Category: Caribbean

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.

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.

Carnival Itinerary: Toronto, Miami and NY to Trinidad Carnival 2019

SPECS

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

Where: Toronto, Miami and NY to Trinidad Carnival

When: Monday, February 25th to Wednesday, March 6th

Budget: Whatever I can find for cheap….

Note: Yes, I usually include London, UK in my carnival itinerary posts but like, these airlines not posting for them yet and I just couldn’t wait. Sorry 🙁 

TORONTO TO PORT OF SPAIN

Flight: Pearson International to Port of Spain | February 25th to March 6th

$481.26 CDN per person; roundtrip (direct) — yes I’m serious. 

 

Stay: AirBnB for four | February 25th to March 6th

Option 1: $2112.00 CDN ($528.00/per person); Looks OK, Good location, Good review, 2 Bedrooms

Option 2: $599.00 CDN ($149.75/per person); Looks big, Well located, Perfect reviews

Option 3: $924.00 CDN ($231.00/per person); St. Joseph area, 2 bedroom, Good review, Looks cute

Option 4: $5617.00 CDN ($1404.25/per person); Place looks big, Nice looking, Perfect reviews

 

Stay: AirBnB for two | February 25th to March 6th

Option 1: $2155.00 CDN ($1077.50/per person); Great location, Good review, Simple looking

Option 2: $2119.00 CDN ($1059.50/per person); Pool, Close to Queen’s Park Savannah, Good review

Option 3: $599.00 CDN ($299.50/per person); Looks big, Well located, Perfect reviews

Option 4: $801.00 CDN ($400.50/per person); OK looking, Good review, Good area

 

Stay: AirBnB for one | February 25th to March 6th

Option 1: $463.00 CDN; Little outside POS, Close to transit, Looks cozy, Perfect reviews

Option 2: $1000.00 CDN; Good location, Basic looking, Perfect reviews

Option 3: $515.00 CDN; Diego Martin location, Looks nice, Good review

Total: Overall, even if you go for the MOST expensive options I posted it’s about $1885.51 CDN per person for the 4 person trip, $1558.76 CDN per person for the 2 people trip and $1487.26 CDN for solo.

MIAMI TO PORT OF SPAIN

Flight: Miami International to Port of Spain | February 25th to March 6th

$310.89 USD per person; roundtrip (direct) — yes I’m serious. 

 

Stay: AirBnB for four | February 25th to March 6th

Option 1: $1640.00 USD ($420.23/per person); Looks OK, Good location, Good review, 2 Bedrooms

Option 2: $468.00 USD ($117.00/per person); Looks big, Well located, Perfect reviews

Option 3: $722.00 USD ($180.50/per person); St. Joseph area, 2 bedroom, Good review, Looks cute

Option 4: $4385.00 USD ($1096.25/per person); Place looks big, Nice looking, Perfect reviews

 

Stay: AirBnB for two | February 25th to March 6th

Option 1: $1683.00 USD ($841.50/per person); Great location, Good review, Simple looking

Option 2: $1655.00 USD ($827.50/per person); Pool, Close to Queen’s Park Savannah, Good review

Option 3: $468.00 USD ($234.00/per person); Looks big, Well located, Perfect reviews

Option 4: $626.00 USD ($313.00/per person); OK looking, Good review, Good area

 

Stay: AirBnB for one | February 25th to March 6th

Option 1: $362.00 USD; Little outside POS, Close to transit, Looks cozy, Perfect reviews

Option 2: $781.00 USD; Good location, Basic looking, Perfect reviews

Option 3: $402.00 USD; Diego Martin location, Looks nice, Good review

Total: Overall, even if you go for the MOST expensive options I posted it’s about $1407.14 USD per person for the 4 person trip, $1152.39 USD per person for the 2 people trip and $1091.89 USD for solo.

NEW YORK TO PORT OF SPAIN

Flight: JFK to Port of Spain | February 25th to March 6th

$414.89 USD per person; roundtrip (direct) — yes I’m serious. 

 

Stay: AirBnB for four | February 25th to March 6th

Option 1: $1640.00 USD ($420.23/per person); Looks OK, Good location, Good review, 2 Bedrooms

Option 2: $468.00 USD ($117.00/per person); Looks big, Well located, Perfect reviews

Option 3: $722.00 USD ($180.50/per person); St. Joseph area, 2 bedroom, Good review, Looks cute

Option 4: $4385.00 USD ($1096.25/per person); Place looks big, Nice looking, Perfect reviews

 

Stay: AirBnB for two | February 25th to March 6th

Option 1: $1683.00 USD ($841.50/per person); Great location, Good review, Simple looking

Option 2: $1655.00 USD ($827.50/per person); Pool, Close to Queen’s Park Savannah, Good review

Option 3: $468.00 USD ($234.00/per person); Looks big, Well located, Perfect reviews

Option 4: $626.00 USD ($313.00/per person); OK looking, Good review, Good area

 

Stay: AirBnB for one | February 25th to March 6th

Option 1: $362.00 USD; Little outside POS, Close to transit, Looks cozy, Perfect reviews

Option 2: $781.00 USD; Good location, Basic looking, Perfect reviews

Option 3: $402.00 USD; Diego Martin location, Looks nice, Good review

Total: Overall, even if you go for the MOST expensive options I posted it’s about $1511.14 USD per person for the 4 person trip, $1256.39 USD per person for the 2 people trip and $1195.89 USD 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.

