Travel Contests: August 24th, 2022 – Portugal, Barbados, San Francisco, & more

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port boats douro river porto portugal 700x467 - Travel Contests: August 24th, 2022 - Portugal, Barbados, San Francisco, & more

Here are this week’s travel contests. You can win trips to Portugal; Barbados; the United Kingdom or the United States; San Francisco, California; Hawaii; Florida; Paris, France; Charleston, South Carolina; Miami, Florida; 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 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

Win a trip to Florida

  • One (1) winner will be selected to win a trip for four to Winter Haven, FL, during the 2022 World Ski Championships in October, comprised of the following prizes:
    • A four-night/five-day family trip for four (4) to Winter Haven, Florida, during the 2022 World Ski Championships in October
    • Accommodations in a single room/double occupancy resort-style property
    • Four tickets to the 2022 IWWF World Water Ski Show Tournament in October 2022 with special seating (on select dates to be determined)
    • Admission to Legoland for a family of four
    • Admission to Elite Cable Park for a family of four
    • $1,000 travel credit
    • Two (2) life jackets
    • A pair of water skis
    • A 2-person towable tube kit (includes tube inflator/deflator and two-person tow rope)
    • One (1) Gladiator heavy duty tow harness
    • One (1) ski rope
  • open only to legal residents of the 48 contiguous United States of America and the District of Columbia who are at least 21 years of age
  • Enter by August 31, 2022

Win a trip to Paris, France

  • GRAND PRIZE: Valid for two guests: 2(two) Night stay for 2 (two) adults and economy round-trip flights with Air France to Paris are included
  • open only to legal residents of the fifty (50) United States, the District of Columbia and Puerto Rico who are at least twenty-one (21) years old
  • Enter by September 1, 2022

Win a trip to Charleston, South Carolina

  • Three night stay at HarbourView Inn complete with a private carriage ride for two and a bottle of wine upon arrival; Cash/Retail Value: $2,000
    $200 Visa Gift card and a 1-year subscription to Matt’s Flights; Cash/Retail Value: $297
    $400 Amazon Gift Card courtesy of Frommer’s; Cash/Retail Value: $400
    $300 Sea Bags Gift Card; Cash/Retail Value: $300
    $400 Hush Puppies Gift Card; Cash/Retail Value: $400
    $400 Maho Shades Gift Card; Cash/Retail Value: $400
  • open only to legal residents of the United States of America who are 18 years old or older and all United States Territories
  • Enter by September 4, 2022

Win a trip to Miami, Florida

  • 3 nights for 2 at THEsis hotel
  • 1 x Happy Hour for 2 at hotel’s bar Mamey on 3rd ($75 value)
  • 1 x dinner for 2 at Orno restaurant ($200 value)
  • Plus
  • $1200 cash towards travel
  • 1 year Adventurer membership ($500 value)
  • 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 September 5, 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 23, 2022

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