Spain and Portugal Vacations and Tours

  • star ratingWonderful Trip to the Azores - My wife and I had always heard wonderful things about the Azores, but we weren't sure where to begin planning our trip. Fortunately, we were introduced to Gregory, and that made all the difference.

    From our first conversation, Gregory took the time to understand our interests, travel style, and... read more

    205richr
    July 29, 2026
  • star ratingBeyond Our Expectations - Gregory and his team delivered an extraordinary vacation that exceeded all our expectations.

    From our very first conversation, their personalized service via phone and email gave us complete confidence that every detail was being handled with expertise and care that took into account our interests - how he... read more

    JulieReisert
    March 18, 2025
  • star ratingPortugal - first time - Before COVID we were headed for Lisbon to stay several nights before boarding ship. Because this was our first visit to Portugal, one of our close friends recommended that we contact Greg. Greg offered to take over our stay in Lisbon. He took us to all the... read more

    robwB5522MH
    April 2, 2022
  • star ratingA trip that lives on as top of our list! - My husband and I still remember, several years later, our 10-day trip through Portugal with Greg. It was our first private tour and solidified investment was well worth it. The properties and personalities we met are embedded in our memory as are the scenes and relaxed ease of the vacation.... read more

    Lee W
    March 12, 2022
  • star ratingAmazing trip to Portugal - My friends and I wanted to plan our first ever trip to Portugal. After exploring what this country had to offer, we decided not to go with a pre-planned excursion. We wanted to customize our tour and made the good decision to go with Greg’s travel company that specializes... read more

    wendydA5016ZG
    March 6, 2022
  • star ratingperfectly organized and fun trip to Spain - Greg and Jennifer set up a trip for us. Knowing very little about Spain we let them do everything. We visited The Vineyards in the North, we saw Pamplona where Hemingway spend time. Spent for fabulous days in Madrid in the surrounding areas. Everything was exactly as he promised. The... read more

    Michael L
    January 31, 2019
  • star ratingA Fascinating Personalized VIsit to a Beautifull Portugal - Our tour was characterized by a combination of the coastal cities and interior world of wine , weaving and exploring medieval towns. A highlight was the sunset river cruise on the Douro to the Spanish border.

    baywoo2016
    December 21, 2018

Spain & Portugal

Tailor-Made Vacations

Spain & Portugal Vacations creates bespoke itineraries connecting you with the people and places that define the Iberian spirit.  Since 1998 we’ve been privileged to share Portugal & Spain with  travelers from across the globe. We pride ourselves on ensuring every trip reflects your style of travel designed to your specifications  – feel free to get in touch to craft your Iberian journey.

From personalized, multi-day getaway’s and  pre-arranged private tours, curated small-group adventures and self-guided exploration, we connect hundreds of travelers each year to Portugal and Spain with personalized experiences.

Our goal with every traveler are providing unexpected itineraries that match your travel of style; from private dining experiences in Michelin star restaurants, sailing along the coastal waters of Mallorca, joining a wine harvest where you can ” stomp” the grapes and special occasions, including honeymoons and birthdays. 

Discover Magical Seville

Our Promise to You

Private Experiences

Tailor-made days and journeys in Spain and Portugal, designed around your interests and pace.

Taste your way through Spain and Portugal with private vineyard visits and cellar tastings in Rioja, Ribera del Duero, Priorat, the Douro Valley and Alentejo. Add sherry bodegas in Jerez, pintxos in San Sebastián and chef-led dinners. Each day is paced for enjoyment, with a host who explains the wines, the regions and the food culture.

Private vineyard visits and cellar tastings in Rioja, Ribera del Duero, the Douro Valley and Alentejo, paired with chef’s tables and market tours. Led by Sommeliers in iconic estates and with private tastings.

Fully customized itineraries with a private guide and drivers. Private tours designed around your interests, with a licensed local guide and a private driver.

Explore Madrid, Barcelona, Seville, Lisbon and Porto, or head out on day trips to Toledo, Ronda, Sintra and Évora.

You set the pace, so mornings can be slow and afternoons as full or as quiet as you like.

Relax on the Algarve, the Costa Brava, Mallorca, Menorca, Madeira or the Azores. Spend your days on private boat charters, secluded beaches, coastal walks and long seafood lunches.

