Porto · Lisbon · Seville · Barcelona · Madrid
Welcome to the Iberian Peninsula. Your driver meets you at Porto Airport (OPO) and transfers you into the Ribeira waterfront district — the UNESCO World Heritage center of Portugal's second city. Check in to your hotel.
Afternoon at leisure in Porto. The Ribeira quay, the Dom Luís I Bridge spanning the Douro, and the port wine lodges across the river in Vila Nova de Gaia are all visible from your first walk. Welcome dinner at a specialist-selected restaurant.
A full day in Porto. Morning: private walking tour covering the Ribeira waterfront, São Bento train station (20,000 hand-painted azulejo tiles depicting Portugal's history), Clérigos Tower, and Livraria Lello (pre-booked entry). Afternoon: cross the Dom Luís I Bridge to Vila Nova de Gaia for private port wine tastings at Graham's and Taylor's — two of the great historic port houses with cellars cut into the hillside above the Douro.
Evening: Porto dinner — the city's food scene has transformed in the last decade and the best tables are no longer the obvious ones. Your specialist has the reservation.
Morning drive east along the Douro River into the UNESCO-listed wine region. Terraced vineyards on both banks, quinta visit with private tasting of port and Douro DOC wines, vineyard walk, and a light lunch with valley views. The Douro is one of the world's great wine landscapes — 26,000 hectares of schist terraces, some planted over 250 years ago.
Return to Porto by evening for a final night in the city. Tomorrow you leave Porto and head south to Lisbon — the halfway point of the trip, where Portugal begins to shift toward the Mediterranean.
The journey south. Your driver takes the scenic route via Coimbra — a 1.5-hour stop at the medieval university (UNESCO, founded 1290, Joanina Library with its gilded baroque interior and colony of bats that protect the books). The university alone justifies the detour. Continue to Lisbon (2 hours from Coimbra). Check in to your Lisbon hotel in Chiado or Alfama.
Late afternoon arrival in Lisbon. First walk through the Baixa Pombalina grid and a pastel de nata at Manteigaria. Evening at leisure.
Morning: Alfama private walking tour — Castelo de São Jorge, viewpoints (Miradouro da Graça, Portas do Sol), Sé Cathedral. Afternoon: Belém — Jerónimos Monastery (UNESCO, built to celebrate Vasco da Gama's return from India), Belém Tower, and pastéis de Belém at the original 1837 bakery where the recipe is still a trade secret.
Evening: fado performance in Mouraria — the neighborhood where the genre was born. Your specialist has the casa de fado reservation at a venue with genuine performers, not tourist-show variety.
Private-driver day trip to Sintra (40 minutes from Lisbon). Pre-booked timed entry to Pena Palace (8:30am first entry) and Quinta da Regaleira (Initiation Well — a 27-meter spiral staircase descending into the earth). Optional: Cabo da Roca — the westernmost point of continental Europe, where Camões wrote “Here the land ends and the sea begins.”
Return to Lisbon by early evening. Final Lisbon dinner. Tomorrow you cross the border into Spain.
The border crossing. Lisbon to Seville is approximately a 1-hour flight or a scenic drive via the Algarve and Huelva (5 hours, with an optional Faro or Lagos stop). Your specialist arranges the connection that suits your pace. Arrive in Seville — the capital of Andalucía, where the architecture shifts from Portuguese Atlantic to Moorish-Mediterranean.
Afternoon: first walk through Seville's Santa Cruz quarter — whitewashed lanes, orange trees, the scale of the Cathedral visible above the rooftops. Check in to your hotel. Evening: tapas crawl in the Triana neighborhood across the Guadalquivir.
A full day in Andalucía's capital. Morning: Real Alcázar — the royal palace complex with Mudéjar architecture, tiled courtyards, and gardens spanning 800 years of Moorish and Christian design (pre-booked timed entry). The Seville Cathedral (the largest Gothic cathedral in the world by area) and the Giralda tower (the Moorish minaret converted to a bell tower, ramp to the top for city views).
Afternoon: Plaza de España (the 1929 semicircular plaza with ceramic tile alcoves representing every Spanish province). Evening: flamenco tablao in Triana — your specialist has booked a venue with genuine performers, not the tourist-show variety.
Morning drive from Seville to Granada (2.5 hours through the Andalusian countryside). Afternoon: the Alhambra — the Nasrid palace complex, the most visited monument in Spain. Your specialist has pre-booked the Nasrid Palaces timed entry (the 30-minute window that must be booked weeks in advance). The Generalife gardens, the Alcazaba fortress, and the Charles V Palace complete the complex.
