North America

Hamilton to Cancun: Group Trip

SPECS

Who: Four People, Four Beds

Where: Hamilton to Cancun, Mexico

When: Saturday, January 19th - Saturday, January 26th, 2019

Budget Per Person: $500.00

Notes: The flight price is WITH carry-on luggage FYI. Wooohoo. Also, if you feel adventurous I wrote a blog post on how to get from Cancun to Playa de Carmen and/or Tulum for cheap that you can find here.


Flight: Hamilton to Cancun | January 19th - January 26th

$268.00 CDN: roundtrip (direct)

Stay: AirBnB for four | January 19th - January 26th

Option 1: $596.00 CDN ($149.00/per person); Downtown Cancun, Looks cozy, Perfect reviews

Option 2: $687.00 CDN ($171.75/per person); 2 beds + 2 sofa beds, Looks cute, Downtown location, Perfect reviews

Option 3: $838.00 CDN ($209.50/per person); Pools, Looks great, Great location, Perfect reviews

Option 4: $679.00 CDN ($169.75/per person); 3 beds + Sofa bed, Nice looking, Pool, Good location, Perfect reviews

Total: Overall, if you go for the LEAST expensive options I posted it's about $417.00 per person for the trip and for the MOST expensive options it's about $477.50 per person for the trip.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to Cancun: Quickie Solo Trip

SPECS

Who: One Person, One Bed

Where: Toronto to Cancun, Mexico

When: Sunday, January 20th to Thursday, January 24th, 2019

Budget: $500ish

Notes: This is carry-on only, I believe it’s a 22lb allotment for that. Also, if you feel adventurous I wrote a blog post on how to get from Cancun to Playa de Carmen and/or Tulum for cheap that you can find here along with my post on how I packed when I went to Cancun with just a carry-on back in September on the same airline.


Flight: Toronto to Cancun | January 20th - January 24th

$390.00 CDN: roundtrip (direct)

Stay: AirBnB for one | January 20th - January 24th

Option 1: $113.00 CDN; Perfect reviews, Central location, Looks cozy

Option 2: $122.00 CDN; Place looks great, Good area, Perfect reviews

Option 3: $107.00 CDN; Close to transit, Looks very simple, Good reviews

Option 4: $115.00 CDN; Great location, Central, Perfect reviews, Looks cozy

Option 5: $106.00 CDN; Looks simple, Perfect reviews, Good location


Total: Overall, if you go for the LEAST expensive options I posted it's about $496.00 for the trip and for the MOST expensive options it's about $512.00 for the trip.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to Cabo, Mexico: Quickie Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to Cabo San Lucas, Mexico

When: Sunday, February 3rd - Friday, February 8th, 2019

Budget: $550.00

Notes: Yes, there is a San Jose del Cabo AND a Cabo San Lucas. Because Cabo San Lucas looks prettier, the places to stay I picked are located there, but the flight lands in San Jose del Cabo. It is just a 30min drive between the two of them, apparently there is also a bus that leaves directly from the airport to Cabo San Lucas as well!


Flight: Toronto to San Jose del Cabo | February 3rd - February 8th

$373.00 CDN: roundtrip (good layovers)

 

Stay: AirBnB for 4 people in Cabo San Lucas | February 3rd - February 8th

Option 1: $487.00 CDN ($121.75/per person); Quiet area, By beach, Looks nice, Great reviews

Option 2: $661.00 CDN ($165.25/per person); Looks great, Great location, Close to beach, Perfect reviews

Option 3: $579.00 CDN ($144.75/per person); Close to center, Close to beach, Pool, Looks big, Great reviews

Option 4: $587.00 CDN ($146.75/per person); Pools, Looks nice, Perfect reviews, Good location

Option 5: $578.00 CDN ($144.50/per person); Close to downtown, Looks big, Perfect reviews

Option 6: $401.00 CDN ($100.25/per person); Looks small, Cute, Perfect reviews, Great location

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $473.00 per person for the trip and for the MOST expensive options it's about $538.25 per person for the trip.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to New Orleans: Quickie Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to New Orleans, Louisiana

When: Saturday, February 2nd - Thursday, February 7th, 2019

Budget: $500


Flight: Toronto to New Orleans | February 2nd - February 7th

$293.00 CDN: roundtrip (quick layovers both ways)

 

Stay: AirBnB for Four | February 2nd - February 7th

Option 1: $522.00 CDN ($130.50/per person); Close to transit, Perfect reviews, Looks cozy, Quieter area

Option 2: $725.00 CDN ($181.25/per person); Place looks awesome, Good area, Perfect reviews

Option 3: $735.00 CDN ($183.75/per person); Perfect reviews, Looks cozy, Good location, Close to transit

Option 4: $822.00 CDN ($205.50/per person); Place looks great, Good location, Close to transit, Perfect reviews

Option 5: $647.00 CDN ($161.75/per person); Great location, Close to transit, Perfect reviews, Looks cute

 

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $423.50 per person for the trip and for the MOST expensive options it's about $498.50 per person for the trip.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Carnival Itinerary: Toronto Caribana 2019

SPECS

Who: Four people/Two Beds, Two people/Two beds, Solo

Where: Toronto, Ontario

When: Thursday, August 1st - Monday, August 5th, 2019

Budget: Whatever I can find, giving folks a nice range of options.

