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Here are this week’s travel contests. You can win trips to Tuscany, Italy; Munich, Germany; Azores Islands; Hawaii; Paso Robles, California; and more.

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

Win a trip to Tuscany, Italy

  • Your escape to Italy’s next Tuscany includes:
  • The Italian On Tour’s 7 day Italy Undiscovered getaway for 2 people where you’ll…
  • Unwind in boutique luxury digs just steps away from one of Italy’s most breathtaking squares
  • Sip Sangiovese in the vineyard and soak up every last drop of Italy’s infamous La Dolce Vita
  • Meet Italy’s culinary keepers and cook up a storm in the Italian countryside
  • Rub shoulders with local chefs and sommeliers
  • Experience a new culture among locals who become friends (and know Italy like the back of their hand!)
  • Get an intimate look at Italy’s hidden regions without being stuck on a bus with 50 other people.
  • And more!
  • Plus, you also get…
  • $250 cash prize & One-Year Membership to Matt’s Flights
  • $250 cash from Bright Cellars
  • $250 cash from Travel Trivia
  • 2 Lifetime Subscriptions for Journo
  • Your trip can be taken in 2021, 2022, or 2023
  • open to anyone who is at least 21 years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in and lives within the continental United States
  • Enter by March 11, 2021

Win a trip to Munich, Germany

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

  • The First Prize Winner will be awarded the following prize package (the “First Prize”): (i) two (2) VIP passes (one for the First Prize Winner and one for the First Prize Winner’s guest (“Guest”)) to the 2022 Salvatorfest (the “Festival”) in Munich Germany which is scheduled to take place in March of 2022 (Specific dates for the 2022 Salvatorfest have not yet been determined and will be provided to the First Prize Winner as soon as possible); (ii) roundtrip coach airfare for the First Prize Winner and Guest from the international airport in the continental United States that is closest to the First Prize Winner’s residence (as determined by Sponsor) to Munich Germany, and (iii) two (2) consecutive nights hotel stay in Munich, Germany at a hotel selected by Sponsor. Accommodations will include one standard room with double occupancy and a morning breakfast.
  • Open to US residents excluding residents of West Virginia. Must be 21 years of age or older
  • Read about Oktoberfest in Munich
  • Read about attending a Bayern Munich match
  • Read about craft beer in Munich
  • Read about visiting Zugspitze near Garmisch-Partenkirchen
  • Read about visiting museums in Munich
  • Read about visiting the Dachau Concentration Camp near Munich
  • Enter by March 15, 2021

Win a $24,000 AirBnb gift card

  • Grand Prize (2 winners): (1) Airbnb gift card, value of $24,000usd each given to 2 separate winners.
  • must be at least 18 years of age or older, otherwise appears to be open worldwide
  • Enter by March 15, 2021

Win a trip to the Azores Islands

  • Win a 5-night/6-day adventure to explore Europe’s best kept secret: the Azores in Portugal
  • Score a $1,000 stipend and an exciting itinerary customized just for you
  • Have the chance to hike down a dormant volcano, swim with dolphins, enjoy exquisite seaside meals and more
  • Be flown out to São Miguel and Terceira and put up in 5-star hotels
  • Open worldwide
  • Enter by March 16, 2021

Win a trip to Hawaii

  • win a 6-day, 5-night Disney Vacation Club getaway — for the winner and up to 3 Guests—that includes:
  • Accommodations in a One-Bedroom Villa at Aulani Resort, Ko Olina, Hawai’i
    A $500 Disney gift card
    Round-trip airfare
  • Open to 50 US/DC, at least 18 years old
  • Enter by March 17, 2021

Win a trip to Paso Robles, California

  • A $500 AMEX gift card towards travel
  • 3 nights at the Allegretto Vineyard Resort Paso Robles
    2 days of guided winery tours and vino tasting across Paso Robles, CA
  • One cooking class for two at the deluxe Refugio Bed & Breakfast
  • $250 gift card to stock up on vino from Wine Awesomeness
  • open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and lives within the continental United States
  • Read about craft beer in Paso Robles, California
  • Read about craft beer in Atascadero, California
  • Enter by March 24, 2021

Which travel giveaway are you most excited about winning this week?

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!

Note: I realize that right now is not a good time to be traveling. However, as long as there are still contests available, I will continue to share them.  Hopefully, once this all passes, we’ll be able to enjoy traveling again, but for now we can dream. In the meantime, please practice social distancing & keep safe. Thanks!

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