Madrid & Toledo

2026

Amanda & David's Wedding, Real Madrid at Bernabéu, and visiting Will in London

Planning
Oct 6 – 19, 2026
Route
JFK Depart Oct 6
Madrid Oct 7–12
Toledo Oct 12–14
Madrid Oct 14–16
London Oct 16–19
JFK Return Oct 19
Matchday Pending Fixture

Real Madrid Match

🗓️ Oct 10 or 11, 2026

La Liga weekend fixture. Saturday vs Sunday confirmed 3–4 weeks prior.

Wedding Confirmed

Amanda & David's Wedding

🗓️ Oct 12 – 14, 2026

Events and lodging hosted on-site at Cigarral de las Mercedes.

Visit Confirmed

Visit Will in London

📍 London · London
🗓️ Oct 16 – 19, 2026

Post-Spain connector before flying home to New York.

Oct 6 – 7 New York ➔ Madrid

Transatlantic Outbound

Flight

DL0126 overnight outbound departing Tuesday evening. Wednesday 9:55 AM touchdown at Barajas, hotel check-in, and evening tapas.

Oct 7 – 11 Madrid

Madrid Weekend & Bernabéu

Matchday

Real Madrid fixture at Santiago Bernabéu (Sat or Sun), Retiro Park walk, and La Latina.

Oct 12 – 14 Toledo

Amanda & David's Wedding

Wedding

Renfe Avant to Toledo (33m). Lodging on-site at Cigarral de las Mercedes. Welcome paella, ceremony, reception & brunch.

Oct 14 – 16 TBD

Post-Wedding: Madrid, Málaga, or San Sebastián

Evaluating

Deciding between returning to Madrid vs. Málaga (Andalusia) or San Sebastián (Basque Country) before London.

Oct 16 TBD ➔ London

Stopover in London

Flight

Right now DL0126 Madrid to London in the afternoon.

Oct 16 – 19 London

Visit Will

Visit

Texans-Jaguars at Wembley on Sunday.

Oct 19 London ➔ New York

Transatlantic Return

Flight

DL0002 to JFK on Monday noontime.

Chronological Flow

14-Day Trip Calendar

Tuesday, Oct 6 – Monday, Oct 19, 2026 · Outbound Departure to NYC Return
✈️ Flight
💒 Wedding
⚽ Match Window
🚆 Transit
🌙 Night Stay
Tue
Wed
Thu
Fri
Sat
Sun
Mon
Tue Oct 6
Day 1
JFK ➔ MAD
✈️ 8:35 PM
DL0126 Depart JFK
✈️ OVERNIGHT
In-Flight
In-Flight DL0126
Transatlantic
Wed Oct 7
Day 2
Madrid
🛬 9:55 AM
Touchdown MAD
Afternoon
Check-in & Recharge
Drop bags, grab café con leche & settle in
🍷 Evening
Malasaña Tapas
Neighborhood walk & evening tapas crawl
🌙 HOTEL STAY
Madrid
Madrid Lodging (TBD)
Madrid
Thu Oct 8
Day 3
Madrid
👑 Morning
Palacio Real
Royal Palace of Madrid & Sabatini Gardens
🏛️ Afternoon
Plaza Mayor
Plaza Mayor stroll & Mercado de San Miguel
🥘 Evening
Barrio de las Letras
Historic literary quarter dinner & vermouth
🌙 HOTEL STAY
Madrid
Madrid Lodging (TBD)
Madrid
Fri Oct 9
Day 4
Madrid
🌳 Morning
El Retiro Park
Morning stroll by Great Pond & Palacio de Cristal
🎨 Afternoon
Art Triangle
Prado Museum or Reina Sofía modern collection
🌅 Evening
Templo de Debod
Egyptian temple sunset views over Casa de Campo
🌙 HOTEL STAY
Madrid
Madrid Lodging (TBD)
Madrid
Sat Oct 10
Day 5
Madrid
🏟️ Morning
Santiago Bernabéu stadium visit (if match is Sunday)
Match Window
La Liga matchday window at Bernabéu (Sat or Sun confirmed 3-4w prior)
🍻 Evening
Post-Match Tapas
Celebratory drinks and tapas in Chamberí
🌙 HOTEL STAY
Madrid
Madrid Lodging (TBD)
Madrid
Sun Oct 11
Day 6
Madrid
🛍️ Morning
El Rastro Market
Historic Sunday open-air flea market in La Latina
Match Window
La Liga matchday window at Bernabéu (if scheduled Sunday)
🍷 Evening
Cava Baja Tapas
Pintxos and wine crawl down Calle Cava Baja; pack for Toledo
🌙 HOTEL STAY
Madrid
Madrid Lodging (TBD)
Madrid
Mon Oct 12
Day 7
Madrid ➔ Toledo
🚆 Morning
Renfe to Toledo
High-speed Avant from Atocha (33 min)
🏡 Afternoon
Settle into Cigarral de las Mercedes estate
🥘 6:00 – 9:00 PM
Hosted welcome paella at Cigarral de las Mercedes
🎲 9:00 – 11:00 PM
Wedding party games & social at the estate
🌙 HOTEL STAY
Toledo
Toledo
Tue Oct 13
Day 8
Toledo
Morning
Relax & Prep
Views over old Toledo & wedding preparation
💒 4:00 PM
Amanda & David's ceremony at Cigarral de las Mercedes
🥂 5:00 PM – Late
Cocktails, dinner, speeches & late dancing
🌙 HOTEL STAY
Toledo
Toledo
Wed Oct 14
Day 9
Toledo ➔ Madrid
🥐 10:00 AM – 1:00 PM
Post-wedding farewell brunch at Cigarral de las Mercedes
🚆 Afternoon
Train to Madrid
Renfe Avant to Atocha (33 min)
🍽️ Evening
Low-Key Evening
Relaxed Madrid evening dinner and stroll
🌙 HOTEL STAY
Madrid
Madrid Return Base (TBD)
Madrid
Thu Oct 15
Day 10
Madrid
🖼️ Morning
Thyssen Museum
Museo Thyssen-Bornemisza or shopping along Fuencarral
Afternoon
Café Hop & Walks
Pastries, coffee, and exploring Chamberí
🍫 Evening
Churros San Ginés
Farewell Madrid dinner & late-night churros con chocolate
🌙 HOTEL STAY
Madrid
Madrid Return Base (TBD)
Madrid
Fri Oct 16
Day 11
Madrid ➔ London
🧳 Morning
Pack & Transit
Checkout & transit to Barajas Airport (MAD)
✈️ 2:55 PM – 4:20 PM
DL0126 to London
🍻 Evening
Arrive in Hempstead
Transit to Will's house in Hempstead; welcome pint
🌙 HOTEL STAY
London
Will's House
Hempstead, London
Sat Oct 17
Day 12
London
🥐 Morning
Hempstead Walk
Morning breakfast and local village stroll
🇬🇧 Afternoon
London Exploring
Exploring central London, Thames walk, or British Museum
🍽️ Evening
Dinner with Will
Evening drinks and dinner catching up with Will
🌙 HOTEL STAY
London
Will's House
Hempstead, London
Sun Oct 18
Day 13
London
Morning
Relaxed Coffee
Lazy Sunday morning coffee & neighborhood wander
🏈 Afternoon
American football at Wembley Stadium.
🧳 Evening
Pack for Return
Final evening relaxing; prep for transatlantic return flight
🌙 HOTEL STAY
London
Will's House
Hempstead, London
Mon Oct 19
Day 14
London ➔ NYC
🚆 Morning
Airport Transit
Transit to London Heathrow (LHR)
✈️ 11:45 AM – 2:59 PM
DL0002 to JFK
🗽 Evening
Touchdown NYC
Home sweet home in New York!
🏠 OVERNIGHT
NYC
Home in New York
NYC
Toledo Wedding Program