Notes: This is mostly for people looking for places to stay in Toronto for the duration of Caribana. The prices are ALL quoted in Canadian currency, with the exception of the flights and bus options at the bottom for those coming from New York, Philadelphia, Detroit, Chicago, Miami, Washington, Houston and Atlanta.




Stay: AirBnB or Hotel for four | August 1st - August 5th

Option 1: $1186.60 + 17% tax = $1388.32 CDN ($347.08/per person); Superior with Two Queen Beds, Great location, Pool, Good reviews

Option 2: $1111.60 + 17% tax = $1300.57 CDN ($325.14/per person); Standard Double Room, Awesome location, Great reviews, Pool

Option 3: $1676 + 17% tax = $1960.92 CDN ($490.23/per person); Standard Double Room, Great location, In front of Union Station, Great reviews, Looks nice

Option 4: $664.00 CDN ($166.00/per person); Place looks beautiful, Good area, Perfect reviews

Option 5: $1126.00 CDN ($281.50/per person); Perfect reviews, Awesome location, Looks cozy

Option 6: $685.00 CDN ($171.25/per person); Nice area, Bed + Sofa bed, Looks nice, Perfect reviews

Option 7: $1009.00 CDN ($252.35/per person); Big place, Great area, Looks big, Perfect reviews

 

Stay: AirBnB or Hotel for two | August 1st - August 5th

Option 1: $475.00 CDN ($237.50/per person); Bed + Sofa bed, Great location, Looks nice, Great reviews

Option 2: $673.00 CDN ($336.50/per person); Bed + Sofa bed, Looks cozy, Awesome location, Great reviews

Option 3: $943.60 + 17% tax = $1104.01 CDN ($552.01/per person); Standard Double Room, Awesome location, Looks nice, Pool

Option 4: $1104.96 + 17% tax = $1292.80 CDN ($646.40/per person); Queen Room with Two Queen beds, Breakfast included, Great location, Great reviews

Option 5: $611.00 CDN ($305.50/per person); Looks cute, Great location, Bed + Sofa bed, Great reviews

Option 6: $586.00 CDN ($293.00/per person); Awesome location, Looks very nice, Bed + Sofa bed, Perfect reviews

 

Stay: AirBnB for one | August 1st - August 5th

Option 1: $253.00 CDN; Good location, Looks cozy, Great reviews

Option 2: $206.00 CDN; Looks simple, Awesome location, Perfect reviews

Option 3: $306.00 CDN; Perfect reviews, Looks great, Great location


Flying or Busing in? 

Bus from New York: $106.00 USD, roundtrip

Flight from New York: $217.00 USD roundtrip (direct)

Bus from Detroit: $85.00 USD, roundtrip

Flight from Philadelphia: $405.00 USD, roundtrip (direct)

Flight from Chicago: $280.00 USD, roundtrip (direct)

Flight from Miami: $489.00 USD, roundtrip (quick layovers)

Flight from Washington: $366.00 USD, roundtrip (direct)

Flight from Houston: $533.00 USD, roundtrip (quick layovers)

Flight from Atlanta: $420.00 USD, roundtrip (direct)

 

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to Cancun: Solo Trip

SPECS

Who: One Person, One Bed

Where: Toronto to Cancun, Mexico

When: Monday, January 21st - Monday, January 28th, 2019

Budget: $500

Notes: Most of these places to stay are the 'private room' option because you really just need a clean, safe and cozy place to rest your head between all the swimming, partying and activities. 


Flight: Toronto to Cancun | January 21st - January 28th

$358.00 CDN: roundtrip (direct)

 

Stay: AirBnB for one | January 21st - January 28th

Option 1: $139.00 CDN; Pool, Looks cozy, Great reviews, Good area

Option 2: $131.00 CDN; Perfect reviews, Looks nice, Good location

Option 3: $116.00 CDN; Get the whole place, Looks rustic, Great reviews

Option 4: $143.00 CDN; Get the whole place, Looks cozy, Good reviews, Quiet area

Option 5: $128.00 CDN; Pool, Looks nice, Quiet area, Great reviews, Close to transit

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $474.00 for the trip and for the MOST expensive options it's about $501.00 for the trip.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to Cancun: Group Trip

SPECS

Who: Six People, Four Beds 

Where: Toronto to Cancun, Mexico

When: Sunday, December 2nd - Sunday, December 9th

Budget: $500 (no, actually, I'm serious)

Notes: If these dates don't work for you, or if they sell out for that price just e-mail me and I will try to find you alternatives around that time/for different amounts of people.


