A & S
Portugal 2027
This itinerary is private.

Honeymoon Itinerary · Portugal 2027

Lisbon & the Algarve

11 nights · May 14–26, 2027 (depart) → arrive Toronto May 27 · train + Uber · 6 vacation days

✈ YYZ → LIS overnight May 14 5 nights Lisbon · Santiago de Alfama 5 nights Algarve · Castelo Suites 1 final night Lisbon 🍁 Victoria Day at Lagos ⛵ Private Benagil cave boat 🥐 Pastel de Nata class 🎸 Fado dinner · Alfama
Trip at a glance
11nights
6vacation days
2hotels
May 14depart YYZ
May 27arrive YYZ
Depart: Friday May 14 at ~11pm Toronto time (no vacation day if leaving after work) · Arrive Lisbon: Saturday May 15 ~11am · 5 nights Lisbon (May 15–19) · Train south Thu May 20 · 5 nights Algarve (May 20–24) — Victoria Day May 24 spent in Lagos · Train back Sat May 25 · 1 final night Lisbon (May 25) · Fly home Sun May 26 → arrive Toronto Monday May 27
Train guide — Lisbon ↔ Algarve

Alfa Pendular · Lisboa Oriente → Albufeira-Ferreiras · ~2 hrs 36 min direct

Outbound — Thu May 20 · Lisbon → Algarve

Recommended: Depart Oriente ~10:00–11:00am
Arrive Albufeira-Ferreiras: ~12:30–1:30pm
+ Uber to Castelo Suites: ~15 min, ~€12–18
Check-in by: ~2pm — full afternoon at resort

5 trains daily: earliest ~07:23, last ~18:32. Morning departure recommended — check out Santiago de Alfama, metro to Oriente (~15 min), depart. Book 1st class Conforto on cp.pt. Promo fares available 60 days before = book around March 21, 2027.

Return — Sat May 25 · Algarve → Lisbon

Recommended: Depart Albufeira-Ferreiras ~10:00am
Arrive Lisboa Oriente: ~1:00–1:30pm
Check in final hotel: ~2:30–3pm
Full afternoon: last walk, dinner, easy evening

5 trains daily from Albufeira-Ferreiras: earliest 7:23am, last 6:37pm (arrives Oriente 9:56pm). Uber from Castelo Suites to Albufeira-Ferreiras station ~15 min. Book same day as outbound on cp.pt. Note: Albufeira station is the inland Ferreiras stop — not in the beach town itself.

Day-by-day calendar
Flight Lisbon Algarve Final Lisbon night Victoria Day
Fri
14✈ 11pm depart
Sat
15Lisbon 1 arrive
Sun
16Belém + Alfama
Mon
17Pastéis class
Tue
18Sintra
Wed
19Nbhds + Fado
Thu
20train → Algarve
Fri
21resort day
Sat
22Benagil boat
Sun
23spa + beach
Mon
24🍁 Lagos
Tue
25train → Lisbon
Wed
26final night + ✈
Thu
27arrive YYZ
I
Lisbon — Santiago de Alfama
May 15–19 · 5 nights · 15th-century palace · Alfama
5 nights
Sat
May 15

Arrive Lisbon — easy first day

✈ Land ~11am after overnight from YYZ · no vacation day used for flight

📱Direct Uber from LIS to Alfama ~€15–18, 20 min. Easiest option with luggage — skip the metro today.
Sun
May 16

Belém + riverfront + Alfama viewpoints

🏛 First full day · properly awake now

📱Uber to Belém ~€10. Walk back along the riverfront takes ~45 min and is beautiful.
Mon
May 17

Pastel de Nata class + São Jorge Castle

🥐 Baking · port wine · tile museum · castle ramparts

📱Both the Azulejo museum and São Jorge are a 5–10 min walk from Santiago de Alfama. Mostly walkable day.
Tue
May 18

Sintra day trip

🏰 Train from Rossio · 40 min · return via Cascais for dinner

🚄Rossio → Sintra return ~€10pp. Same line branches to Cascais at Oeiras junction. Full day, no Uber needed.
Wed
May 19

Príncipe Real + LX Factory + Fado dinner

🎸 Best neighbourhoods · rooftop drinks · final Lisbon night

📱Mesa de Frades is a 5-min walk from Santiago de Alfama. Uber back after fado ~€5.
Travel day — Lisbon → Algarve
Thursday May 20 · Alfa Pendular · Lisboa Oriente → Albufeira-Ferreiras
travel day
Thu
May 20

Train south → check in to Castelo Suites

🚄 Depart Oriente ~10:00–11:00am · arrive Albufeira ~12:30–1:30pm

🚄Depart Oriente ~10:00am → arrive Albufeira-Ferreiras ~12:36pm. 5 trains daily; earliest 07:23, last 18:32. Morning departure means you're at the resort by 2pm with the full afternoon ahead. Important: Albufeira-Ferreiras is the inland station — not in Albufeira town. Uber is the connection, ~15 min, ~€12–18.
II
Algarve — Castelo Suites Hotel
May 20–24 · 5 nights · Albufeira clifftop · rooftop infinity pool
5 nights
Fri
May 21

