Caribbean

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 Curacao: Last Minute Quickie Trip!

SPECS

Who: Two People, Two Beds

Where: Toronto to Curacao

When: Saturday, December 1st - Wednesday, December 5th

Budget Per Person: $500.00

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


Flight: Toronto to Curacao | December 1st - December 5th

$287.00 CDN: roundtrip (layovers)

 

Stay: AirBnB for two people | December 1st - December 5th

Option 1: $341.00 CDN ($170.50/per person); Pool, Looks cute, Great reviews, Good location

Option 2: $388.00 CDN ($194.00/per person); Place looks amazing, Perfect reviews, Pool

Option 3: $375.00 CDN ($187.50/per person); Bed + Sofa bed, Looks cozy, Great reviews

Option 4: $388.00 CDN ($194.00/per person); Looks super cute, Great location, Great reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $457.00 per person for the trip and for the MOST expensive options it's about $481.00 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 Curacao: Quickie Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to Curacao

When: Sunday, January 6th - Thursday, January 10th, 2019

Budget: $650ish

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


Flight: Toronto to Curacao | January 6th - January 10th

$494.00 CDN: roundtrip (quick layovers)

 

Stay: AirBnB for four people | January 6th - January 10th

Option 1: $312.00 CDN ($78.00/per person); Central location, Looks cute, Perfect reviews

Option 2: $518.00 CDN ($129.50/per person); Looks cute, Perfect reviews, Good location, Central

Option 3: $642.00 CDN ($160.50/per person); Great location, Looks big, Pool, Perfect reviews

Option 4: $570.00 CDN ($142.50/per person); Close to the beach, Pool, Looks great, Great reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $572.00 per person for the trip and for the MOST expensive options it's about $654.50 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 Havana: Quickie Solo Trip

SPECS

Who: One Person, One Bed

Where: Toronto to Havana, Cuba

When: Monday, April 1st - Friday, April 5th, 2019

Budget: $600.00


Flight: Toronto to Havana | April 1st - April 5th

$468.00 CDN: roundtrip (direct)

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

Option 1: $132.00 CDN; Looks cozy, Good location, Perfect reviews

Option 2: $106.00 CDN; Perfect reviews, Looks cute, Good area

Option 3: $89.00 CDN; Looks cute, Good area, Looks cute

Option 4: $108.00 CDN; Perfect reviews, This place looks great, Good location

Option 5: $95.00 CDN; Looks simple, Great location, Perfect reviews


Total: Overall, if you go for the LEAST expensive options I posted it's about $557.00 for the trip and for the MOST expensive options it's about $600.00 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.

Carnival Itinerary: Toronto to St. Vincent and St. Lucia 2019

SPECS

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

Where: Toronto to St. Vincent and St. Lucia

When: Thursday, July 4th to Saturday, July 20th, 2019

Budget: $2000ish

Notes: For full disclosure, I'm failing at finding a cheap 'just St. Vincent' and 'just St. Lucia' itinerary right now because of their flight prices, so I figured I'd combine the two and find some blessaz prices for you guys. The individual ones will come out eventually. Also, sorry no solo option for this one, go find a fete partner.


Flight: Pearson International to St. Vincent | July 4th

$543.00 CDN per person; one-way (direct)

 

Stay: AirBnB for four | July 4th - July 11th

Option 1: $1384.00 CDN ($346.00/per person); Great location, Looks nice, Perfect reviews

Option 2: $1245.00 CDN ($311.25/per person); Place looks big, Nice looking, Perfect reviews

Option 3: $1243.00 CDN ($310.75/per person); Perfect reviews, Looks beautiful, Big, Good area, Nice views

Option 4: $886.00 CDN ($221.50/per person); Close to town, Looks cozy, Perfect reviews

Option 5: $1036.00 CDN ($259.00/per person); Nice views, Good location, Perfect reviews, Looks nice

 

