Sample Itinerary Below (subject to change)

Madrid Magica!

Madrid — 3 days (Sat 6/13 – Mon 6/15)

Sat 6/13 – Arrival / evening wander

  • Check in, stretch your legs around Barrio de las Letras → tapas crawl (La Venencia, El Sur) and an early night.

Sun 6/14 – Art & parks

  • Prado → Retiro Park → Reina Sofía loop; sunset drinks at Círculo de Bellas Artes rooftop.

Mon 6/15 – Neighborhoods

  • Morning in Malasaña & Chueca boutiques/cafés. Late lunch near Plaza Mayor.

Wines of Rioja

La Rioja — 4 days with winery tours (Tue 6/16 – Fri 6/19)

Base in Logroño (great pintxo scene on Calle Laurel). Private driver for tastings.

Tue 6/16 – Transfer & Haro Station District

  • Travel to Rioja; check in.

  • Afternoon walking tastings in Haro’s Barrio de la Estación (clusters like Bodegas Muga; 90-min guided tour with 3-wine tasting offered). Dinner: traditional asador.

Wed 6/17 – Iconic architecture day (Álava side)

  • Morning: Marqués de Riscal (Elciego) tour & tasting; consider lunch on site.

  • Swing by Laguardia (medieval hill town) for a stroll and pintxos.

Thu 6/18 – Haro classics

  • Tour of López de Heredia Viña Tondonia and CVNE.

Fri 6/19 – Flex day

  • Morning cooking class; slow lunch in Logroño.

Drink like the Portuguese

Douro Valley — 4 days of quintas (Sat 6/20 – Tue 6/23)

Base in Pinhão (walkable river village) or Peso da Régua. Estate visits in the region

Sat 6/20 – Arrival & golden hour

  • Settle in; short river cruise or terrace tasting to unwind.

Sun 6/21 – Cima Corgo icons

  • Quinta do Bomfim (Pinhão) – visitor centre with guided tours, museum & tastings (Mar–Oct 10:00–19:00; last visit 17:30).

  • Afternoon: Quinta do Seixo (Sandeman) or Quinta do Crasto (book ahead).

Mon 6/22 – Baixo Corgo day

  • Quinta da Pacheca (near Régua) or Quinta do Vallado; long lunch overlooking the vines.

Tue 6/23 – Scenic rail & viewpoints

  • Take a round-trip on the Linha do Douro for spectacular river views; hop off at a small halt for photos.

Final nights in Porto

Porto — 3 days (Wed 6/24 – Fri 6/26)

Wed 6/24 – Gaia lodges & Port education

  • Cross to Vila Nova de Gaia for a classic lodge tour/tasting at Graham’s 1890 Lodge. Sunset from their terrace. 

Thu 6/25 – Porto city

  • Ribeira waterfront → Palácio da Bolsa, Clérigos Tower, and Livraria Lello; seafood dinner in Matosinhos.

Fri 6/26 – Easy finale & departure

  • Brunch in Foz do Douro before your flight home.

Reserve your spot

$500 non-refundable hold to reserve your spot on this amazing vacation in 2026!