its many souks. See the protruding Koutoubia Minaret.
Marrakesh: Built around a lovely inner-garden, explore the Bahia Palace with a Local Expert and see glimpses of a Moroccan kingdom's former opulence.
Casablanca: Explore this coastal city, made famous the classic film. Your Local Expert will show you the largest mosque in the country, Hassan II Mosque and the Corniche, lined with trendy restaurants and cafes.
Rabat: See the Royal Palace and Hassan Tower.
Tangier: Your Local Expert will show you the sights of Morocco's great port. See the Sultan's Palace and visit the Casbah.
Tangier: Travel back to Europe on your return ferry.
Gibraltar: With your Local Expert, explore the Rock of Gibraltar, one of the pillars of Hercules, affording magnificent views and see the meeting of the Atlantic, the Mediterranean and the Spanish Sierra. Visit St. Michael's Cave and see the Barbary Apes.
Madrid: Explore Madrid’s Old Quarter with a Local Expert who outlines how the district developed from a small medieval citadel into the center of Habsburg Madrid. You’ll see the compact street grid, market squares and civic buildings that shaped the early city, and trace how each layer of expansion created the foundations of the modern capital.
Seville: Join a guided walk through the Santa Cruz quarter, following a street pattern shaped by Seville’s medieval Jewish community until the 14th century. You’ll navigate narrow lanes, enclosed courtyards and small plazas reflect the district’s earlier layout, with surviving architectural elements that point to the neighborhood’s social and cultural history within the wider city.
Seville: Take a panoramic drive around Seville to observe the city’s main districts and landmarks, including the riverfront near Torre del Oro, the avenues created for the 1929 Ibero-American Exposition and the open spaces around María Luisa Park.
Seville: The Cristina Heeren Foundation promotes the teaching and preservation of flamenco and is supported by a TreadRight Foundation grant. Meet students, learn a few basic steps and watch them perform, gaining insight into how the school trains young artists in guitar, singing and dance. Your visit directly supports United Nations Sustainable Development Goal 4: Quality Education.
Granada: Visit the Alhambra Palace with a Local Expert and walk through its courtyards, carved plasterwork and palace rooms from the Nasrid period. You’ll see how water channels, gardens and intricate detail define the complex, and how this hilltop site shaped Granada’s cultural and political story for centuries.
Madrid: Visit the Prado Museum with an art historian who places key works within their historical setting. With your historian’s expert guidance, you’ll examine paintings by Velázquez, Goya, Titian and Rubens, noting their connection to royal patronage and the broader European tradition. Learn how the museum, founded in 1819, became a principal repository for Spain’s royal collections and major works from across the continent.
Choose between two carefully selected activities
Seville: Join a guided walk through the Santa Cruz quarter, following a street pattern shaped by Seville’s medieval Jewish community until the 14th century. You’ll navigate narrow lanes, enclosed courtyards and small plazas reflect the district’s earlier layout, with surviving architectural elements that point to the neighborhood’s social and cultural history within the wider city.
Seville: Take a panoramic drive around Seville to observe the city’s main districts and landmarks, including the riverfront near Torre del Oro, the avenues created for the 1929 Ibero-American Exposition and the open spaces around María Luisa Park.
From USD$4803￥32283Rs.459650€4113C$6616$5651￥37983Rs.540804€4839C$7784Save 15%
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.
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.
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.
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.
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.
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: 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.
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.
Douro Valley: Savor local flavors over a Farm-to-Table meal at Quinta da Pacheca. Learn about the esteemed winemaker Maria Pimental, who holds the distinct honor of being among the first woman winemakers in the Douro. Well-known for her work as a professor at Universidade de Trás-os-Montes e Alto Douro, Maria was influenced by her grandfather, who established wineries and served as president of the Port Wine Institute until 1976. When her grandfather passed in 2000, Maria returned to her home to help her family with the harvest. She then began working at Quinta da Pacheca as its winemaker, a position she holds proudly to this day.
Porto: Delve into the history of Port wine and immerse yourself in the story of winegrower Antónia Adelaide Ferreira at Ferreira Cellars. Embark on a guided tour starting at the House of Dona Antónia Adelaide Ferreira, where hundreds of vats and casks age the wine. Then, explore the Vintage Museum and garden before tasting White, Ruby and Tawny Port wine. You’ll be captivated by the tale of “Ferreirinha,’’ who helped the Douro region to develop, modernise and thrive.
Lisbon: Portugal offers endless opportunities for the curious traveler. Delve into the culinary world over a Pastéis de Belém cooking class with a professional chef. In this hands-on class, learn how to make the famous and delicious Portuguese pastry and gain insights into the secret behind its crunchy puff pastry. Conclude your class by tasting your creation, paired with coffee, tea or juice.
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.
This Lisbon to Madrid stretch is packed with big names and even bigger vibes. You’ll start in laid-back Lisbon, roll north to Porto, cross into Spain via Salamanca and Pamplona, then hit Barcelona before diving headfirst into Ibiza’s island energy. After that, it’s all about balance — easing back through Valencia and finishing strong in Madrid. Expect iconic cities, beach breaks, late nights, easy travel days, and plenty of time to explore with the crew along the way.
On this 17-day adventure, you'll see Lisbon’s tiled streets, Porto’s riverside charm, Salamanca’s old-school beauty, Pamplona’s local buzz and Barcelona’s big-city finish. All before switching things up with Marrakech medinas, Casablanca icons, Chefchaouen blues, and a Merzouga desert escape with camel trekking, Berber hospitality and starry-night energy.
A new type of trip drenched in sun and packed with wellness vibes, this one's designed to dive deep into the unique beauty and culture of Portugal. Discover the bigger cities like Lisbon and Porto as well as the smaller towns along the way. This trip hits iconic destinations, uncovers Portuguese culture & soaks up the good vibes and free spirit of surf culture across the azure shores of Portugal’s beautiful coastlines.
Get ready for Iberian icons on icons. This 22-day Spain and Portugal trip covers the region at its absolute best, from Madrid, Barcelona, Valencia, Granada and Seville to Lisbon and Porto. See Gaudí’s Sagrada Familia, wander the Moorish halls of the Alhambra and lose yourself in Sintra’s fairytale streets. Add Ibiza’s island energy, the Algarve’s golden coast, flamenco in Seville and tapas everywhere - this is Spain and Portugal done properly.
This Lisbon to Barcelona run serves up a greatest-hits mix of culture, colour, and connection. You’ll kick off in Lisbon, roll north to Porto, cut back into Spain via Salamanca and Pamplona, then wrap things up in Barcelona with one last dose of big-city buzz. Expect local flavours, character-filled streets, easy travel days, and plenty of moments to explore with the crew - all in just a week!