Carnival Itinerary: Toronto, London, Miami and NY to Bermuda Carnival 2018

SPECS

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

Where: Toronto, London, Miami and NY to Bermuda Heroes Weekend

When: Different dates from different cities to capitalize on best prices!

Budget: Whatever I can find for cheap….

TORONTO TO BERMUDA

Flight: Pearson International to Bermuda | June 12th to June 19th

$380.00 CDN per person; roundtrip (direct)

 

Stay: AirBnB for four | June 12th to June 19th

Option 1: $2433.00 CDN ($608.25/per person); Quiet area, Close to Hamilton, Looks nice, Perfect reviews. Bed + Sofa bed

Option 2: $1953.00 CDN ($488.25/per person); Bed + Sofa bed, Perfect reviews, Close to Hamilton

Option 3: $2231.00 CDN ($557.75/per person); Close to beaches, Looks nice, Bed + Sofa bed, Great reviews

Option 4: $2377.00 CDN ($594.25/per person); Close to transit, Bed + 2 Sofa Beds, Perfect reviews

 

Stay: AirBnB for two | June 12th to June 19th

Option 1: $1383.00 CDN ($691.50/per person); Great location, Great reviews, Looks big

Option 2: $1162.00 CDN ($581.00/per person); Close to city, Looks OK, Bed + Sofa bed, Perfect reviews

Option 3: $1457.00 CDN ($728.50/per person); Perfect reviews, Bed + Sofa bed, Close to transit

 

Stay: AirBnB for one | June 12th to June 19th

Option 1: $660.00 CDN; Looks like a hippie spot, Good location, Perfect reviews

Option 2: $768.00 CDN; Great location, Looks nice, Perfect reviews, Close to transit

Total: Overall, even if you go for the MOST expensive options I posted it’s about $988.25 CDN per person for the 4 person trip, $1108.50 CDN per person for the 2 people trip and $1148.00 CDN for solo.

LONDON, ENGLAND TO BERMUDA

Flight: London Heathrow to Bermuda | June 13th to June 20th

$623.00 GBP per person; roundtrip (landing June 21st)

 

Stay: AirBnB for four | June 13th to June 20th

Option 1: $1393.00 GBP ($348.25/per person); Bed + Sofa bed, Oceanfront, Good location, Perfect reviews

Option 2: $1549.00 GBP ($387.25/per person); Close to transit, Close to beach, Looks big, Good reviews

Option 3: $1571.00 GBP ($392.75/per person); Good location, Nice looking, Bed + Sofa bed, Perfect reviews

 

Stay: AirBnB for two | June 13th to June 20th

Option 1: $676.00 GBP ($338.00/per person); Looks nice, Bed + Sofa bed, Perfect reviews

Option 2: $922.00 GBP ($461.00/per person); Bed + Sofa bed, Looks nice, Good area, Perfect reviews

Option 3: $1230.00 GBP ($615.00/per person); Close to transit, Looks nice, Bed + Sofa bed, Perfect reviews

 

Stay: AirBnB for one | June 13th to June 20th

Option 1: $386.00 GBP; Hippie spot, Looks OK, Good location, Perfect reviews

Option 2: $694.00 GBP; Perfect reviews, Good location, Looks nice

Total: Overall, even if you go for the MOST expensive options I posted it’s about $1015.75 GBP per person for the 4 person trip, $1238.00 GBP per person for the 2 people trip and $1317.00 GBP for solo.

MIAMI TO BERMUDA

Flight: Miami International to Bermuda | June 14th to June 21st

$778.00 USD per person; roundtrip (direct)

 

Stay: AirBnB for four | June 14th to June 21st

Option 1: $1551.00 USD ($387.75/per person); Good location, Bed + Sofa bed, Perfect reviews

Option 2: $1876.00 USD ($469.00/per person); Bed + Sofa bed, Oceanfront, Good location, Perfect reviews

Option 3: $2116.00 USD ($529.00/per person); Nice looking, Good location, Bed + Sofa bed, Perfect reviews

Option 4: $1837.00 USD ($459.25/per person); Bed + 2 Sofa beds, Perfect reviews, Close to transit

 