Stay: AirBnB for two | July 4th - July 11th

Option 1: $727.00 CDN ($363.50/per person); Beautiful place, Good location, Perfect reviews

Option 2: $707.00 CDN ($353.50/per person); Quieter area, Looks big, Perfect reviews

Option 3: $457.00 CDN ($228.50/per person); Close to beach, Looks like a hippie place, Perfect reviews

Option 4: $590.00 CDN ($295.00/per person); Looks nice, Quiet area, Perfect reviews

Option 5: $689.00 CDN ($344.50/per person); Good location, Looks nice, Perfect reviews

 

Flight: St. Vincent to St. Lucia | July 11th

$131.00 CDN per person; one way (direct)

 

Stay: AirBnB for four | July 11th - July 20th

Option 1: $802.00 CDN ($200.50/per person); Looks great, Pool, Perfect reviews, Good location

Option 2: $768.00 CDN ($192.00/per person); Perfect reviews, Good area, Looks nice

Option 3: $1310.00 CDN ($327.50/per person); Good location, Close to transit, Looks nice, Perfect reviews

Option 4: $1176.00 CDN ($294.00/per person); Looks very nice, Good location, Perfect reviews

Option 5: $1477.00 CDN ($369.25/per person); Great location, House looks amazing, Perfect reviews

 

Stay: AirBnB for two | July 11th - July 20th

Option 1: $828.00 CDN ($414.00/per person); Place looks amazing, Perfect reviews, Good location

Option 2: $726.00 CDN ($363.00/per person); Good location, Perfect reviews, Looks great

Option 3: $727.00 CDN ($363.50/per person); Close to beach, Close to transit, Looks nice, Perfect reviews

Option 4: $778.00 CDN ($389.00/per person); Looks big, Good location, Perfect reviews

Option 5: $768.00 CDN ($384.00/per person); Good location, Perfect reviews, Looks nice

 

Flight: St. Lucia to Toronto | July 20th

$511.00 CDN per person; one way (direct)

 

Total: For four you're looking at between $1598.50 CDN and $1900.00 CDN per person for the trip. For two you're looking at between $1776.50 CDN and $1962.50 CDN 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 Montego Bay, Jamaica Baecation

SPECS

Who: Two People, One Bed

Where: Toronto to Montego Bay, Jamaica

When: Wednesday, March 20th - Wednesday, March 27th, 2019

Budget: $750.00


Flight: Toronto to Montego Bay | March 20th - March 27th

$477.00 CDN: roundtrip (direct, I also may have a coupon code for this to make it even cheaper)


Stay: AirBnB for two | March 20th - March 27th

Option 1: $462.00 CDN ($231.00/per person); Perfect reviews, Nice views, Looks cozy, Quiet area

Option 2: $505.00 CDN ($252.50/per person); Looks great, By a beach, Perfect reviews

Option 3: $457.00 CDN ($228.50/per person); Close to transit, Close to beach, Looks big, Perfect reviews

Option 4: $542.00 CDN ($271.00/per person); Perfect reviews, Looks very nice, Close to nightlife

Option 5: $520.00 CDN ($260.00/per person); Looks nice, Nice views, Quiet location, Perfect reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $708.00 per person for the trip and for the MOST expensive options it's about $748.00 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 Trinidad, Barbados and St. Vincent: Group Trip

SPECS

Who: Three people, Two beds

Where: Toronto to Trinidad, Barbados and St. Vincent

When: Tuesday, January 15th - Sunday, January 27th, 2019

Budget: $1400.00

Notes: I believe all the intra-Caribbean flights would be carry-on only for this price. It’s hot there, you don’t need much clothing right?


