SPECS
Who: Two People, One Bed (or Two)
Where: Toronto to Lisbon – Medellin – Havana – Chicago – Cancun – San Jose – Halifax
When: Thursday, May 17th – Monday, May 20th, 2024
Budget Per Person: Whatever I can find for a good price….
Option 1: Lisbon, Portugal
Flight: Toronto to Lisbon, Portugal | May 16th – May 20th
$808.00 CAD: roundtrip (direct)
Stay: Hotel or AirBnB for Two | May 17th – May 20th
Option 1: $808.00 CAD ($404.00/per person); Deluxe Double or Twin Room, 5-star place, Looks good, Pool, Great reviews
Option 2: $728.00 CAD ($364.00/per person); Double or Twin Room, Centrally located, Great reviews, Looks nice
Option 3: $570.00 CAD ($285.00/per person); Small, Looks good, Perfect reviews, Good location
Option 4: $1057.00 CAD ($528.50/per person); Looks great, Spacious, Perfect reviews, Popular place
Option 5: $570.00 CAD ($285.00/per person); Very popular place, Looks very nice, Great reviews
Total for Lisbon: Overall, if you go for the LEAST expensive options I posted it’s about $1093.00 per person for the trip and for the MOST expensive options it’s about $1336.50 per person for the trip.
I went to Lisbon a bit ago, if you want some ideas for what to get up to, click here.
Option 2: Medellin, Colombia
Flight: Toronto to Medellin | May 17th – May 20th
$571.00 CAD: roundtrip (quick layover)
Stay: Hotel or AirBnB for Two | May 17th – May 20th
Option 1: $467.00 CAD ($233.50/per person); Twin Room, 5-star place, Looks nice, Pool, Breakfast included, Great reviews
Option 2: $514.00 CAD ($257.00/per person); Standard Double Room with Two Double Beds, 5-star place, Great location, Breakfast included
Option 3: $905.00 CAD ($452.50/per person); Hot tub, Looks very fancy pants, Perfect reviews, Big place, Quieter location
Option 4: $221.00 CAD ($110.50/per person); Popular place, Pool, Looks nice, Great reviews
Option 5: $121.00 CAD ($60.50/per person); Great reviews, Very popular place, Good location, Looks cozy
Total for Medellin: Overall, if you go for the LEAST expensive options I posted it’s about $631.50 per person for the trip and for the MOST expensive options it’s about $1023.50 per person for the trip.
If you want to book some excursions in Medellin, click here.
Option 3: Havana, Cuba
Flight: Toronto to Havana | May 17th – May 20th
$445.00 CAD: roundtrip (layover)
Stay: AirBnB for Two | May 17th – May 20th
Option 1: $346.00 CAD ($173.00/per person); Popular place, Perfect reviews, Looks cute
Option 2: $235.00 CAD ($117.50/per person); Perfect reviews, Centrally located, Nice view
Option 3: $263.00 CAD ($131.50/per person); Very nice terrace view, Popular place, Perfect reviews, Looks spacious
Option 4: $247.00 CAD ($123.50/per person); Breakfast included, Centrally located, Very popular place, Perfect reviews
Option 5: $611.00 CAD ($305.50/per person); Nice ocean view, Looks very nice, Quieter location, Popular place, Perfect reviews
Total for Havana: Overall, if you go for the LEAST expensive options I posted it’s about $562.50 per person for the trip and for the MOST expensive options it’s about $750.50 per person for the trip.
Option 4: Chicago, Illinois
Flight: Toronto to Chicago | May 17th – May 20th
$371.00 CAD: roundtrip (direct)
Stay: Hotel or AirBnB for Two | May 17th – May 20th
Option 1: $1162.00 CAD ($581.00/per person); King Room with Sofa Bed, Breakfast included, Looks nice, Good reviews
Option 2: $1517.00 CAD ($758.50/per person); Traditional King Room: Awesome location, Great reviews, Looks great
Option 3: $1069.00 CAD ($534.50/per person); Very popular place, Looks really nice, Perfect reviews, Great location
Option 4: $799.00 CAD ($399.50/per person); Close to transit, Great reviews, Very popular place, Looks cozy
Total for Chicago: Overall, if you go for the LEAST expensive options I posted it’s about $770.00 per person for the trip and for the MOST expensive options it’s about $1129.50 per person for the trip.
I went to Chicago a bit ago, if you want some ideas for what to get up to, click here.
Option 5: Cancun, Mexico
Flight: Toronto to Cancun | May 17th – May 20th
$615.00 CAD: roundtrip (direct)
Stay: Hotel or AirBnB for Two | May 17th – May 20th
Option 1: $791.00 CAD ($395.50/per person); Standard Room Deluxe King, 5-star place, Pool, Great location, Looks very nice
Option 2: $467.00 CAD ($233.50/per person); Standard Double Room, Centrally located, Looks cozy, Breakfast included, Pool
Option 3: $430.00 CAD ($215.00/per person); Private small pool, Very popular place, Great reviews
Option 4: $567.00 CAD ($283.50/per person); Good reviews, Nice view, Looks good, Pool, Very popular place, By the beach
Option 5: $643.00 CAD ($321.50/per person); Quieter location, By the beach, Popular place, Great reviews
Total for Cancun: Overall, if you go for the LEAST expensive options I posted it’s about $830.00 per person for the trip and for the MOST expensive options it’s about $1010.50 per person for the trip.
I went to Cancun a bit ago, if you want some ideas for what to get up to, click here.
Option 6: San Jose, Costa Rica
Flight: Toronto to San Jose | May 17th – May 20th
$721.00 CAD: roundtrip (layover)
Stay: Hotel or AirBnB for Two | May 17th – May 20th
Option 1: $538.00 CAD ($269.00/per person); Superior Double Room, 5-star place, Pool, Breakfast and Dinner included, Looks fun
Option 2: $570.00 CAD ($285.00/per person); Deluxe Twin Room, Pool, Breakfast included, Great location
Option 3: $268.00 CAD ($134.00/per person); Popular place, Jacuzzi, Nice view, Perfect reviews
Option 4: $346.00 CAD ($173.00/per person); Looks very nice, Perfect reviews, Great location, Spacious
Option 5: $353.00 CAD ($176.50/per person); Very popular place, Great reviews, Pool, Looks super cute, Great location
Total for San Jose: Overall, if you go for the LEAST expensive options I posted it’s about $855.00 per person for the trip and for the MOST expensive options it’s about $1006.00 per person for the trip.
I went to San Jose a bit ago, if you want some ideas for what to get up to, click here.
Option 7: Halifax, Nova Scotia
Flight: Toronto to Halifax | May 17th – May 20th
$401.00 CAD: roundtrip (direct)
Stay: Hotel or AirBnB for Two | May 17th – May 20th
Option 1: $759.00 CAD ($379.50/per person); Deluxe Two Queen Beds, 5-star place, Quieter location, Breakfast included, Pool
Option 2: $871.00 CAD ($435.50/per person); Queen Room, Centrally located, Good reviews, Looks cozy
Option 3: $632.00 CAD ($316.00/per person); Perfect reviews, Great location, Popular place, Looks good
Option 4: $940.00 CAD ($470.00/per person); Looks very nice, Spacious, Good location, Perfect reviews
Total for Halifax Overall, if you go for the LEAST expensive options I posted it’s about $717.00 per person for the trip and for the MOST expensive options it’s about $871.00 per person for the trip.
I went to Halifax last year, if you want some ideas for what to get up to, click here.
– 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.