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St. Moritz, Milan and Paris with an Airport-Area Breakfast Before Departure

Day 1 · Sat, Jan 16
St. Moritz, Switzerland

St. Moritz Arrival and Muottas Muragl Tobogganing

  1. Muottas Muragl funicular and toboggan run (Punt Muragl, above St. Moritz) — Ride up for the views, then sled the groomed mountain run back down if it is open and conditions permit. — afternoon, allow ~2.5–3 hours
  2. St. Moritz town centre (St. Moritz) — Take a relaxed stroll and get your bearings after the mountain outing. — late afternoon, ~1 hour
  3. Swiss or Engadine dinner (St. Moritz) — Enjoy a warming local meal before tomorrow’s train journey. — evening, ~1.5 hours; budget roughly CHF 30–60 per person

Afternoon: Muottas Muragl by toboggan

After checking in and dropping your bags, head to Punt Muragl for the funicular up Muottas Muragl. Allow around 2.5–3 hours for the ride up, time at the top, sled rental and the descent. The run is about 4.2 km; sled back down only if it is open and you’re comfortable with the conditions. Check the mountain railway’s winter timetable and sled-run status before setting out, as opening depends on weather and snow conditions. The funicular and sled rental are paid separately; check current prices and whether rentals need to be arranged in advance.

Late afternoon and evening: keep it easy

Return to St. Moritz for a short wander if you have daylight and energy. If your arrival runs late, shorten or skip the town stroll rather than rushing the mountain outing.

Choose a Swiss or Engadine restaurant for dinner; budget roughly CHF 30–60 per person, and check current opening hours or reserve if you have a particular place in mind. Pack tonight and confirm tomorrow’s train connections to Milan.

Day 2 · Sun, Jan 17
St. Moritz, Switzerland and Milan, Italy

Muottas Muragl Tobogganing and Travel to Milan

Getting there from St. Moritz, Switzerland
Train via the Bernina route: take an RhB regional train from St. Moritz to Tirano, then a Trenord train to Milano Centrale. Allow about 5.5–6 hours including the connection; expect roughly CHF 35–60 plus €12–15. Check and book the RhB/SBB and Trenord legs, or use the Bernina Express for the first leg (panoramic-seat reservation costs extra). Depart in the morning and check winter timetables and connections before booking.
  1. Muottas Muragl funicular and toboggan run (Punt Muragl) — Ride up and sled back down the marked winter route if it is open and conditions allow — early morning, allow ~3 hours round trip from St. Moritz.
  2. St. Moritz station (central St. Moritz) — Collect your luggage and leave a comfortable buffer for the onward train — late morning to early afternoon.
  3. St. Moritz → Tirano → Milano Centrale — Take the RhB train to Tirano and connect to Trenord for Milan — afternoon and evening, allow ~5.5–6 hours including the connection.

Early morning

Head to Punt Muragl early for the Muottas Muragl funicular and toboggan run. Ride the funicular up, then sled down the marked route to the valley station; allow about three hours from St. Moritz for local transport, the ascent, and the descent. Check the winter operating schedule, snow conditions, and sled rental availability before you go—the run may close if conditions are unsuitable.

Late morning and onward travel

Return to St. Moritz, collect your luggage, and keep a generous buffer before your 15:15 departure. Have a quick lunch near the station rather than risking a long sit-down meal. Only attempt the toboggan run if the first lift and local connections give you enough time to get back comfortably; otherwise, prioritize the train.

Afternoon and evening

Travel by rail from St. Moritz to Tirano, then connect to the Trenord train for Milano Centrale. Allow roughly 5.5–6 hours including the connection, and check the 2027 timetable when booking, since the Tirano connection sets your arrival time. After checking in, keep the evening easy with dinner close to your accommodation.