Late afternoon: walk down into the Albaicín quarter — the Moorish-era hillside neighborhood with the Mirador de San Nicolás viewpoint (the Alhambra framed against the Sierra Nevada). Evening: Granada tapas — the city where bars still serve free tapas with every drink.
Morning at leisure in Granada — a second pass at the Albaicín, the Arab baths (hammam), or the Federico García Lorca museum. Afternoon flight from Granada to Barcelona (1.5 hours). The landscape shifts dramatically: Andalucía's dry hills to Catalonia's Mediterranean coast.
Arrive in Barcelona. Check in to your hotel in the Eixample or the Gothic Quarter. Evening: first Barcelona dinner — Catalan cuisine is its own tradition, distinct from the rest of Spain.
Morning: Sagrada Família — Gaudí's unfinished basilica (pre-booked timed entry, tower access). The interior light through the stained glass is the single most extraordinary visual moment in Barcelona. Walk through the Eixample to Casa Batlló and Casa Milà (La Pedrera) on the Passeig de Gràcia.
Afternoon: the Gothic Quarter — the Cathedral, Plaça del Rei, and the narrow lanes of El Born. La Boqueria market (best before 11am). Evening: El Born neighborhood for cocktails and dinner.
Morning: Park Güell (pre-booked) and the Gràcia neighborhood — the most village-like neighborhood in Barcelona, with independent shops and cafés in small plazas. Afternoon: Montjuïc hill — the Fundació Joan Miró, the 1992 Olympic stadium, and panoramic views across the port and city.
Optional: Barceloneta beach or a Catalan wine tasting in El Born. Final Barcelona evening.
The AVE (Alta Velocidad Española) high-speed train from Barcelona Sants to Madrid Atocha — 2.5 hours at 186 mph through the Spanish countryside. The train ride itself is a travel experience: the landscape shifts from the Catalan coast through the arid Castilian plateau. Your specialist has booked first-class (Preferente) seats.
Arrive Madrid early afternoon. Check in to your hotel near the Paseo del Prado or the Barrio de las Letras. Afternoon: Retiro Park (the 125-hectare royal park in the center of Madrid). Evening: Mercado de San Miguel (the glass-walled food market near Plaza Mayor) for a tapas-and-wine farewell dinner.
A final Iberian morning. Your specialist has arranged a morning visit to the Prado Museum (pre-booked — Velázquez, Goya, El Greco) or the Royal Palace (the largest functioning royal palace in Europe by floor area). The choice depends on your flight time.
Afternoon: transfer to Madrid Barajas Airport (MAD) for your departure flight. Fourteen days across the Iberian Peninsula — Porto to Madrid, the Atlantic to the Mediterranean, two countries that share a peninsula but almost nothing else. Safe travels home.
This is a sample luxury custom route — a starting point, not a fixed package. Many clients travel something very close to this, customized for their travel style, group, and dates. Book a free consultation and a specialist will build from here.
Your specialist pre-arranges the right luxury experiences based on your interests and travel style. These are the custom experience types available on this route — specific choices are made with you, not for you.
Activities are selected and pre-booked with your specialist based on your interests — not all activities are included in every trip version. Availability varies by season.
You work directly with a specialist who knows both Portugal and Spain deeply — not a call center or booking agent. Every consultation is with someone who knows which Lisbon neighborhood feels right for your style, which Alhambra timed entry avoids the crowds, and which Douro quinta pours the reserve that doesn't appear on the standard tasting menu.

Juniper Tours' most tenured specialist with 25 years of experience. CMSC certified and a former Peace Corps volunteer. Taryn has designed Iberian Peninsula itineraries across both Portugal and Spain for two decades — she knows which Porto hotel terrace looks directly at the Dom Luís I bridge, which Sintra entry time avoids the coach-tour peaks, and which Andalucían restaurant serves the most authentic flamenco tablao.

Florence and Salzburg-based with 8 years of experience across Southern Europe. Lexi covers both Portugal and Spain with the same firsthand knowledge she brings to every destination. Her Iberian itineraries are built around the specific experiences that make each city feel distinct — the Douro quinta that doesn't do public tours, the Seville restaurant in the quarter that requires knowing someone.
“We did Portugal and Spain in 14 days and it was the trip of a lifetime. Porto, the Douro Valley, Lisbon, Sintra, Seville, Granada, Barcelona, Madrid — every city was completely different and the connections all worked seamlessly. Taryn handled everything from the Alhambra timed entry to the fado reservation in Mouraria. We could not have done this without Juniper Tours.”
David & Anne K. · Portugal & Spain · 14 Days · Verified Google Review
30 minutes, completely free. Walk away with a clear picture of what your luxury custom Iberian Peninsula trip could look like — dates, route, 4 and 5-star accommodations, and all.