🌴 Escape to the Sun: All-Inclusive Getaways from $509 + Black Friday 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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⭐ Black Friday Sales ⭐

Air Canada, WestJet, and Air Transat currently have 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 $600 off in savings on vacation packages.
Book by: November 30th at 11:59PM MT

Air Transat
Up to 50% off vacation packages.
Book by: November 30th at 11:59PM ET

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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: Memories Flamenco Beach Resort, Dec. 11th – 18th for $925 with Sunwing. Click here to book!
• Mexico: Grand Decameron Complex Bucerias Trademark, Dec. 5th – 12th for $975 with Sunwing. Click here to book!
• Dominican Republic: Marien Puerto Plata Hotel, Apr. 7th – 14th, 2026 for $1,146 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Iberostar Selection Esmeralda, Dec. 11th – 18th for $965 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 1st – 8th for $1,655 with Sunwing. Click here to book!
• Dominican Republic: Barcelo Bavaro Palace, Nov. 30th – Dec. 7th for $1,477 with WestJet. Click here to book!

Edmonton 📍

⭐⭐⭐⭐

• Cuba: Occidental Arenas Blancas, Dec. 6th – 13th for $934 with WestJet. Click here to book!
• Mexico: Decameron Isla Coral, Dec. 10th – 17th for $1,115 with Sunwing. Click here to book!
• Dominican Republic: Blue Bay Villas Doradas, Dec. 6th – 13th for $1,233 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Varadero Beach Resort, Dec. 6th – 13th for $1,024 with Air Canada. Click here to book!
• Mexico: The Sens Tulum Riviera, Jan. 13th – 20th, 2026 for $1,549 with Air Canada. Click here to book!
• Dominican Republic: Barcelo Bavaro Palace, Dec. 1st – 8th for $1,553 with WestJet. Click here to book!

Calgary 📍

⭐⭐⭐⭐

• Cuba: Memories Flamenco Beach Resort, Dec. 8th – 15th for $919 with Air Canada. Click here to book!
• Mexico: Decameron Isla Coral, Dec. 7th – 14th for $1,035 with Sunwing. Click here to book!
• Dominican Republic: Marien Puerto Plata Hotel, Apr. 7th – 14th, 2026 for $1,123 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Iberostar Selection Esmeralda, Dec. 8th – 15th for $959 with Air Canada. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 4th – 11th for $1,495 with Sunwing. Click here to book!
• Dominican Republic: Bahia Principe Fantasia Punta Cana, Dec. 4th – 11th for $1,664 with WestJet. Click here to book!

Montreal 📍

⭐⭐⭐⭐

• Cuba: Occidental Arenas Blancas, Nov. 28th – Dec. 5th for $535 with WestJet. Click here to book!
• Mexico: Decameron Isla Coral, Dec. 10th – 17th for $1,015 with WestJet. Click here to book!
• Dominican Republic: Cofresi Palm Beach Resort, Nov. 28th – Dec. 5th for $905 with Sunwing. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Grand Aston Varadero Beach Resort, Nov. 28th – Dec. 5th for $605 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 2nd – 9th for $1,395 with Sunwing. Click here to book!
• Dominican Republic: The Eurostars Grand Cayacoa, Dec. 11th – 18th for $1,325 with WestJet. Click here to book!

Ottawa 📍

⭐⭐⭐⭐

• Cuba: Memories Flamenco Beach Resort, Nov. 29th – Dec. 6th for $665 with Sunwing. Click here to book!
• Mexico: Decameron Isla Coral, Dec. 12th – 19th for $1,035 with Sunwing. Click here to book!
• Dominican Republic: Playabachata Resort, Apr. 21st – 28th, 2026 for $979 with Air Transat. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Iberostar Selection Esmeralda, Nov. 29th – Dec. 6th for $705 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 5th – 12th for $1,345 with Sunwing. Click here to book!
• Dominican Republic: Barcelo Bavaro Palace, Nov. 30th – Dec. 7th for $1,561 with WestJet. Click here to book!

Toronto 📍

⭐⭐⭐⭐

• Cuba: Aston Costa Verde Beach Resort, Nov. 30th – Dec. 7th for $509 with Air Canada. Click here to book!
• Mexico: Decameron Isla Coral, Dec. 8th – 15th for $1,075 with Sunwing. Click here to book!
• Dominican Republic: Playabachata Resort, Dec. 2nd – 9th for $935 with Sunwing. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Iberostar Selection Esmeralda, Nov. 28th – Dec. 5th for $595 with Sunwing. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 2nd – 9th for $1,255 with Sunwing. Click here to book!
• Dominican Republic: The Eurostars Grand Cayacoa, Jan. 15th – 22nd for $1,395 with Sunwing. Click here to book!

Vancouver 📍

⭐⭐⭐⭐

• Cuba: Memories Flamenco Beach Resort, Dec. 8th – 15th for $919 with Air Canada. Click here to book!
• Mexico: Grand Decameron Los Cabos, Jan. 15th – 22nd, 2026 for $1,069 with Air Canada. Click here to book!
• Dominican Republic: Occidental Caribe, Apr. 13th – 20th for $1,322 with WestJet. Click here to book!

⭐⭐⭐⭐⭐

• Cuba: Iberostar Selection Esmeralda, Dec. 8th – 15th for $969 with Air Canada. Click here to book!
• Mexico: The Sens Tulum Riviera, Dec. 2nd – 9th for $1,305 with Sunwing. Click here to book!
• Dominican Republic: Barcelo Bavaro Palace, Dec. 1st – 8th for $1,513 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