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You can leave your worries and winter blues behind because ROCK 92.9 is giving one lucky winner a 7-night/8-day trip to BARBADOS!

Enjoy your stay at Divi Southwinds Beach Resort. Dine at the delicious beachside restaurant and take advantage of three freshwater pools and on-site spa. When you’re ready for an island expedition, the resort’s friendly staff will guide you to the best cultural locations and adventures that Barbados has to offer.

Your vacation also includes RT airfare from JetBlue vacations.

Located in the St. Lawrence Gap, one of Barbados’ most popular dining, entertainment and nightlife districts, is Divi Southwinds Beach Resort. You’ll relax the moment you arrive in our inviting, open-air lobby that leads you to tropical gardens and sweeping stretches of Caribbean shoreline. All of our 133 suites feature fully equipped kitchens, spacious living areas and generous resort amenities that allow you to leave your worries behind.

Guests appreciate our beachside restaurant, unique location, three freshwater pools and on-site spa. Dine at pureocean Restaurant to enjoy the authentic taste of Barbados. Located right on the beach, you’ll savor fresh and delicious farm-to-fork, dock-to-dish Bajan fusion cuisine. When you’re ready for an island expedition, our friendly staff will guide you to the best cultural locations and adventures that Barbados has to offer.

For more information on accommodations, amenities and activities at Divi Southwinds Beach Resort click HERE.

Contest Rules

ROCK 92.9 - WBOS




These rules apply to the Win a Trip to Barbados Contest (“Contest”) conducted by Beasley Media Group, LLC d/b/a WBOS-FM (“Station”). In addition, the General Contest Rules posted at apply to this Contest. If there is a conflict between the General Contest Rules and the Rules for this Contest, the Rules for this Contest shall control.




  1. The Contest will begin on Monday, February 3, 2020 and end on Friday, March 6, 2020.


  1. To enter the Contest, visit and follow the links and instructions to enter the Contest and complete and submit the online entry form beginning on Monday, February 3, 2020 at 8:00am Eastern Time (“ET”) and ending on Friday, March 6, 2020 at 11:59pm ET (“Online Entry Period”). Online entrants are subject to all notices posted online including but not limited to the Station's Privacy Policy. Limit one (1) entry per eligible person during the Online Entry Period regardless if entrant has more than one email address. Multiple entrants are not permitted to share the same email address. Entries submitted may not be acknowledged or returned. Proof of submission of an entry shall not be deemed proof of receipt by the Contest administrator.


  1. There will be up to a total of one (1) winner selected in the Contest.




  1. This Contest is open to all Station listeners who are 18 years of age or older as of the date of entry into the Contest, who are legal US residents and reside in Massachusetts, New Hampshire or Rhode Island, except where prohibited by law. Winners must possess a valid, government-issued ID and show proof of residency to verify eligibility.


  1. Employees of Divi Resorts Group, JetBlue Vacations, the Station, its licensee, its parent corporation, their affiliated entities, affiliated advertising agencies, participating sponsors/promotional partners, other radio stations in the Boston Metro area and the members of their immediate families are ineligible to participate or win.


  1. Listeners are eligible to win a Station contest only once per seven (7) days and a prize valued at $600 or more, only once every thirty (30) days. Only one winner per household (whether related or not) is permitted in any contest.




  1. Up to one (1) prize will be awarded. The prize is being provided by Divi Resorts Group and JetBlue Vacations and consists of an eight (8) day, seven (7) night trip for winner and up to one (1) guest to Divi Southwinds Beach Resort in Barbados and includes:


  1. Round trip coach airfare transportation from Boston Logan International Airport to Bridgetown, Barbados airport provided by JetBlue Vacations
  2. Seven (7) night accommodations (1 bedroom suite, double occupancy) at Divi Southwinds Beach Resort in St. Lawrence Gap, Barbados


