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You Could Win A Trip To Jamaica!

Get your boarding pass at 9:22, 12:22, & 3:22!

You Could Win A Trip To Jamaica!

While you’re working, juggling everything, taking care of everyone else, when’s the last time you took a break… just for you? STAR 102 is sending you away with Flight 102!

Imagine this… jetting off to Jamaica… warm sun… ocean breeze… that first deep breath where you finally exhale. It’s beaches, mountains, lively, yet laid back, luxurious, and just the right kind of adventure. A whole vibe. A real vacation. A worry-free getaway you actually deserve.


Listen while you work for your boarding pass on Flight 102 headed to the Caribbean. Grab it at 9:22 am, 12:22 pm, and 3:22 pm and enter it below by the end of that hour for your chance to get qualified!

It’s your shot to win a 4-day, 3-night, all-inclusive getaway to any Sandals or Beaches resort in Jamaica with round-trip airfare, on Flight 102. It's all from Sandals and your destination station - STAR 102.

Contest Dates:

May 04, 2026 at 09:22AM US/Eastern through June 12, 2026 at 04:00PM US/Eastern

Contest Rules:

These contest rules are specific to the above contest conducted by Audacy Cleveland, LLC d/b/a WDOK (collectively, the “Station”). Except to the extent specifically set forth below with respect to this specific contest, the Station’s general contest rules apply to this contest as well. A copy of these specific contest rules and the Station’s general contest rules are available on the Station’s website at https://www.audacy.com/star102cleveland/contest-rules. To the extent that the general contest rules differ from these rules, these rules will govern and control with respect to this Contest.

How to Enter

1. No purchase or payment of any kind is necessary to enter or win the You Could Win A Trip To Jamaica! (the “Contest”). A purchase or payment will not increase your chance of winning.

2.Online Contest: For the You Could Win A Trip To Jamaica! Contest, listen to STAR 102 weekdays only beginning Monday, May 4, 2026 at 9:22am ET, through Friday, June 12, 2026 at 4:00pm ET for the While You Work Perk to be announced. (Specific contest hours are at 9:22am, 12:22pm, and 3:22pm) Upon hearing the word, go to www.star102cleveland.com/contests and fill out the required entry form which will include a code word then click submit.

How to Win

At approximately 10:00am ET on Monday, May 18, 2026, Monday, June 1, 2026, and Monday, June 15, 2026 up to but no more than one (1) winner per day will be randomly selected and will receive one (1) prize as described in Section 5 upon verification of eligibility and completion of all required release forms. Winners must be 18 years old or over.

Prize(s)

5. The up to three (3) verified Winners of this Contest will each receive the following (the “Prize”): One (1) prize consisting of a four-day/three-night All-Inclusive vacation for two (2) adults (the prize winner + an adult guest) or (the prize winner and a minor guest (age 15 or younger) to any one of the Sandals Resorts or Beaches Resorts listed below, (recipient’s choice) (“Sandals Resorts Vacation”) Sandals Ochi - Ocho Rios, Jamaica - 130-131 Main St, Ocho Rios, Jamaica

Sandals Dunn’s River - Ocho Rios, Jamaica

Sandals Negril - Negril, Jamaica - Mammee Bay Rd, Ocho Rios, Jamaica

Sandals Royal Plantation - Ocho Rios, Jamaica - Main St, Ocho Rios, Jamaica

Sandals Montego Bay - Montego Bay, Jamaica - 100 Kent Ave,, P.O Box 412, Montego Bay, St. James Montego Bay

Sandals South Coast - Westmoreland, Jamaica - White House, Jamaica

Sandals Royal Caribbean - Montego Bay, Jamaica - Mahoe Cl, Montego Bay, Jamaica

Beaches Resorts in Jamaica Beaches Negril - Negril, Jamaica - 8M77+H2C Long Bay, Norman Manley Blvd, Negril, Jamaica

a. Flights:

i. A stipend amount of $1,000 provided to the winner to use toward roundtrip airfare that will be provided with the Sandals Resorts certificate.

b. Each Prize is valued at $ and is courtesy of JAWW MEDIA + MARKETING.

