Caribbean

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.

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 St. Maarten: Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to St. Maarten/Sint Maarten

When: Tuesday, October 2nd - Tuesday, October 9th

Budget: $750


Flight: Toronto to St. Maarten | October 2nd - October 9th

$462.00 CDN: roundtrip (short layovers)

 

Stay: AirBnB for 4 people | October 2nd - October 9th

Option 1: $958.00 CDN ($239.50/per person); Close to downtown, Looks simple, Great reviews, Close to beach

Option 2: $1075.00 CDN ($268.75/per person); Bed + Sofa bed, Looks great, Pool, Beach, Great reviews

Option 3: $665.00 CDN ($166.25/per person); Quiet area, Close to beach, Pool, Good reviews

Option 4: $1052.00 CDN ($263.00/per person); Place looks awesome, Big, Great location, Perfect reviews

Option 5: $913 + 17% tax = $1068.21 CDN ($267.05/per person); Beachfront, Looks great, Big, Great reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $628.25 per person for the trip and for the MOST expensive options it's about $730.75 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 Bahamas: Group Trip

SPECS

Who: Four People, Two Beds

Where: Toronto to Nassau, Bahamas

When: Monday, September 17th - Thursday, September 27th

Budget: $1000ish


Flight: Toronto to Nassau | September 17th - September 27th

$403.00 CDN: roundtrip (direct)

 

Stay: AirBnB for 4 people | September 17th - September 27th

Option 1: $2484.00 CDN ($621.00/per person); Close to beach, Looks great, Pools, Perfect reviews

Option 2: $2463.00 CDN ($615.75/per person); Looks nice, Good location, Great reviews

Option 3: $1492.00 CDN ($373.00/per person); Gated community, Looks simple, Good reviews, Close to transit

Option 4: $1616.00 CDN ($404.00/per person); Place looks great, Great location, Perfect reviews

Option 5: $2353.00 CDN ($588.25/per person); Perfect reviews, Great location, Looks great

Option 6: $1809.00 CDN ($452.25/per person); Looks nice, Close to beach, Perfect reviews

Option 7: $2463.00 CDN ($615.76/per person); Great location, Close to beach, Perfect reviews, Looks nice

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $776.00 per person for the trip and for the MOST expensive options it's about $1024.00 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 Roatan, Honduras: Baecation

SPECS

Who: Two People, One Bed

Where: Toronto to Roatan, Honduras

When: Tuesday, August 14th - Tuesday, August 21st

Budget: $700


Flight: Toronto to Roatan | August 14th - August 21st

$462.00 CDN: roundtrip (direct)

 

Stay: AirBnB for two | August 14th - August 21st

Option 1: $383.00 CDN ($191.50/per person); Close to beach, Nice views, Quiet area, Perfect reviews

Option 2: $449.00 CDN ($224.50/per person); Close to nightlife, Close to beach, Perfect reviews, Looks rustic

Option 3: $371.00 CDN ($185.50/per person); Very close to a beach, Perfect reviews, Quiet area

Option 4: $391.00 CDN ($195.50/per person); Close to beach, Looks great, Perfect reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $647.50 per person for the trip and for the MOST expensive options it's about $686.50 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 Trinidad and Grenada: Baecation

SPECS

Who: Two People, One Bed

Where: Toronto to Trinidad and Grenada

When: Saturday, March 9th, 2019 - Wednesday, March 20th, 2019

Budget: $1200


Flight: Toronto to Port of Spain | March 9th - March 20th

$490.00 CDN: roundtrip (direct)

 

Stay: AirBnB for two | March 10th - March 15th

Option 1: $390.00 CDN ($195.00/per person); Nice view, Looks great, Good location, Perfect reviews

Option 2: $519.00 CDN ($259.50/per person); Perfect reviews, Close to transit, Looks big

Option 3: $358.00 CDN ($179.00/per person); Looks big, Looks simple, Close to transit, Perfect reviews

