Check out this week’s travel contests and sweepstakes to try your hand at winning a group villa vacation in Mexico, a foodie trip to Tuscany, a weekend in Walla Walla, Washington, a family getaway to Hawaii, or a glam trip to Las Vegas.Win a trip for 10 to MexicoWin a Trip to Cabo San Lucas, Mexico From Cabo VillasTake your family and friends to Cabo for a group vacation, including:Six nights’ accommodations at Villa de Los Faros in Los Cabos, Mexico for up to 10 peopleOne taco bar buffet package for up to 10 people provided by A Matter of Taste CateringTwo 60-minute massages by Suzanne Morel Face & Body CareRound-trip airport transfer to Villa de los Faros for up to 10 people from Los Cabos International Airport by TranscaboOne rental car provided by Avis Los Cabos (Dodge Journey or similar model, six days—tax, optional insurance and gas is additional and not included)The contest is open only to legal residents of the 50 United States (including District of Columbia) who are at least 25 years old at the time of entry. Enter by November 30, 2015 at 11:59 pm PST.Win a trip for two to TuscanyWin A Foodie Trip to Tuscany, Italy From Sunset GrownYou could win a trip to eat your way through Tuscany, including:Roundtrip coach airfare for twoTransfer fees and accommodations for two to Tuscany, Italy (Florence, Siena and Montepulciano, Italy)Private and group tours for twoRail and private transfersThe contest is open only to legal residents of the 50 United States, the District of Columbia and Canada (excluding Puerto Rico, all other U.S. territories and Quebec) who are 21 years of age or older at the time of entry. Enter by 11:59:59 pm ET on August 28, 2015.Win a trip to Walla Walla, WashingtonWin a Trip to Walla Walla, Washington From Visit Walla WallaYou could win a weekend in Walla Walla, Washington for two, including:Sign up for our daily newsletterEmail addressSign upI would like to subscribe to The Points Guy newsletters and special email promotions. The Points Guy will not share or sell your email. See privacy policy.A gift certificate for a two night stay for two guests at the Best Western Inn & Suites (some blackout days may occur)A $50 gift certificate to the Green SpoonA $10 gift certificate to the Burwood Brewing CompanyWine tasting for two at the award-winning L’Ecole No 41. WineryThe contest is open to legal residents of the United States of America who are 21 years of age or older. Enter by April 30, 2015.Win a trip to Maui for fourWin a Trip To Maui, Hawaii From Grand WaileaYou could win a family trip to Hawaii, including:Four nights for four people in a newly renovated room at the Grand Wailea, a Waldorf Astoria ResortAirfare for four people to HawaiiTransportation to and from Maui AirportDinner nightly for four at any Grand Wailea restaurantOne Grand Wailea Grand TourSpa Package for twoWhale watching or snorkeling excursion for fourFull day session for two children at The ROCKPaddle boarding session for two adultsA GoPro CameraThe contest is open to permanent legal residents of the United States and Canada (excluding Quebec) who are at least 21 years of age or older. Enter by 11:59:59 pm ET on June 23, 2015.Win a trip to Las Vegas. Photo courtesy of Shutterstock.Win A Trip to Las Vegas From TravelProYou could win a glamorous long weekend in Las Vegas for two, including:Round trip airfare for two to Las Vegas, NevadaA three-night stay in a Wynn Las Vegas Deluxe Resort King SuiteTwo premium tickets to Le Rêve—The Dream$200 spending cashTwo carry-on size pieces of Travelpro luggageThe contest is open only to legal residents of the 50 United States and the District of Columbia (excluding Rhode Island, Puerto Rico, Guam, the U.S. Virgin Islands and other United States territories who are 21 years of age and older as of the date of their sweepstakes entry. Enter by 11:59:59 pm ET on May 1, 2015. [card card-name=‘Chase Sapphire Preferred® Card’ card-id=‘22125056’ type=‘javascript’ bullet-id=‘1’]