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Caribbean Vacation Packages from Canada

Turquoise water, white sand and all-inclusive resorts — flights, hotels and transfers in one CAD price.

Caribbean Vacation Packages from Canada

The Caribbean is Canada’s favourite winter escape — warm turquoise water, powder-soft beaches and all-inclusive resorts just a direct flight from the cold. From the palm-lined sands of Punta Cana to the divi-divi trees of Aruba, the reefs of Barbados and the waterfalls of Jamaica, Fond Travels, an IATA-accredited Calgary travel agency, bundles your flights, resort and transfers into one price in Canadian Dollars, with our best unpublished all-inclusive rates by phone, for travellers from Toronto, Montreal, Calgary, Vancouver and beyond.

Call +1 (587) 287 1191 and a travel expert will match the island, resort and dates to your budget — a couples’ getaway, a family beach week or a group celebration, 8 AM–9 PM, 7 days.

Popular Caribbean destinations from Canada

  • Cancun & Riviera Maya — Mexico’s Caribbean coast, the most non-stop flights from Canada, ruins and cenotes.
  • Punta Cana — the Dominican Republic’s all-inclusive capital, miles of Bavaro Beach and great value.
  • Cuba — Varadero, Cayo Coco and Havana, a Canadian winter classic with great value.
  • Jamaica — Montego Bay, Negril’s Seven Mile Beach, Ocho Rios and Dunn’s River Falls.
  • Aruba — dry, sunny “One Happy Island” with Eagle and Palm Beach and calm seas.
  • Barbados — west-coast Platinum beaches, rum, reefs and British-Caribbean charm.
  • Costa Rica — a rainforest-and-beach twist on the Caribbean for nature lovers.

Ways to do the Caribbean

  • All-inclusive beach week — flights plus a resort with meals, drinks and entertainment included.
  • Adults-only escape — quieter, couples-focused resorts for honeymoons and anniversaries.
  • Family sun holiday — kids’ clubs, water parks and connecting or family rooms.
  • Group & celebration travel — weddings, birthdays and reunions with group rates.

Why book your Caribbean vacation with Fond Travels

  • Flights + resort + transfers bundled in one CAD price, no hidden fees.
  • Unpublished, negotiated all-inclusive rates from major Canadian tour operators.
  • The right resort matched to couples, families or groups and your budget.
  • Day tours, upgrades and travel insurance added to suit your trip.
  • Real people on the phone before and after you fly, 7 days a week.

Plan your Caribbean trip

The best Caribbean holidays start with the right island and resort for your budget and the people you’re travelling with. Tell us your dates, your gateway city and whether you want adults-only, family-friendly or a lively resort, and we build the flights, resort and transfers around you, all in CAD.

Ready to go? Call +1 (587) 287 1191, compare Cancun, Punta Cana, Cuba, Jamaica, Aruba and Barbados, see the Mexico packages hub or add Caribbean culture on the mainland in Cartagena, or tell us your trip and we will call you back.

Prices vary by season, resort and travel dates and are quoted in CAD, subject to availability and change, and not guaranteed until booked. Call for a live quote.

Caribbean vacation packages — FAQs

Frequently asked questions

The most popular sun destinations for Canadians are Punta Cana (Dominican Republic), Jamaica, Cuba, Aruba, Barbados and the Riviera Maya, with direct seasonal flights from Toronto, Montreal, Calgary and Vancouver. Call +1 (587) 287 1191 and we will match the island to your budget and travel dates.

Canada’s winter, December to April, is peak season with dry, sunny weather and the highest demand — book early. May, June and November are quieter and cheaper, with warm water year-round. Hurricane season runs roughly August to October; we plan and insure around it.

Round-trip flights from your Canadian city, a hotel or all-inclusive resort, and airport transfers, all in Canadian Dollars. We can add room upgrades, adults-only or family resorts, day tours and travel insurance. Call +1 (587) 287 1191 to build yours.

For most Canadians, yes — flights, meals, drinks, entertainment and non-motorised watersports in one price make budgeting easy and the trip relaxing. We match you to the right resort for couples, families or groups, in your price range.

Canadian citizens need a valid passport for every Caribbean destination, and most sun islands are visa-free for short tourist stays. Some require a tourist card or entry fee (often bundled into the package). We confirm the exact rules for your island when you book.

Cancun and the Riviera Maya sit on Mexico’s Caribbean coast — same turquoise water and reef, with the most non-stop flights from Canada, plus Mayan ruins and cenotes. If you’d rather the Pacific side, Puerto Vallarta and Los Cabos are Mexico’s other favourites. See our Cancun packages and the Mexico packages hub, or call +1 (587) 287 1191.

Yes — flights, resorts, transfers and tours are quoted in CAD with taxes and fees shown up front, and our best unpublished all-inclusive prices are available by phone.

Our happy Customers

Francis Firmin Ekollo
★★★★★

I went for a ticket booking changed at FondTravels. I was surprised by the disponibility of the people I met there. There very professional and they take all their time to listen to you so they …

Robin Detter
★★★★★

Donna made sure she took care of all my needs! She was amazing to work with on booking a family get away with the kids! Outstanding service and overall just a very pleasant person!

Douglas Mackenzie
★★★★★

I was trying to book a simple flight of short duration through one of your agents. His English was poor and the cell reception was awful. After putting me on hold for several minutes he said my 3 digi...

Nauman Islam
★★★★★

Sage was exceptional today and a lifesaver. I’ve been trying to get a reschedule and she was fast courteous and did not hang up until the job was done!!! Thank you!!

Tamayango1
★★★★★

Thanks you Markus for your great assistance. You did a fantastic service and you have been very responsive.

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