Iberian Discovery & Morocco 2026

13 days from Madrid to Madrid

Variety is the spice of life—and of every great vacation. In addition to the ports, sherries, and sangrias for which Spain and Portugal are famous, this tour of the Iberian Peninsula adds the tantalizing taste of Morocco to your rich itinerary. Following the scent of fresh mint, ginger, and turmeric... Read MoreVariety is the spice of life—and of every great vacation. In addition to the ports, sherries, and sangrias for which Spain and Portugal are famous, this tour of the Iberian Peninsula adds the tantalizing taste of Morocco to your rich itinerary. Following the scent of fresh mint, ginger, and turmeric through the narrow streets of Tangier—and the scenic winding roads to the dramatic views of Cap Spartel—adds just the right kick to your tasty tour of Spain and Portugal. Beyond Portugal’s lively Lisbon, the pilgrimage site of Fátima, and the cork farms of Azaria, we pop open the fun in Spain with visits to artsy Madrid, ancient Seville, storied Granada, medieval Toledo, and the famous Costa del Sol where you’ll have a full day at leisure for your choice of sunbathing, boutique browsing, people watching, or all of the above.

PLUS, your tour includes your choice of excursions in Lisbon so you can plan your day your way.

Starting at: $3,649

(Not Including Airfare)*

A Week In... Portugal

Discover the seafaring charms of the coast, the lush river valley vineyards, the hilltop castles and villages in its alpine interior and monuments to grandiose man-made achievements... Portugal may be small... but it's big on vibrant culture, history, and natural beauty that invites intimate exploration. Spend... Read MoreDiscover the seafaring charms of the coast, the lush river valley vineyards, the hilltop castles and villages in its alpine interior and monuments to grandiose man-made achievements... Portugal may be small... but it's big on vibrant culture, history, and natural beauty that invites intimate exploration. Spend two nights in the ancient port city of Porto with a guided visit to its historic center, a UNESCO World Heritage Site, a cruise along the Douro on a _rabelo_ and a tour and tasting at an authentic port house. Your unique accommodation in Évora is a converted, 15th-century convent, setting the scene for guided exploration in the historic city, plus port wine tastings in the country; and in Lisbon, a two-night stay in Portugal's capital city includes excursions to seaside Cascais and Sintra, a UNESCO World Heritage Site. Unique experiences include visits to six UNESCO World Heritage Sites on guided visits with local experts, and tastings of world-famous port wine during a tour and lunch at a renowned winery.

Starting at: $5,990

(Not Including Airfare)*

Essence of the Douro

Begin with a taste of Portugal shaped by river and hillside. In Porto, colorful houses stack above the Douro, tiled façades catch the light, and cafés spill onto cobbled streets where the city's wine legacy was born. As the river carries you inland, the scenery softens into vineyard-covered slopes... Read MoreBegin with a taste of Portugal shaped by river and hillside. In Porto, colorful houses stack above the Douro, tiled façades catch the light, and cafés spill onto cobbled streets where the city's wine legacy was born. As the river carries you inland, the scenery softens into vineyard-covered slopes and quiet villages perched along the water's edge – an ever-changing landscape of stone, green terraces, and sunlit bends.   On our shortest Douro River cruise, just six days, journey through the world's oldest demarcated wine region and explore the towns and landscapes that make this valley a UNESCO World Heritage Site. Roundtrip from Porto, where the Douro meets the Atlantic, begin in the city that introduced Port wine to the world and stroll among its picture-postcard houses that climb the hillsides. As you sail past rolling vineyards, enjoy immersive encounters with vine and grape — from learning the region's history at the Douro Museum in Peso da Régua, to making Port cocktails at a local _quinta_, biking through vineyards that produce Vinho Verde, and sampling those very wines at a vineyard… a memorable way to experience this renowned river and its wines in under a week.

Starting at: $2,990

(Not Including Airfare)*

Porto Prelude: Cruising the Douro

A two-night prelude in Porto eases you into a week-long journey along the Douro River. From the Atlantic coast, where the river meets the sea, to the Spanish border, travel across Portugal past rolling vineyards, sunlit terraces, and hillside quintas that have defined this valley for centuries. Begin... Read MoreA two-night prelude in Porto eases you into a week-long journey along the Douro River. From the Atlantic coast, where the river meets the sea, to the Spanish border, travel across Portugal past rolling vineyards, sunlit terraces, and hillside quintas that have defined this valley for centuries. Begin in Porto, where Portugal's maritime and winemaking heritage comes into focus, then continue east through the Douro Valley aboard your riverboat. Along the way, visit towns shaped by centuries of trade and cultivation, explore the region's history at the Douro Museum in Peso da Régua, and gain insight into early human expression at the Côa Museum, which interprets Paleolithic rock art found in the surrounding valley. As you travel through the eastern Douro, learn how ongoing rewilding efforts are restoring native landscapes and wildlife in this remote stretch of the river, before returning to Porto – bringing into full view the river that has shaped northern Portugal for generations.