Flight: Toronto to Cancun | December 2nd - December 9th

$380.00 CDN: roundtrip (super short layover both ways)

Stay: AirBnB for 6 people | December 2nd - December 9th

Option 1: $662.00 CDN ($110.33/per person); Downtown location, Looks nice, Pool, Great reviews

Option 2: $505.00 CDN ($84.17/per person); Close to the beach, 3 Beds + Sofa bed, Perfect reviews, Looks rustic

Option 3: $623.00 CDN ($103.83/per person); Close to Hotel Zone, Pool, Looks nice, Perfect reviews

Option 4: $661.00 CDN ($110.17/per person); Downtown location, Looks cozy, Pool, Great reviews

Option 5: $590.00 CDN ($98.33/per person); 3 Beds + Sofa bed, Looks really nice, Perfect reviews, Good location

Option 6: $690.00 CDN ($115.00/per person); Great reviews, Looks nice, Pool, Close to transit, 3 Beds + Couch

Total: Overall, if you go for the LEAST expensive options I posted it's about $464.17 per person for the trip and for the MOST expensive options it's about $495.00 per person for the trip.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to Long Weekend Fun: Easter 2018

SPECS

Who: Two People, Two Beds + One Person Options

Where: Toronto to Whatever is Cheap

When: Friday, March 30th (Good Friday) to Monday, April 2nd (Easter Monday)

Budget: Under $800

Notes: There are definitely wacky layovers/times with some of these, but take a look anyways. 


OPTION 1: ATLANTA, GEORGIA

Flight: Toronto to Atlanta  | Mar 30th

$469.00 CDN/per person

Stay: AirBnB for two | Mar 30th to April 2nd

Option 1: $470.00 CDN ($235.00/per person);  Bed + Sofa bed, OK looking, Perfect reviews, Great location

Option 2: $ 395.00 CDN ($197.50/per person); Close to transit, Good location, Perfect reviews, Bed + Sofa Bed

Option 3: $ 536.00 CDN ($268.00/per person);  Nice looking, Bed + Sofa bed, Good location, Perfect reviews

Stay: AirBnB for one | Mar 30th to April 2nd

Option 1: $232.00 CDN; Hipster looking, Big space, Great reviews

Option 2: $312.00 CDN; Place looks amazing, Centrally located, Perfect reviews

Option 3: $333.00 CDN; Nice looking spot, Great location, Great reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $737.00 per person for the trip OR $802.00 solo.


OPTION 2: PANAMA CITY

Flight: Toronto to Panama City  | Mar 30th

$530.00 CDN/per person

Stay: AirBnB or Hotel for two | Mar 30th to April 2nd

Option 1: $253.00 CDN ($126.50/per person); Great location, Perfect reviews, Bed + Sofa bed

Option 2: $368.00 CDN ($184.00/per person); Place looks awesome, Big, Bed + Sofa bed, Great reviews

Option 3: $397.00 CDN ($198.50/per person);  Perfect reviews, Good location, Nice looking

Option 4: $112.00 CDN ($56.00/per person); Great reviews, Bunk beds, Shared bathroom

Stay: AirBnB for one | Mar 30th to April 2nd

Option 1: $131.00 CDN; Good location, Nice looking, Perfect reviews

Option 2: $92.00 CDN; OK looking, Perfect reviews

Option 3: $138.00 CDN; Perfect reviews, Good location, Nice looking

Total: Overall, even if you go for the MOST expensive options I posted it's about $728.50 per person for the trip OR $668.00 solo.


OPTION 3: MEXICO CITY

Flight: Toronto to Mexico City  | Mar 30th

$472.00 CDN/per person

Stay: AirBnB or Hotel for two | Mar 30th to April 2nd

Option 1: $412 + 19% tax = $490.28 CDN ($245.14/per person);  Very nice looking hotel, Great reviews, Great location

Option 2: $387 + 19% tax = $460.91 CDN ($230.46/per person); Great looking, Great reviews, Good location

Option 3: $233.00 CDN ($116.50/per person); Cozy looking place, Great location, Perfect reviews

Stay: AirBnB for one | Mar 30th to April 2nd

Option 1: $106.00 CDN; Great location, Nice looking, Perfect reviews

Option 2: $92.00 CDN; Close to transit, Rooftop patio, Perfect reviews

Option 3: $86.00 CDN; Great reviews, Nice looking, Good area

Total: Overall, even if you go for the MOST expensive options I posted it's about $717.14 per person for the trip OR $578.00 solo.


