🌴 Escape to the Sun: All-Inclusive Getaways from $699 + Happy New Year!

Happy New Year, Jetsetters! 🥂

Thank you for being part of this community. I’m incredibly grateful for your continued support and for following along. Wishing you a year full of unforgettable journeys, great deals, and endless sunshine!

Speaking of great deals…

From the tequila-infused shores of Mexico 🍹, the rhythmic beats of Cuba 💃, to the sun-kissed sands of the Dominican Republic 🏖️, the Canadian Jetsetter has got you covered for your next all-inclusive vacation.

Get ready to dive into a treat of travel delights!


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, Apr. 9th – 16th, 2026 for $975 with SunwingClick here to book!
  • Mexico: Grand Decameron Los Cabos, June 4th – 11th, 2026 for $1,395 with WestJetClick here to book!
  • Dominican Republic: Sunscape Coco Punta Cana, May 27th – June 3rd, 2026 for $1,412 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Cayo Paredon Beach Resort, Apr. 9th – 16th, 2026 for $1,095 with SunwingClick here to book!
  • Mexico: Iberostar Selection Riviera Cancun, May 7th – 14th, 2026 for $1,790 with WestJetClick here to book!
  • Dominican Republic: Bahia Principe Luxury Bouganville, May 27th – June 3rd, 2026 for $1,612 with WestJetClick here to book!

Edmonton 📍

⭐⭐⭐⭐

  • Cuba: Occidental Arenas Blancas, Jan. 31st – Feb. 7th, 2026 for $1,102 with WestJetClick here to book!
  • Mexico: Decameron Isla Coral, May 24th – 31st, 2026 for $1,342 with WestJetClick here to book!
  • Dominican Republic: Viva Heavens by Wyndham, Apr. 10th – 17th, 2026 for $1,299 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Jan. 31st – Feb. 7th, 2026 for $1,192 with WestJetClick here to book!
  • Mexico: Barcelo Maya Beach Resort, Apr. 11th – 18th, 2026 for $1,798 with WestJet. Click here to book!
  • Dominican Republic: Bahia Principe Luxury Bouganville, May 24th – 31st, 2026 for $1,689 with WestJetClick here to book!

Calgary 📍

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  • Cuba: Resonance Musique Varadero, Apr. 7th – 14th, 2026 for $1,265 with SunwingClick here to book!
  • Mexico: Decameron Isla Coral, May 24th – 31st, 2026 for $1,322 with WestJetClick here to book!
  • Dominican Republic: Marien Puerto Plata Hotel, Apr. 13th – 20th, 2026 for $1,229 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Apr. 7th – 14th, 2026 for $1,385 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 11th – 18th, 2026 for $1,659 with Air CanadaClick here to book!
  • Dominican Republic: Bahia Principe Luxury Bouganville, May 24th – 31st, 2026 for $1,649 with WestJetClick here to book!

Montreal 📍

⭐⭐⭐⭐

  • Cuba: Hotel Playa Paraiso, Jan. 21st – 28th, 2026 for $725 with SunwingClick here to book!
  • Mexico: Blue Bay Grand Esmeralda, Apr. 15th – 22nd, 2026 for $1,259 with Air CanadaClick here to book!
  • Dominican Republic: Playabachata Resort, Apr. 28th – May 5th, 2026 for $1,055 with SunwingClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Jan. 29th – Feb. 5th, 2026 for $869 with Air CanadaClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 18th – 25th, 2026 for $1,525 with SunwingClick here to book!
  • Dominican Republic: The Eurostars Grand Cayacoa, Mar. 5th – 12th, 2026 for $1,495 with WestJetClick here to book!

Ottawa 📍

⭐⭐⭐⭐

  • Cuba: Playa Punta Hicacos, Jan. 4th – 11th, 2026 for $745 with SunwingClick here to book!
  • Mexico: Decameron Isla Coral, May 24th – 31st, 2026 for $1,305 with WestJetClick here to book!
  • Dominican Republic: Playabachata Resort, Apr. 21st – 28th, 2026 for $909 with Air TransatClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Varadero Beach Resort, Jan. 4th – 11th, 2026 for $855 with SunwingClick here to book!
  • Mexico: The Sens Tulum Riviera, Jan. 8th – 15th, 2026 for $1,525 with SunwingClick here to book!
  • Dominican Republic: Bahia Principe Luxury Bouganville, May 24th – 31st, 2026 for $1,661 with WestJetClick here to book!

Toronto 📍

⭐⭐⭐⭐

  • Cuba: Memories Paraiso, Jan. 9th – 16th, 2026 for $699 with Air CanadaClick here to book!
  • Mexico: Decameron Isla Coral, May 6th – 13th, 2026 for $1,227 with WestJetClick here to book!
  • Dominican Republic: Playabachata Resort, Apr. 20th – 27th, 2026 for $1,069 with Air TransatClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Cayo Paredon Beach Resort, Jan. 5th – 12th, 2026 for $869 with Air CanadaClick here to book!
  • Mexico: The Sens Tulum Riviera, Apr. 13th – 20th, 2026 for $1,515 with SunwingClick here to book!
  • Dominican Republic: The Eurostars Grand Cayacoa, Apr. 16th – 23rd, 2026 for $1,315 with SunwingClick here to book!

Vancouver 📍

⭐⭐⭐⭐

  • Cuba: Hotel Playa Paraiso, Jan. 5th – 12th, 2026 for $949 with Air CanadaClick here to book!
  • Mexico: Decameron Isla Coral, Mar. 29th – Apr. 5th, 2026 for $1,315 with Sunwing. Click here to book!
  • Dominican Republic: Sunscape Coco Punta Cana, Apr. 18th – 25th, 2026 for $1,308 with WestJetClick here to book!

⭐⭐⭐⭐⭐

  • Cuba: Grand Aston Cayo Paredon Beach Resort, Jan. 5th – 12th, 2026 for $1,099 with Air CanadaClick hereto book!
  • Mexico: The Sens Tulum Riviera, Jan. 12th – 19th, 2026 for $1,595 with SunwingClick here to book!
  • Dominican Republic: Bahia Principe Luxury Bouganville, May 27th – June 3rd, 2026 for $1,578 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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