Flight: Toronto to Trinidad | January 15th - January 27th

$489.00 CDN: roundtrip (direct)

 

Stay: AirBnB for three people | January 15th - January 18th

Option 1: $240.00 CDN ($80.00/per person); Perfect reviews, Looks big, Great location

Option 2: $304.00 CDN ($101.33/per person); Looks cozy, Big, Great location, Perfect reviews

Option 3: $265.00 CDN ($88.33/per person); Perfect reviews, Looks great, Good area

Option 4: $320.00 CDN ($106.67/per person); Looks big, Good location, Great reviews

Option 5: $179.00 CDN ($59.67/per person); Close to transit, Close to town, Looks simple, Perfect reviews


Flight: Trinidad to Barbados | January 18th

$154.00 CDN: one-way (direct)

 

Stay: AirBnB for three people | January 18th - January 22nd

Option 1: $361.00 CDN ($120.33/per person); Southern part of BIM, Looks great, Perfect reviews

Option 2: $414.00 CDN ($138.00/per person); Close to beach, Close to transit, Looks simple, Perfect reviews

Option 3: $490.00 CDN ($163.33/per person); Place looks great, Great reviews, Good area

Option 4: $375.00 CDN ($125.00/per person); Looks big, Close to transit, Perfect reviews

Option 5: $339.00 CDN ($113.00/per person); Close to downtown, Close to transit, Looks very nice, Perfect reviews


Flight: Barbados to St. Vincent | January 22nd

$191.00 CDN: one-way (direct)

 

Stay: AirBnB for three people | January 22nd - January 26th

Option 1: $278.00 CDN ($92.67/per person); On a hill-top, Looks cozy, Perfect reviews

Option 2: $356.00 CDN ($118.67/per person); Great location, Looks big, Perfect reviews

Option 3: $281.00 CDN ($93.67/per person); Looks like a hippy nature place, Perfect reviews, Quiet area

Option 4: $385.00 CDN ($128.33/per person); Good location, Perfect reviews, Looks nice, Big


Flight: St. Vincent to Trinidad | January 26th

$124.00 CDN: one-way (direct, lands with 4hrs to spare before flight to Toronto)

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $1223.34 per person for the trip and for the MOST expensive options it's about $1356.33 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 St. Lucia: Quickie Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to St. Lucia

When: Monday, February 4th - Friday, February 8th, 2019

Budget: $700.00

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


Flight: Toronto to St. Lucia | February 4th - February 8th

$565.00 CDN: roundtrip (quick layovers)

 

Stay: AirBnB for four people | February 4th - February 8th

Option 1: $472.00 CDN ($118.00/per person); Looks really nice, Quiet area, Perfect reviews

Option 2: $484.00 CDN ($121.00/per person); Close to center, Looks great, Perfect reviews

Option 3: $248.00 CDN ($62.00/per person); Perfect reviews, Good location, Looks simple

Option 4: $421.00 CDN ($105.25/per person); Close to transit, Close walk to a beach, Perfect reviews, Looks big

Option 5: $221.00 CDN ($55.25/per person); View of ocean, Place looks nice, Close to transit, Perfect reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $620.25 per person for the trip and for the MOST expensive options it's about $686.00 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: 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.

Carnival Itinerary: Toronto to Antigua Carnival 2019

SPECS

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

Where: Toronto to Antigua

When: Saturday, August 3rd - Saturday, August 10th, 2019

Budget: Whatever I can find….

Extras: I did it for one week because I wasn’t sure if people wanted one or two weeks so the one week seemed more practical. If you want to go for two weeks, July 27th - August 10th has the exact same flight price, yay. Also, sorry there is no ‘solo’ option for this one, the prices just weren’t working for me so find a friend and go with them!


