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Air Canada Vacations Winter Packages — Save $1,000 Per Family from Toronto | Book by May 18, 2026

Family of four in swimsuits smiles while floating on a pool ring in clear water. Text: Air Canada Vacations; save $1,000; terms apply.
⏰ Next winter is wide open — and right now is exactly the right moment to claim your spot in the sun.

These Air Canada Vacations winter packages bring early booking savings of up to $1,000 per family of four on select all-inclusive vacations departing from Toronto, with travel available from November 2026 through January 2027. The destination list spans 24 options across Mexico, the Caribbean, Central America, Colombia, and Hawaii — from Cuba's quiet all-inclusives to Saint Lucia's lush rainforest coast, there's genuinely something here for every kind of traveller.

Packages are subject to availability and prices are subject to change, so locking in before the May 18, 2026 booking deadline is the move.


Why Air Canada Vacations Winter Packages Stand Out


Booking your winter escape early through Air Canada Vacations means more than just locking in a good price — it means securing your preferred dates and resort category before the best inventory disappears. Every ACV package comes backed by the Air Canada Vacation Promise:

  • Free first checked bag — one less cost to worry about

  • Price Match guarantee — if you find the same package for less, ACV will match it

  • Refund or no change fees on eligible bookings — flexibility built right in

  • Earn and redeem Aeroplan points — select packages on this flyer include bonus Aeroplan points (see breakdown below)

  • Your Safety First commitment — Air Canada's standards applied across your entire journey

With 24 destinations, departure dates running throughout November and into December and January, and a range of property styles from quiet Cuba beach resorts to sprawling Caribbean mega-resorts, this early booking window gives you the widest possible selection to work with.


Air Canada Vacations Winter Packages — Breakdown from Toronto


Here's the full lineup from this Air Canada Vacations winter packages early booking sale. All prices are per person in CAD (confirm — see pre-publish flag #6), based on double occupancy, taxes included. All packages are 7 nights departing from Toronto.


Mexico

  • Blue Bay Grand Esmeralda — Cancún | Promo room | ⭐⭐⭐⭐ | AI | Dec. 2 & 3, 2026 | $1,499/person CAD

  • Bahia Principe Explore Coba — Tulum | Junior suite superior | ⭐⭐⭐⭐ | AI | Nov. 9, 2026 | $1,589/person CAD

  • Occidental Cozumel — Cozumel | Deluxe room | ⭐⭐⭐⭐ | AI | Nov. 5, 12, 26 & Dec. 3, 2026 | $1,389/person CAD

  • Sunscape Puerto Vallarta — Puerto Vallarta | Deluxe resort view king | ⭐⭐⭐⭐ | AI | Nov. 2, 2026 | $1,769/person CAD

  • Krystal Ixtapa — Ixtapa & Zihuatanejo | Standard double pool or garden view | ⭐⭐⭐½ | AI | Nov. 5, 12, 19 & 26, 2026 | $1,749/person CAD


Costa Rica

  • Occidental Tamarindo — Liberia | Superior room | ⭐⭐⭐⭐ | AI | Nov. 2, 3, 4, 5, 10, 11, 12 & 13, 2026 | $1,799/person CAD


Colombia

  • Hotel Cartagena Plaza — Cartagena | Superior city view | ⭐⭐⭐⭐ | AI | Nov. 3, 7 & 10, 2026 | $1,769/person CAD


Dominican Republic

  • Marien Puerto Plata Hotel — Puerto Plata | Deluxe gardenview | ⭐⭐⭐⭐ | AI | Nov. 16 & 23, 2026 | $1,269/person CAD

  • Sunscape Coco Punta Cana — Punta Cana | Deluxe tropical view | ⭐⭐⭐⭐ | AI | Nov. 2–6, 9 & 10, 2026 | $1,569/person CAD

  • Bahia Principe Escape Samana — Samaná | Superior room no balcony | ⭐⭐⭐⭐⭐ | AI | Nov. 2, 2026 | $1,699/person CAD | 🔞 See adults-only flag


Jamaica

  • Bahia Principe Escape Runaway Bay — Junior suite deluxe | ⭐⭐⭐⭐⭐ | AI | Nov. 3 & 10, 2026 | $1,779/person CAD | 🔞 See adults-only flag

  • Sandy Haven Resort — Superior room gardenview | ⭐⭐⭐⭐ | ⚠️ CP (Continental breakfast only — not all-inclusive) | Nov. 15, 2026 | $1,469/person CAD


Cuba

  • Melia Jardines Del Rey — Cayo Coco | Classic room | ⭐⭐⭐⭐ | AI | Nov. 4, 11, 18 & 25, 2026 | $1,039/person CAD

  • Grand Memories Holguín — Holguín | Standard gardenview room | ⭐⭐⭐⭐ | AI | Nov. 1, 8, 15, 22 & 29, 2026 | $1,179/person CAD

  • Sol Caribe Beach — Varadero | Sol room | ⭐⭐⭐⭐ | AI | Nov. 7, 14, 21 & 28, 2026 | $1,199/person CAD


Eastern Caribbean & Lesser Antilles

  • Jolly Beach Antigua — Antigua | Supersaver double | ⭐⭐⭐ | AI | Nov. 3, 5 & 10, 2026 | $2,099/person CAD | ⚠️ See transfer flag