Option 4: $496.00 CDN ($248.00/per person); Good location, Looks nice, Perfect reviews

 

Flight: Port of Spain to Grenada | March 15th - March 19th

$278.00 CDN: roundtrip (direct, lands three hrs before your flight back to Toronto)

 

Stay: AirBnB for two | March 15th - March 19th

Option 1: $283.00 CDN ($141.50/per person); Great location, Looks nice, Perfect reviews

Option 2: $253.00 CDN ($126.50/per person); Looks big, Good location, Perfect reviews

Option 3: $214.00 CDN ($107.00/per person); Perfect reviews, Looks simple, Close to transit

Option 4: $264.00 CDN ($132.00/per person); Perfect reviews, Close to falls and beach, Looks nice

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $1054.00 per person for the trip and for the MOST expensive options it's about $1169.00 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 Turks and Caicos: Baecation

SPECS

Who: Two People, One Bed

Where: Toronto to Turks and Caicos Islands

When: Sunday, September 15th - Sunday, September 22nd

Budget: $1000ish


Flight: Toronto to Providenciales | September 15th - September 22nd

$490.00 CDN: roundtrip (direct)

 

Stay: AirBnB for two | September 15th - September 22nd

Option 1: $1015.00 CDN ($507.50/per person); Looks great, Close to airport, Perfect reviews

Option 2: $1045.00 CDN ($522.50/per person); Close to beach, Looks really nice, Perfect reviews

Option 3: $1030.00 CDN ($515.00/per person); Quieter area, Looks beautiful, Perfect reviews

Option 4: $1034.00 CDN ($517.00/per person); Close to beach, Looks cozy, Perfect reviews

Option 5: $1005.00 CDN ($502.50/per person); Looks like a hipster spot, Great reviews, Quieter area

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $992.50 per person for the trip and for the MOST expensive options it's about $1012.50 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 Antigua: Baecation

SPECS

Who: Two People, One Bed

Where: Toronto to Antigua, Antigua and Barbuda

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

Budget: $900


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

$547.00 CDN: roundtrip (direct)

 

Stay: AirBnB for two | September 9th - September 16th

Option 1: $422.00 CDN ($211.00/per person); Perfect reviews, Super cute, Close to a beach

Option 2: $577.00 CDN ($288.50/per person); Close to airport, Close to beach, Quiet area, Perfect reviews

Option 3: $392.00 CDN ($196.00/per person); Looks nice, Perfect reviews, Quiet area

Option 4: $628.00 CDN ($314.00/per person); Pool, Looks OK, Close to beach, Perfect reviews

Option 5: $477.00 CDN ($238.50/per person); Close to airport, Close to beach, Looks rustic, Perfect reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $743.00 per person for the trip and for the MOST expensive options it's about $861.00 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 Martinique: Baecation

SPECS

Who: Two People, One Bed

Where: Toronto to Fort-de-France, Martinique

When: Thursday, November 1st - Thursday, November 8th

Budget: $1000ish


Flight: Toronto to Martinique | November 1st - November 8th

$664.00 CDN: roundtrip (quick layovers in MTL)

 

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

Option 1: $673.00 CDN ($336.50/per person); Looks super chill, Great views, Great reviews

Option 2: $732.00 CDN ($366.00/per person); Pool, Great views, Perfect reviews

Option 3: $540.00 CDN ($270.00/per person); Close to beaches, Looks cozy, Perfect reviews

Option 4: $575.00 CDN ($287.50/per person); Perfect reviews, Close to beaches, Looks cozy

Option 5: $437.00 CDN ($218.50/per person); On top of a hill, Pool, Great views, Perfect reviews 

Option 6: $588 + $20 fee = $608.00 CDN ($304.00/per person); Great looking hotel, Close to beach, Pools, Good reviews

 

Total: Overall, if you go for the LEAST expensive options I posted it's about $882.50 per person for the trip and for the MOST expensive options it's about $1030.00 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 St. Lucia: Group Trip + Baecation