Flight: Toronto to Antigua | August 3rd - August 10th

$748.00 CDN per person; roundtrip (direct)

 

Stay: AirBnB for four | August 3rd - August 10th

Option 1: $1731.00 CDN ($432.75/per person); Close to beach, Looks amazing, Great reviews

Option 2: $1491.00 CDN ($372.75/per person); Looks cute, Close to beach, Great reviews

Option 3: $901.00 CDN ($225.25/per person); Quiet area, Looks simple, Great reviews

Option 4: $989.00 CDN ($247.25/per person); Good location, Looks big, Good reviews

Option 5: $1324.00 CDN ($331.00/per person); Place looks great, Close to beaches, Perfect reviews

 

Stay: AirBnB for two | August 3rd - August 10th

Option 1: $513.00 CDN ($256.50/per person); Perfect reviews, Looks cute, Good location

Option 2: $725.00 CDN ($362.50/per person); Pool, Looks great, Perfect reviews

Option 3: $599.00 CDN ($299.50/per person); Great location, Pool, Looks amazing, Perfect reviews

Option 4: $775.00 CDN ($387.50/per person); Beautiful views, Looks nice, Pool, Great reviews

Total: For four you're looking at between $973.25 CDN and $1180.75 CDN per person for the trip. For two you're looking at between $1004.50 CDN and $1135.50 CDN 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 to Barbados Cropover 2019

SPECS

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

Where: Toronto to Barbados

When: Tuesday, July 30th - Friday, August 9th, 2019

Budget: Whatever I can find....

Extras: If you want an idea of how much Cropover would cost I wrote a piece about my budget from 2017 you can find it here, along with my recap of Cropover 2017. Also, if you’re feeling adventurous, I recently posted a combined-carnival itinerary for Cropover and Spice Mas together that can be found here. I would try to buy this flight ASAP because the way prices were looking was a little wild still.


Flight: Pearson International to Bridgetown | July 30th - August 9th

$681.00 CDN per person; roundtrip (direct)

 

Stay: AirBnB for four | July 30th - August 9th

Option 1: $1489.00 CDN ($372.25/per person); Awesome location, Looks cozy, Perfect reviews

Option 2: $1317.00 CDN ($329.25/per person); By the beach, Close to the Gap, Good reviews

Option 3: $1637.00 CDN ($409.25/per person); Beachfront, Looks nice, Great reviews

Option 4: $1838.00 CDN ($459.50/per person); Perfect reviews, Great location, Pool, Looks nice

Option 5: $1324.00 CDN ($331.00/per person); Simple, Close to beach, Good location, Perfect reviews

 

Stay: AirBnB for two | July 30th - August 9th

Option 1: $733.00 CDN ($366.50/per person); Looks cozy, Perfect reviews, Great location, Close to beach

Option 2: $919.00 CDN ($459.50/per person); Looks big, Perfect reviews, Great area

Option 3: $736.00 CDN ($368.00/per person); Good location, Looks rustic, Close to the Gap, Close to beach, Perfect reviews

Option 4: $799.00 CDN ($399.50/per person); Looks very nice, On golf course, Perfect reviews, Close to transit

 

Stay: AirBnB for one | July 30th - August 9th

Option 1: $448.00 CDN; By beach, Good reviews, Looks simple

Option 2: $379.00 CDN; Perfect reviews, There’s a cat, Close to beach, Looks nice

Option 3: $376.00 CDN; Looks simple, Great reviews, Close to beach

 

Total: For four you're looking at between $1010.25 CDN and $1140.50 CDN per person for the trip. For two you're looking at between $1047.50 CDN and $1140.50 CDN per person for the trip. For a solo trip you're looking at between $1057.00 CDN and $1129.00 CDN

 

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 Grenada: Quickie Solo Trip

SPECS

Who: One Person, One Bed

Where: Toronto to Grenada

When: Sunday, February 3rd, 2019 - Thursday, February 7th, 2019

Budget: $700

Notes: Some 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 and throwing wicked jabs.


Flight: Toronto to Grenada | February 3rd - February 7th

$517.00 CDN: roundtrip (quick layovers)

 

Stay: AirBnB for one | February 3rd - February 7th

Option 1: $148.00 CDN; Close to transit, Perfect reviews, Looks simple and nice

Option 2: $148.00 CDN; Quieter area, Looks simple, Great reviews

Option 3: $180.00 CDN; Great location, Good reviews, Looks big

Option 4: $106.00 CDN; Small place, Good area, Great reviews

Option 5: $166.00 CDN; Perfect reviews, Looks cozy, Quieter area

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $623.00 for the trip and for the MOST expensive options it's about $697.00 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.