First full resort day — completely unscheduled

🏖 Rooftop pool · beach shuttle · spa booking

📍Castelo Suites is a new hotel (opened Sep 2025) on the clifftop near Albufeira. Confirm with reception: whether any suite has a private terrace hot tub, and which beach shuttle times work best for you.
Sat
May 22

Private Benagil cave boat tour

⛵ Uber to Portimão marina (~30–35 min) · sunrise or sunset charter

📱Uber to Portimão marina ~€30–40 (30–35 min from Albufeira area). Book private charter via Musement or GetYourGuide — search "private Benagil sunrise Portimão." Sunrise departures (7–8am) have the cave completely to yourselves.
Sun
May 23

Spa day + Albufeira old town evening

💆 Slow morning · full spa · old town dinner

📱Albufeira Old Town is ~5 km from Castelo Suites — €8–12 Uber each way.
Mon
May 24

🍁 Victoria Day — Lagos day trip

🚗 Everyone else in Toronto is at a BBQ · you are at Ponta da Piedade

📱Lagos Uber return total ~€90–110. Alternatively: train from Albufeira-Ferreiras to Lagos (~55 min, ~€6pp) if you want to save the Uber cost — works well as Lagos station is central. Check timetable on cp.pt.
Return — Algarve → Lisbon
Tuesday May 25 · Alfa Pendular · Albufeira-Ferreiras → Lisboa Oriente
travel day
Tue
May 25

Final Algarve morning → train back to Lisbon

🚄 Depart Albufeira-Ferreiras ~10:00am · arrive Oriente ~1:00pm

🚄Albufeira-Ferreiras → Lisboa Oriente: earliest 7:23am, last 6:37pm. Recommend ~10:00am departure → arrives Oriente ~1:00pm. Book same session as outbound on cp.pt. Sit right-hand side northbound for Tagus river bridge crossing — genuinely stunning.
III
Final night — Lisbon
May 25–26 · 1 night near Oriente or airport · easy morning fly-out
1 night
Wed
May 26

Easy airport morning → fly home

✈ LIS → YYZ · need to be at airport by 10am for 1pm departure max

🏨Final night hotel options: Stay near Oriente station (Parque das Nações) for the easiest airport morning. Options: Moxy Lisbon Oriente (~$150–180 CAD, modern, 10 min metro to airport), Lisbon Marriott Hotel (~$200–260 CAD), or if you want to end with style: Bairro Alto Hotel one last night (~$380–450 CAD, then taxi to airport ~€20).
Hotels

Lisbon · 5 nights

Lisboa Carmo Hotel

📍 Largo do Carmo, Chiado · right on the square · 4-star boutique · 45 rooms

Elegant boutique hotel on one of Lisbon's most beautiful squares — Largo do Carmo, where Portugal's 1974 Carnation Revolution ended. 45 rooms with soft tones and velvet textures, some with private balconies or bathtubs with castle views. Breakfast included. Couples rate location 9.8/10. Recent May 2026 review: "accommodating staff, request a balcony room."

Chiado square addressBalcony + castle view rooms Breakfast included5 min to Rossio (Sintra train) Restaurant on-siteWalk to Alfama + Bairro Alto

Book: Superior Room with balcony or Junior Suite — request São Jorge Castle view. Book direct at lisboacarmohotel.pt · mention honeymoon.

Per night · May · incl. breakfast~$200–280 CAD

Algarve · 5 nights

Castelo Suites Hotel (ananea)

📍 Estrada do Castelo, Albufeira · clifftop · opened Sep 2025 · 146 rooms

Brand-new 4-star hotel on the Albufeira clifftops near Praia do Castelo and Praia do Evaristo. Modern design, rooftop infinity pool with panoramic Algarve coast views, rooftop bar, spa, sauna, multiple pools. Free breakfast included. Beach shuttle available. Early reviews: 8.9/10 on service, views, and cleanliness.

Opened Sep 2025Rooftop infinity pool Rooftop barSpa + sauna Free breakfastBeach shuttle ~15 min to Albufeira-Ferreiras station
⚠ The rooftop pool is communal (shared) — not a private in-room pool. Confirm with the hotel whether any suite has a private terrace hot tub. Email: [email protected]

Book: Exclusive Suite Terrace Garden or best available suite — ask specifically about private terrace options. Book direct or via Booking.com.

