Wynplay/EN/Giveaways/CFLY-FM Fly Me to Paradise: Win a Sandals Jamaica All-Inclusive Trip + Airfare Stipend

CFLY-FM Fly Me to Paradise: Win a Sandals Jamaica All-Inclusive Trip + Airfare Stipend

Enter for a chance to win a 7-day/6-night all-inclusive Jamaica vacation for two adults at a participating Sandals Resort, plus a $2,800 USD airfare stipend.

View promotion on official site (opens in a new tab)View terms and conditions (opens in a new tab)
Fly Me to Paradise contest graphic featuring Jamaica waterfall and CFLY-FM branding
CFLY-FM’s Fly Me to Paradise contest for a Sandals Jamaica vacation.
View promotion on official site (opens in a new tab)View terms and conditions (opens in a new tab)

Promotion overview

CFLY-FM, in partnership with the Jamaica Tourist Board and Sandals Resorts, is running the “Fly Me to Paradise” contest. Eligible Canadian residents (21+) can enter during the contest period for a chance to win one of two all-inclusive Jamaica vacations for two adults, plus an airfare stipend. Entry methods include participating via on-air instructions (such as responding to promotional codes) and/or completing the online entry form on the station’s website. Selected entrants must answer a skill-testing question and complete required release documentation.

Why this promotion may be worth your attention

The main appeal is the prize type: trip, hotel, flight, cash.

Before entering, it is worth confirming that the promotion is available in Canada.

What is included

  • One of two prizes: 7 days / 6 nights all-inclusive vacation for two adults at a participating Sandals Resort in Jamaica.
  • Airfare stipend of $2,800 USD (approx. $3,898 CAD) provided by cheque.

How to enter

  1. Visit the official contest page and complete the online entry form during the contest period.
  2. Follow CFLY-FM on-air instructions (including responding to promotional codes when announced).
  3. If selected, correctly answer a skill-testing question and complete required eligibility and release documents.

Who can participate

  • Open to legal residents of Canada who are 21 years of age or older at the time of entry.
  • Employees, officers, directors, agents and representatives of the station and promotion partners (and their immediate families/household members) are not eligible.
  • Winners and travel companions must have valid travel documentation and meet travel/entry requirements.

Before you join

Before entering, review the official source, confirm the promotion is available in Canada, and check that it remains active until 2026-05-01. Wynplay does not organize this promotion.

What you can win

Each prize includes a 7-day/6-night all-inclusive Jamaica stay for two adults at a participating Sandals Resort, plus a $2,800 USD airfare stipend provided by cheque.

Important prize details

Travel is subject to availability and blackout dates, and reservations may be confirmed close to departure. The prize is non-transferable and not redeemable for cash.

Frequently asked questions

How many prizes are available?

There are two prizes available to be won, each including an all-inclusive Jamaica vacation for two adults and an airfare stipend.

When can the prize travel be redeemed?

Travel must be redeemed between January 1, 2027 and January 31, 2028, subject to availability and blackout dates.

What is included in the airfare stipend?

A $2,800 USD cheque intended for airfare costs; any costs exceeding the stipend are the winner’s responsibility.

Quick facts

Validity
CountriesCanada
CategoriesTravel, Experiences
Prize typesTrip, Hotel, Flight, Cash
Brands
PlatformWeb
Events

Official source and review

Similar giveaways

You can also browse more related opportunities in Canada, Trip, Hotel, Flight.