OPTION 4: PARIS, FRANCE

Flight: Toronto to Paris  | Mar 29th (leaves at 7pm, so you can arrive 30th and have full day)

$590.00 CDN/per person (Yes, it's with WOWair, so depends how much luggage you bring)

Stay: AirBnB for two | Mar 30th to April 2nd

Option 1: $328.00 CDN ($164.00/per person); Place looks great, Close to transit, Perfect reviews, Bed + Soda bed

Option 2: $300.00 CDN ($150.00/per person); Nice looking place, Closer to Paris, Great reviews

Option 3: $281.00 CDN ($140.50/per person); Close to Champs Elysees, Close to transit, Nice looking, Great reviews, Bed + Sofa bed

Stay: AirBnB for one | Mar 30th to April 2nd

Option 1: $106.00 CDN; Close to transit, Basic looking, Good reviews, Outside of Paris

Option 2: $102.00 CDN; Outside of Paris, Close to transit, Great reviews, Close to airport

Option 3: $127.00 CDN; Perfect reviews, Close to transit, Not a far distance to downtown Paris

Total: Overall, even if you go for the MOST expensive options I posted it's about $754.00 per person for the trip OR $717.00 solo.


OPTION 5: MIAMI, FLORIDA

Flight: Toronto to Miami  | Mar 29th (leaving at 5:55pm, extra day in MIA)

$485.00 CDN/per person

Stay: AirBnB for two | Mar 29th to April 2nd

Option 1: $629.00 CDN ($314.50/per person);  In Miami Beach, Close to the beach, Good reviews, Bed + Sofa bed

Option 2: $533.00 CDN ($266.50/per person); Great location, Close to beach, Nice looking, Great reviews

Option 3: $634.00 CDN ($317.00/per person); Bunk beds + Sofa bed, Good location, Close to beach

Stay: AirBnB for one | Mar 29th to April 2nd

Option 1: $307.00 CDN; Small space, Great reviews, Good location, Miami Beach

Option 2: $330.00 CDN; Nice looking, Perfect reviews, Well located, Miami Beach

Option 3: $283.00 CDN; In Bricknel, Close to transit, Great reviews, OK looking

Total: Overall, even if you go for the MOST expensive options I posted it's about $802.00 per person for the trip OR $815.00 solo.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to Long Weekend Fun: Family Day 2018

SPECS

Who: Two People, Two Beds + One Person Options

Where: Toronto to Whatever is Cheap

When: Friday, Feb 16th to Monday, Feb 19th (Family Day)

Budget: Under $800

Notes: There are definitely wacky layovers/times with some of these, but take a look anyways.


OPTION 1: Los Angeles

Flight: Toronto to Los Angeles | Feb 16th

$615.00 CDN/per person

Stay: AirBnB for two | Feb 16th to Feb 19th

Option 1: $233.00 CDN ($116.50/per person); OK looking, Close to Pasadena, Perfect reviews

Option 2: $364.00 CDN ($182.00/per person); Close to downtown, Perfect reviews, OK looking

Option 3: $359.00 CDN ($179.50/per person); In Hollywood, Good location, Perfect reviews

Stay: AirBnB for one | Feb 16th to Feb 19th

Option 1: $165.00 CDN; Close to airport, OK looking, Perfect reviews

Option 2: $180.00 CDN; Close to transit, Cozy looking, Perfect reviews

Option 3: $190.00 CDN; Close to downtown, Nice looking, Great reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $797.00 per person for the trip OR $805.00 solo.


OPTION 2: Cancun, Mexico

Flight: Toronto to Cancun | Feb 15th

$479.00 CDN/per person (FYI - leaves at 8:45pm on Thursday, so you'd have the whole day Friday!)

Stay: AirBnB for two | Feb 16th to Feb 19th

Option 1: $267.00 CDN ($133.50/per person); Really nice penthouse condo, Good location, Perfect reviews

Option 2: $214.00 CDN ($107.00/per person); Perfect reviews, Nice looking, Good location

Option 3: $166.00 CDN ($83.00/per person); Close to transit, Pool, Nice looking, Perfect reviews

Stay: AirBnB for one | Feb 16th to Feb 19th

Option 1: $104.00 CDN; Good location, Very nice looking, Perfect reviews

Option 2: $89.00 CDN; 15 min from beach, Nice looking, Perfect reviews

Option 3: $57.00 CDN; Close to transit, Perfect reviews, Quaint looking

Total: Overall, even if you go for the MOST expensive options I posted it's about $612.50 per person for the trip OR $583.00 solo.


