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Five Gateways, Five Destinations: Flair Vacations Announces Inaugural Winter Sked

by Bruce Parkinson  September 18, 2026
Five Gateways, Five Destinations: Flair Vacations Announces Inaugural Winter Sked

The Flair Vacations leadership team.

Competition is heating up for winter 2026/2027. In its first year of operation, Flair Vacations has announced it will fly to a concentrated list of five destinations from five gateways across Canada.

The new tour operator will carry Canadian travellers to getaway destinations in Mexico, the Dominican Republic and Jamaica, including Flair’s newest destination, Puerto Plata (POP). 

In peak winter season, Flair will offer an amazing 39 weekly flights to Cancun – 18 from Toronto, seven each from Montreal and Vancouver, four from Calgary and three from Edmonton.

“We’re excited to connect Canadians to popular sun destinations and a growing portfolio of resorts Canadians know and love,” said Flair Vacations president Nicole Bursey. 

“Travel advisors are well versed in selling these destinations and we’re looking forward to being a partner they can count on to deliver value,” Bursey added.

Flair Vacations will pair Flair Airlines flights with a growing selection of resort partners across Cancun, Puerto Vallarta, Punta Cana, Puerto Plata and Montego Bay.

Flair Vacations is taking off this winter aboard Flair Airlines.

Flair Vacations’ first destinations include:

Origin Destination Peak Weekly Frequency 
Toronto (YYZ) Cancun (CUN) 18x 
Toronto (YYZ) Punta Cana (PUJ) 8x 
Toronto (YYZ) Montego Bay (MBJ) 6x 
Toronto (YYZ) Puerto Vallarta (PVR) 4x 
Toronto (YYZ) Puerto Plata (POP) 2x 
  
Montreal (YUL) Cancun (CUN) 7x 
Montreal (YUL) Punta Cana (PUJ) 3x 
Montreal (YUL) Puerto Plata (POP) 2x 
Montreal (YUL) Puerto Vallarta (PVR) 1x 
  
Vancouver (YVR) Puerto Vallarta (PVR) 9x 
Vancouver (YVR) Cancun (CUN) 7x 
  
Calgary (YYC) Cancun (CUN) 4x 
Calgary (YYC) Puerto Vallarta (PVR) 3x 
 
Edmonton (YEG) Cancun (CUN) 3x 
Edmonton (YEG) Puerto Vallarta (PVR) 3x 

“We know this industry runs on relationships, and that those relationships have to be earned,” added Bursey. “We’re looking forward to getting in front of advisors, listening to what they need and giving them a strong lineup of sun destinations and resorts they’ll be excited to propose to their clients.”

See our interview with Nicole Bursey and John from last week here.

Flair Vacations will continue adding resort partners and expanding its offering ahead of the winter season. 

  
  
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