Puerto Rico

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 Puerto Rico, St. Croix & St. Thomas

SPECS

Who: Four People, Two Beds

Where: Toronto to Puerto Rico, St. Croix and St. Thomas

When: Wednesday, January 23rd - Friday, February 1st, 2019

Budget: $1300.00 per person

Notes: FYI - this is carry-on only, not checked in luggage. You’re going somewhere warm, you don’t need much clothing OK?


Flight: Toronto to Puerto Rico | January 23rd

$194.00 CDN: one-way (layover)

 

Stay: AirBnB for four people | January 23rd - January 27th

Option 1: $448.00 CDN ($112.00/per person); Great location, Perfect reviews, Looks nice

Option 2: $642.00 CDN ($160.50/per person); Close to beach, Looks great, Perfect reviews

Option 3: $611.00 CDN ($152.75/per person); Looks very nice, Perfect reviews, Central location

Flight: Puerto Rico to St. Croix | January 27th

$89.00 CDN: one-way (direct)

 

Stay: AirBnB for four people | January 27th - January 29th

Option 1: $363.00 CDN ($90.75/per person); Bed + Sofa bed, Great reviews, Pool

Option 2: $574.00 CDN ($143.50/per person); Center of island location, Looks big, Perfect reviews

Option 3: $705.00 CDN ($176.25/per person); Bed + Sofa bed, Looks very nice, Perfect reviews

Ferry: St. Croix to St. Thomas | January 29th

$65.00 CDN: one-way

Stay: AirBnB for four people | January 29th - February 1st

Option 1: $886.00 CDN ($221.50/per person); Perfect reviews, Nice views from place, Looks cozy

Option 2: $581.00 CDN ($145.25/per person); Close to beach, Looks cozy, Perfect reviews

Option 3: $601.00 CDN ($150.25/per person); Looks cute, Close to transit, Good area, Perfect reviews

Flight: St. Thomas to Toronto | February 1st

$354.00 CDN: one-way (layover)

Total: Overall, if you go for the LEAST expensive options I posted it's about $1050.00 per person for the trip and for the MOST expensive options it's about $1260.25 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 Puerto Rico: Quickie Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to San Juan, Puerto Rico

When: Tuesday, January 29th - Saturday, February 2nd, 2019

Budget: $500.00


Flight: Toronto to Puerto Rico | January 29th - February 2nd

$305.00 CDN: roundtrip (good layovers)

 

Stay: AirBnB for 4 people | January 29th - February 2nd

Option 1: $567.00 CDN ($141.75/per person); Looks great, Perfect reviews, Close to beach

Option 2: $467.00 CDN ($116.75/per person); Close to transit, Good location, Looks cozy, Perfect reviews

Option 3: $738.00 CDN ($184.50/per person); Pool, Good location, Looks cozy, Great reviews

Option 4: $698.00 CDN ($174.50/per person); Close to beach, Looks great, Perfect reviews

Option 5: $568.00 CDN ($142.00/per person); Great location, Looks nice, Perfect reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $421.75 per person for the trip and for the MOST expensive options it's about $489.50 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.

Four Trips for Under $500ish: Belize, Puerto Rico, Costa Rica & Mexico

SPECS FOR TRIP 1

Who: Two People, One Bed

Where: Toronto to Caye Caulker, Belize

When: Monday, October 29th - Tuesday, November 6th (8 nights)

Budget: $500ish


Flight: Toronto to Belize City | October 29th - November 6th

$309.00 CDN: roundtrip (layovers both ways)

 

Stay: AirBnB for two in Caye Caulker | October 29th - November 6th

Option 1: $489.00 CDN ($244.50/per person); Great reviews, Great location, Looks simple

Option 2: $422.00 CDN ($211.00/per person); Looks super cute, Good location, Great reviews

Option 3: $333 + 9% tax = $362.97 CDN ($181.49/per person); Simple, Shared bathroom, Great location, Looks cozy

Total: Overall, if you go for the LEAST expensive options I posted it's about $490.49 per person for the trip and for the MOST expensive options it's about $553.50 per person for the trip.