OPTION 3: HAVANA, Cuba

Flight: Toronto to Havana | Feb 16th

$716.00 CDN/per person

Stay: AirBnB for two | Feb 16th to Feb 19th

Option 1: $131.00 CDN ($65.50/per person); Good location, Perfect reviews, OK looking

Option 2: $85.00 CDN ($42.50/per person); Cute looking, Perfect reviews, Central Havana

Option 3: $127.00 CDN ($63.50/per person); Big space, Perfect reviews, Good location

Stay: AirBnB for one | Feb 16th to Feb 19th

Option 1: $87.00 CDN; Good location, Perfect reviews, Nice looking

Option 2: $79.00 CDN; Central Havana, Quaint looking, Perfect reviews

Option 3: $66.00 CDN; By Malecon, Perfect reviews, OK looking

Total: Overall, even if you go for the MOST expensive options I posted it's about $781.50 per person for the trip OR $803.00 solo.


OPTION 4: Bogota, Colombia

Flight: Toronto to Bogota  | Feb 16th

$632.00 CDN/per person (FYI - lands at 5:40am on the 20th)

Stay: AirBnB for two | Feb 16th to Feb 19th

Option 1: $200.00 CDN ($100.00/per person); Nice looking place, Perfect reviews, Good location

Option 2: $151.00 CDN ($75.50/per person); Nice view, OK looking, Good location, Perfect reviews

Option 3: $210.00 CDN ($105.00/per person); Really nice looking place, Good location, Perfect reviews

Stay: AirBnB for one | Feb 16th to Feb 19th

Option 1: $54.00 CDN; OK looking, Close to transit, Close to airport, Perfect reviews

Option 2: $96.00 CDN; Good location, OK looking, Perfect reviews

Option 3: $56.00 CDN; Centrally located, Nice looking, Perfect reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $737.00 per person for the trip OR $728.00 solo.


OPTION 5: Mexico city, Mexico

Flight: Toronto to Mexico City  | Feb 16th

$461.00 CDN/per person

Stay: AirBnB for two | Feb 16th to Feb 19th

Option 1: $135.00 CDN ($67.50/per person); Good location, OK looking, Perfect reviews

Option 2: $209.00 CDN ($104.50/per person); 100yr old building, Nice looking, Roof garden, Perfect reviews

Option 3: $368.00 CDN ($184.00/per person); Really nice looking place, Good location, Perfect reviews

Stay: AirBnB for one | Feb 16th to Feb 19th

Option 1: $51.00 CDN; Close to transit, OK looking, Good location, Perfect reviews

Option 2: $83.00 CDN; Good location, OK looking, Close to transit, Perfect reviews, Has a cat

Option 3: $81.00 CDN; Close to nightlife, Close to transit, Nice looking, Perfect reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $645.00 per person for the trip OR $544.00 solo.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- 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.

Toronto to Hawaii: Baecation + Solo

SPECS

Who: Two People, One Bed + One Person Options

Where: Toronto to Honolulu, Hawaii

When: Wednesday, December 6th - Wednesday, December 13 (lands December 14th)

Budget: $1200


Flight: Toronto to Honolulu, Hawaii | Dec 6th - Dec 13th

$553.00 CDN: roundtrip

Stay: AirBnB for two | Dec 6th - Dec 13th

Option 1: $1035.00 CDN ($517.50/per person); Close to transit, OK looking, Perfect reviews

Option 2: $848.00 CDN ($424.00/per person); Close to the beach, OK looking, Great reviews

Option 3: $864.00 CDN ($432.00/per person);  Good location, nice looking, Great reviews 

 

Stay: AirBnB for one | Dec 6th - Dec 13th

Option 1: $480.00 CDN; OK looking, Breakfast included, Perfect reviews, Good location 

Option 2: $497.00 CDN; Close to beach, Close to town, Basic place, Great reviews 

Option 3: $556.00 CDN; Perfect reviews, Close to transit, OK looking

 

Total: Overall, even if you go for the MOST expensive options I posted it's about $1070.50 per person for the trip OR $1109.00 solo.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- Mirna 

Toronto to Long Weekend Fun: Thanksgiving

SPECS

Who: Two People, Two Beds + One Person Options

Where: Toronto to Whatever is Cheap

When: Friday, Oct 6th (after 5 p.m.) to Monday, Oct 9th (Thanksgiving)

Budget: Under $800

Notes: There are definitely wacky layovers/times with some of these, but take a look anyways.