Day 3 · Mon, Jan 18
Milan, Italy

Explore Milan

Getting there from St. Moritz, Switzerland and Milan, Italy
No additional intercity transfer is needed if you traveled to Milan on Day 2. If the combined stop means you are still in St. Moritz on the morning of Jan 18, take the same RhB-to-Tirano and Trenord-to-Milano Centrale route; allow about 5.5–6 hours and check the winter timetable.
  1. Duomo di Milano (Piazza del Duomo) — See the cathedral and, if rooftop access is operating, take in the city views. Morning, ~2–3 hours.
  2. Galleria Vittorio Emanuele II (Piazza del Duomo) — Browse the elegant arcade and its shops, with plenty of window-shopping. Late morning, ~45 minutes.
  3. Lunch near the Duomo (Centro Storico) — Choose an open café or casual restaurant for a relaxed meal. Lunch, ~45–60 minutes; roughly €15–30 per person.
  4. Brera (Brera district) — Wander the lanes, galleries and independent shops; treat this as a neighborhood visit, since the Pinacoteca di Brera is generally closed Mondays. Afternoon, ~2 hours.
  5. Navigli (Navigli district) — Enjoy an aperitivo by the canals, then stay for dinner if you like. Early evening, ~2 hours; aperitivo roughly €15–35 per person, dinner extra.

Morning

After leaving time for your arrival logistics, head to Duomo di Milano when you’re ready. Allow 2–3 hours for entry queues, the cathedral and, if it’s operating, the rooftop. Check the official ticket site ahead of time for current access and book in advance; winter weather can affect rooftop access. Dress modestly for the cathedral. Then stroll into Galleria Vittorio Emanuele II, right beside the Duomo, for a browse beneath its glass dome.

Lunch and afternoon

Have lunch at a café or casual restaurant near the Duomo—there are plenty of choices, so you won’t need to rely on a particular spot being open. Budget roughly €15–30 per person. From the centre, allow about 10–15 minutes by taxi or around 20–25 minutes by public transit to Brera. Spend the afternoon wandering its lanes and shops; the Pinacoteca di Brera is generally closed on Mondays, so don’t plan the day around entering the museum.

Evening

Head to Navigli for aperitivo and dinner. From Brera, allow about 20–30 minutes by Metro or taxi. An aperitivo with a drink and snacks is roughly €15–35 per person, with a full dinner costing extra. Monday hours vary, so check a specific bar or restaurant before setting out; if you’re tired, keep the evening flexible and enjoy a shorter canal-side stroll.

Day 4 · Tue, Jan 19
Paris, France — Sheraton at Terminal 2, Charles de Gaulle Airport

Paris Arrival and Round-Trip Train Ride to the Eiffel Tower

Getting there from Milan, Italy
Flight: book a direct Air France flight from Milan Linate (LIN) to Paris Charles de Gaulle (CDG), about 1h30 in the air. Allow roughly 4–5 hours door to door, including getting to Linate, airport check-in and reaching the Sheraton in Terminal 2. Expect approximately €100–€300 one way; book via Air France or Google Flights. Choose a morning or early-afternoon departure, and check the 2027 schedule before booking.
  1. Sheraton Paris Charles de Gaulle Airport Hotel (Terminal 2) — Check in and confirm your flight’s actual arrival time before setting out for the Eiffel Tower. Timing depends on arrival; allow about 30–60 minutes after landing for baggage and check-in.
  2. Eiffel Tower (7th arrondissement) — Take the train from the airport area into Paris and back for your planned nighttime visit and hourly sparkle. Late evening, allow roughly 4–5 hours round trip, including transfers and time at the tower.

Arrival and check-in

Check in at the Sheraton Paris Charles de Gaulle Airport Hotel and check your flight’s arrival time before committing to the train outing. The train journey from the airport area to the Eiffel Tower involves changes: take the RER B toward central Paris, connect to the RER C, and get off at Champ de Mars–Tour Eiffel. Allow around 60–75 minutes each way, plus waiting and transfer time. Check live service information that evening and buy the appropriate tickets before boarding.

Evening round trip to the Eiffel Tower

If you arrive early enough, take the train into Paris for the Eiffel Tower, see it illuminated, then return to the airport hotel by train. The tower’s lights sparkle for about five minutes at the start of each hour after dark; check the current schedule closer to your trip. Allow time for station walks and security, and book a timed entry ticket in advance if you want to go up.

