🌴 Escape to the Sun: All-Inclusive Getaways from $555 + Cyber Week Sales! ✈️

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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⭐ Cyber Week Sales ⭐

Remember when it was just Cyber Monday?

Well, thank goodness you have all week now to save on your vacation packages from Air Canada, Air Transat, and Sunwing.

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: December 7th at 11:59PM EST.

Air Transat
Vacation packages on sale plus daily surprise offers.
Today’s offer: Savings of up to $2,000 for two people at select Iberostar properties.
Book by: Tonight! December 3rd at 11:59PM EST.

Sunwing
Up to 45% off select vacation packages.
Book by: December 7th at 11:59PM EST.

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📝 News & Noteworthy: Air Transat 📝

Today, Air Transat pilots voted to strike if a new contract with the airline can’t be reached. This means as of December 10th, the roughly 700 pilots can strike, or management can impose a lockout. 

This doesn’t mean a strike is sure to happen. No strike notice has been issued and Air Transat’s operations are continuing as planned. But be aware of this if you’re thinking of booking an Air Transat vacation package or flights for this month.

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

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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: Barcelo Solymar, Dec. 5th – 12th for $755 with Sunwing. Click here to book!
• Mexico: Decameron Isla Coral, Dec. 5th – 12th for $1,015 with Sunwing. Click here to book!
• Dominican Republic: Occidental Caribe, Apr. 10th – 17th, 2026 for $1,496 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Varadero Beach Resort, Dec. 5th – 12th for $865 with Sunwing. Click here to book!
• Mexico: Ventus at Marina El Cid, Apr. 13th – 20th, 2026 for $1,675 with WestJet. Click here to book!
• Dominican Republic: Bahia Principe Grand Aquamarine, Apr. 10th – 17th, 2026 for $1,786 with WestJet. Click here to book!

Edmonton 📍

⭐⭐⭐⭐

• Cuba: Aston Costa Verde Beach Resort, Dec. 4th – 11th for $999 with Air Canada. Click here to book!
• Mexico: Decameron Isla Coral, Mar. 13th – 20th, 2026 for $1,386 with WestJet. Click here to book!
• Dominican Republic: Marien Puerto Plata Hotel, Apr. 12th – 19th, 2026 for $1,162 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Varadero Beach Resort, Apr. 11th – 18th, 2026 for $1,164 with WestJet. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 6th – 13th for $1,515 with Sunwing. Click here to book!
• Dominican Republic: Bahia Principe Grand Aquamarine, Apr. 20th – 27th, 2026 for $1,714 with WestJet. Click here to book!

Calgary 📍

⭐⭐⭐⭐

• Cuba: Resonance Musique Varadero, Apr. 7th – 14th, 2026 for $1,345 with Sunwing. Click here to book!
• Mexico: Decameron La Marina, Dec. 7th – 14th for $1,085 with Sunwing. Click here to book!
• Dominican Republic: Marien Puerto Plata Hotel, Apr. 10th – 17th, 2026 for $1,163 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Varadero Beach Resort, Apr. 25th – May 2nd, 2026 for $1,405 with WestJet. Click here to book!
• Mexico: Barcelo Maya Beach Resort, Apr. 17th – 24th, 2026 for $1,723 with WestJet. Click here to book!
• Dominican Republic: Bahia Principe Grand Aquamarine, Apr. 20th – 27th, 2026 for $1,873 with WestJet. Click here to book!

Montreal 📍

⭐⭐⭐⭐

• Cuba: Memories Flamenco Beach Resort, Dec. 5th – 12th for $555 with WestJet. Click here to book!
• Mexico: Blue Bay Grand Esmeralda, Dec. 7th – 14th for $1,039 with Air Canada. Click here to book!
• Dominican Republic: Playabachata Resort, Dec. 5th – 12th for $885 with Sunwing. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Iberostar Selection Esmeralda, Dec. 5th – 12th for $595 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 5th – 12th for $1,315 with Sunwing. Click here to book!
• Dominican Republic: The Eurostars Grand Cayacoa, Dec. 11th – 18th for $1,435 with WestJet. Click here to book!

Ottawa 📍

⭐⭐⭐⭐

• Cuba: Hotel Playa Paraiso, Jan. 1st – 8th, 2026 for $735 with Sunwing. Click here to book!
• Mexico: Grand Oasis Tulum Riviera, Dec. 6th – 13th for $1,155 with Sunwing. Click here to book!
• Dominican Republic: Playabachata Resort, Apr. 21st – 28th, 2026 for $949 with Air Transat. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Varadero Beach Resort, Dec. 11th – 18th for $885 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 6th – 13th for $1,275 with Sunwing. Click here to book!
• Dominican Republic: El Beso Adults Only at Ocean El Faro, Jan. 20th – 27th, 2026 for $1,609 with Air Canada. Click here to book!

Toronto 📍

⭐⭐⭐⭐

• Cuba: Memories Paraiso, Dec. 5th – 12th for $565 with Sunwing. Click here to book!
• Mexico: Blue Bay Grand Esmeralda, Dec. 5th – 12th for $1,119 with Air Canada. Click here to book!
• Dominican Republic: Playabachata Resort, Dec. 9th – 16th for $915 with Sunwing. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Iberostar Selection Esmeralda, Dec. 5th – 12th for $675 with Sunwing. Click here to book!
• Mexico: Riu Dunamar, Dec. 5th – 12th for $1,305 with Sunwing. Click here to book!
• Dominican Republic: The Eurostars Grand Cayacoa, Jan. 15th – 22nd, 2026 for $1,395 with Sunwing. Click here to book!

Vancouver 📍

⭐⭐⭐⭐

• Cuba: Playa Punta Hicacos, Jan. 7th – 14th, 2026 for $1,079 with Air Canada. Click here to book!
• Mexico: Decameron La Marina, Dec. 7th – 14th for $1,075 with Sunwing. Click here to book!
• Dominican Republic: Occidental Caribe, Apr. 20th – 27th, 2026 for $1,433 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Varadero Beach Resort, Jan. 7th – 14th, 2026 for $1,149 with Air Canada. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 4th – 11th for $1,255 with Sunwing. Click here to book!
• Dominican Republic: Bahia Principe Grand Aquamarine, Apr. 20th – 27th, 2026 for $1,713 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