Multi-Country

Classic Spain & Lovely Lisbon: Tailored Private Journey - 14 Days

USA's Iberia Insiders Since 1998

Itinerary Highlights

✔ Iberia’s most iconic cities:Barcelona, Madrid, Seville & Lisbon
✔ Andalucía’s Moorish palaces, architecture & tapas lifestyle.
✔ Opt for a sunset cruise, wine tastings or fiery flamenco show.
✔ Discover beautiful hilltop historic towns like Ronda.
✔ Enjoy more your way with no-stress. 2026 is now booking.
✔ NEXT STEP?…See sample itinerary below: 14 days from $15,762 pp.

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Itinerary

Day One

Beguiling Barcelona

We meet you at the Barcelona airport with a private transfer to your select hotel. Next our expert guide shows you the best of Barcelona's old town on a private walking tour. Discover centuries-old secrets like Roman towers and walls + medieval architecture as you explore charming hidden corners and tiny plazas resonating with history. Perhaps tour one of Europe’s top traditional food markets, La Boqueria or the nearby Ramblas + lesser known sites that we have curated. Our vetted guides will take great care of you so you avoid the tourist traps and instead enjoy a more authentic experience.

Day Two

Gaudi Architecture Wonders

With a top local guide + driver, discover the UNESCO-listed Gaudí architecture like the enchanting gardens of Park Güell. Skip the lines at the awe-inspiring Sagrada Familia, a testament to Gaudí's visionary genius. Uncover fascinating stories, indulge in artistic beauty, and let the magic of Gaudí's Barcelona unfold in a truly extraordinary experience.

Day Three

Magical Montserrat + Winery Option

Enjoy a Private Day Trip with driver + top guide from Barcelona to magical Montserrat mountain a dramatically located Benedictine monastery with options for guided hiking. Or wine lovers could extend the day with a private VIP winery visit with tasting & tapas, by prior request.

Day Four

Majestic Madrid Highlights

Arrived to the Spanish capital by modern high-speed train and up to 300 km/h. You'll have private transfers before and after your train..Next meet one of our top Madrid guides at your hotel. Explore iconic landmarks of Old Madrid like the Royal Palace and Plaza Mayor or the literary haven of Las Letras. If desired, a tapas tasting can be arranged. Alternatively, we can suggest ideal places to view unforgettable sunsets like the Templo de Debod or Círculo de Bellas Artes. Madrid's majestic palette of creativity is a masterpiece in itself.

Day Five

World Class Prado Art + Retiro Park

With a charming art historian guide explore Madrid's Art Triangle. The crown jewel is the world class fine art of the Prado Museum. With your expert guide, you can discover the highlights without being overwhelmed. Afterwards, we can arrange a restaurant reservation or discover beauty & serenity in Retiro Park, a World Heritage Site and once a private park for nobility only. All our itineraries are tailor-made to fit your desires.. 1 other option: Alternatively enjoy nature & UNESCO heritage on a private excursion with guided historic trail walk + El Escorial, a monastary palace from Spain's pinaccle of power in the 16th century under King Felipe II.

Day Six

Timeless Toledo, a Medieval Masterpiece.

Ancient Toledo, was the medieval capitol of España. It's so well preserved that a number of historic movies including El Cid with Charlton Heston were filmed here. Uniquely for a time. Christians, Muslims, and Jews coexisted in relative peace. Enjoy unforgettable views from the hilltop medieval old town over the picturesque Tagus river below. Toledo has one of Spain's most impressive medieval Cathedrals, and Sephardic Jewish synagogues. The artisit El Greco made it home here and you can see one of his most famous works if desired. I'll alternatively discover the grand fortress, the Alcázar de Toledo. Return to Madrid for the late afternoon.

South of spain & portugal private luxury touring

Day Seven

Exotic Andalucía & Granada

Depart Madrid to discover Andalucia's Moorish legacy along with Renaissance gems in Granada. Discover viewpoints and local villas surrounded by gardens a lovely, historic district, the Albaicín, now a UNESCO World Heritage Site. Granada's old town is full of historic architecture and tasty tapas, which can be an appetizer or a full meal. Your guide will give you insider suggestions so you avoid the tourist traps.

Day Eight

Alhambra Palace, Patios & Gardens.

Discover the world famous Moorish hilltop citadel, the Alhambra. Here medieval palaces, patios and gardens dances with singular beauty. Our guide unveils hidden secrets and stories of the magic realm of timeless allure.

Day Nine

Ronda, a Dreamy Clifftop Village

Discover clifftop Ronda, an ancient village that captivated Hemingway. Ronda unveils its unique charm, enveloped in the mist of history and romance. Admire the towering cliffs of Tajo and the Puente Nuevo, as fantasy merges with reality. Walk along the cobbled streets and uncover Ronda, a magical stage that invites you to create your own unforgettable stories.

Day Ten

"Los Pueblos Blancos" - White Hill Towns

On your way to Seville, explore a few beautiful white villages of Andalusia. Traveling through this region is like capturing snapshots of whitewashed houses adorned with colorful flower pots. Take in breathtaking rugged landscapes and uncover traces of timeless traditions & medieval legends.

Sunny sevilla street and giralda tower, spain

Day Eleven

Splendid Seville: UNESCO Sites

Seville, a captivating and unique city. The Giralda, the Cathedral, the Alcázar, and the Santa Cruz district, jewels filled with history. Its narrow streets envelop you in their charm. Seville, one of Europe's most beautiful cities, is a destination that surprises with its rich history and authenticity.

Private luxury travel tour lisbon, portugal

Day Twelve

Lisbon: City of Seven Hills

After a short flight or direct transfers, meet our guide for private tour of Lisbon's highlights like ancient Alfama and the sophistication of areas like Bairro Alto. or the visitas from San Jorge's Castle, the magnificence of Jeronimos Monastery, and the splendor of Belem Tower. Indulge in the vibrant energy of Lisbon and make memories to remember.

Day Thirteen

Sintra, Fairy Tail Haven + Coastal Beauty

Enjoy your private chauffeured excursion to the fairytale town of Sintra. With your private guide, explore this UNESCO World Heritage site, once the playground of Portugal's royalty and elite — unique palaces, mansions, narrow lanes, lush parks, and savor regional pastries. Later see coastal views before a return to Lisbon - End of program - All our tours are 100% customizable, so contact us to get your tailor-made trip plan started today. If not now, when?

Day Fourteen

Lisbon - Departure Day

This morning, our driver will collect you & your luggage from your deluxe hotel for a private transfer to the Lisbon airport. --- All our tours are 100% customizable, so contact us to get your tailor-made trip plan started ll today. Life is too short. Travel memorably.

Day Fifteen

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What's Included

A Very Personalized Itinerary, Just For You and Your Schedule

Hand-Picked Ultra-Luxury & Boutique Hotel Options

Insider Experiences + Inspiring Sightseeing + Magical Upgrades

Private Touring with Your Own Personal Expert Guide

Private Airport & Train Station Luxury Transfers

Full Breakfasts + Food & Wine Tasting Options

Your Choice of Activities on “Design Your Days”®

Expert Advice, Restaurant Ideas & Reservations

24/7 Support & Concierge Service from Spain, Portugal & Morocco

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Los Angeles, CA

Our Unforgettable Trips Are Tailored, Just for You!

Hi! We're Dan & Nuria, and as the owners and operators we believe that whatever your interest, you deserve the tailor-made private trip of your dreams.

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Get inspired with our sample trips then get in touch about an expert-made custom, curated, luxury itinerary, just for you!