Stay: AirBnB for two | June 14th to June 21st

Option 1: $1242.00 USD ($621.00/per person); Bed + Sofa bed, Nice looking, Perfect reviews

Option 2: $1171.00 USD ($585.50/per person); Good location, Bed + Sofa bed, Perfect reviews

Option 3: $928.00 USD ($464.00/per person); Close to transit, Bed + Sofa bed, Perfect reviews

 

Stay: AirBnB for one | June 14th to June 21st

Option 1: $532.00 USD; Hippie spot, Looks OK, Good location, Perfect reviews

Option 2: $962.00 USD; Good location, Looks OK, Perfect reviews

Total: Overall, even if you go for the MOST expensive options I posted it’s about $1307.00 USD per person for the 4 person trip, $1399.00 USD per person for the 2 people trip and $1740.00 USD for solo.

NEW YORK TO BERMUDA

Flight: JFK to Bermuda | June 13th to June 20th

$261.00 USD per person; roundtrip (direct)

 

Stay: AirBnB for four | June 13th to June 20th

Option 1: $1876.00 USD ($469.00/per person); Bed + Sofa bed, Oceanfront, Good location, Perfect reviews

Option 2: $1526.00 USD ($381.50/per person); Nice looking, Perfect reviews, Good location, Bed + Sofa bed  

Option 3: $1833.00 USD ($458.25/per person); Close to transit, Looks OK, Bed + 2 Sofa Beds, Perfect reviews

 

Stay: AirBnB for two | June 13th to June 20th

Option 1: $910.00 USD ($455.00/per person); Good location, Perfect reviews, Bed + Sofa bed

Option 2: $1145.00 USD ($572.50/per person); Bed + Sofa bed, Perfect reviews, Good location

Option 3: $1242.00 USD ($621.00/per person); Good location, Nice looking, Bed + Sofa bed, Perfect reviews

 

Stay: AirBnB for one | June 13th to June 20th

Option 1: $520.00 USD; Hippie spot, Looks OK, Good location, Perfect reviews

Option 2: $935.00 USD; Good location, Looks OK, Perfect reviews

Total: Overall, even if you go for the MOST expensive options I posted it’s about $730.00 USD per person for the 4 person trip, $882.00 USD per person for the 2 people trip and $1196.00 USD 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 Jamaica Dream Weekend: Group + Two Person + Solo Options

SPECS

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

Where: Toronto to Negril, Jamaica

When: Wednesday, August 1st to Wednesday, August 8th

Budget: Under $1200

Note: You would be flying into Montego Bay and find transport to Negril. The actual Dream Weekend dates are August 2nd-August 6th and tickets for the events can be purchased on their website, found here for $295 USD ($368 CDN)  General Early Bird OR $515 USD ($642 CDN) Diamond VIP Early Bird. Also, I have no affiliation with the organizers of this event, I just did this because a lot of people requested cheaper alternatives for travel. 

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

$800.00 CDN per person; roundtrip (FYI – I might could have a discount code to bring this price down to $713, just contact me directly and I will gladly provide it)

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

Option 1: $1006.00 CDN ($251.50/per person); Great reviews, OK looking, Close taxi ride to beaches and nightlife 

Option 2: $877.00 CDN ($416.00/per person); In quiet area, Cozy looking, Great reviews, Close taxi ride to beaches and nightlife 

Option 3: $843 + 10% tax + $11 fee = $938.30 CDN ($234.58/per person); Cottage, Good location, Good reviews 

Option 4: $1182 + 17% tax + $11 fee = $1392.94 CDN ($348.49/per person); Next to Rick’s Cafe, Great reviews, Big space

Option 5: $1401 + 10% tax + $11 fee = $1552.10 CDN ($388.03/per person); Close to Rick’s Cafe, Big cottage, Great reviews

 

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

Option 1: $712.00 CDN ($356.00/per person); Close access to nightlife and beaches, Quaint looking, Great reviews

Option 2: $843.00 CDN ($421.50/per person); Great view, Balcony, Nice looking, Close to beach

Option 3: $613 + 10% tax + $11 fee = 685.30 CDN ($342.65/per person); Quiet area, Close to Rick’s Cafe, OK looking, Good reviews

Option 4: $701 + 17.5% tax + $11 fee = 834.68 CDN ($417.34/per person); Cottage, Good location, Good reviews 

 

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

Option 1: $431.00 CDN; Close to attractions, OK looking, Great reviews

Option 2: $314.00 CDN; Close to Rick’s Cafe, OK looking, Great reviews

Option 3: $281.00 CDN; Close taxi to beach, Close to Rick’s Cafe, Nice looking, Great reviews

Total: Overall, even if you go for the MOST expensive options I posted it’s about $1129.00 CDN per person for the 4 person trip,  $1134.50 CDN per person for the 2 people trip and $1144.00 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.