Portugal Honeymoon

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 Memmo 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 — Tue 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.

Wed
May 19

Príncipe Real + LX Factory + Fado dinner

🎸 Best neighbourhoods · rooftop drinks · final Lisbon night

Morning: slow breakfast in Príncipe Real — Lisbon's most elegant square
Chiado: Livraria Bertrand (world's oldest bookshop), boutique ceramics, tile shops
LX Factory afternoon — converted industrial space, independent shops, galleries
Sundowner at the Bairro Alto Hotel rooftop — best city view at golden hour romantic
Fado dinner: Mesa de Frades or Zé da Mouraria — tiny, authentic, unforgettable book 4–6 weeks ahead · under 30 seats
Pack tonight — train south tomorrow morning

📱Mesa de Frades is a 5-min walk from Memmo Alfama. Uber back after fado ~€5.

Thu
May 20

Train south → check in to Castelo Suites

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

Checkout Memmo Alfama — metro from Alfama to Oriente station (~15 min)
Alfa Pendular 1st class (Conforto) — free drink, wide seats, 2h 36m direct book on cp.pt · 60 days ahead
Arrive Albufeira-Ferreiras — Uber to Castelo Suites (~15 min, ~€12–18)
Check in, first look at the rooftop infinity pool, first Algarve sunset the trip shifts here
Dinner at the resort restaurant — easy first night

🚄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.

Fri
May 21

First full resort day — completely unscheduled

🏖 Rooftop pool · beach shuttle · spa booking

Breakfast buffet included — eat on the terrace with clifftop ocean views
Hotel shuttle to Praia do Castelo or Praia do Evaristo (~1 km) free shuttle 10am–6:30pm
Afternoon: rooftop infinity pool — panoramic Algarve coast and Monchique mountains
Book spa treatment for tomorrow or Sunday at reception today
Rooftop bar at sunset — cocktails with the whole coast in view romantic

📍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

Private boat — just the two of you + skipper · sunrise slot best for empty caves + golden light book 3–4 months ahead
Benagil Sea Cave — skylit cathedral inside a cliff, open-water swim, champagne stop the highlight
Praia da Rocha near Portimão for a post-boat lazy beach afternoon
Uber back to Castelo Suites — rooftop sunset drinks

📱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.

Mon
May 24

🍁 Victoria Day — Lagos day trip

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

Uber west to Lagos (~45–50 min from Albufeira, ~€45–55)
Ponta da Piedade — golden limestone arches and sea stacks, Algarve's most dramatic coastline unmissable
Lunch in Lagos old town — fresh seafood, cobbled squares, whitewashed walls
Praia Dona Ana — one of the Algarve's most beautiful beaches, afternoon swim romantic
Uber back to Castelo Suites (~45–50 min, ~€45–55) for rooftop sunset cocktails

📱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.

Tue
May 25

Final Algarve morning → train back to Lisbon

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

Last slow breakfast on the rooftop terrace — final Algarve ocean view
Checkout, Uber to Albufeira-Ferreiras station (~15 min)
Alfa Pendular back to Lisboa Oriente — ~3 hrs, sit on the right side for the Tagus bridge views scenic moment
Check in to final Lisbon hotel (~2:30–3pm) — bags down, city for last evening
Dinner at a favourite spot from the first leg, or somewhere new — no pressure

🚄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.

Wed
May 26

Easy airport morning → fly home

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

Breakfast at the hotel — no alarm stress, 10 min from the airport
Metro or Uber to LIS airport — arrive by 10am for check-in this is the whole point of this night
Flight home: LIS → YYZ direct — arrive Toronto Thursday May 27
Thursday to recover — back to work Friday May 28 (or take Thursday as a recovery day)

🏨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).

Lisbon · 5 nights · BOOKED

Memmo Alfama

📍 Alfama · rooftop pool with Tagus views · adults-only feel · 42 rooms · breakfast included

Modern design hotel tucked down a secluded Alfama alley near the Cathedral and São Jorge Castle. All 42 rooms face the Tagus. Rooftop pool with one of the best views in Lisbon. Complimentary Alfama walking tours for guests. Fado venues steps away. Described as "located down a secluded alleyway which feels (but isn't) far away from the crowds — real serenity."

Terrace Room bookedBreakfast included Rooftop pool · Tagus viewsAdults-only feel Fado venues around cornerAlfama walking tours included

Booked: Terrace Room · 5 nights May 15–20 · mention honeymoon at check-in for welcome gesture.

5 nights · incl. breakfast · confirmed$2,358 CAD

Algarve · 5 nights · BOOKED

Castelo Suites Hotel

📍 Albufeira clifftop · opened Sep 2025 · Castelo Suite Terrace & Plunge Pool · early booking rate

Modern 4-star clifftop hotel near Albufeira. The Castelo Suite Terrace & Plunge Pool has a private terrace plunge pool and sun loungers — the private outdoor water feature you were looking for. Rooftop infinity pool, rooftop bar, spa, sauna, free breakfast buffet, beach shuttle. VIP Romantic Package (€25) booked — includes welcome amenity.

Private terrace plunge poolRooftop infinity pool Free breakfast includedSpa + sauna Rooftop barBeach shuttle VIP Romantic Package booked

Booked: Castelo Suite Terrace & Plunge Pool · early booking rate · VIP Romantic Package add-on (€25).

5 nights · €2,345 + €25 romantic pkg · incl. 2.5% FX = ~$3,935 CAD~$3,935 CAD

Item

Notes

Est. cost

Flights

Flights YYZ → LIS + LIS → YYZ (×2)

Aeroplan points + fees. Depart Fri May 14, return Wed May 26.

Points + ~$300–450

Accommodation · EUR purchases at 1.62 + 2.5% FX = 1.6605 effective

Memmo Alfama — 5 nights · BOOKED

Terrace Room · incl. breakfast · confirmed price

$2,358

Castelo Suites — 5 nights · BOOKED

€2,345 early booking rate × 1.6605

~$3,894

Castelo VIP Romantic Package · BOOKED

€25 × 1.6605

~$42

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)

$6,000 – $7,500 CAD

Book first — Oct 2026

✈ Flights (Aeroplan)

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

⏰ Open Oct–Nov 2026

BOOKED

🏨 Memmo Alfama

Terrace Room · 5 nights May 15–20 · breakfast included · $2,358 CAD confirmed.

✓ Done

BOOKED

🏨 Castelo Suites Hotel

Castelo Suite Terrace & Plunge Pool · 5 nights May 20–25 · early booking rate €2,345 + €25 VIP Romantic Package · ~$3,935 CAD total.

✓ Done

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

Night of Tue May 25, check out Wed May 26. Near Oriente station: Moxy Lisbon Oriente (~$160 CAD) or Lisbon Marriott (~$230 CAD). Book 4–6 weeks before.

⏰ April 2027

Lisbon & the Algarve