Carnival Itinerary: Toronto to Cropover & Spice Mas 2019

SPECS

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

Where: Toronto to Barbados + Grenada

When: Thursday, August 1st - Thursday, August 15th, 2019

Budget: $2000ish

Notes: For full disclosure, I'm failing at finding a cheap 'just Cropover' and 'just Spice Mas' itinerary right now because of their flight prices, so I figured I'd combine the two and find some blessaz prices for you guys. The individual ones will come out eventually. 


Flight: Pearson International to Barbados | August 1st

$486.00 CDN per person; one-way (direct)

 

Stay: AirBnB for four | August 1st - August 8th

Option 1: $736.00 CDN ($184.00/per person); Place looks amazing, Perfect reviews, Good location

Option 2: $791.00 CDN ($197.75/per person); Looks simple, Great Reviews, Close to beach

Option 3: $733.00 CDN ($183.25/per person); Perfect reviews, Great location, Looks big

Option 4: $752.00 CDN ($188.00/per person); At a beach, Looks cozy, Perfect reviews

Option 5: $579.00 CDN ($144.75/per person); Place is big, Perfect reviews, Close to transit

 

Stay: AirBnB for two | August 1st - August 8th

Option 1: $537.00 CDN ($268.50/per person); Close to beach, Great reviews, Good location

Option 2: $628.00 CDN ($314.00/per person); Looks great, Perfect reviews, By beach

Option 3: $534.00 CDN ($267.00/per person); Perfect reviews, Great location, Looks cozy

Option 4: $614.00 CDN ($307.00/per person); Looks great, Perfect reviews, Close to transit, Close to beach

 

Stay: AirBnB for one | August 1st - August 8th

Option 1: $337.00 CDN; By beach, Great reviews, Good location

Option 2: $321.00 CDN; Simple, By beach, Great reviews

Option 3: $316.00 CDN; Close to center, Looks rustic, Great reviews

 

Flight: Barbados to Grenada | August 8th

$274.00 CDN per person; one way (quick layover in POS)

 

Stay: AirBnB for four | August 8th - August 15th

Option 1: $799.00 CDN ($199.75/per person); Close to Grand Anse, Looks great, Perfect reviews

Option 2: $772.00 CDN ($193.00/per person); Perfect reviews, Looks great, Great location

Option 3: $935.00 CDN ($233.75/per person); Looks simple, Perfect reviews, Close to beach

Option 4: $617.00 CDN ($154.25/per person); Close to town, Looks rustic, Perfect reviews 

Option 5: $1226.00 CDN ($306.50/per person); Place looks beautiful, Perfect reviews, Close to transit

 

Stay: AirBnB for two | August 8th - August 15th

Option 1: $497.00 CDN ($248.50/per person); Close to beach, Great location, Perfect reviews

Option 2: $456.00 CDN ($228.00/per person); Looks rustic, Great location, Great reviews

Option 3: $523.00 CDN ($261.50/per person); Close to transit, Perfect reviews, Simple

Option 4: $377.00 CDN ($188.50/per person); Nice views, Close to transit, Big place, Perfect reviews

 

Stay: AirBnB for one | August 8th - August 15th

Option 1: $419.00 CDN; Close to transit, Looks simple, Perfect reviews

Option 2: $404.00 CDN; Beachfront, Looks nice, Perfect reviews

Option 3: $419.00 CDN; Very simple, Good reviews, Good location

 

Flight: Grenada to Trinidad | August 15th

$146.00 CDN per person; one way (direct, lands 7hr before your flight back to Toronto)

 

Flight: Trinidad to Toronto | August 15th

$467.00 CDN per person; one way (direct)

 

