Orlando

Toronto to Winter Reading Week Fun: 5 Places for Under $1000

SPECS

Who: Three People, Two Beds

Where: Toronto to Cancun, Mexico / Orlando, Florida / Barbados / San Juan, Puerto Rico / Montego Bay, Jamaica

When: Anytime between Saturday, February 16th and Sunday, February 24th, 2019

Budget Per Person: $1000.00

Notes: I’m just going to assume all of these are carry-on only flights, but SUCK IT UP! You’re going somewhere warm for cheap, you’ll manage with your teeny tiny clothes. Also, if you can’t find a third person OR have more people, just shoot me an e-mail to augment one of these trips to fit what you need.


Option 1: Cancun, Mexico

Flight: Toronto to Cancun, Mexico | February 17th - February 21st

$627.00 CDN: roundtrip (quick layovers)

Stay: AirBnB for three in Cancun | February 17th - February 21st

Option 1: $333.00 CDN ($111.00/per person); Good location, Looks nice, Pool, Great reviews

Option 2: $320.00 CDN ($106.67/per person); Looks great, Perfect reviews, Great location

Option 3: $418.00 CDN ($139.33/per person); Great location, Close to ferries, Pool, Looks nice, Great reviews

Option 4: $391.00 CDN ($130.33/per person); Place looks great, Pool, Central location, Perfect reviews

Option 5: $338.00 CDN ($113.00/per person); Great area, Close to stuff, Perfect reviews, Looks super cute

Total: Overall, if you go for the LEAST expensive options I posted it's about $733.67 per person for the trip and for the MOST expensive options it's about $766.33 per person for the trip.


Option 2: Orlando, Florida

Flight: Toronto to Orlando, Florida | February 18th - February 22nd

$469.00 CDN: roundtrip (quick layover)

Stay: AirBnB or Hotel for three in Orlando | February 18th - February 22nd

Option 1: $562.00 CDN ($187.33/per person); Great looking cottage, Good area, Perfect reviews

Option 2: $757.00 CDN ($252.33/per person); Close to Disney, Looks great, Perfect reviews

Option 3: $602.00 CDN ($200.67/per person); Looks big, Good location, Perfect reviews

Option 4: $493.16 CDN ($164.39/per person); Deluxe Room with Two Double Beds, Good location, Pool, Good reviews

Option 5: $629.59 CDN ($209.86/per person); Queen Room with Two Queen Beds, Breakfast included, Looks cute, Great reviews

Total: Overall, if you go for the LEAST expensive options I posted it's about $633.39 per person for the trip and for the MOST expensive options it's about $721.33 per person for the trip.


Option 3: Barbados

Flight: Toronto to Barbados | February 16th - February 20th

$729.00 CDN: roundtrip (layovers)


Stay: AirBnB for three in Barbados | February 16th - February 20th

Option 1: $426.00 CDN ($142.00/per person); Perfect reviews, Looks simple, Close to stuff

Option 2: $602.00 CDN ($200.67/per person); By the beach, Looks great, Awesome location, Perfect reviews

Option 3: $569.00 CDN ($189.67/per person); Close to transit, Perfect reviews, Looks cozy

Option 4: $550.00 CDN ($183.33/per person); Perfect reviews, Looks great, Close to transit

Option 5: $301.00 CDN ($100.33/per person); Quiet area of Island, Looks simple, Perfect reviews

Total: Overall, if you go for the LEAST expensive options I posted it's about $829.33 per person for the trip and for the MOST expensive options it's about $929.67 per person for the trip.


Option 4: San Juan, Puerto Rico

Flight: Toronto to San Juan, Puerto Rico | February 18th - February 23rd

$672.00 CDN: roundtrip (quick layovers)


Stay: AirBnB for three in San Juan | February 18th - February 23rd

Option 1: $480.00 CDN ($160.00/per person); Perfect reviews, Close to beach, Looks simple

Option 2: $560.00 CDN ($186.67/per person); Great location, Bed + Bunk bed, Looks cozy

Option 3: $542.00 CDN ($180.67/per person); Great reviews, Looks nice, Good location

Option 4: $708.00 CDN ($236.00/per person); By beach, Looks very nice, Perfect reviews

Option 5: $676.00 CDN ($225.33/per person); Bed + Sofa bed, Nice location, Looks good, Perfect reviews

Total: Overall, if you go for the LEAST expensive options I posted it's about $832.00 per person for the trip and for the MOST expensive options it's about $908.00 per person for the trip.