Starting at: $6,990

(Not Including Airfare)*

Spain and Portugal

Iberia... rediscovered, on a journey unlike any other that explores scenic and cultural contrasts of Spain and Portugal, sharing the Iberian Peninsula for centuries. There's a lot of history to be rediscovered in Lisbon, and in the World Heritage Site town of Sintra, where rich cultural landmarks and... Read MoreIberia... rediscovered, on a journey unlike any other that explores scenic and cultural contrasts of Spain and Portugal, sharing the Iberian Peninsula for centuries. There's a lot of history to be rediscovered in Lisbon, and in the World Heritage Site town of Sintra, where rich cultural landmarks and traditions chronicle lifestyles of centuries past. Neighboring Spain entices with landscapes dressed in romance, from storybook villages in Andalucía to tales of "the Rock" in Gibraltar, flower-decked streets in Seville, and sun-kissed beaches in Marbella. The Moors lingered in Granada and Córdoba the longest, and the royals set up palaces, elegant city squares, the treasured El Prado in majestic Madrid and the magnificent Alhambra in Granada. Rediscover them all, in depth, for two glorious weeks...

Starting at: $8,990

(Not Including Airfare)*

Treasures of Spain and Portugal - Westbound

Chart a course for a treasure trove of Iberian discoveries along the trade routes of the first Portuguese and Spanish explorers... discovering monuments of heroes past, ancient rock formations, and embracing local life... Set sail for a 13-day Spain and Portugal cruise adventure aboard your Windstar... Read MoreChart a course for a treasure trove of Iberian discoveries along the trade routes of the first Portuguese and Spanish explorers... discovering monuments of heroes past, ancient rock formations, and embracing local life... Set sail for a 13-day Spain and Portugal cruise adventure aboard your Windstar yacht. A two-night stay in Barcelona bookends this Iberian cruise, introducing you to Catalan cuisine and wowing you with a private visit to the Palau de la Música Catalana, a walk in whimsical Park Güell, and an opportunity to view the fantastical vision of Gaudí's unfinished La Sagrada Família. Continue sightseeing in Barcelona with your choice — whether that's a look inside the medieval maze of Barri Gòtic or a walking tour of the architectural highlights along Passeig de Gràcia. Board your cruise bound for Portugal, taking in sightseeing on the island of Palma de Mallorca with visits to its cathedral and Bellver Castle. Sip sherry and sample tapas as you watch a private horse show at a typical Andalusian manor house before exploring Málaga, the city where Pablo Picasso was born — and one that will stay with you long after your journey ends. Before Portugal, experience British traditions and monkeys in Gibraltar, and explore Seville, including a flamenco performance. Two nights in Lisbon allow time for a drive to Sintra for a palace visit and to indulge in the village charms of seaside Cascais, plus visits to monuments to heroes past at Jerónimos Monastery, Belém Tower, and the Maritime Navy Museum. Welcome aboard – and welcome to the Iberian Peninsula!    

Starting at: $10,490

(Not Including Airfare)*

Treasures of Spain and Portugal - Eastbound

Chart a course for a treasure trove of Iberian discoveries along the trade routes of the first Portuguese and Spanish explorers... discovering monuments of heroes past, ancient rock formations and embracing local life... Set sail for a 13-day Spain and Portugal cruise adventure aboard your Windstar... Read MoreChart a course for a treasure trove of Iberian discoveries along the trade routes of the first Portuguese and Spanish explorers... discovering monuments of heroes past, ancient rock formations and embracing local life... Set sail for a 13-day Spain and Portugal cruise adventure aboard your Windstar yacht. View monuments to heroes past in Lisbon at Jerónimos Monastery, Belém Tower, and your choice of the Coach Museum or the Maritime Museum. Drive to Sintra for a palace visit and indulge in the village charms of seaside Cascais. Explore the countryside towns and rock formations of Portimão and get a taste of local life at a family-owned vineyard. In Spain, take a sightseeing tour of Old Seville, sizzling with a passionate flamenco performance; experience British traditions and monkeys in Gibraltar; and in Málaga, sip sherry and sample tapas as you watch a private horse show at a typical Andalusian manor house before exploring the city where Pablo Picasso was born. Spend a full day ashore in Granada discovering the city's Moorish heritage and timeless beauty, and on the island of Palma de Mallorca, visit the Cathedral and Bellver Castle. A two-night stay in Barcelona bookends this Iberian cruise, introducing you to Catalan cuisine and wowing you with a private visit to the Palau de la Música Catalana, a walk in whimsical Parc Güell, and an opportunity to view the fantastical vision of Gaudí's La Sagrada Família. A choice of Barcelona sightseeing excursions includes a look inside the medieval maze of Barri Gòtic or a walking tour of the architectural highlights along Passeig de Gràcia. Welcome aboard!  