Total: For four you're looking at between $1672.00 CDN and $1877.25 CDN per person for the trip. For two you're looking at between $1828.50 CDN and $1948.50 CDN per person for the trip. For a solo trip you're looking at between $2093.00 CDN and $2129.00 CDN

 

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 Martinique: Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to Martinique

When: Sunday, January 20th - Sunday, January 27th, 2019

Budget: $900


Flight: Toronto to Martinique | January 20th - January 27th

$595.00 CDN: roundtrip (very short layovers)

 

Stay: AirBnB for 4 people | January 20th - January 27th

Option 1: $705.00 CDN ($176.25/per person); Good location, Perfect reviews, Looks nice

Option 2: $811.00 CDN ($202.75/per person); By a beach, Looks cozy, Great reviews

Option 3: $1011.00 CDN ($252.75/per person); Pool, Looks nice, Great reviews

Option 4: $899.00 CDN ($224.75/per person); Good location, Looks nice, Great reviews

Option 5: $1023.00 CDN ($255.75/per person); Super cute place, Pool, Perfect reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $771.25 per person for the trip and for the MOST expensive options it's about $850.75 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 Barbados & Dominica

SPECS

Who: Two People, Two Beds

Where: Toronto to Barbados and Dominica

When: Monday, December 3rd - Wednesday, December 12th

Budget: $1200


Flight: Toronto to Barbados | December 3rd - December 12th

$520.00 CDN: roundtrip (direct)

 

Stay: AirBnB for Two | December 3rd - December 8th

Option 1: $368.00 CDN ($184.00/per person); By The Gap, Looks simple, Great location, Perfect reviews

Option 2: $362.00 CDN ($181.00/per person); Close to beach, Looks cozy, Great reviews

Option 3: $408.00 CDN ($204.00/per person); Good reviews, Looks great, Close to beach

Option 4: $421.00 CDN ($210.50/per person); Close to beach, Close to transit, Perfect reviews

Option 5: $340.00 CDN ($170.00/per person); Place is huge, Perfect reviews, Central location

 

Flight: Barbados to Dominica | December 8th - December 12th

$261.00 CDN: roundtrip (direct, lands 3.5hrs before your flight back to Toronto)

 

Stay: AirBnB for Two | December 8th - December 12th

Option 1: $207.00 CDN ($103.50/per person); Bed + Sofa bed, Nice view, Great reviews

Option 2: $317.00 CDN ($158.50/per person); Close to beach, Looks nice, Good reviews

Option 3: $263.00 CDN ($131.50/per person); Looks big, Nature area, Perfect reviews

Option 4: $352.00 CDN ($176.00/per person); Quiet area, Perfect reviews, Looks cozy

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $1053.50 per person for the trip and for the MOST expensive options it's about $1167.50 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 Jamaica Dream Weekend 2019

SPECS

Who: Four people/Two Beds, Two people/One Bed, Solo

Where: Toronto to Negril, Jamaica

When: Thursday, August 1st - Thursday, August 8th, 2019

Budget: Giving a range of budget to little bit nicer, pick what you like.

Note: You would be flying into Montego Bay and find transport to Negril. The actual Dream Weekend dates haven't been released yet, but it is safe to assume it will be August 1st - August 5th. Tickets for the events can be purchased on their website later in 2018, found here. This year the ticket prices were; $295 USD ($368 CDN)  General Early Bird OR $515 USD ($642 CDN) Diamond VIP Early Bird - I guess try to get those early birds for 2019 whenever they come out. Also, I have no affiliation with the organizers of this event, I just do this because a lot of people requested cheaper alternatives for travel. 