Option 5: Montego Bay, Jamaica

Flight: Toronto to Montego Bay, Jamaica | February 18th - February 23rd

$522.00 CDN: roundtrip (quick layovers)


Stay: AirBnB for three in Montego Bay | February 18th - February 23rd

Option 1: $566.00 CDN ($188.67/per person); Close to nightlife, Looks cozy, Perfect reviews

Option 2: $550.00 CDN ($183.33/per person); Looks great, Perfect reviews, Close to stuff

Option 3: $775.00 CDN ($258.33/per person); Good location, Looks nice, Perfect reviews

Option 4: $725.00 CDN ($241.67/per person); Looks great, Good location, Perfect reviews

Option 5: $940.00 CDN ($313.33/per person); Great balcony, Nice views, Great reviews, Looks cozy

Total: Overall, if you go for the LEAST expensive options I posted it's about $705.33 per person for the trip and for the MOST expensive options it's about $835.33 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 Orlando: Weekend Baecation

SPECS

Who: Two People, One Bed

Where: Toronto to Orlando, Florida

When: Thursday, March 28th - Sunday, March 31st, 2019

Budget Per Person: $500.00


Flight: Toronto to Orlando | March 28th - March 31st

$318.00 CDN: roundtrip (direct)

Stay: AirBnB for Two | March 28th - March 31st

Option 1: $256.00 CDN ($128.00/per person); Looks cute, Good location, Great reviews

Option 2: $342.00 CDN ($171.00/per person); Downtown location, Looks nice, Great reviews

Option 3: $295.00 CDN ($147.50/per person); Perfect reviews, Looks good, Good location

Option 4: $261.00 CDN ($130.50/per person); Looks really cozy, Cute, Perfect reviews, Quiet area

Total: Overall, if you go for the LEAST expensive options I posted it's about $446.00 per person for the trip and for the MOST expensive options it's about $489.00 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 Orlando: Big Group Trip

SPECS

Who: Eight People, Four Beds

Where: Toronto to Orlando, Florida

When: Sunday, September 9th - Sunday, September 16th

Budget: $600


Flight: Toronto to Orlando | September 9th - September 16th

$323.00 CDN: roundtrip (direct)

 

Stay: AirBnB for 8 people | September 9th - September 16th

Option 1: $1698.00 CDN ($212.25/per person); Looks huge, Good location, Perfect reviews

Option 2: $1061.00 CDN ($132.63/per person); Pool, Looks OK, Great reviews

Option 3: $1847.00 CDN ($230.88/per person); Place looks amazing, Pool, Hot tub, Perfect reviews

Option 4: $1579.00 CDN ($197.38/per person); Good location, Pool, Perfect reviews

Option 5: $1562.00 CDN ($195.25/per person); Basketball court, Pool, Good location, Looks big, Perfect reviews

Total: Overall, if you go for the LEAST expensive options I posted it's about $455.63 per person for the trip and for the MOST expensive options it's about $553.88 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: Victoria Day (a.k.a May 2-4)

SPECS

Who: Two People, Two Beds + One Person Options

Where: Toronto to Whatever is Cheap (some Buffalo and Niagara Falls options included)

When: Friday, May 19th (after 5 p.m.) to Monday, May 22nd (Victoria Day)

Budget: Under $600

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


OPTION 1: NEW YORK

Flight: Toronto to New York  | May 19th

$334.00 CDN/per person

Stay: AirBnB or Hotel for two | May 19th to May 22nd

Option 1: $419.00 CDN ($209.50/per person); Good reviews, Close to Subway

Option 2: $475.00 CDN ($237.50/per person); Great reviews, FYI - one bed is a blow 

Option 3: $302.00 CDN ($151.00/per person); Ok reviews, Cheap, Close to Subway

Option 4: $442.00 + 18% tax = $521.56 CDN ($260.78/per person); Lower East Side, Bunk Beds

Stay: AirBnB for one | May 19th to May 22nd

Option 1: $191.00 CDN; Great reviews, Close to subway

Option 2: $160.00 CDN; Good reviews, Good location, Close to subway

Option 3: $163.00 CDN; Good reviews

Total: Overall, even if you go for the MOST expensive options I posted it's about $594.78 per person for the trip OR $525.00 solo.