One important timing check: if your Milan flight really departs at 20:25, this outing—especially a midnight sparkle visit—is unlikely to work. You would still need to land, collect baggage, check in and travel into Paris. Keep the train trip conditional on an earlier flight and enough time in the city; otherwise, stay near the airport tonight. For a late return, check the last RER services before leaving the hotel, since trains may not run late enough for a midnight visit.

Day 5 · Wed, Jan 20
Paris, France — Sheraton at Terminal 2, Charles de Gaulle Airport

Paris Landmarks: Eiffel Tower, Notre-Dame, and the Louvre

  1. RER B from Aéroport Charles de Gaulle 2 TGV — ride into central Paris from the station at Terminal 2, allowing for the walk and wait. Morning, ~45–60 minutes door to door.
  2. Notre-Dame Cathedral (Île de la Cité) — see the restored cathedral and allow time for security and any entry arrangements. Late morning, ~1–1.5 hours.
  3. The Louvre (1st arrondissement) — visit a focused selection of the collection rather than trying to cover the whole museum. Early afternoon, ~3 hours.
  4. Eiffel Tower (Champ de Mars) — enjoy the view and, if you book a summit or lift visit, take in the city after dark. Evening, ~1.5–2 hours.
  5. RER B to Aéroport Charles de Gaulle 2 TGV — return to the airport hotel after the evening visit. Late evening, allow ~45–60 minutes door to door.

Morning: Notre-Dame

From your airport hotel, walk to Aéroport Charles de Gaulle 2 TGV and take the RER B into central Paris. Allow about 45–60 minutes door to door, and check service updates before setting off. Visit Notre-Dame Cathedral first; entry to the cathedral is free, but check the official visitor information close to your trip and book a free time slot if one is offered. Leave room for security lines and keep the visit respectful and unhurried.

Afternoon: The Louvre

Walk or take the Métro from Île de la Cité to the Louvre. Book a timed ticket in advance and check the museum’s current Wednesday hours; the museum is generally open Wednesdays, but access and schedules can change. With a few hours, choose a handful of galleries or highlights rather than expecting to see everything. For lunch nearby, allow roughly €15–30 per person depending on whether you choose a quick café meal or a sit-down restaurant.

Evening: Eiffel Tower and back to Terminal 2

Head to the Eiffel Tower for the evening. If you want to go up, reserve an official timed ticket in advance; otherwise, enjoy the views from the surrounding area. Check the tower’s current operating schedule and sunset time before you go. Allow around 1.5–2 hours for the visit, plus travel across Paris.

Return to Aéroport Charles de Gaulle 2 TGV on the RER B and walk back to your airport hotel. The full day is busy, so keep the Louvre visit selective and give yourself a generous buffer for the RER ride back.

Day 6 · Thu, Jan 21
Paris, France

Breakfast Away from the Hotel and Departure for JFK

Getting there from Paris, France — Sheraton at Terminal 2, Charles de Gaulle Airport
RER B train toward Paris (about 35–45 minutes to central stations; approximately €13). Walk from the Sheraton to the Terminal 2 RER station and buy a ticket at the station or via Île-de-France Mobilités. Check the 2027 timetable and service notices closer to travel.
  1. Café Eiffel (Roissy-en-France) — Have breakfast at a local café outside the airport hotel before heading back to Terminal 2. Morning, allow ~1 hour.
  2. Paris-Charles de Gaulle Airport, Terminal 2 (Roissy-en-France) — Check in for your Delta flight to JFK and allow time for bag drop, security and the walk to your gate. Late morning, arrive around 11:30 for your 14:30 departure.

Breakfast away from the hotel

For a change from hotel breakfast, take a taxi or rideshare to Café Eiffel in nearby Roissy-en-France; it’s a short drive from the airport, though allow extra time for traffic and the return trip. Check that it is open before setting out, as opening hours can vary. Budget roughly €10–20 per person for a café breakfast.

Check-in and departure

Head back to Terminal 2 after breakfast, collect your luggage if needed, and follow the airport signs to Delta’s current check-in area. Aim to be there around 11:30 for your 14:30 flight, leaving about three hours for check-in, security and getting to the gate. Keep your passport and travel documents handy, and confirm your terminal and check-in details with Delta before leaving the hotel.

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