OPTION 1: CANCUN

Flight: Toronto to Cancun | Oct 6th

$442.00 CDN/per person

Stay: AirBnB or Hotel for two | Oct 6th to Oct 9th

Option 1: $174.00 CDN ($87.00/per person); Perfect reviews, Loft space, Close to transit

Option 2: $175.00 CDN ($87.50/per person); Close to Ferry, Has a hammock, Great reviews

Option 3: $199.00 + 16% tax = $230.84 CDN ($115.42/per person); Villa with sea view, Good reviews, Nice looking

Option 4: $126.00 + 19% tax = $149.94 CDN ($74.97/per person); Big room, Pool, Good reviews

Stay: AirBnB for one | Oct 6th to Oct 9th

Option 1: $68.00 CDN; Close to beach, Big space, Great reviews

Option 2: $91.00 CDN; Very nice looking, Pool, Perfect reviews

Option 3: $67.00 CDN; Close to airport, Close to beaches, Great reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $557.42 per person for the trip OR $533.00 solo.


OPTION 2: LONDON, ENGLAND

Flight: Toronto to London Gatwick | Oct 6th

$606.00 CDN/per person

Stay: AirBnB or Hotel for two | Oct 6th to Oct 9th

Option 1: $271.00 CDN ($135.50/per person); Nice looking room, Shared bathroom, Good reviews, Suburbs

Option 2: $314.00 CDN ($157.00/per person); Close to transit, Great reviews, Close to shopping 

Option 3: $271.00 CDN ($135.50/per person); OK looking, Great reviews, Close to transit, Stratford

Option 4: $226.00 CDN ($113.00/per person); Close to transit, Good location, Shared bathroom

Stay: AirBnB for one | Oct 6th to Oct 9th

Option 1: $109.00 CDN; Close to transit, OK looking, Great reviews

Option 2: $124.00 CDN; Close to Wimbledon, Close to transit, Nice looking, Perfect reviews

Option 3: $98.00 CDN; Basic, Small, Perfect reviews, Close to transit

Total: Overall, even if you go for the MOST expensive options I posted it's about $763.00 per person for the trip OR $730.00 solo.


OPTION 3: LOS ANGELES

Flight: Toronto to Los Angeles | Oct 6th

$500.00 CDN/per person

Stay: AirBnB or Hotel for two | Oct 6th to Oct 9th

Option 1: $313.00 CDN ($156.50/per person); Close to transit, Great reviews, Second bed is a floor mattress 

Option 2: $289.00 CDN ($144.50/per person); Great area, Perfect reviews, Extra beds

Option 3: $332.00 CDN ($166.00/per person); Perfect reviews, OK looking, Great location, Second bed is a sofa

Option 4: $308.00 + 15.5% tax + $15 fee = $370.74 CDN ($185.37/per person); Close to LAX, Great reviews, Nice looking, Shared bathroom

Stay: AirBnB for one | Oct 6th to Oct 9th

Option 1: $194.00 CDN; Nice looking room, Great reviews, Well located

Option 2: $216.00 CDN; Perfect reviews, Close to transit, OK looking

Option 3: $264.00 CDN; Very nice looking place, Close to downtown, Close to transit, Perfect reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $685.37 per person for the trip OR $764.00 solo.


OPTION 4: MEXICO CITY

Flight: Toronto to Mexico City | Oct 6th

$497.00 CDN/per person

Stay: AirBnB or Hotel for two | Oct 6th to Oct 9th

Option 1: $221.00 CDN ($110.50/per person); Nice looking place, 2 bedrooms, Great location, Perfect reviews

Option 2: $182.00 CDN ($91.00/per person); Perfect reviews, Good location, Close to nightlife, Close to transit, Second bed is a sofa

Option 3: $298.00 + 19% tax = $354.62 ($177.31/per person); 5 star hotel, Great reviews, Very nice looking

Option 4: $112.00 + 19% tax = $133.28 CDN ($66.64/per person); Great reviews, Good location, Breakfast and Dinner included in price 

Stay: AirBnB for one | Oct 6th to Oct 9th

Option 1: $71.00 CDN; Downtown Mexico City, Great location, Perfect reviews, Close to transit

Option 2: $62.00 CDN; Small, Nice looking, Perfect reviews, Good location 

Option 3: $71.00 CDN; Good area, Nice looking, Perfect reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $674.31 per person for the trip OR $568.00 solo.