SPECS

Who: Four People/Two Beds, Two People/One Bed 

Where: Toronto to St. Lucia

When: Thursday, November 1st - Thursday, November 8th

Budget: $850ish


Flight: Toronto to St. Lucia | November 1st - November 8th

$616.00 CDN: roundtrip (direct)

 

Stay: AirBnB for 4 people | November 1st - November 8th

Option 1: $799.00 CDN ($199.75/per person); 2 bedrooms, 2 bathrooms, Looks relaxing, Close to transit, Perfect reviews

Option 2: $845.00 CDN ($211.25/per person); Great views, 2 bedrooms, 2 bathrooms, Quieter area, Perfect reviews

Option 3: $1057.00 CDN ($264.25/per person); Place looks amazing, Perfect reviews, 2 bedrooms, 2 bathrooms

Option 4: $555.00 CDN ($138.75/per person); 2 bedrooms, 2 bathrooms, Incredible views, Quieter area, Great reviews

Option 5: $1029.00 CDN ($257.25/per person); Pool, Close to beach, 2 bedrooms, 2 bathrooms, Looks great, Great reviews

Option 6: $815.00 CDN ($203.75/per person); Big place, 3 bedrooms, 2.5 bathrooms, Nice views, Looks nice, Perfect reviews, Close to beach

 

Stay: AirBnB for 2 people | November 1st - November 8th

Option 1: $516.00 CDN ($258.00/per person); Great looking place, Close to beach, Perfect reviews

Option 2: $392.00 CDN ($196.00/per person); Looks cozy, Nice view, Great reviews

Option 3: $273.00 CDN ($136.50/per person); Good location, Perfect reviews, Looks great

Option 4: $312.00 CDN ($156.00/per person); Perfect reviews, Looks nice, Free airport shuttle to SLU

Option 5: $407.00 CDN ($203.50/per person); Perfect reviews, Looks cozy, Close to nightlife 

 

Total for four: Overall, if you go for the LEAST expensive options I posted it's about $754.75 per person for the trip and for the MOST expensive options it's about $880.25 per person for the trip.

Total for two: Overall, if you go for the LEAST expensive options I posted it's about $752.50 per person for the trip and for the MOST expensive options it's about $874.00 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 Barbados: Baecation + Solo

SPECS

Who: Two People, One Bed + One Person Options

Where: Toronto to Barbados

When: Wednesday, October 3rd - Wednesday, October 10th

Budget: $800


Flight: Toronto to Barbados | October 3rd - October 10th

$455.00 CDN: roundtrip (direct)

 

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

Option 1: $528.00 CDN ($264.00/per person); Looks cute, Close to beaches, Perfect reviews

Option 2: $466.00 CDN ($233.00/per person); Awesome location, Great reviews, Looks nice

Option 3: $639.00 CDN ($319.50/per person); Perfect reviews, Quieter area, Looks cozy

Option 4: $445.00 CDN ($222.50/per person); Looks super cute, Close to beaches, Perfect reviews

Option 5: $447.00 CDN ($223.50/per person); Looks simple, Good area, Great reviews

 

Stay: AirBnB for one | October 3rd - October 10th

Option 1: $311.00 CDN; Place looks great, Close to beaches, Perfect reviews

Option 2: $261.00 CDN; Great location, Looks cozy, Great reviews

Option 3: $259.00 CDN; Perfect reviews, Looks simple, Great area, Close to transit

 

Total: Overall, even if you go for the MOST expensive options I posted it's about $774.50 per person for the trip OR $766.00 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 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.

Carnival Itinerary: Toronto to Jamaica Carnival 2019

SPECS

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

Where: Toronto to Kingston, Jamaica

When: Thursday, April 25th - Wednesday, May 1st 2019

Budget: $750ish

Notes: Yes, the flight on the Thursday lands at 4:30am. I did that flight this year for JA Carnival and it was awesome because you can land, nap, and then have the whole day to gallivant. I have made the 'stays' portion Wed-Wed so that when you land at that time you would be able to right away check into your place instead of waiting until 3pm.


