Arrive at Venice Marco Polo (or Treviso) in the morning, pick up rental car and head north to the Dolomites for a relaxed mountain start; the drive is scenic and takes ~2.5–3h depending on destination.
Check into your Dolomites Airbnb (base Cortina d'Ampezzo or Val di Fassa) and have a simple mountain lunch — try local speck and polenta at a rifugio or mountain trattoria.
Take a gentle hike (e.g., around Tre Cime di Lavaredo area viewpoint) or a scenic drive to nearby viewpoints; the Dolomites are perfect for relaxed nature time and photography — trails and roads are open year-round, check local weather.
Take a longer but relaxed hike or ride a cable car (e.g., Cortina Tofana or Seceda/Alpe di Siusi areas) for panoramic Dolomite views; cable cars usually run mid-Oct but check local timetables (often 8:30–17:00).
Take a short public ferry (vaporetto) to nearby towns like Cernobbio or Brunate for sunset views over the lake; ferries run into the evening but check schedules (seasonal).
Take a half-day boat to Bellagio and visit Villa Melzi or Villa del Balbianello (villas typically open ~10:00–18:00 in autumn — check exact opening hours online).
Explore St. Peter's Basilica (open most days 7:00–7:00pm) and, if energy allows, climb the dome for sweeping Rome views (check opening and lift/stair availability).
Ride historic Tram 28 for a scenic introduction (tram runs all day but is busiest mid-day) and wander Alfama’s winding streets for viewpoints over the river.
Visit the Belém district — Jerónimos Monastery and Belém Tower (Monastery typically open ~10:00–5:30, check seasonal hours) and sample pastéis de nata at Pastéis de Belém.
Optional half-day trip to Sintra to see Pena Palace and Quinta da Regaleira (palaces open ~9:30–18:00; train ~40min), or stay in Lisbon for museums and neighborhoods.
Early breakfast then board the Porto → Peso da Régua train, one of Portugal’s most scenic railways along the Douro River; trains run daily but check exact timetables in advance.
Arrive Peso da Régua or Pinhão for a relaxed riverside walk and vineyard scenery; many quintas (wineries) offer short visits and tastings by appointment.
See Gaudí’s Sagrada Família (book inside tickets if you wish; basilica open typically 9:00–6:00) and stroll in surrounding parks for architecture and calm.
Visit Park Güell (booked times recommended) for Gaudí’s landscapes, or take the cable car up Montjuïc for gardens and sunset views; Park Güell typically opens 9:30–6:30.
Early dinner and prepare for an early flight to Vienna the next morning — minimize Airbnb hops by staying two nights in Barcelona and departing on day 17.
Take an early flight to Vienna (~2.5h); flying is the most time-efficient way to include Austria and still make your evening long-haul home from Vienna.
Arrive in Vienna, store luggage in central station or airport lockers if needed, then take a relaxing walk through the Innere Stadt or the Prater depending on your preference.
Spend a relaxed afternoon in Schönbrunn Gardens (grounds open daily; palace tours have separate times) or walk the Danube Island for nature time near the city.
Make your way to Vienna International Airport for your evening long-haul flight back to Singapore, aiming for arrival in Singapore that evening (time-zone dependent).