Travel Contests: August 17th, 2022 – Italy, Portugal, Barbados, & more

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wine tasting catania tenuta del gelso tenute mannino scaled 700x525 - Travel Contests: August 17th, 2022 - Italy, Portugal, Barbados, & more

Here are this week’s travel contests. You can win trips to Italy; Croatia; a cruise; Portugal; Barbados; the United Kingdom or the United States; San Francisco, California; Hawaii; 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 Italy

  • Win a vacation to Italy you’ll curate with a luxury travel concierge using a $30K budget and a $10K stipend for whatever your heart desires (food, culture, shopping, you name it!)
    Design your own itinerary whether it’s skiing the Dolomites, hitting up the famous landmarks in Rome, cruising old-world canals in Venice or taking a private pasta making class.
    Support the work of World Central Kitchen to help them provide meals in response to humanitarian, climate and community crises.
  • Open worldwide
  • Read about cool cocktail bars in Catania
  • Read about the best cannoli in Catania
  • Read about wine tasting at a citrus grove in Catania
  • Read about craft beer in Trento
  • Read about Castel Beseno near Trento
  • Enter by August 19, 2022

Win a trip to Croatia

  • -4-days/3-nights at the Hotel Dubrovnik Palace, a 4-star hotel in Dubrovnik.*
  • -$1,000 towards travel!
  • 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Enter by August 19, 2022

Win a cruise

  • GET A CHANCE TO CRUISE FOR FREE WITH A LOVED ONE
  • Beautiful islands, pristine beaches, and crystal-clear waters are always more magical when explored together. In this giveaway, you’ll earn a chance to go on a cruising adventure of your choice (good for two people).
  • The prize will include a total of $2,000 cash contributions from our partners, for your next magical vacation.
  • 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Enter by August 19, 2022

Win a wine cruise in Portugal

  • From the comfort of your river cruise, enjoy magnificent views of rocky landscapes and a region of fine wine production. Start your cruise with two days in the UNESCO world heritage town of Porto, the birthplace of Port Wine. Continue to explore wine country through one night stays around the towns of Pinhao, Barca D’Alva, Pocinho and Regua. Winner will also receive an $850 travel credit and a $250 gift card to Sivana.
  • Total Value over $3,000+!
  • 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Read about the Francesinha: Porto’s favorite sandwich
  • Read my guide to port tasting in Porto, Portugal
  • Read about the best craft beer in Porto, Portugal
  • Read about taking a day trip from Porto to Guimaraes, Portugal
  • Enter by August 31, 2022

Win a trip to Barbados

  • A 5-night all-inclusive stay for two at The Club Barbados
    Breakfast, lunch and dinner daily
    All beverages including alcoholic and non-alcoholic
    Roundtrip airport transfers for two
    Also included is an annual Expedition membership valued at $500
    $250 Visa gift card compliments of Newser
    $250 Visa gift card compliments of Matt’s Flights
    $250 Visa gift card compliments of the Daily Upside
    One month luxury product compliments of Honeycomb (valued at $138)
  • 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Enter by August 31, 2022

Win a trip to the United Kingdom or the United States

Win a trip to San Francisco, California

  • One (1) Grand Prize winner will receive a trip
    package for two (2) people, Grand Prize winner and one (1) guest (the
    “Guest”), to San Francisco, California. Grand Prize trip package includes:
    Round-trip, coach-class air-transportation for two (2) people to San
    Francisco, California from a major airport within the 48 contiguous U.S.
    nearest the winner’s residence as determined by Sponsor;
    Two (2) nights hotel accommodations based on single-room/double
    occupancy;
    Round-trip car transfers to/from destination airport and hotel;
    “Brewer for a Day” experience for Grand Prize winner and Guest;
    Dinner with a representative of the Sponsor at a local restaurant; and
    One (1) Anchor Swag prize package.
  • open to legal residents of the 48 contiguous United States, including the District of Columbia, who are age 21 or older
  • Read about 49 fun things to do in San Francisco
  • Read about great day trips from San Francisco
  • Enter by August 31, 2022

Win a trip to Hawaii

  • Round trip coach air for winner and one (1) guest to Honolulu, Hawaii and from Maui, Hawaii from a major airport in the 48 contiguous states
    Hawaii hopper flight from Honolulu to Maui for winner and one (1) guest
    Nine (9) days / Eight (8) nights first class hotel accommodations (4 nights in Honolulu and 4 nights in Maui)
    Luau Dinner in Honolulu
    Snorkel with the turtles on North Shore
    Zip-line in Maui
    Airport transfers in Honolulu and Maui
  • open to legal residents of the United States, including the District of Columbia and excluding Rhode Island, who are age 18 or older at the time of entry. Void in Rhode Island, Puerto Rico, Guam, the U.S. Virgin Islands, outside the U.S., and wherever else prohibited by law
  • Enter by August 31, 2022

Go on an adventure at home or when you’re away with a tour or activity via Get Your Guide.

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 may not be 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 freely enjoy traveling again, but for now, we can dream, & most of these contests have redemption deadlines long in the future. In the meantime, please practice social distancing & keep safe. Thanks!

Last updated on August 16, 2022

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