Flight: Pearson International to Kingston | April 24th - May 1st (because it technically leaves at 11pm on the Wednesday)

$484.18 CDN per person; roundtrip (direct)

Seriously, under $500!

Seriously, under $500!

 

Stay: AirBnB for four | April 24th - May 1st

Option 1: $584.00 CDN ($146.00/per person); Bed + Sofa bed, Perfect reviews, Good location

Option 2: $717.00 CDN ($179.25/per person); Awesome place, Two bedrooms, 2.5 bathrooms, Good location, Perfect reviews, I just stayed here for carnival and loved it

Option 3: $748.00 CDN ($187.00/per person); Looks nice, Bed + Sofa bed, Perfect reviews, Good area

Option 4: $756.00 CDN ($189.00/per person); Place looks beautiful, Good area, Looks big, Perfect reviews

Option 5: $780.00 CDN ($195.00/per person); Looks nice, Pool, Gated community, Good reviews

 

Stay: AirBnB for two | April 24th - May 1st

Option 1: $507.00 CDN ($253.50/per person); Good location, Good reviews, Looks cozy

Option 2: $461.00 CDN ($230.50/per person); Looks cozy, Good reviews, Great location

Option 3: $502.00 CDN ($251.00/per person); Bed + Sofa bed, Pool, Looks OK, Good reviews

Option 4: $543.00 CDN ($271.50/per person); Looks great, Perfect reviews, Good location

 

Stay: AirBnB for one | April 24th - May 1st

Option 1: $266.00 CDN; Close to transit, Looks cozy, Perfect reviews

Option 2: $194.00 CDN; Good location, Looks OK, Perfect reviews

Option 3: $250.00 CDN; Looks nice, Good area, Perfect

 

Total: Overall, even if you go for the MOST expensive options I posted it's about $679.18 CDN per person for the 4 person trip, $755.68 CDN per person for the 2 people trip and $750.10 CDN for solo.

Extras: If you are wondering about the costs associated with attending Carnival in Jamaica, please read my post about it here. Also, you can read my recap of the experience from attending Carnival in Jamaica 2018 here.   

- Mirna 

 

I am not a licensed travel agent of Ontario and make itineraries as a hobby. Any itineraries used by readers are of their own free will and choosing. Site owner is not responsible for any misadventures, mishaps, airline issues or accommodation issues that occur on trip itineraries that are posted or individually e-mailed to readers.

Toronto to Aruba: Baecation + Solo

SPECS

Who: Two People, One Bed + One Person Options

Where: Toronto to Aruba

When: Tuesday, October 23rd - Wednesday, October 31st

Budget: $800ish


Flight: Toronto to Aruba | October 23rd - October 31st

$419.00 CDN: roundtrip (very short layovers)

Stay: AirBnB for two | October 23rd - October 31st

Option 1: $621.00 CDN ($310.50/per person); Great reviews, Good location, Close to transit

Option 2: $545.00 CDN ($272.50/per person); Central location, Looks basic, Close to beach, Perfect reviews

Option 3: $588.00 CDN ($294.00/per person); Close to beach, Looks cozy, Great reviews

Option 4: $589.00 CDN ($294.50/per person); Perfect reviews, Good location, Looks rustic

Option 5: $724.00 CDN ($362.00/per person); Perfect reviews, Looks great, Pool

 

Stay: AirBnB for one | October 23rd - October 31st

Option 1: $315.00 CDN; Sleeping on a yacht, Breakfast included, Looks great, Perfect reviews

Option 2: $322.00 CDN; Great location, Looks nice, Pool, Perfect reviews

Option 3: $350.00 CDN; Close to beach, Looks nice, Perfect reviews

 

Total: Overall, even if you go for the MOST expensive options I posted it's about $781.00 per person for the trip OR $769.00 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.