6. CONDITIONS: The Beaches Resorts Prize Package must be redeemed for travel within one (1) year between June 1, 2026 – May 31, 2027 (the “Redemption Period”). The Beaches Resorts Prize Package is not transferable nor redeemable for cash. No extension will be given after the Beaches Resorts Prize Package has expired. If the Beaches Resorts Prize Package is not redeemed during the Redemption Period, the Beaches Resorts Prize Package will be forfeited. The Beaches Resorts Prize Package is subject to availability and certain blackout dates including but not limited to 7 days before and after any major U.S. Holiday. The Beaches Resorts Prize Package will be issued in the form of a prize certificate (the “Prize Certificate”), outlining the terms and conditions of the Beaches Resorts Prize Package and redemption procedures. Beaches Resorts is an all-inclusive family resort destination for everyone. The Beaches Resorts Prize Package recipient must be 18 years of age or older. Travel companion can be an adult guest or a minor (15 years or younger). The Beaches Resorts Prize Package is for two (2) individuals only (the prize winner + an adult guest) or (the prize winner and a minor guest (age 15 or younger). Any additional guests will be at an additional cost. Resort accommodations and flights will not be confirmed until 90 days prior to the selected travel date. Prizewinner, his/her heirs, executors, administrators, and assigns, hereby waive, and release any and all rights, claims, and causes of action whatsoever he/she may have against the Beaches Resorts Prize Package Provider now or in the future arising out of his/her participation in the promotion and/or acceptance and utilization of the Beaches Resorts Prize Package that he/she has won, or the exercise of any rights granted herein.

7. SUBSTITUTION OF RESORT. The accommodations portion of the Beaches Resorts Prize Package is subject to space availability and selected blackout dates. Unique Travel Corp, the worldwide representative for Beaches Resorts, and Beaches Resorts each reserves the right to relocate any confirmed prizewinner from the selected resort to an alternate resort within the resort’s chain and to change dates with prior notice should circumstances so require or for any circumstance(s) beyond the resort’s control. The terms and conditions agreed to by the prizewinner shall apply with equal applicability to any resort which is the subject of substitution or deviation. Neither Unique Travel Corp nor Beaches Resorts shall be liable for any claim made by the prize winner whatsoever, including but not limited to loss, compensation, or refund by reason of such substitution or deviation.

8. COMPLIANCE WITH GOVERNMENT ENTITIES. Unique Travel Corp, the Beaches Prize Package Provider, its affiliates, and parent as well as Beaches Resorts and/or Beaches Resorts related entities shall have the right to comply with any and all orders, recommendations, or directions whatsoever given by any government entity or by persons purporting to act with such authority, and such compliance shall not be deemed a breach of receipt of the Prize Package or any agreement entitling the prize winner to assert any claim for liability, compensation or refund.

9. HEALTH & SAFETY: Beaches Resorts reserves the right to implement or modify health protocols, policies and procedures at any time as needed, in keeping with public health guidance and applicable law.

10. CLASS ACTION WAIVER: ACCEPTANANCE OF THE BEACHES RESORTS PRIZE PACKAGE PROVIDES FOR THE EXCLUSIVE RESOLUTION OF DISPUTES THROUGH INDIVIDUAL LEGAL ACTION AND SUPERSEDES ANY LAW ENTITLING GUEST TO PARTICIPATE IN A CLASS ACTION. THIS CLASS ACTION WAIVER PRECLUDES GUEST FROM PARTICIPATING IN OR BEING REPRESENTED IN ANY CLASS OR REPRESENTATIVE ACTION REGARDING ANY CLAIM BROUGHT UNDER AS A RESULT OF THESE TERMS AND CONDITIONS. EVEN IF APPLICABLE LAW PROVIDES OTHERWISE, GUEST AGREES THAT ANY ARBITRATION OR LAWSUIT AGAINST UNIQUE TRAVEL CORP WHATSOEVER SHALL BE LITIGATED BY GUEST INDIVIDUALLY AND NOT AS A MEMBER OF ANY CLASS OR AS PART OF A CLASS ACTION, AND GUEST EXPRESSLY AGREES TO WAIVE AUTHORITY TO ARBITRATE CLAIMS ON A CLASS ACTION BASIS. IF GUEST'S CLAIM IS SUBJECT TO LEGAL PROCEEDING UNDER FOREIGN SELECTION AND CHOICE OF LAW PROVISIONS OF THE UNIQUE TRAVEL CORP. - TERMS AND CONDITIONS AVAILABLE HERE https://www.beaches.com/terms-conditions/, THE GUEST FURTHER AGREES AND ACKNOWLEDGES THAT THE CLASS ACTION WAIVER IS MATERIAL AND ESSENTIAL TO THE PROCEEDING OF ANY DISPUTES BETWEEN THE PARTIES AND IS NON-SEVERABLE FROM THE AGREEMENT TO ANY CLAIMS HEREIN. THE VALIDITY AND EFFECT OF THIS CLASS ACTION WAIVER MAY BE DETERMINED ONLY BY A JUDGE OR COURT OF LAW. GUEST AGREES THAT THIS SECTION SHALL NOT BE SEVERABLE UNDER ANY CIRCUMSTANCES FROM THE FORUM SELECTION AND CHOICE OF LAW PROVISION SET FORTH IN THE UNIQUE TRAVEL CORP. – TERMS AND CONDITIONS. GUEST AGREES THAT THE PARTIES REFERENCED IN FOREIGN SELECTION AND CHOICE OF LAW PROVISIONS OF THE UNIQUE TRAVEL CORP. – TERMS AND CONDITIONS THAT MAY BE THE SUBJECT OF ANY CLAIM BY GUEST CAN RECEIVE IMMEDIATE JUDICIAL ASSISTANCE TO ENFORCE THIS CLASS ACTION WAIVER.