Starting at: $10,490

(Not Including Airfare)*

Douro Discovery: A Family River Cruise in Portugal plus Madrid

Visit an opulent royal palace, cycle through Madrid's historic Casa de Campo, and immerse in art at the Prado. Ride a 4x4 to an archaeological site; breathe romance and heroic legends in Salamanca and Guimaraes; navigate mazes of colorful streets on a bicycle in Porto; kayak on the Douro River; learn... Read MoreVisit an opulent royal palace, cycle through Madrid's historic Casa de Campo, and immerse in art at the Prado. Ride a 4x4 to an archaeological site; breathe romance and heroic legends in Salamanca and Guimaraes; navigate mazes of colorful streets on a bicycle in Porto; kayak on the Douro River; learn the origins of _azujelos_ and _Fado_ music; wind along scenic bicycle trails in Vinho Verde country; and sail to postcard villages, castles, winetowns, and vineyards in the Douro Valley, a winemaking region unlike any other in the world.  This ten-day tour of Portugal and Spain includes Madrid, Salamanca, Porto, and a riverboat cruise deep into the Douro River Valley for an authentic taste of life in a seldom-visited region steeped in a wine-making culture thousands of years old. Along the way, sightseeing choices offer an array of excursions and possibilities. Begin in Madrid, where you can get a taste of Spain at an historic food market, take a bicycle tour of the city's largest park, and peruse art masterpieces at the Prado. Explore the medieval university-town of Salamanca, where the gorgeous architecture seems to glow. Board a luxury riverboat and wind along Portugal's Douro River Valley, the world's oldest demarcated wine region, where you'll find miles of mountains and hills carved into vineyard terraces. Explore prehistoric rock-art on a 4x4 safari in Foz Coa. Visit medieval towns, castle ruins, and palaces, and immerse yourself in local history and culture, kayaking on the Douro River, and bicycling through Vinho Verde country. Ride a cable car and a three-wheel taxi on a sightseeing tour of Porto, an enticing labyrinth of winding streets and stairways, baroque churches and palaces, street art, and colorful bohemian enclaves, and cycle from the waterfront Ribeira district, one of the city's oldest, liveliest, and most picturesque neighborhoods.

Starting at: $6,790

(Not Including Airfare)*

Exploring the Douro, Plus Madrid - Westbound

Enhanced by a three-night land stay in Madrid, our new 7-day cruise along Portugal's "river of gold" entices with guided exploration in Porto, the historical city of wine; captivates with cultural discoveries in picturesque riverside hamlets along the Douro; visits family-owned wine estates and vineyards,... Read MoreEnhanced by a three-night land stay in Madrid, our new 7-day cruise along Portugal's "river of gold" entices with guided exploration in Porto, the historical city of wine; captivates with cultural discoveries in picturesque riverside hamlets along the Douro; visits family-owned wine estates and vineyards, centuries in the making; and indulges with artful royal pleasures in the capital city of Madrid. Setting sail along the Douro River is an immersion into beauty, culture, and timeless tradition, thousands of years in the making. Venture by riverboat into the Douro Valley, the birthplace of port wine, a land where time slows and every sip carries centuries of devotion. Cruise past terraced vineyards carved into golden hillsides, where wine has been perfected for centuries. Visit historic _quintas_, taste vintages born of passion, and let the river's gentle bends reveal a landscape recognized as a UNESCO World Heritage treasure.  Beyond the valley and back on land, your adventure extends to Spain where you can wander the storied streets of Toledo, rich with medieval charm, and feel the pulse of Madrid, a capital city alive with art, flavor, and elegance. From vineyard sunsets to vibrant city nights, this new riverboat voyage blends romance, history, and unforgettable indulgence for a travel experience as timeless as the region itself. 

Starting at: $7,990

(Not Including Airfare)*

Northern Spain: Barcelona to Porto

Step back in time on a journey that spans centuries and borders... and creates an authentic sense of place. Northern Spain captivates with a diversity of landscapes and cultural riches... Nature lovers revel in the majesty of the spectacular Asturias and Galicia. History buffs marvel at San Sebastián,... Read MoreStep back in time on a journey that spans centuries and borders... and creates an authentic sense of place. Northern Spain captivates with a diversity of landscapes and cultural riches... Nature lovers revel in the majesty of the spectacular Asturias and Galicia. History buffs marvel at San Sebastián, and art and architecture aficionados find paradise in Barcelona and Bilbao. Pilgrims seek miracles along the Camino de Santiago; visitors, Hemingway included, have been invariably moved by the traditions of Pamplona; and lovers of food – and fun – savor the taste of tapas in neighborhood bars and cafés tucked in narrow medieval lanes from little rural towns to the modern metropolis that is Porto. Linking people and places with history and charm, Spain's unique historic paradors and elegant resort hotels offer a legacy of genuine hospitality and service along the way.

Starting at: $8,790

(Not Including Airfare)*