SPECS FOR TRIP 2

Who: Two People, One Bed

Where: Toronto to San Juan, Puerto Rico

When: Wednesday, September 26th - Wednesday, October 3rd (7 nights)

Budget: $500ish


Flight: Toronto to Puerto Rico | September 26th - October 3rd

$315.00 CDN: roundtrip (quick layovers both ways)

 

Stay: AirBnB for two in San Juan | September 26th - October 3rd

Option 1: $447.00 CDN ($223.50/per person); Looks cozy, Good location, Perfect reviews

Option 2: $440.00 CDN ($220.00/per person); Close to beach, Looks nice, Perfect reviews

Option 3: $465.00 CDN ($232.50/per person); Great location, Perfect reviews, Looks cozy

Total: Overall, if you go for the LEAST expensive options I posted it's about $535.00 per person for the trip and for the MOST expensive options it's about $547.50 per person for the trip.


SPECS FOR TRIP 3

Who: Two People, One Bed

Where: Toronto to San Jose, Costa Rica

When: Tuesday, November 13th - Tuesday, November 20th (7 nights)

Budget: $500ish


Flight: Toronto to San Jose | November 13th - November 20th

$349.00 CDN: roundtrip (quick layovers both ways)

 

Stay: AirBnB for two in San Jose | November 13th - November 20th

Option 1: $337.00 CDN ($168.50/per person); Simple, Great location, Perfect reviews

Option 2: $297.00 CDN ($148.50/per person); Central location, Looks cute, Perfect reviews

Option 3: $309.00 CDN ($154.50/per person); Definitely a hippie spot, Looks nice, Perfect reviews

Total: Overall, if you go for the LEAST expensive options I posted it's about $497.50 per person for the trip and for the MOST expensive options it's about $517.50 per person for the trip.


SPECS FOR TRIP 4

Who: Two People, One Bed

Where: Toronto to Cancun, Mexico

When: Tuesday, November 27th - Tuesday, December 4th (7 nights)

Budget: $500ish


Flight: Toronto to Cancun | November 27th - December 4th

$378.00 CDN: roundtrip (quick layovers both ways)

 

Stay: AirBnB for two in Cancun | November 27th - December 4th

Option 1: $278.00 CDN ($139.00/per person); Looks cozy, Good location, Perfect reviews

Option 2: $270.00 CDN ($135.00/per person); Pool, Looks simple, Great reviews, Big

Option 3: $223.00 CDN ($111.50/per person); Place looks great, Good location, Perfect reviews

Total: Overall, if you go for the LEAST expensive options I posted it's about $489.50 per person for the trip and for the MOST expensive options it's about $517.00 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 Puerto Rico: Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to San Juan, Puerto Rico

When: Wednesday, October 10th - Wednesday, October 17th

Budget: $500


Flight: Toronto to San Juan | October 10th - October 17th

$315.00 CDN: roundtrip (short layovers)

 

Stay: AirBnB for 4 people | October 10th - October 17th

Option 1: $723.00 CDN ($180.75/per person); Place looks great, Great location, Bed + Bunk Bed + 2 Couches, Looks big, Perfect reviews

Option 2: $742.00 CDN ($180.50/per person); Perfect reviews, Good location, Looks cozy

Option 3: $652.00 CDN ($163.00/per person); Looks cozy, Good area, Perfect reviews

Option 4: $558.00 CDN ($139.50/per person); Perfect reviews, Looks cute, Good location

Option 5: $469.00 CDN ($117.25/per person); 2 Beds + Bunk Bed, Looks simple, Great reviews, Good location

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $495.75 per person for the trip and for the MOST expensive options it's about $432.25 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 Puerto Rico: Baecation + Solo

SPECS

Who: Two People, One Bed + One Person Options

Where: Toronto to San Juan, Puerto Rico

When: Saturday, January 12th 2019 - Sunday, January 20th 2019

Budget: $700ish


Flight: Toronto to San Juan | January 12th - January 20th

$324.00 CDN: roundtrip (very short layovers)