Flight: Toronto to Montego Bay, Jamaica | August 1st to August 8th

$716.00 CDN: roundtrip (direct)

 

Stay: Hotel or AirBnB for four | August 1st to August 8th

Option 1: $1648.00 CDN ($412.00/per person); Perfect reviews, Looks nice, Pool, Close to beach, Good area

Option 2: $721.00 CDN ($180.25/per person); Close to Rick's Cafe, Good location, Looks simple, Perfect reviews

Option 3: $1165 + 20% tax + $11 fee = $1409.00 CDN ($352.25/per person); Standard Quadruple Room, Close to beach, Good reviews, Good location

Option 4: $1231 + 10% tax + $112 fee = $1466.10 CDN ($366.53/per person); Standard Double Room with Garden View x 2, Looks cute, By beach, Great reviews

Option 5: $2326 + 10% tax + $11 fee = $2569.60 CDN ($642.40/per person); Double Room with Garden View, Looks beautiful, Great reviews, Great location

Option 6: $724.00 CDN ($181.00/per person); By beach, Looks simple, Good location, Great reviews

 

Stay: Hotel or AirBnB for two | August 1st to August 8th

Option 1: $359.00 CDN ($179.50/per person); Very simple, By beach, Perfect reviews

Option 2: $690.00 CDN ($345.00/per person); Good reviews, On beach, Looks cozy

Option 3: $616 + 10% tax + $56 fee = 733.60 CDN ($366.80/per person); Standard Double Room with Garden View, Looks cute, By beach, Great reviews

Option 4: $1805 + 20% tax + $20 fee = 2186.00 CDN ($1093.00/per person); Superior Double Room, Good location, Great reviews, Pool, All-inclusive

 

Stay: AirBnB for one | August 1st to August 8th

Option 1: $202.00 CDN; Good reviews, Quiet area, Looks simple

Option 2: $410.00 CDN; Pool, Good location, Perfect reviews

Option 3: $213.00 CDN; Apparently a party area, By beach, Simple, Good reviews

 

Total: For four you're looking at between $896.00 CDN and $1358.40 CDN per person for the trip. For two you're looking at between $895.50 CDN and $1814.00 CDN per person for the trip. For a solo trip you're looking at between $918.00 CDN and $1126.00 CDN

 

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 Aruba: Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to Aruba

When: Monday, December 3rd - Monday, December 10th

Budget: $700


Flight: Toronto to Aruba | December 3rd - December 10th

$396.00 CDN: roundtrip (very short layovers)

 

Stay: AirBnB or Hotel for 4 people | December 3rd - December 10th

Option 1: $829.00 CDN ($207.25/per person); Central location, Looks nice, Great reviews

Option 2: $1200.00 CDN ($300.00/per person); Place looks great, Perfect reviews, Close to beach

Option 3: $746.00 CDN ($186.50/per person); Quiet area, Pool, Looks good, Great reviews

Option 4: $1164.00 CDN ($291.00/per person); Good area, Looks big, Perfect reviews

Option 5: $790.00 CDN ($197.50/per person); Looks cute, Perfect reviews, Pool

Option 6: $917 + 15% tax = $1054.55 CDN ($263.64/per person); Two-Bedroom Suite, Looks nice, Pool, Breakfast included

Option 7: $394 + 29.5% tax = $510.23 CDN ($127.56/per person); Apartment with Garden View, Budget option, Good reviews, Pool, Close to beach

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $523.56 per person for the trip and for the MOST expensive options it's about $696.00 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.

Carnival Itinerary: Toronto to Bahamas Carnival 2019

SPECS

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

Where: Toronto to Nassau, Bahamas

When: Tuesday, April 30th - Tuesday, May 7th, 2019

Budget: Whatever I can find....


