🌴 Escape to the Sun: All-Inclusive Getaways from $595!

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!


📝 News & Noteworthy: Air Transat 📝

Below is an update on Air Transat’s strike threat.

Yesterday, Air Transat reached a tentative agreement with the union representing its pilots regarding the renewal of their collective agreement. This agreement marks a significant step in the process, lifting the risk of a strike and allowing their customers to travel with peace of mind.

It will be submitted to its members for ratification in the coming days.
Their operations are returning to normal.

For more up-to-date information, visit Air Transat’s website here.


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: Resonance Musique Varadero, Mar. 18th – 25th, 2026 for $1,045 with SunwingClick here to book!
  • Mexico: Canto Del Sol, Dec. 12th – 19th for $1,205 with SunwingClick here to book!
  • Dominican Republic: Marien Puerto Plata Hotel, Apr. 3rd – 10th, 2026 for $1,263 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Cayo Paredon Beach Resort, Apr. 9th – 16th, 2026 for $1,175 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 12th – 19th, 2026 for $1,769 with Air CanadaClick here to book!
  • Dominican Republic: Bahia Principe Grand Aquamarine, May 27th – June 3rd, 2026 for $1,893 with WestJetClick here to book!

Edmonton 📍

⭐⭐⭐⭐

  • Cuba: Resonance Musique Varadero, Apr. 7th – 14th, 2026 for $1,135 with SunwingClick here to book!
  • Mexico: Blue Bay Grand Esmeralda, Dec. 11th – 18th for $1,395 with SunwingClick here to book!
  • Dominican Republic: Marien Puerto Plata Hotel, Apr. 10th – 17th, 2026 for $1,230 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Apr. 4th – 11th, 2026 for $1,252 with WestJetClick here to book!
  • Mexico: The Sens Tulum Riviera, Dec. 11th – 18th for $1,515 with Sunwing. Click here to book!
  • Dominican Republic: Bahia Principe Fantasia Punta Cana, Jan. 22nd – 29th, 2026 for $1,930 with WestJetClick here to book!

Calgary 📍

⭐⭐⭐⭐

  • Cuba: Resonance Musique Varadero, Apr. 7th – 14th, 2026 for $1,325 with SunwingClick here to book!
  • Mexico: Decameron La Marina, Jan. 14th – 21st, 2026 for $1,295 with SunwingClick here to book!
  • Dominican Republic: Marien Puerto Plata Hotel, Apr. 10th – 17th, 2026 for $1,240 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Apr. 14th – 21st, 2026 for $1,393 with WestJetClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 12th – 19th, 2026 for $1,769 with Air CanadaClick here to book!
  • Dominican Republic: Bahia Principe Fantasia Punta Cana, Jan. 22nd – 29th, 2026 for $1,890 with WestJetClick here to book!

Montreal 📍

⭐⭐⭐⭐

  • Cuba: Memories Flamenco Beach Resort, Dec. 15th – 22nd for $595 with SunwingClick here to book!
  • Mexico: Decameron La Marina, Jan. 18th – 25th, 2026 for $1,265 with WestJetClick here to book!
  • Dominican Republic: Playabachata Resort, Apr. 21st – 28th, 2026 for $1,049 with Air TransatClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Iberostar Selection Esmeralda, Dec. 15th – 22nd for $625 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 16th – 23rd, 2026 for $1,585 with SunwingClick here to book!
  • Dominican Republic: Bahia Principe Grand Samana, Sept. 5th – 12th, 2026 for $1,519 with Air CanadaClick here to book!

Ottawa 📍

⭐⭐⭐⭐

  • Cuba: Hotel Playa Paraiso, Jan. 29th – Feb. 5th, 2026 for $735 with SunwingClick here to book!
  • Mexico: Canto Del Sol, Dec. 12th – 19th for $1,215 with SunwingClick here to book!
  • Dominican Republic: Playabachata Resort, Apr. 21st – 28th, 2026 for $929 with Air TransatClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Dec. 13th – 20th for $855 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 15th – 22nd, 2026 for $1,595 with SunwingClick here to book!
  • Dominican Republic: Bahia Principe Grand Samana, Dec. 12th – 19th for $1,749 with Air CanadaClick here to book!

Toronto 📍

⭐⭐⭐⭐

  • Cuba: Grand Memories Santa Maria, Dec. 12th – 19th for $699 with Air CanadaClick here to book!
  • Mexico: Blue Bay Grand Esmeralda, Sept. 9th – 16th, 2026 for $1,369 with Air TransatClick here to book!
  • Dominican Republic: Playabachata Resort, Apr. 13th – 20th, 2026 for $1,059 with Air TransatClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Iberostar Selection Esmeralda, Dec. 11th – 18th for $705 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 13th – 20th, 2026 for $1,545 with SunwingClick here to book!
  • Dominican Republic: The Eurostars Grand Cayacoa, Apr. 9th – 16th, 2026 for $1,495 with SunwingClick here to book!

Vancouver 📍

⭐⭐⭐⭐

  • Cuba: Resonance Musique Varadero, Jan. 7th – 14th, 2026 for $1,189 with Air CanadaClick here to book!
  • Mexico: Decameron La Marina, Jan. 21st – 28th, 2026 for $1,225 with Sunwing. Click here to book!
  • Dominican Republic: Occidental Caribe, Mar. 3rd – 10th, 2026 for $1,600 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Jan. 6th – 13th, 2026 for $1,395 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 18th – 25th, 2026 for $1,599 with Air CanadaClick here to book!
  • Dominican Republic: Dreams Dominicus La Romana, Jan. 19th – 26th, 2026 for $1,920 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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