Approximate Retail Value of the prize is $3,500. Actual value may vary and any difference between stated value and actual value will not be awarded. Certain travel restrictions may apply. All other costs not specifically stated herein, including but not limited to those of, taxes, meals, tips and additional ground transportation, baggage fees, hotel room service, laundry service, alcoholic beverages, merchandise, souvenirs, and local and long-distance telephone calls are the responsibility of the winner. Selection of airline, hotel, and airline seat location at sole discretion of Station and/or Divi Resorts Group or JetBlue Vacations. Airline regulations apply. The winner and guest must travel on the same itinerary and are responsible for obtaining all required travel documents, including, without limitation, passports for international travel. If applicable, the winner may be required to present a valid credit card upon hotel check in to cover any incidental expenses incurred during the winner’s stay. Winner and guest must abide by all airline, hotel, and venue policies. The winner and guest must sign all required releases prior to booking of any travel. If winner is unwilling or unable to travel on the dates specified, the prize will be forfeited and may be awarded to another winner at Station’s sole discretion. All travel is subject to availability and restrictions. If a prize-related event or travel is unable to take place as scheduled, for reasons such as cancellation, preemption, postponement or unavailability, including for weather, or for any reason beyond the control of the Station, Divi Resorts Group and JetBlue Vacations, their sole responsibility to the winner will be to award the remaining available elements of the prize(s) and no substitution or compensation will be provided for the unawarded elements of the prize(s). No refund or compensation will be made in the event of the cancellation or delay of any flight. If winner chooses to take the trip without a guest, s/he will be awarded the prize elements for one person only, and the remainder of the prize will be forfeited without compensation. Winner understands that there are inherent risks involved in travel and that these risks may be present before, during and after the trip. Station, Divi Resorts Group and JetBlue Vacations are not responsible for changes in schedule of any element of the prize or for any expenses incurred as a consequence of flight cancellation or delay. Station, Divi Resorts Group and JetBlue Vacations are not responsible and will have no liability if the winner and/or his/her guest is for any reason not permitted to travel by the relevant airport authorities or misses a flight or other travel element. An unclaimed and/or unused prize element will remain the property of Station, Divi Resorts Group or JetBlue Vacations. Resale of any portion of the prize is prohibited. Contest winner (and their guests or travel companions, if any) may be required in the Station’s sole discretion, to sign a liability release and a publicity release. Airline reservations must be arranged with JetBlue Vacations or its designee and is subject to availability. Divi Resorts Group and JetBlue Vacations or its designee will determine itinerary and airline, if applicable, in its sole discretion Divi Resorts Group and JetBlue Vacations  are not responsible if any flight or scheduled event is delayed, postponed or cancelled for any reason and winner will not be reimbursed for tickets or any other prize element. Tickets may be subject to issuer’s standard rain-check policies and procedures.


  1. Prizes or prize certificates must be claimed at the office of the Station located at 55 Morrissey Blvd., Boston, MA 02125, Monday-Friday, during regular business hours. Prize or prize certificate must be claimed within twenty-four (24) hours of winning. Failure to claim Prize by the specified time will result in forfeiture of the prize. It is the winner’s sole responsibility to claim the Prize or prize certificate within the timeline provided in these Official Rules.




  1. Up to one (1) winner will be selected at approximately 10:00am ET on Monday, March 9, 2020 in a Station-conducted random drawing from all eligible online entries received during the Online Entry Period. Potential winner will be notified by phone and/or email promptly following the random drawing.


  1. Odds of winning depend on the number of eligible online entries received during the Online Entry Period.


  1. Entrant need not listen to the Station or be present to win.


  1. If the winner(s) cannot be contacted within twenty-four (24) hours after the prize is awarded, an alternate winner may be selected (time permitting) in a random drawing from all remaining entries.


  1. Decisions of Station management with respect to the Contest are final.




  1. The Station reserves the right to end any contest or amend these rules upon announcement on air and by publication at


  1. For website contests: By use of the Station’s website and by entering this Contest, entrants agree to the Station’s Terms of Service Agreement and to the use of Personal Information as stated in the Privacy Policy located at


  1. Copies of the written Contest rules and a list of all winners are available during regular business hours at the main studio of the Station, 55 Morrissey Blvd., Boston, MA 02125, or by sending a self-addressed, stamped envelope to the Station.