  • Radisson Grenada Beach Resort — Grenada | Gardenview room | ⭐⭐⭐⭐ | ⚠️ BP (Breakfast only — not all-inclusive) | Nov. 1, 4, 8 & 16, 2026 | $2,029/person CAD | ⚠️ See transfer flag

  • Sunscape Curacao Resort, Spa and Casino — Curaçao | Deluxe gardenview | ⭐⭐⭐⭐ | AI | Nov. 3, 4, 11 & 18, 2026 | $2,189/person CAD | ⚠️ See transfer flag

  • Coconut Bay Beach Resort and Spa — Saint Lucia | Splash deluxe gardenview | ⭐⭐⭐⭐ | AI | Nov. 5, 12, 18 & Dec. 10, 2026 | $3,289/person CAD | +4,000 bonus Aeroplan points (confirm — see flag) | ⚠️ See transfer flag

  • The Club Barbados Resort and Spa — Barbados | Superior garden view room | ⭐⭐⭐⭐ | AI | Nov. 6 & 20, 2026 | $2,749/person CAD | +4,000 bonus Aeroplan points (confirm — see flag) | 🔞 See adults-only flag | ⚠️ See transfer flag

  • Sonesta Maho Beach Resort Casino and Spa — Saint Martin | Superior room king or double | ⭐⭐⭐⭐ | AI | Nov. 2 & 11, 2026 | $2,479/person CAD | +8,000 bonus Aeroplan points (confirm — see flag) | ⚠️ See transfer flag


Turks & Caicos

  • Ports of Call Resort — Room | ⭐⭐⭐½ | ⚠️ CP (Continental breakfast only — not all-inclusive) | Nov. 1, 11 & 20, 2026 | $2,159/person CAD | ⚠️ See transfer flag


Bahamas

  • The Coral at Atlantis — Nassau | Terrace view room king | ⭐⭐⭐⭐ | 🚨 EP — NO MEALS INCLUDED. All food and beverages are entirely at the traveller's expense. | Nov. 1, 7 & 16, 2026 | $2,159/person CAD | Flights AC2116/2117 | ⚠️ See transfer flag


Hawaii

  • Aqua Palms Waikiki — Honolulu | City view room | ⭐⭐⭐ | 🚨 EP — NO MEALS INCLUDED. All food and beverages are entirely at the traveller's expense. | Jan. 30, 2027 | $1,529/person CAD

⚠️ Transfer exclusion notice: Transfers are not typically included in ACV packages to Nassau, Antigua, Grenada, Saint Lucia, Barbados, Saint Martin, Curaçao, and Turks & Caicos. Confirm transfer inclusions with your Boarding Pass Travel advisor before booking. 🔞 Adults-only notice: Bahia Principe Escape properties (Samaná and Runaway Bay) and The Club Barbados are believed to be adults-only.

Why Book Through Boarding Pass Travel


Twenty-four destinations is a lot to sort through — and this is exactly the kind of early booking window where having a dedicated travel advisor in your corner makes the difference between landing your ideal vacation and settling for whatever's left.


The right destination matched to your travel style. Cuba's quiet beachfront resorts and Saint Lucia's lush rainforest retreats are both on this list — but they're completely different trips. A Boarding Pass Travel advisor knows these properties and can help you zero in on the one that actually fits what you're looking for.


Lock it in before prices move. Early booking pricing is built on limited availability, and popular dates sell out. Getting your preferred resort, dates, and room category confirmed now means you're not chasing availability in September when the inventory is thinner and prices have shifted.


An advocate if anything changes. Whether plans shift before departure or something needs resolving at the resort, you won't be navigating it alone. A dedicated travel advisor who knows your file will act on your behalf — quickly and effectively.


The full picture before you commit. Meal plans, transfer inclusions, adults-only policies, Aeroplan point eligibility — the details that matter most are often buried in the fine print. Making sure you know exactly what you're getting before you book is part of the service.



IMPORTANT DETAILS

Booking deadline: May 18, 2026. Travel window: November 1, 2026 – January 30, 2027. All prices are per person in CAD, based on double occupancy, taxes included. All packages are 7 nights departing from Toronto. Savings of $1,000 per family of four apply on the base price of select packages — this is not a per-person discount. Meal plans vary by property — EP properties (Aqua Palms Waikiki, The Coral at Atlantis) include no meals whatsoever; all food and beverages are at the traveller's expense. BP properties (Radisson Grenada Beach Resort) include breakfast only. CP properties (Sandy Haven Resort Jamaica, Ports of Call Resort Turks & Caicos) include continental breakfast only. All other meals are at the traveller's expense at BP and CP properties. Transfers not included at select island destinations — confirm with your advisor. Adults-only status of Escape by Bahia Principe properties and The Club Barbados to be confirmed before publishing. Nassau packages operate on flights AC2116/2117. Aeroplan bonus point amounts for Saint Lucia, Barbados, and Saint Martin packages. Subject to availability. Prices subject to change without notice. Applicable terms and conditions at vacations.aircanada.com/en/all-deals/book-winter-early. Travel insurance is strongly recommended.


DISCLAIMER

Boarding Pass Travel is not responsible for errors or omissions in this post. All offers are provided by Air Canada Vacations and are subject to their terms and conditions. Travel insurance is strongly recommended for all bookings — ask your advisor about your coverage options. Air Canada Vacations holds Quebec permit #702566 and TICO registration #R50013536/W50013537. Boarding Pass Travel is a TICO-registered travel agency in Ontario, Canada.

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