Amanda & David's Wedding

Mon, Oct 12 6:00 PM – 9:00 PM

Welcome Paella

Food & Welcome
Mon, Oct 12 9:00 PM – 11:00 PM
Tue, Oct 13 4:00 PM

Wedding Ceremony

Ceremony
Tue, Oct 13 5:00 PM

Wedding Reception

Reception
Wed, Oct 14 10:00 AM – 1:00 PM
Delta Air Lines DL0126 Outbound
JFK New York
MAD Madrid
Delta Air Lines DL0126 Connector
MAD Madrid
LON London
Delta Air Lines DL0002 Return
LON London
JFK New York
🗓️ Oct 12 – 14 · 📍 Toledo

Estate boutique lodging on-site for Amanda & David's wedding.

🗓️ Oct 7 – 12 · 📍 Madrid

Lodging unknown; Líbere Madrid Malasaña under consideration.

Post-Wedding Lodging (TBD) Evaluating
🗓️ Oct 14 – 16 · 📍 Madrid / Málaga / San Sebastián

Evaluating Madrid return vs. Málaga coastal getaway or San Sebastián pintxos base.

Will's House London Stay
🗓️ Oct 16 – 19 · 📍 London

Staying with Will in Hempstead.

💡 Fast Logistics

  • Train Madrid ⇄ Toledo: Renfe Avant from Atocha (33 min). Reserve on Renfe app.
  • Match Confirmation: La Liga announces exact Saturday vs Sunday fixture ~3–4 weeks prior.
  • Madrid Transit: Tarjeta Multi rechargeable card at airport metro kiosks.

Post-Wedding: Málaga

Evaluating
Option A · Andalusia

Mediterranean coastal getaway with direct high-speed AVE rail from Madrid (~2h 45m).

✓ Benefits
  • Warm October beach and terrace weather on Costa del Sol
  • Fast direct rail from Atocha via Renfe AVE (< 3h)
  • Rich cultural sights (Picasso Museum, Alcazaba fortress)
⚠ Drawbacks
  • Travels south, away from northern route toward London
  • Tight 2-night window before connecting to London flight

Post-Wedding: San Sebastián

Evaluating
Option B · Basque Country

World-class culinary and pintxos capital set along the scenic Bay of Biscay.

✓ Benefits
  • Legendary culinary scene & Michelin-dense pintxos bars
  • Picturesque La Concha bay and historic Parte Vieja
  • Distinct cultural and gastronomic contrast to central Spain
⚠ Drawbacks
  • Longer transit from Madrid/Toledo (~4h 45m train or domestic flight)
  • Higher likelihood of autumn rainfall in northern Green Spain

Food & Tapas

To be researched
Madrid & Toledo Upcoming curation

Museums & Sights

To be researched
Prado / Reina Sofía / Old Town Upcoming curation

Day Trips & Leisure

To be researched
Parks / Walks Upcoming curation