October 13–29, 2026
Málaga → Seville → Valencia → Barcelona → Madrid
16 nights across five cities. Historical palaces, Moorish fortresses, world-class wine, incredible food, and a relaxed pace. We arrive each city around 4pm — no rushed mornings, plenty of time to settle in before exploring.
3 nights · Oct 13–16
Moorish fortress, fried fish, sweet wine
3 nights · Oct 16–19
Alcázar, flamenco, sherry day trip
2 nights · Oct 19–21
Silk exchange, paella, Calatrava
4 nights · Oct 21–25
Gaudí, Gothic Quarter, natural wine
4 nights · Oct 25–29
Prado, Royal Palace, churros, day trips
| City | Nights | Dates | Highlights |
|---|---|---|---|
| Málaga | 3 | Oct 13–16 | Alcazaba, Atarazanas Market, El Pimpi, visiting friends |
| Seville | 3 | Oct 16–19 | Real Alcázar, Cathedral, Plaza de España, Jerez day trip, flamenco |
| Valencia | 2 | Oct 19–21 | La Lonja, Mercado Central, wood-fired paella |
| Barcelona | 4 | Oct 21–25 | Sagrada Familia, Park Güell, wine bars, Penedès |
| Madrid | 4 | Oct 25–29 | Prado, Royal Palace, Toledo, Segovia |
| Category | Low Estimate | High Estimate |
|---|---|---|
| Hotels (16 nights) | €3,200 | €5,000 |
| Food & Drink | €1,600 | €2,500 |
| Attractions & Tours | €400 | €600 |
| Transport (inter-city trains + taxis) | €500 | €800 |
| Day trips (Jerez, Penedès, Toledo, Segovia) | €200 | €400 |
| Shopping & Misc | €300 | €500 |
| Total | €6,200 | €9,800 |
Flights not included. IHG 4th-night-free benefit applies in Barcelona and Madrid — could save €200-400.
| Flight | Route | Depart | Arrive | Class |
|---|---|---|---|---|
| ✅ AA 1982 | Tampa (TPA) → Charlotte (CLT) | 5:22pm | 7:13pm | Business |
| ✅ AA 724 | Charlotte (CLT) → Dublin (DUB) | 9:15pm | 9:35am +1 | Business (Boeing 777) |
| ✅ EI 584 | Dublin (DUB) → Málaga (AGP) | 1:10pm | 5:20pm | Business (A320) |
| Flight | Route | Depart | Arrive | Class |
|---|---|---|---|---|
| ✅ EI 593 | Madrid (MAD) → Dublin (DUB) | 10:40am | 12:20pm | Coach (A320) |
| ✅ EI 137 | Dublin (DUB) → Boston (BOS) | 4:45pm | 7:55pm | Business (A330-200) |
⏱️ Depart Madrid hotel ~8:00am for 10:40am flight. Taxi ~30 min to Barajas.
| Item | Status | Details |
|---|---|---|
| ✅ AA 1982 — TPA → CLT | Booked | Oct 12 · departs 5:22pm · Business |
| ✅ AA 724 — CLT → DUB | Booked | Oct 12 · departs 9:15pm · Business (777) |
| ✅ EI 584 — DUB → AGP (Málaga) | Booked | Oct 13 · departs 1:10pm · Business |
| ✅ EI 593 — MAD → DUB | Booked | Oct 29 · departs 10:40am · Coach |
| ✅ EI 137 — DUB → BOS | Booked | Oct 29 · departs 4:45pm · Business |
| ✅ Casual del Mar Málaga | Booked | Oct 13–16 · Deluxe Double Room |
| ⚠️ Ground transport home | Arrange | Return to Boston (BOS), not Tampa — plan onward travel |
See each city page for hotel, train, and activity booking status.
📖 See the Booking & Tips page for cashback portals, flight planning tools, rail pass analysis, and more.
| City | Your Dates | High | Low | Rainfall | Notes |
|---|---|---|---|---|---|
| Malaga | Oct 13-16 | 72-75°F (22-24°C) | 59-63°F (15-17°C) | ~2.2in / 5-6 rainy days | Warm days, mild evenings. Light jacket at night. |
| Seville | Oct 16-19 | 75-81°F (24-27°C) | 57-61°F (14-16°C) | ~2.2in / 5-6 rainy days | Still summery during the day. Cooling at night. |
| Valencia | Oct 19-21 | 72-77°F (22-25°C) | 57-61°F (14-16°C) | ~2.7in / 5-6 rainy days | Pleasant. Occasional heavy bursts (Mediterranean autumn). |
| Barcelona | Oct 21-25 | 66-72°F (19-22°C) | 55-59°F (13-15°C) | ~3.6in / 7-8 rainy days | Noticeably cooler. Layers needed. Wettest of the five cities. |
| Madrid | Oct 25-29 | 64-68°F (18-20°C) | 48-52°F (9-11°C) | ~2.3in / 4-5 rainy days | Cool days, cold nights. Proper jacket needed. |
| Toledo/Segovia | Oct 27-28 | 63-66°F (17-19°C) | 45-50°F (7-10°C) | Similar to Madrid | Hilltop/inland = colder. Extra layer for Segovia. |
Rainfall figures are monthly averages — you won't necessarily see rain every day. October showers in Spain tend to be short and intense rather than all-day drizzle. A compact umbrella is sufficient.
💡 Personal recommendations (highlighted in yellow) may be added throughout the site as we discover new places. These are our own finds from friends, articles, and research — not yet verified by visit.