🌴 Escape to the Sun: All-Inclusive Getaways from $725 + Contest Alert!

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!

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Contest Alert with Sunwing! ☀️

There’s a live contest on Sunwing’s website!

For those who are booking a Sunwing vacation package, you’ll automatically be entered to win one of 20 free* vacations for two.

But even if you’re not buying a package with them, you can fill out the form on their website to receive one entry. After all, what’s there to lose?!

Make sure to read the contest details on their website for more information.

Good luck everyone!

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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! 🍹

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Winnipeg 📍

⭐⭐⭐⭐

• Cuba: Playa Punta Hicacos, Jan. 10th – 17th, 2026 for $1,035 with Sunwing. Click here to book!
• Mexico: Decameron Isla Coral, Mar. 5th – 12th, 2026 for $1,406 with WestJet. Click here to book!
• Dominican Republic: Marien Puerto Plata Hotel, Apr. 16th – 23rd, 2026 for $1,163 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Cayo Paredon Beach Resort, Apr. 9th – 16th, 2026 for $1,175 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Jan. 16th – 23rd, 2026 for $1,809 with Air Canada. Click here to book!
• Dominican Republic: Bahia Principe Luxury Bouganville, Apr. 30th – May 7th, 2026 for $1,573 with WestJet. Click here to book!

Edmonton 📍

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• Cuba: Occidental Arenas Blancas, Apr. 11th – 18th, 2026 for $1,143 with WestJet. Click here to book!
• Mexico: Decameron Isla Coral, May 1st – 8th, 2026 for $1,343 with WestJet. Click here to book!
• Dominican Republic: Marien Puerto Plata Hotel, Apr. 16th – 23rd, 2026 for $1,120 with WestJet. Click here to book!

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• Cuba: Grand Aston Varadero Beach Resort, Apr. 11th – 18th, 2026 for $1,203 with WestJet. Click here to book!
• Mexico: The Sens Tulum Riviera, Jan. 5th – 12th, 2026 for $1,799 with Air Canada. Click here to book!
• Dominican Republic: Bahia Principe Luxury Bouganville, May 1st – 8th, 2026 for $1,630 with WestJet. Click here to book!

Calgary 📍

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• Cuba: Occidental Arenas Blancas, Apr. 14th – 21st, 2026 for $1,214 with WestJet. Click here to book!
• Mexico: Decameron La Marina, May 5th – 12th, 2026 for $1,313 with WestJet. Click here to book!
• Dominican Republic: Marien Puerto Plata Hotel, Apr. 8th – 15th, 2026 for $1,180 with WestJet. Click here to book!

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• Cuba: Grand Aston Varadero Beach Resort, Apr. 14th – 21st, 2026 for $1,274 with WestJet. Click here to book!
• Mexico: The Sens Tulum Riviera, Jan. 22nd – 29th, 2026 for $1,779 with Air Canada. Click here to book!
• Dominican Republic: Bahia Principe Luxury Bouganville, May 1st – 8th, 2026 for $1,590 with WestJet. Click here to book!

Montreal 📍

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• Cuba: Resonance Musique Varadero, Dec. 18th – 25th for $755 with Sunwing. Click here to book!
• Mexico: Decameron La Marina, Jan. 18th – 25th, 2026 for $1,265 with WestJet. Click here to book!
• Dominican Republic: HM Alma De Bayahibe Hotel, Jan. 20th – 27th, 2026 for $1,375 with Sunwing. Click here to book!

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• Cuba: Grand Aston Varadero Beach Resort, Dec. 18th – 25th for $905 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Jan. 14th – 21st, 2026 for $1,625 with Sunwing. Click here to book!
• Dominican Republic: Bahia Principe Grand Samana, Sept. 5th – 12th, 2026 for $1,519 with Air Canada. Click here to book!

Ottawa 📍

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• Cuba: Memories Flamenco Beach Resort, Dec. 18th – 25th for $725 with Sunwing. Click here to book!
• Mexico: Decameron La Marina, Jan. 9th – 16th, 2026 for $1,205 with Sunwing. Click here to book!
• Dominican Republic: Playabachata Resort, Apr. 21st – 28th, 2026 for $949 with Air Transat. Click here to book!

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• Cuba: Iberostar Selection Esmeralda, Dec. 18th – 25th for $785 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Jan. 8th – 15th, 2026 for $1,625 with Sunwing. Click here to book!
• Dominican Republic: Bahia Principe Grand Samana, May 3rd – 10th for $1,899 with Air Canada. Click here to book!

Toronto 📍

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• Cuba: Memories Paraiso, Jan. 11th – 18th, 2026 for $785 with Sunwing. Click here to book!
• Mexico: Decameron Isla Coral, May 6th – 13th, 2026 for $1,208 with WestJet. Click here to book!
• Dominican Republic: Cofresi Palm Beach Resort, Jan. 13th – 20th, 2026 for $1,085 with Sunwing. Click here to book!

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• Cuba: Iberostar Selection Esmeralda, Jan. 5th – 12th, 2026 for $955 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Apr. 13th – 20th, 2026 for $1,535 with Sunwing. Click here to book!
• Dominican Republic: The Eurostars Grand Cayacoa, Apr. 16th – 23rd, 2026 for $1,445 with Sunwing. Click here to book!

Vancouver 📍

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• Cuba: Resonance Musique Varadero, Jan. 7th – 14th, 2026 for $1,189 with Air Canada. Click here to book!
• Mexico: Decameron La Marina, Jan. 18th – 25th, 2026 for $1,265 with Sunwing. Click here to book!
• Dominican Republic: Occidental Caribe, Apr. 24th – May 1st, 2026 for $1,369 with WestJet. Click here to book!

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• Cuba: Grand Aston Varadero Beach Resort, Jan. 7th – 14th, 2026 for $1,299 with Air Canada. Click here to book!
• Mexico: The Sens Tulum Riviera, Feb. 16th – 23rd, 2026 for $1,699 with Air Canada. Click here to book!
• Dominican Republic: Bahia Principe Luxury Bouganville, Apr. 30th – May 7th, 2026 for $1,539 with WestJet. Click here to book!

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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