OPTION 5: TRINIDAD

Flight: Toronto to Port of Spain | Oct 6th

$585.00 CDN/per person

Stay: AirBnB or Hotel for two | Oct 6th to Oct 9th

Option 1: $287.00 CDN ($143.50/per person); Good reviews, Great location, OK looking 

Option 2: $169.00 CDN ($84.50/per person); 2 bedroom, Close to transit, Perfect reviews 

Option 3: $191.00 + 12% tax = $213.92 ($106.96/per person); Close to city center, Bunk beds, Good reviews

Option 4: $191.00 + 10% tax= $210.10 CDN ($105.05/per person); Great location, Great reviews, OK looking, Second bed is a sofa

Stay: AirBnB for one | Oct 6th to Oct 9th

Option 1: $132.00 CDN; Great location, Perfect reviews, Big room

Option 2: $90.00 CDN; Close to transit, Quaint place, Nice room, Perfect reviews

Option 3: $178.00 CDN; Good location, Nice looking, Great reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $728.50 per person for the trip OR $763.00 solo.

 

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your stay OR if you choose Booking.com for the first time click here for a free credit. Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- Mirna 

Toronto to Long Weekend Fun: Easter

SPECS

Who: Two People, Two Beds + One Person Options

Where: Toronto to Whatever is Cheap

When: April 14th (Good Friday) to Sunday, April 16th

Budget: Under $600


OPTION 1: NEW YORK

Flight: Toronto to New York  | April 14th

$317.00 CDN/per person

Bus/Flight Combination: Toronto to New York Overnight Bus  | April 13th + New York to Toronto Flight | April 16th

$75.00 CDN: bus/per person

$120.00 CDN; flight/per person

Stay: AirBnB for two | April 14th-April 16th

Option 1: $304.00 CDN ($152.00/per person); Amazing reviews

Option 2: $264.00 CDN ($132.00/per person); Good reviews, Big space

Stay: AirBnB for one | April 14th-April 16th

Option 1: $136.00 CDN; Great reviews, Close to Subway

Option 2: $122.00 CDN; Small space, Great Reviews, Great price

Option 3: $124.00 CDN; Good reviews, Close to subway, 

Total: Overall, even if you go for the MOST expensive options I posted it's about $472.00 per person for the trip OR $453.00 solo.


OPTION 2: CHICAGO

Flight: Toronto to Chicago | April 14th

$402.00 CDN/per person

Stay: AirBnB for two | April 14th-April 16th

Option 1: $220.00 CDN ($110.00/per person); Good reviews, Big Space

Option 2: $290.00 CDN ($145.00/per person); Great Reviews, Big Space, Close to subway

Option 3: $312.00 CDN ($156.00/per person); Excellent reviews, Close to subway

Stay: AirBnB for one | April 14th-April 16th

Option 1: $117.00 CDN; Good reviews, Good location

Option 2: $110.00 CDN; Small space, Close to Wrigley, Close to subway

Option 3: $140.00 CDN; Great reviews, Good location

Total: Overall, even if you go for the MOST expensive options I posted it's about $558.00 per person for the trip OR $542.00 solo.


OPTION 3: NIAGARA FALLS

Train/Bus: Toronto to Niagara Falls | April 13th (after work) + April 16th

$37.50 CDN; roundtrip/per person

Stay: AirBnB or Hotel for two | April 13th-April 16th

Option 1: $359.00 CDN ($179.50/per person); Good reviews, Big Space

Option 2: $142.00 + 16% tax = $164.72 CDN ($82.36/per person); Good location, FYI - one bed

Option 3: $189.98 + 16% tax = $220.38 CDN  ($110.19/per person); Awesome location, Good price

Stay: AirBnB or Hotel for one | April 13th-April 16th

Option 1: $206.00 CDN; Great reviews, Close to Falls

Option 2: $161.00 CDN; Great reviews, Nice place, Close to Falls

Option 3: $142.00 + 16% tax = $164.72 CDN; Great location

Total: Overall, even if you go for the MOST expensive options I posted it's about $217.00 per person for the trip OR $243.50 solo.


OPTION 4: BOSTON

Flight: Toronto to Boston | April 14th

$269.00 CDN/per person

Stay: AirBnB for two | April 14th-April 16th

Option 1: $502.00 CDN ($251.00/per person); Good reviews, Big Space, Close to transit

Option 2: $356.00 CDN ($178.00/per person); Small Space, Distance from Boston, Close to transit, Great price

Stay: AirBnB for one | April 14th-April 16th

Option 1: $151.00 CDN; Good reviews, Close to Harvard

Option 2: $201.00 CDN; Excellent reviews, Close to transit

Option 3: $170.00 CDN; Small space, Good reviews, Close to transit

Total: Overall, even if you go for the MOST expensive options I posted it's about $520.00 per person for the trip OR $470.00 solo.