Stay in beachfront resorts, villas or boutique hotels, with hidden coves and fishing villages to explore along the way.

Discover the history behind Spain and Portugal’s UNESCO World Heritage sites. Walk through Granada’s Alhambra, Córdoba’s Mezquita, Seville’s Alcázar and the palaces of Sintra.

Add Gaudí’s Barcelona, Lisbon’s azulejo tiles, and evenings of flamenco or fado.

Visits are timed around opening hours and quieter parts of the day.

Mark a honeymoon, anniversary, milestone birthday or family reunion in a setting worth the occasion. Stay in a countryside villa, a historic parador or pousada, or a Douro Valley quinta. We can arrange private dinners, wine tastings, music and small surprises that make the trip feel personal.

Curated Travel

Thoughtfully designed journeys through Spain and Portugal, led by insiders with more than 25 years planning trips in Portugal and Spain.

Complete luxury travel planning for Spain, Portugal or both. We build your route, recommend boutique and five-star hotels, and arrange flights, transfers and restaurant reservations.

Choose a 7-day Portugal escape or a two-week Spain itinerary, timed for the best season, with support available while you travel.

We plan flights, stays, transfers and reservations, then stay on call while you travel.

Travel with a personal host and a small group of your friends and family or like-minded guests.

Journeys focus on all regions of Spain, such as Andalusia and the Basque Country, Portugal’s capital Lisbon and the northern Portugal Douro Valley the World’s First Demarcated Wine Region.

 

Multi-week journeys linking Madrid, Andalusia, Lisbon and Porto, with scenic rail, private transfers and the right pace between cities and countryside.

Combine the best of the Iberian Peninsula in one journey, from Madrid and Andalusia to Lisbon, Porto and the Douro. Travel by high-speed rail, private transfer and scenic drive, with trips lasting from ten days to several weeks. Each stop is chosen to balance iconic cities, quiet countryside and the coast.

Our most personal level of luxury travel in Spain and Portugal. It can include five-star hotels, historic palaces, private chefs, chauffeured transport and helicopter or private jet transfers on request.

Our founder personally leads these trips and coordinates every detail, so each day is seamless and tailored to your preferences.

Escorted from start to finish by our founder with private guides and transport, exclusive access to luxury properties with private chefs available throughout your trip.

Incentive trips, team retreats and private group travel, with venues, activities and logistics managed from start to finish.

Executive retreats, incentive trips and private group events in Barcelona, Madrid, Lisbon, Porto and beyond. We source venues, wineries and gala dinner settings, and plan team activities and transport.

Each program is shaped around your goals, group size and budget.

We’ve consulted with several large USA Corporate Event and are available for working with your group, with the expertise and understanding of our founders more than 20 years of living and working in Portugal & Spain.

A Journey in Northern Spain

Discover the timeless magic of Northern Spain on an exclusive luxury vacation through the vibrant Basque Country, Cantabria, Asturias, and Galicia.

Explore Andalusia's Rich Heritage

Andalucia, a region in southern Spain, is known for its rich history, diverse landscapes, and vibrant culture. It is home to famous landmarks such as the Alhambra in Granada and the Mezquita in Cordoba, as well as the beautiful Costa del Sol. The region is also famous for its festivals, flamenco dance, and delicious cuisine, including tapas and local wines.

Discover Northern Portugal

Northern Portugal Destinations

Porto: Northern Portugal’s vibrant riverside city, celebrated for its historic Port wine cellars, colorful Ribeira district, elegant bridges, and UNESCO-listed historic center.

Douro Valley: One of the world’s oldest demarcated wine regions, renowned for terraced vineyards, scenic river landscapes, acclaimed wineries, and exceptional Port and Douro wines.

Guimarães: Widely regarded as the birthplace of Portugal, featuring remarkably preserved medieval streets, historic squares, and the impressive Guimarães Castle.

Braga: Portugal’s spiritual capital, known for magnificent Baroque architecture, beautiful gardens, and the iconic Bom Jesus do Monte Sanctuary.

Ponte de Lima: Portugal’s oldest chartered town, famous for its medieval bridge, charming historic center, and the surrounding Vinho Verde wine country.

Minho Region: A lush landscape of rolling vineyards, historic manor houses, and traditional villages, celebrated as the birthplace of Portugal’s refreshing Vinho Verde wines.

