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Here are your travel contests for this week. You can win trips to Italy; Jackson Hole, Wyoming; a Mediterranean cruise; Kyoto, Japan; the 2019 Kentucky Derby; Suzhou, China; the 2019 Rose Bowl in Pasadena, California; Sea Island, Georgia; Las Vegas, Nevada; & more.

Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests and please share this post with friends who might take you along if they win!

Win a trip to Italy

  • One (1) Grand Prize – Winner will have the opportunity to choose his/her own Northern Italy adventure. Prize includes a 6-day/5-night trip for winner and one (1) guest from international airport nearest winner’s home to Italy (arrival airport to be based on winner’s adventure selection; subject to availability) (ARV $10,000). Prize includes round trip coach-class international air transportation for winner and guest; 5-nights lodging for two (2) at Sponsor-selected hotel(s) (based on double occupancy); ground transfers to/from airports; and winner’s/guest’s participation in various culinary tours and classes in Italy (based on winner’s choice, subject to Sponsor’s approval) (totaling approximately $2,000).
  • Enter by October 31, 2018

Win a trip to Jackson Hole, Wyoming

Book your hotel in Travel Contests - Win A Free Trip! now!

  • 1 grand prize winner: Trip to ride in Jackson Hole with Bryan
  • 4-day, 3-night trip for two (winner + friend) to Jackson Hole to ride with Bryan, including flights, lodging, meals, and lift tickets
  • 3 pairs of the new PhD® Slopestyle socks designed by Bryan for winner + friend
  • $500 worth of Smartwool® apparel for winner + friend
  • $100 gift card to
  • Framed print of Bryan’s artwork
  • Enter by October 31, 2018

Win a Mediterranean cruise

  • 9-night Mediterranean cruise for two aboard Royal Caribbean’s Jewel of the Seas sailing from Rome
  • PLUS $1,500 for airfare from CruCon Cruise Outlet
  • Enter by November 2, 2018

Win a trip to Kyoto, Japan

Win a trip to the 2019 Kentucky Derby

  • 2 tickets to 2019 Kentucky Derby
    2 tickets to 2019 Kentucky Oaks
    $5,000 (awarded in the form of a check or wire transfer, payable to winner) which may be used towards transportation, hotel accommodations and/or other activities at the event. Winner is responsible for making their own flight hotel accommodations, and ground transportation arrangements, including all necessary identification and/or travel documents (e.g., a valid U.S. passport) required for travel.
  • Enter by November 4, 2018

Win a trip to Suzhou, China

  • Your prize includes:
  • 1. Roundtrip airfare to Suzhou, China
    2. Three (3) nights of hotel accommodations
    3. A guided tour of the city
  • Enter by November 5, 2018

Win a trip to the 2019 Rose Bowl in Pasadena, California

  • One lucky winner will receive:
    The Trip
    2 tickets to the 2019 Rose Bowl game in Pasadena, CA.
  • The Hotel
    Three-night stay at the Comfort Inn Santa Monica – West Los Angeles.
  • The Travel
    Round-trip airfare for two: Sunday, December 30, 2018 to Wednesday, January 2, 2019.
  • The Extras
    $500 Visa Gift Card for spending money and a $250 transportation voucher.
  • Enter by November 5, 2018

Win a trip to Sea Island, Georgia

  • One (1) Winner will receive a three-day, two-night stay for two (2) at The Cloister or The Lodge at Sea Island, Georgia (standard accommodations, single room, double occupancy) plus one (1) $600 resort credit per stay ($300 resort credit per day of stay), ARV: $2,080; domestic, economy class airfares for two (2) from major airport nearest Winner’s residence, ARV: up to $1,000; and transportation to and from JAX, BQK or SAV airports with Sea Island transportation, ARV: $500.
  • Enter by November 5, 2018

Win a trip to Las Vegas, Nevada

  • Three nights’ hotel accommodations in Sin City
  • VIP limo service to & from the airport
  • Exclusive entry to a top Vegas nightclub
  • A live concert with your ‘Somebody to Love’ at The Hard Rock Hotel
  • Dinner at a rockin’ Vegas restaurant
  • A private helicopter flight over the Strip
  • A rockstar makeover at a top Vegas salon
  • Massages ‘Under Pressure’ for two
  • $500 for Queen tees & jeans from Lucky Brand
  • Enter by November 5, 2018

Win a trip to Italy

  • Grand Prize: A $8,000 trip for two (2) to Florence and Venice, Italy including: Economy class air travel for two (2) on an airline selected in Sponsor’s sole discretion (there may be stops and connections), from the nearest major airport to winner’s residence in the USA to Florence, Italy, and return Economy class air travel for two (2) on an airline selected (there may be stops and connections), from Venice, Italy to the nearest major airport to winner’s residence in the USA all in Sponsor’s sole discretion, inclusive of airline fuel surcharges and taxes, on a schedule to be determined by Sponsor (in its sole, subjective determination); Three (3) nights hotel double occupancy accommodation in a standard room of Sponsor’s choosing in each of Florence and Venice, Italy (cumulatively six (6) nights accommodation): transfers from arrival airport to hotel and from departing hotel to airport and $1,000 in “travel money.
  • Enter by November 7, 2018

Why not share this post with your friends? If they win, maybe they’ll take you!

Want to see the newest travel contests? Go here!

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