11. Travel Safety Warning

a. Due to the fact that travel and tourism are constantly in a state of flux, prizewinner is advised to consult the U.S. State Department’s website at and enter the name of the country(ies) that they plan to visit for the latest information concerning traveler safety, security, and health advisories.

b. All guests are responsible for checking the travel and entry protocols for the destination that they are travelling to before they depart and ensuring that they fully understand and comply with any such protocols. For example, some destinations may require guests to be fully vaccinated and/or to obtain a negative PCR Covid-19 test a certain number of days pre and post travel. All guests are advised to visit the travel.gov website before travel and to check the official Government website for the country they are visiting. Unique Travel Corp and/or Beaches Resorts shall not be responsible for any additional costs incurred for any required test or any other pre-travel requirements.

c. Entry requirements differ for travelers depending on your country of citizenship and/or residency. U.S. Citizens traveling to and from Jamaica must present a valid passport when leaving and or re-entering the United States. Residents must present their Alien Resident Card (Green Card) together with passport of country for which they hold citizenship.

d. All travelers entering Jamaica are required to present a valid and approved travel document as evidence of their identity and nationality. A foreign national is a traveler that does not present a Jamaican passport to Immigration for landing. The required documents needed to conduct your Immigration interview upon arrival are but not limited to the following:

  • A valid passport or other acceptable travel document if applicable
  • A valid Jamaican entry visa, if applicable
  • A completed and signed Immigration/Customs C5 form, either online or a physical form

Any traveler that enters the island without a valid travel document and/or the required visa may be refused entry into the Island or delayed until their identity and claims to enter Jamaica have been confirmed.

12. The Winner(s) and any guest(s), if applicable, must comply with any and all COVID-19 vaccination, screening, testing, safety and related requirements imposed or required by (if applicable) the Contest Administrator, the venue, event promoter, sponsors, travel providers, hotels, governmental authorities or others in connection with the receipt, use, and redemption of the Prize. Refusal to comply with all applicable COVID-19 requirements will result in forfeiture of the Prize and no replacement or alternate Prize will be provided. All cancellations are deemed beyond the control of the Contest Administrator and its sponsors. This includes, but is not limited to, event cancellations due to any pandemic or epidemic constituting a public health emergency, including those subject to government mandated quarantines, travel restrictions, or stay-at-home orders. The Contest Administrator and/or its sponsors shall in no way be responsible under any circumstances whatsoever for replacing, and/or for reimbursing any Winner(s) with any form of compensation for, any Prize(s) or portion(s) thereof forfeited due to the refusal of the Winner(s) and/or their guest(s) to comply with all applicable COVID-19 requirements and/the cancellation of any event, nor will any alternate Prize(s) be provided.

13. Airline Baggage Regulations for International: Please review the International Baggage Policies for your designated airline online. Each airline’s policies differ for international travel. This will help you avoid overweight fees, items that are not allowed on your carry-on, and the number of permitted baggage. On average it is a $30.00 fee to check one bag. Delayed and Canceled Flights: During travel, please keep the JAWW team updated on your “Day of Travel” by texting in the WhatsApp group. Due to weather or technical difficulties, flights may delay or cancel. If either of these happens during your travel, please follow the airline’s instructions and in form the JAWW team immediately.

Sponsor(s)

14. The sponsors of this Contest is/are JAWW MEDIA + MARKETING and Audacy Cleveland, LLC.