The Algarve of South Portugal

Algarve Destinations

Lagos: A vibrant seaside town renowned for its golden beaches, dramatic cliffs, historic center, and the spectacular sea caves and rock formations of Ponta da Piedade.

Sagres: Portugal’s legendary southwestern tip, where towering cliffs, powerful Atlantic waves, and a rich maritime heritage create some of the country’s most dramatic coastal landscapes.

Tavira: One of the Algarve’s most picturesque towns, celebrated for its whitewashed architecture, Roman bridge, riverside charm, and unspoiled island beaches.

Silves: The Algarve’s historic Moorish capital, featuring an impressive red sandstone castle, cobbled streets, and centuries of Portuguese history.

Atlantic Coastline: Discover hidden coves, scenic coastal walks, traditional fishing villages, fresh seafood, and unforgettable ocean views along one of Europe’s most beautiful shorelines including Cape of Saint Vincent, shown in the image above is the most south west point of Continental Europe ( the most west point of Continental Europe is also in Europe, located several miles from Sintra and north of Cascai and Lisbon.

Day Tours

Private Day Trips exclusively in Portugal & Spain expand on the personalized service provided through our full itinerary planning for more than 25 years. Every private day trip is led by guides we’ve personally selected for their knowledge, professionalism, and service.  Drivers are among the best in Portugal and Spain.

Spain Half Day Tours

Private Tours from 3 to 4 hours with Professional Guides.

Barcelona, Seville, Madrid, Bilbao, Santiago de Compostela, Cordoba & throughout Spain

Portugal Full Day Tours

Private Tours from 5 to 8 hours with Professional Guides.

Spain Full Day Tours

Private Tours from 5 to 8 hours with Professional Guides.

Portugal Half Day Tours

COMING SOON

Travel Inspirations

The best places to visit in Portugal and Spain, cuisine and food from Lisbon and Porto, wine regions of Portugal’s Douro to Alentejo, Spain’s Rioja to Castile and Catalunya Priorat region,  Cultural Experiences written from first hand visits and local knowledge in Spain and Portugal along with stories of people and places meant to inspire your journey to Portugal and Spain.

Trip Advisor Reviews

  • star ratingWonderful Trip to the Azores - My wife and I had always heard wonderful things about the Azores, but we weren't sure where to begin planning our trip. Fortunately, we were introduced to Gregory, and that made all the difference.

    From our first conversation, Gregory took the time to understand our interests, travel style, and... read more

    205richr
    July 29, 2026
  • star ratingBeyond Our Expectations - Gregory and his team delivered an extraordinary vacation that exceeded all our expectations.

    From our very first conversation, their personalized service via phone and email gave us complete confidence that every detail was being handled with expertise and care that took into account our interests - how he... read more

    JulieReisert
    March 18, 2025
  • star ratingPortugal - first time - Before COVID we were headed for Lisbon to stay several nights before boarding ship. Because this was our first visit to Portugal, one of our close friends recommended that we contact Greg. Greg offered to take over our stay in Lisbon. He took us to all the... read more

    robwB5522MH
    April 2, 2022
  • star ratingA trip that lives on as top of our list! - My husband and I still remember, several years later, our 10-day trip through Portugal with Greg. It was our first private tour and solidified investment was well worth it. The properties and personalities we met are embedded in our memory as are the scenes and relaxed ease of the vacation.... read more

    Lee W
    March 12, 2022
  • star ratingAmazing trip to Portugal - My friends and I wanted to plan our first ever trip to Portugal. After exploring what this country had to offer, we decided not to go with a pre-planned excursion. We wanted to customize our tour and made the good decision to go with Greg’s travel company that specializes... read more

    wendydA5016ZG
    March 6, 2022
  • star ratingperfectly organized and fun trip to Spain - Greg and Jennifer set up a trip for us. Knowing very little about Spain we let them do everything. We visited The Vineyards in the North, we saw Pamplona where Hemingway spend time. Spent for fabulous days in Madrid in the surrounding areas. Everything was exactly as he promised. The... read more

    Michael L
    January 31, 2019
  • star ratingA Fascinating Personalized VIsit to a Beautifull Portugal - Our tour was characterized by a combination of the coastal cities and interior world of wine , weaving and exploring medieval towns. A highlight was the sunset river cruise on the Douro to the Spanish border.

    baywoo2016
    December 21, 2018

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