SPECS
Who: Two People, One Bed (or two)
Where: Toronto to Lisbon, Portugal – Nice, France – Bucharest, Romania – Istanbul, Turkiye – Athens, Greece – Madrid, Spain
When: Monday, August 3rd – Monday, August 24th, 2026
Budget Per Person: $3500.00
Notes: I made this to be one of those ‘jump around with your carry-on only‘ trips. But if you want to lug around checked in luggage on cobblestone? By all means, go ahead and pay extra for that. I won’t stop you.
Also, this is six countries but with your time in Nice you can add another two countries as Italy and Monaco are quickie train trips! If you want information on how to do the Monaco portion, I did that, click here.
Flight: Toronto to Lisbon | August 3rd – August 24th
$911.00 CAD: roundtrip (direct, the Air Transat option)
Stay: Hotel for Two in Lisbon | August 4th – August 7th
Option 1: $477.00 CAD ($238.50/per person); Deluxe Double Room, Looks cute, Good location, Breakfast included
Option 2: $411.00 CAD ($205.50/per person); Standard Twin Room, Great location, Good reviews, Looks good
Option 3: $389.00 CAD ($194.50/per person); Double Room, Looks good, Great location, Great reviews
Option 4: $433.00 CAD ($216.50/per person); Twin Room, Good reviews, Looks great, Good location
Option 5: $452.00 CAD ($226.00/per person); Twin Room, Looks cozy, Close to transit, Good reviews
Flight: Lisbon to Nice | August 7th
$106.00 CAD: one-way (direct, the EasyJet option)
Stay: AirBnB for Two in Nice | August 7th – August 11th
Option 1: $758.00 CAD ($379.00/per person); Super duper popular place, Looks fun, Perfect reviews
Option 2: $667.00 CAD ($333.50/per person); Looks cute, Great location, Super duper popular place, Good reviews
Option 3: $733.00 CAD ($366.50/per person); Great reviews, Good location, Looks simple
Option 4: $737.00 CAD ($368.50/per person); Super duper popular place, Looks cozy, Good reviews, Great location
Option 5: $834.00 CAD ($417.00/per person); Perfect reviews, Good location, Looks simple
Flight: Nice to Bucharest | August 11th
$104.00 CAD: one-way (direct, the Tarom option)
Stay: Hotel for Two in Bucharest | August 11th – August 14th
Option 1: $251.00 CAD ($125.50/per person); Studio with Balcony, Wonderful reviews, Looks good, Great location
Option 2: $379.00 CAD ($189.50/per person); King Junior Suite with Balcony, Quieter location, Looks good, Great reviews
Option 3: $382.00 CAD ($191.00/per person); Standard Queen Room, Looks nice, Wonderful reviews, Great location
Option 4: $326.00 CAD ($163.00/per person); Twin Room with Balcony, Centrally located, Wonderful reviews, Looks simple
Option 5: $375.00 CAD ($187.50/per person); Deluxe Twin Room, Looks super cute, Centrally located, Wonderful reviews
Flight: Bucharest to Istanbul | August 14th
$108.00 CAD: one-way (direct, the Tarom option)
Stay: Hotel for Two in Istanbul | August 14th – August 17th
Option 1: $368.00 CAD ($184.00/per person); Superior Twin Room, 5-star place, Quieter location, Looks nice, Pool
Option 2: $390.00 CAD ($195.00/per person); Double or Twin Room with City View, 5-star place, Looks nice, Pool, Great reviews, Good location
Option 3: $396.00 CAD ($198.00/per person); Superior Double Room, Great location, Looks good, Breakfast included
Option 4: $316.00 CAD ($158.00/per person); Twin Room with Balcony, Looks good, Great location, Great reviews
Option 5: $383.00 CAD ($191.50/per person); Economy Double Room, Great location, Nice terrace, Great reviews
Flight: Istanbul to Athens | August 17th
$51.00 CAD: one-way (direct, the Sky express option)
Stay: Hotel for Two in Athens | August 17th – August 20th
Option 1: $385.00 CAD ($192.50/per person); Double Room, Looks great, Centrally located, Great reviews
Option 2: $363.00 CAD ($181.50/per person); Superior Twin Room, Great reviews, Looks nice, Close to transit
Option 3: $346.00 CAD ($173.00/per person); Double Room Ensuite, Centrally located, Good reviews, Looks cute
Option 4: $369.00 CAD ($184.50/per person); Double or Twin Room, Looks good, Great reviews, Centrally located
Option 5: $355.00 CAD ($177.50/per person); Double Room, Great reviews, Looks cozy, Great location
Flight: Athens to Madrid | August 20th
$211.00 CAD: one-way (direct, the Aegean option)
Stay: Hotel for Two in Madrid | August 20th – August 24th
Option 1: $347.00 CAD ($173.50/per person); Standard Double Room, Centrally located, Looks good, Great reviews
Option 2: $567.00 CAD ($283.50/per person); Budget Double Room, Looks great, Centrally located, Great reviews
Option 3: $501.00 CAD ($250.50/per person); Double or Twin Room, Great reviews, Great location, Looks fun
Option 4: $594.00 CAD ($297.00/per person); Twin Room, Looks cozy, Great reviews, Centrally located
Option 5: $574.00 CAD ($287.00/per person); Double or Twin Room, Quieter location, Close to transit, looks nice, Great reviews, Pool
Flight: Madrid to Lisbon | August 24th
$68.00 CAD: one-way (direct, the Iberia option – lands 4hrs before next flight)
Total: Overall, if you go for the LEAST expensive options I posted it’s about $3099.00 per person for the trip and for the MOST expensive options it’s about $3475.00 per person for the trip.
– Mirna
I am not a licensed travel agent of Ontario and make itineraries as a hobby. Any itineraries used by readers are of their own free will and choosing. Site owner is not responsible for any misadventures, mishaps, airline issues or accommodation issues that occur on trip itineraries that are posted or individually e-mailed to readers. Please research the Visa restrictions for your destination as well as the Covid entry requirements prior to booking.