 

Stay: AirBnB for two | January 12th - January 20th

Option 1: $315.00 CDN ($157.50/per person); Perfect reviews, Looks simple, Close to transit, Close to beach, Sofa bed

Option 2: $546.00 CDN ($273.00/per person); Looks great, Perfect reviews, Good location

Option 3: $557.00 CDN ($278.50/per person); Close to beach, Looks cute, Perfect reviews

Option 4: $547.00 CDN ($273.50/per person); Looks nice, Perfect reviews, Great location

Option 5: $533.00 CDN ($266.50/per person); Close to beach, Looks big, Great reviews

 

Stay: AirBnB for one | January 12th - January 20th

Option 1: $361.00 CDN; Perfect reviews, Looks cozy, Good location

Option 2: $360.00 CDN; Cute looking, Good area, Perfect reviews

Option 3: $382.00 CDN; Nice looking place, Good location, Perfect reviews

 

Total: Overall, even if you go for the MOST expensive options I posted it's about $602.50 per person for the trip OR $706.00 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 the Caribbean: Solo June Getaway

SPECS

Who: One Person, Private Room

Where: Toronto to 'Somewhere fun for birthday'

When: June 12-June 19

Budget: Unknown


OPTION 1: BAHAMAS

Flight: Toronto to Nassau, Bahamas | June 12th 

$425.00 CDN; roundtrip

Stay: AirBnB | June 12th-June 19th

Option 1: $475.00 CDN; Great reviews, Free shuttle to attractions

Option 2: $498.00 CDN; Good reviews

Total: Overall, even if you go for the MOST expensive place I posted it's about $923.00 for the week.


OPTION 2: HAVANA

Flight: Toronto to Havana, Cuba | June 12th 

$519.00 CDN; roundtrip

Stay: AirBnB | June 12th-June 19th

Option 1: $215.00 CDN; Great reviews, Great Location

Option 2: $307.00 CDN; Good reviews, Downtown

Total: Overall, even if you go for the MOST expensive place I posted it's about $826.00 for the week.


OPTION 3: PUERTO RICO

Flight: Toronto to San Juan, Puerto Rico | June 12th 

$517.00 CDN; roundtrip

Stay: AirBnB | June 12th-June 19th

Option 1: 375.00 CDN; Close to Ocean Park, Good Reviews

Option 2: $255.00 CDN; Awesome reviews, Close to Beach

Total: Overall, even if you go for the MOST expensive place I posted it's about $892.00 for the week.


OPTION 4: BARBADOS

Flight: Toronto to Bridgetown, Barbados | June 12th 

$457.00 CDN; roundtrip

Stay: AirBnB | June 12th-June 19th

Option 1: $270.00 CDN; Close to beach, Great Location, Good reviews

Option 2: $325.00 CDN; Close to beach, St. Lawrence Gap close by

Total: Overall, even if you go for the MOST expensive place I posted it's about $782.00 for the week.


OPTION 5: MONTEGO BAY

Flight: Toronto to Montego Bay, Jamaica | June 12th 

$462.00 CDN; roundtrip

Stay: AirBnB | June 12th-June 19th

Option 1: $469.00 CDN; Great reviews, Close to the Hip Strip

Option 2: $315.00 CDN; Great reviews, Quieter area

Total: Overall, even if you go for the MOST expensive place I posted it's about $931.00 for the week.


OPTION 6: CANCUN

Flight: Toronto to Cancun, Mexico | June 12th 

$410.00 CDN; roundtrip

Stay: AirBnB | June 12th-June 19th

Option 1: $224.00 CDN; Great reviews, Incredible location

Option 2: $173.00 CDN; Awesome reviews, Good location, Pool

Total: Overall, even if you go for the MOST expensive place I posted it's about $634.00 for the week.


OPTION 7: VARADERO

Flight: Toronto to Varadero, Cuba | June 12th - June 19th

All-Inclusive (flight, hotel, food and drink): $659.00 CDN

Source from itravel2000.com

Source from itravel2000.com

 

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