Flight: Pearson International to Nassau | April 30th - May 7th

$532.00 CDN per person; roundtrip (decent layovers)

 

Stay: AirBnB for four | April 30th - May 7th

Option 1: $1342.00 CDN ($335.50/per person); Close to beaches, Good location, Perfect reviews

Option 2: $1080.00 CDN ($270.00/per person); Close to downtown, Looks simple, Good reviews, Bed + Sofa bed

Option 3: $1137.00 CDN ($284.25/per person); Looks great, Perfect reviews, Good location

Option 4: $981.00 CDN ($245.25/per person); Good area, Great reviews, Looks cozy

Option 5: $1178.00 CDN ($294.50/per person); Central location, Looks good, Good reviews

 

Stay: AirBnB for two | April 30th - May 7th

Option 1: $721.00 CDN ($360.50/per person); Great location, Looks simple, Perfect reviews

Option 2: $729.00 CDN ($364.50/per person); Close to transit, Looks nice, Good reviews

Option 3: $688.00 CDN ($344.00/per person); Good location, Looks nice, Great reviews

Option 4: $728.00 CDN ($364.00/per person); Pool, Close to transit, Looks nice, Great reviews

 

Stay: AirBnB for one | April 30th - May 7th

Option 1: $479.00 CDN; Perfect reviews, Looks cozy, Good location

Option 2: $453.00 CDN; Close to beach, Looks nice, Perfect reviews

Option 3: $551.00 CDN; Close to transit, Looks cozy, Good reviews

 

Total: Overall, even if you go for the MOST expensive options I posted it's about $867.50 CDN per person for the 4 person trip, $896.50 CDN per person for the 2 people trip and $1083.00 CDN for 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 Bahamas: Quickie Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to Nassau, Bahamas

When: Wednesday, October 10th - Monday, October 15th

Budget: $700


Flight: Toronto to Nassau | October 10th - October 15th

$447.00 CDN: roundtrip (direct)

 

Stay: AirBnB for 4 people | October 10th - October 15th

Option 1: $827.00 CDN ($206.75/per person); Good location, Great reviews, Looks rustic

Option 2: $872.00 CDN ($218.00/per person); Looks cute, Perfect reviews, Great location

Option 3: $842.00 CDN ($210.50/per person); Great location, Perfect reviews, Looks cozy

Option 4: $698.00 CDN ($174.50/per person); Quiet area, Looks cozy, Great reviews

Option 5: $733.00 CDN ($183.25/per person); Place looks amazing, Good location, Great reviews

Option 6: $1011.00 CDN ($252.75/per person); Looks cute, Pool, Quieter area, Great reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $621.50 per person for the trip and for the MOST expensive options it's about $699.75 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 to Cayman Carnival Batabano 2019

SPECS

Who: Four people/Two Beds and Two people/Two beds

Where: Toronto to Grand Cayman, Cayman Islands

When: Tuesday, April 30th - Tuesday, May 7th, 2019

Budget: Whatever I can find....

Notes: Usually I have the 'one person' option as well but the prices were just looking too wild for that. Sorry :(


Flight: Pearson International to Grand Cayman | April 30th - May 7th

$578.00 CDN per person; roundtrip (good layovers)

 

Stay: AirBnB or Hotel for four | April 30th - May 7th

Option 1: $2133.00 CDN ($533.25/per person); Looks great, On beach, Great reviews

Option 2: $2135.00 CDN ($533.75/per person); Pool, Great location, Perfect reviews, Looks cozy

Option 3: $1752.00 CDN ($438.00/per person); Close to beach, Close to airport, Looks good, Perfect reviews

Option 4: $1933.00 CDN ($483.25/per person); Looks very nice, Close to beach, Perfect reviews

Option 5: $1562.00 CDN ($390.50/per person); Bed + Pull out bed, Looks super cute, Good area, Perfect reviews

 

Stay: AirBnB for two | April 30th - May 7th

Option 1: $1033.00 CDN ($516.50/per person); Good location, Looks nice, Bed + Sofa bed, Perfect reviews

Option 2: $1019.00 CDN ($509.50/per person); Bed + Sofa bed, Good location, Good reviews

Option 3: $1558.00 CDN ($779.00/per person); Looks big, Quieter area, Perfect reviews

 

Total: Overall, even if you go for the MOST expensive options I posted it's about $1111.75 CDN per person for the 4 person trip and $1357.00 CDN per person for the 2 people 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.