How our Dine Anywhere in the World works…One lucky winner and a guest win round-trip coach airfare for two, an overnight in a 4-star hotel, and a gift certificate for dinner to the restaurant of their choosing ANYWHERE IN THE WORLD! 2026 proceeds benefit the Friends of Lake Quannapowitt, Wakefield Alliance Against Violence and the local and international service projects of the Rotary Club of Wakefield, MA!

Our 2026 winner was drawn on February 17, 2026! View the ticket pull!

Past winners have visited Taiwan, Hawaii, Grand Cayman, Italy, and Atlantis (Bahamas). Where would you go?

Stay tuned for our 2027 chance!

DINE ANYWHERE IN THE WORLD SWEEPSTAKES RULES & RESTRICTIONS

10 packs of tickets are available to a single entrant, no groups allowed. If you win and are unable to travel you may gift the prize to the person of your choosing. Must provide names of travelers, destination and date within 30 days of winning. Winner must travel within 9 months of drawing. If a minimum of 100 tickets are not sold, your money will be returned to you and the raffle will be canceled. If a 4-star minimum hotel is not available at your destination, you will be booked at the best comparable hotel. You may extend the trip to more than one night at your own cost. Air travel will be in coach class, passengers responsible for passport and visas if required. Airlines reserve the right to cancel or change schedules without notice. Schedules shown are based on expected flying times as indicated by the airlines. Because weather and other factors may affect operating conditions, departures and arrivals cannot be guaranteed nor are they the responsibility of Wakefield Rotary Club or Holiday Travel. Rules and restrictions subject to change without notice.