OPTION 5: CANCUN

Flight: Toronto to Cancun, Mexico | April 13th - leaves @ 5:50 p.m., arrives Friday the 14th

$440.00 CDN/per person

Stay: AirBnB for two | April 14th-April 16th

Option 1: $114.00 CDN ($57.00/per person); Great reviews, Great location

Option 2: $146.00 CDN ($73.00/per person); Downtown Cancun, Great reviews

Option 3: $151.00 CDN ($75.50/per person); Amazing reviews, Own pool, Close to beach

Stay: AirBnB for one | April 14th-April 16th

Option 1: $64.00 CDN; Great reviews, Great location

Option 2: $34.00 CDN; Great reviews, Nice place, Close to transit

Option 3: $58.00 CDN; Awesome reviews, Close to beach

Total: Overall, even if you go for the MOST expensive options I posted it's about $515.50 per person for the trip OR $504.00 solo.

 

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your booking! Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- Mirna 

Toronto to South Beach

SPECS

Who: Four People, Three Beds

Where: South Beach, Miami

When: July 29th-August 1st

Budget: Unspecified


Flight: Toronto to Miami International

$425.00 CDN; late flight / $451.00 CDN; early flight / $399.00 CDN; with layover

Flight: Buffalo to Miami International

$399.00 CDN; late flight with layover / $440.00 CDN; early flight with layover

Flight: Buffalo to Fort Lauderdale

$388.00 CDN; direct

Stay: AirBnB | July 29th - August 1st

Option 1: $687.00 CDN ($171.75/per person); Great location, Good Reviews

Option 2: $654.00 CDN ($163.50/per person); Awesome location, Really good reviews

Option 3: $792.00 CDN ($198.00/per person); Beautiful place, Close to beach, Great reviews

Option 4: $592.00 CDN ($148.00/per person); Okay looking, Great Location, Great price

Option 5: $538.00 CDN ($134.50/per person); Small place, Good reviews, Great price

 

Total: Overall, even if you go for the MOST expensive places I posted it's about $649.00 for the trip.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your booking! Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- Mirna 

Toronto to Weekend Fun

SPECS

Who: Four people, Two Beds

Where: Toronto to 'Fun Place for Weekend'

When: May 26-May 29

Budget: $700 per person


Option 1: Las Vegas

Flight: Toronto to Las Vegas | May 26th-May29th

$528.00 CDN; roundtrip; There is cheaper options, but the flight times aren't good

Stay: AirBnB | May 26th-May 29th

Option 1: $597.00 CDN ($149.25/per person); Gorgeous!

Option 2: $385.00 CDN ($96.25/per person); Good price, close to strip

Option 3: $404.00 CDN ($101.00/per person)

Total: Overall, even if you go for the MOST expensive place I posted it's about $677.00 per person for the weekend.


Option 2: Atlanta

Flight: Buffalo to Atlanta | May 26th-May29th

$333.00 CDN; roundtrip; Flight isn't from Toronto, but it is a good cheaper option

Stay: AirBnB or Hotel | May 26th-May 29th

Option 1: $536.00 CDN ($134.00/per person)

Option 2: $521.00 + $35 + 16.5% tax = $612.74 CDN ($153.00/per person)

Total: Overall, even if you go for the MOST expensive place I posted it's about $486.00 per person for the weekend.


Option 3: Havana

Flight: Toronto to Havana, Cuba | May 26th-May 29th

$400.00 CDN; roundtrip

Stay: AirBnB | May 26th-May 29th

Option 1: $194.00 CDN ($48.50/per person)

Option 2: $161.00 ($40.25/per person)

Option 3: $446.00 CDN ($116.50/per person)

Total: Overall, even if you go for the MOST expensive place I posted it's about $516.50 per person for the weekend.


Option 4: Los Angeles

Flight: Toronto to Los Angeles | May 26th-May 29th

$481.00 CDN; roundtrip

Stay: AirBnB or Hotel | May 26th-May 29th

Option 1: $599.00 CDN ($149.00/per person)

Option 2: $545.00 + 15% tax = $626.75 ($156.68/per person)

Total: Overall, even if you go for the MOST expensive place I posted it's about $637.68 per person for the weekend.


Option 5: Miami

Flight: Toronto to Miami | May 26th-May 29th

$557.00 CDN; roundtrip

Stay: AirBnB | May 26th-May 29th

Option 1: $497.00 CDN ($124.50/per person)

Option 2: $421.00 CDN ($105.25/per person)

Total: Overall, even if you go for the MOST expensive place I posted it's about $681.50 per person for the weekend.

Extras: If you plan on using AirBnB for the first time, click here for a free credit towards your booking! Also, if you plan on using Uber for the first time, click here for a free credit towards the ride.

- Mirna