This article has partner links that I may receive compensation from at no cost to you. Thank you for supporting my site by using them!

cheetah kenya safari 700x394

Here are your travel contests for this week. You can win trips to Scotland; Italy; the Great Smoky Mountains; the 2019 Indianapolis 500; Vail, Colorado; an African safari; Bali, Indonesia; England; Costa Rica, Memphis, Tennessee; New York City; and 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 Scotland

  • – Roundtrip Airfare to Scotland
    – 5 Night Stay Hotel Accommodations
    – $350 in Spending Money
    – Ground Transportation to and from the airport in Scotland
    – A Set Visit to Season Five of Outlander: Untold
  • Enter by May 1, 2019

Win a trip to Italy

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

  • One (1) Trip to Italy Grand Prize consisting of trip to Italy for winner and one (1) guest to tour Sponsor’s Riunite winery (“Italy Grand Prize”). In connection with the Italy Grand Prize Live Nation will provide round-trip, coach class air transportation for two (2) from the major airport nearest grand prize winner’s home within the U.S. to the major airport nearest the Riunite winery in Italy; one (1) double occupancy standard hotel room for 5 nights/6 days; and a $500.00 pre-paid cash card to use toward ground transportation.
  • Enter by May 1, 2019

Win a trip to the Great Smoky Mountains

Win a trip to the 2019 Indianapolis 500

  • There will be ten (10) Grand Prizes awarded.
    Each Grand Prize winner (“Winner”), upon the Administrator’s confirmation of eligibility,
    will receive a trip for two (2) people. Grand Prize inclusions:
    • Two (2) roundtrip standard economy airfare tickets from a major commercial
    airport in the United States, near the Winner’s primary residence and near the
    Location, as determined solely by Sponsor (Sponsor reserves the right to
    substitute ground transportation for air transportation if Winner resides within
    150 miles of the Location); to Indianapolis IN. Travel must take place on May
    23, 2019 and returning May 27, 2019.
    • Three (3) night stay (one (1) standard hotel room) at the Grand Hyatt
    • Transfers
    • Two (2) tickets to Friday, May 24 Carb Day Concert featuring Foreigner and
    Saturday, May 25 Legends Day Concert featuring Zac Brown.
    • Two (2) tickets to the Indianapolis 500 Race
    • Food and Beverage
  • Enter by May 3, 2019

Win a trip to Vail, Colorado

  • Two VIP tickets to the GoPro Mountain Games
  • Roundtrip airfare for two
  • Hotel accommodations for three nights (June 6-9)
  • Ground transportation
  • Enter by May 3, 2019

Win a safari trip to Africa

  • $1000 Airfare Voucher for 2
  • 5 nights, 6 days Canvas Tents
  • $250 Lucky Brand Gift Card
  • Daily breakfasts, lunches, dinners
  • Daily Safari Experiences
  • Village Visits
  • Enter by May 4, 2019

Win a trip to Bali, Indonesia

  • Two trip packages to Bali from Luxury Escapes: Furama Villas and Seriyu Bali.
  • Four days, three nights at Furama Villas & Spa. Stay in a lavish Deluxe Pool Villa with nightly dinners, daily 30-minute massages each, and daily cocktails.
    Experience a slice of Japan in Bali with a stay in a Japanese-inspired private pool villa at The Seiryu in the heart of vibrant Seminyak, close to restaurants, bars, and the beach. Includes exotic dining experiences, massages, daily cocktails and more.
  • French-styled modern bicycle from Linus Bikes, $599 value
  • $300 towards travel expenses from Triphop
  • Enter by May 4, 2019

Win a trip to England

  • One (1) grand prize winner (“Grand Prize Winner”) will receive a trip for Grand Prize Winner and one (1) guest of his/her choosing (“Guest”) to London, England, hotel accommodations, trip excursions to various sites and cities surrounding London and transportation. “(Grand Prize”). Grand Prize includes roundtrip coach-class airfare for the Grand Prize Winner and a Guest between the major commercial airport closest to Grand Prize Winner’s residence (as determined by Sponsor in its sole discretion) to London, England with an Approximate Retail Value (“ARV”) of $4,000; six (6) nights’ standard hotel accommodations (single room; double occupancy) motor coach transportation between Windsor, Bath, Cornwall, Sidmouth, Bristol, Oxfordshire and Dorchester while making stops at Windsor Castle, Highclere Castle or Bampton, Port Isaac, the Ashton Court Estate and the Greenway Estate; guided tours and admission fees for select locations, and thirteen (13) meals total for winner and winner’s guest with an ARV of $10,990. Total ARV of Grand Prize is $14,990. Winner and winner’s guest must be available to travel July 21, 2019 through July 28, 2019 and must arrive in London, England by the morning of July 22, 2019
  • Enter by May 5, 2019

Win a trip to Costa Rica

  • 4-Night Stay at Casa Chameleon Mal Pais
    Daily Breakfast, Yoga Lessons, Bike Rentals & Welcome Drinks for Two
    1 Relaxing Massage for Two
    Farm-to-Table Dinner at La Senda for Two
    Surf Lessons for Two
    Kind Traveler Gift Box
    $200 gift card from Lucky Brand
    $100 Donation Made to AlfaLit International in Costa Rica in the name of the winner, helping to teach local students how to read, write, and do basic math.
    Spending Cash for Your Trip
  • Enter by May 5, 2019

Win a trip to Memphis, Tennessee

  • The (1) Grand Prize winner will receive a trip for
    winner and his or her one (1) guest on Sponsor-selected dates between approximately May 17, 2019, and
    May 20, 2019, to the June Weddings Fan Celebration convention at Graceland (the “Event”). The prize
    consists solely of the following: two (2) round-trip, economy class air transportation tickets from a major
    airport near the winner’s residence in the Territory (as selected by Sponsor) to a Sponsor-selected airport
    in or near Memphis, TN; hotel accommodations (one (1) room based on double occupancy) for three (3)
    nights at the Guest House at Graceland hotel or another Sponsor-selected hotel in or near Memphis, TN;
    ground transportation between the airport and hotel upon arrival in and departure from Memphis; two (2)
    VIP Platinum Package tickets to the Event, and, for winner only, $500 spending money (awarded as one
    (1) $500 prepaid card).
  • Enter by May 5, 2019

Win a trip to Bali, Indonesia

  • 3-night villa accommodations for two
    at the Viceroy Bali, voted the #1 Resort in the
    World in 2018 by the CNT Readers’ Choice Awards
    — Includes daily breakfast, a spa treatment for two, and
    usage of private heated villa pool
  • $1450 for airfare
    courtesy of Lucky Brand, Society6, Decorilla, and
    The Zoe Report
  • $250 to keep the vacation going at home
    with art and decor from Society6
  • $250 to get travel-ready outfits
    from Lucky Brand
  • Enter by May 6, 2019

Win a trip to New York City

  • Two weekend tickets for BookCon for both June 1 & 2
  • Two nights at the Ace Hotel
  • An amazing collection of NYC-centric books
  • A $250 gift card to use towards air fare or anything you like
  • A Fire Tablet with Alexa and a collection of a dozen ebooks
  • Enter by May 8, 2019

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!

What do you think? Add a comment!