5 nights confirmed · €2,390.35 total (~$3,877 CAD at today's rate)€478/night avg
Full budget estimate — 2 people · May 2027 (CAD) · incl. 2.5% Amex FX fee
Item
Notes
Est. cost
Flights
Flights YYZ → LIS + LIS → YYZ (×2)
Aeroplan points + fees. Depart Fri May 14, return Sun May 26.
Points + ~$300–450
Accommodation · all EUR · rate 1.62 + 2.5% = 1.6605 effective
Lisboa Carmo Hotel — 5 nights
~€170–235/night · balcony room · incl. breakfast · Chiado
$1,411–1,951
Castelo Suites Hotel — 5 nights
€2,390.35 confirmed × 1.6605
~$3,969
Final Lisbon night — 1 night
~€125–220 · Moxy Oriente or similar near airport
$207–365
Experiences · all EUR
Pastel de Nata class (×2)
~€55–65pp · Natelíer or Cooking Lisbon
$183–215
Sintra trains (×2 return)
~€5pp × 4 tickets
$34
Fado dinner, Alfama (×2)
~€70–100 total · Mesa de Frades or Zé da Mouraria
$116–166
Private Benagil cave boat (×2)
~€160–220 · sunrise private charter
$266–365
Couples spa treatment
~€90–150 · Castelo Suites spa
$149–249
Transport in Portugal · all EUR
Lisbon Uber / metro (5 days)
~€50–75 total
$83–125
Alfa Pendular trains (×2 pp, both ways)
~€28–35pp × 4 tickets · 1st class Conforto
$186–233
Albufeira station ↔ Castelo Suites Uber
~€10–15 × 2 trips
$33–50
Victoria Day Lagos Uber return
~€55–70 return
$91–116
Benagil boat Uber (Portimão marina)
~€40–55 return
$66–91
Albufeira Old Town + misc Algarve Ubers
~€35–60 over 5 days
$58–100
LIS airport Uber (final morning)
~€10–15
$17–25
Food & drinks · all EUR
Lisbon meals (5 days, excl. class)
~€300–430 total · lunches, dinners, petiscos, wine
$498–714
Algarve meals (excl. included breakfasts)
~€240–370 total · dinners, rooftop bar, Lagos lunch
$398–615
Miscellaneous
Tips, ceramics, wine, shopping · EUR
~€120–210 · tiles, cork goods, wine home
$199–349
Travel insurance · CAD (no FX fee)
Domestic purchase · no FX surcharge
$200–300
Amex 2.5% FX fee — total surcharge
Applied to all EUR purchases above (excl. travel insurance)
~$175–240
Total (excl. Aeroplan flights)
$6,160 – $8,250 CAD
How the 2.5% Amex FX fee is applied: Every EUR purchase is converted to CAD at Amex's daily rate (~1.62 today), then a 2.5% surcharge is added on top — giving an effective rate of ~1.6605. All costs in Portugal are in EUR, so everything gets this treatment. The FX surcharge alone adds ~$175–240 CAD to the trip.

To avoid this: the Scotiabank Gold Amex has 0% foreign transaction fees and earns Scene+ points — worth considering if you travel internationally more than once a year. For this trip, switching that one card saves you the $175–240 in fees.

Castelo Suites confirmed: €2,390.35 × 1.6605 = ~$3,969 CAD with the FX fee included. The EUR/CAD rate in May 2027 will differ — budget a small buffer either way.
What to book and when

Book first — Oct 2026

✈ Flights (Aeroplan)

YYZ → LIS Fri May 14 ~11pm. LIS → YYZ Sun May 26. Check Aeroplan availability as soon as the schedule opens — typically 355 days ahead.

⏰ Open Oct–Nov 2026

Book first — Oct 2026

🏨 Lisboa Carmo Hotel

Superior Room or Junior Suite with balcony · 5 nights May 15–19. lisboacarmohotel.pt · mention honeymoon for possible upgrade.

⏰ Oct–Nov 2026

Book first — Oct 2026

🏨 Castelo Suites Hotel

Suite with terrace · 5 nights May 20–24. Ask about private terrace options. [email protected]

⏰ Oct–Nov 2026

Book Jan 2027

⛵ Private Benagil boat

Sunrise private charter from Portimão marina for Sat May 22. Search "private Benagil sunrise" on Musement or GetYourGuide.

⏰ Jan 2027 · limited slots

Book Mar 21, 2027

🚄 Alfa Pendular trains

Promo fares open exactly 60 days ahead. Set a reminder: Mar 21 = 60 days before May 20 outbound. Book both legs (May 20 + May 25) on cp.pt same session.

⏰ Mar 21, 2027 exactly

Book Apr 2027

🎸 Fado dinner

Mesa de Frades (theatrical, tiny) or Zé da Mouraria (authentic, local). Under 30 seats. Book via their websites for Wed May 19.

⏰ Early April 2027

Book Apr 2027

🥐 Pastel de Nata class

Natelíer (natelier.pt) — private session for two available, worth the premium. Or Cooking Lisbon (cookinglisbon.com). Book for Mon May 17.

⏰ Early April 2027

Book May 2027

💆 Spa treatment

Book at Castelo Suites spa reception on check-in day (Thu May 20). Request couples session for Sat or Sun.

⏰ On arrival at resort

Book Apr–May 2027

🏨 Final Lisbon hotel

1 night near Oriente station: Moxy Lisbon Oriente (~$160 CAD) or Lisbon Marriott (~$230 CAD). Book 4–6 weeks before.

⏰ April 2027