OPTION 2: TRINIDAD

Flight: Toronto to Port of Spain, Trinidad | May 19th

$442.00 CDN/per person

Stay: AirBnB or Hotel for two | May 20th to May 22nd

Option 1: $181.00 CDN ($90.50/per person); Amazing reviews, Very big space

Option 2: $309.00 CDN ($154.50/per person); Good reviews, Good location

Option 3: $161.00 + 10% tax = $177.10 CDN ($88.55/per person); Good reviews, FYI - 1 sofa bed

Stay: AirBnB for one | May 20th to May 22nd

Option 1: $109.00 CDN; Awesome reviews, Great location

Option 2: $124.00 CDN; Good reviews, Nice location

Option 3: $87.00 CDN; Good reviews, Close to transit

Total: Overall, even if you go for the MOST expensive options I posted it's about $596.50 per person for the trip OR $566.00 solo.


OPTION 3: MYRTLE BEACH

Flight: Toronto to  Myrtle Beach | May 19th

$349.00 CDN/per person

Stay: AirBnB or Hotel for two | May 20th to May 22nd

Option 1: $333.00 CDN ($166.50/per person); Amazing reviews, Great Location, Large space

Option 2: $302.00 + 12% tax + $40 fee = $378.24 CDN ($189.12/per person); Beachfront

Option 3: $268.00 + 12% tax + $15 fee = 315.16 CDN ($157.58/per person); Breakfast incl, Beachfront

Option 4: $238.00 + 14.5% tax = $272.51 CDN ($136.26/per person); Beachfront, Free Wi-Fi

Option 5: $187.00 + 12% tax + $15 fee = $224.44 CDN ($112.22/per person); Breakfast incl, Beachfront

Stay: AirBnB or Hotel for one | May 20th to May 22nd

Option 1: $253.00 CDN; Great reviews, Oceanfront

Option 2: $194.00 CDN; Gorgeous place, Perfect reviews

Option 3: $187.00 + 12% tax + $15 fee = $224.44 CDN; Breakfast incl, Beachfront

Total: Overall, even if you go for the MOST expensive options I posted it's about $538.12 per person for the trip OR $602.00 solo.


OPTION 4: ATLANTA

Flight: Buffalo to Atlanta  | May 19th

$291.00 CDN/per person

Stay: AirBnB or Hotel for two | May 19th to May 22nd

Option 1: $288.00 + 16% tax + $20 fee = $354.08 CDN ($177.04/per person); Good location, Free Wi-Fi

Option 2: $46.00 CDN ($230.00/per person); Amazing reviews, Good location

Option 3: $494.00 CDN ($247.00/per person); Big Place, Amazing reviews

Stay: AirBnB for one | May 19th to May 22nd

Option 1: $139.00 CDN; Great reviews, Close to transit

Option 2: $116.00 CDN; Small space, Good reviews

Option 3: $85.00 CDN; Good reviews,

Total: Overall, even if you go for the MOST expensive options I posted it's about $538.00 per person for the trip OR $430.00 solo.


OPTION 5: ORLANDO

Flight: Niagara Falls to Orlando  | May 19th

$387.00 CDN/per person

Stay: AirBnB or Hotel for two | May 19th to May 22nd

Option 1: $396.00 CDN ($198.00/per person); Amazing reviews, Big place, Lakefront, Good location

Option 2: $377.00 CDN ($188.50/per person); Great reviews, Great location

Option 3: $183.00 + 13% tax + $28 fee = $234.79 CDN ($117.40/per person); Good location, Pool

Stay: AirBnB for one | May 19th to May 22nd

Option 1: $180.00 CDN; Great reviews, Fresh fruit everywhere 

Option 2: $158.00 CDN; Perfect reviews, Nice looking place, Close to transit

Option 3: $200.00 CDN; Good reviews, Good location

Total: Overall, even if you go for the MOST expensive options I posted it's about $585.00 per person for the trip OR $587.00 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