🌴 Escape to the Sun: All-Inclusive Getaways from $525 + Early Black Friday Deals! ✈️

Hola, Travellers! 🌍

The Canadian Jetsetter is here, serving up a tropical cocktail of all-inclusive deals once again. From the tequila-infused shores of Mexico 🍹, the rhythmic beats of Cuba 💃, to the sun-kissed sands of the Dominican Republic 🏖️, we’ve got you covered.

Get ready to dive into a treat of travel delights!


⭐ Black Friday Starts Early 

Air Canada, WestJet, and Air Transat currently have early Black Friday sales on vacation packages!

See the key details below, but be sure to visit their websites for complete terms including blackout dates and eligible destinations.

Happy booking!

Air Canada
Up to 40% off select vacation packages and select Flight & Hotel packages.
Book by: November 27th at 11:59PM ET.

WestJet
Up to $420 off Iberostar vacations across Mexico and the Caribbean.
Book by: November 23rd at 11:59PM MT

Air Transat
Up to $2,500 off packages for two.
Book by: November 23rd at 11:59PM ET


Notes on Vacation Package Offers:

🎁 The listed package prices are per person and cover both flight and hotel for two people sharing a room. Just grab your passport plus a friend and get ready for an adventure! 🛫

⌛ I selected the cheapest deals I could find for each star class and departure city. This means you might be leaving in days or months from now! Catch these deals while you can! ❄️

🔭 Remember, star ratings aren’t universal. A 4, 4.5, or 5-star property may mean different things in different locations. They are meant more as a guideline than a be-all end-all rating of the property. 🌠

✈️ Deals sourced via Tripcentral.ca – a fantastic search platform I use personally (not sponsored). Book through them directly, your travel agent, or the airline – whatever works best for you! 🍹


Winnipeg 📍

⭐⭐⭐⭐

  • Cuba: Memories Flamenco Beach Resort, Dec. 11th – 18th for $925 with SunwingClick here to book!
  • Mexico: Decameron Isla Coral, Dec. 7th – 14th for $1,055 with SunwingClick here to book!
  • Dominican Republic: Marien Puerto Plata Hotel, Apr. 7th – 14th, 2026 for $1,196 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Iberostar Selection Esmeralda, Dec. 11th – 18th for $1,025 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Dec. 8th – 15th for $1,655 with SunwingClick here to book!
  • Dominican Republic: Barcelo Bavaro Palace, Dec. 4th – 11th for $1,596 with WestJetClick here to book!

Edmonton 📍

⭐⭐⭐⭐

  • Cuba: Occidental Arenas Blancas, Dec. 6th – 13th for $1,044 with WestJetClick here to book!
  • Mexico: Decameron Isla Coral, Dec. 10th – 17th for $1,205 with SunwingClick here to book!
  • Dominican Republic: Marien Puerto Plata Hotel, Apr. 5th – 12th, 2026 for $1,193 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Cayo Paredon Beach Resort, Nov. 30th – Dec. 7th for $1,129 with Air CanadaClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 8th – 15th, 2026 for $1,705 with Sunwing. Click here to book!
  • Dominican Republic: Barcelo Bavaro Palace, Dec. 3rd – 10th for $1,573 with WestJetClick here to book!

Calgary 📍

⭐⭐⭐⭐

  • Cuba: Barcelo Solymar, Nov. 22nd – 29th for $795 with SunwingClick here to book!
  • Mexico: Decameron Isla Coral, Nov. 30th – Dec. 7th for $1,045 with SunwingClick here to book!
  • Dominican Republic: Marien Puerto Plata Hotel, Apr. 7th – 14th, 2026 for $1,163 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Nov. 22nd – 29th for $835 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Dec. 3rd – 10th for $1,685 with SunwingClick here to book!
  • Dominican Republic: Barcelo Bavaro Palace, Dec. 4th – 11th for $1,783 with WestJetClick here to book!

Montreal 📍

⭐⭐⭐⭐

  • Cuba: Memories Flamenco Beach Resort, Dec. 2nd – 9th for $625 with SunwingClick here to book!
  • Mexico: Decameron Isla Coral, Dec. 10th – 17th for $1,065 with WestJetClick here to book!
  • Dominican Republic: Cofresi Palm Beach Resort, Nov. 28th – Dec. 5th for $905 with SunwingClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Nov. 24th – Dec. 1st for $695 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Dec. 2nd – 9th for $1,485 with SunwingClick here to book!
  • Dominican Republic: The Eurostars Grand Cayacoa, Dec. 11th – 18th for $1,255 with WestJetClick here to book!

Ottawa 📍

⭐⭐⭐⭐

  • Cuba: Barcelo Solymar, Nov. 25th – Dec. 2nd for $525 with SunwingClick here to book!
  • Mexico: Decameron Isla Coral, Dec. 12th – 19th for $1,115 with SunwingClick here to book!
  • Dominican Republic: Playabachata Resort, Apr. 14th – 21st, 2026 for $1,059 with Air TransatClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Nov. 25th – Dec. 2nd for $575 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Dec. 12th – 19th for $1,495 with SunwingClick here to book!
  • Dominican Republic: Bahia Principe Grand Samana, Dec. 6th – 13th for $1,389 with Air CanadaClick here to book!

Toronto 📍

⭐⭐⭐⭐

  • Cuba: Memories Flamenco Beach Resort, Nov. 27th – Dec. 4th for $575 with SunwingClick here to book!
  • Mexico: Decameron Isla Coral, Dec. 1st – 8th for $1,075 with SunwingClick here to book!
  • Dominican Republic: Playabachata Resort, Dec. 2nd – 9th for $865 with SunwingClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Nov. 23rd – 30th for $655 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Dec. 2nd – 9th for $1,285 with SunwingClick here to book!
  • Dominican Republic: Bahia Principe Grand Samana, Dec. 6th – 13th for $1,309 with Air CanadaClick here to book!

Vancouver 📍

⭐⭐⭐⭐

  • Cuba: Memories Flamenco Beach Resort, Nov. 24th – Dec. 1st for $879 with Air CanadaClick here to book!
  • Mexico: Decameron Isla Coral, Dec. 7th – 14th for $1,135 with SunwingClick here to book!
  • Dominican Republic: Occidental Caribe, Apr. 13th – 20th for $1,353 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Cayo Paredon Beach Resort, Nov. 24th – Dec. 1st for $939 with Air CanadaClick here to book!
  • Mexico: The Sens Tulum Riviera, Dec. 3rd – 10th for $1,415 with SunwingClick here to book!
  • Dominican Republic: Barcelo Bavaro Palace, Dec. 3rd – 10th for $1,792 with WestJetClick here to book!

There you have it, explorers! 🌍 This is your golden ticket to escape the chill and dive into the rhythmic beats, delectable flavours, and sun-kissed shores of Mexico, Cuba, and the Dominican Republic.

Until next time, Safe Travels and embrace the Caribbean vibes! ✈️🍹🏝️

Cheers, Graeme – The Canadian Jetsetter

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