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Here are this week’s travel contests. You can win trips to Italy; Scotland; Antigua; Aruba, an 8-day cruise; Cancun, Mexico; the Cayman Islands; South Padre Island, Texas; Dublin, Ireland; Spain; Tulum, Mexico; South Africa; Florida; and more.

Good luck & be sure to subscribe to my 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

  • One (1) Prize: There will be one (1) Prize awarded. The prize winner (“Winner”) will receive the following prize package (“Prize”): a Five (5) nights’ trip for two (2) people to Capri, Italy (“Trip”). Trip will include:
    • Hotel accommodations
    • Roundtrip airline transportation for two (2)
    • Should the trip total be less than $18,000 after hotel and transportation, the balance will be awarded to the winner (by check) as expense cash. For the purpose of clarity, the total prize package may not exceed $18,000.
  • open only to legal residents of the 50 United States and the District of Columbia, twenty-one (21) years of age or older
  • Enter by April 30, 2023

Win a trip to Scotland

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

Win a trip to Antigua

  • Five nights all inclusive stay for two adults at Pineapple Beach Club Antigua
    $300 Visa gift card compliments of Nice News
    $200 Visa gift card compliments of Classic Nerd
    $150 Visa gift card compliments of Daily Purr
    $150 in product compliments of Daniella Sheval
  • 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 March 31, 2023

Win a trip to Aruba

  • 3-night stay for two at Amsterdam Manor Beach Resort Aruba with daily breakfast for two
    Annual travel membership compliments of The Expedition estimated value $500.
    $250 Visa gift card compliments of Your Tango
    $136 worth of luxury product compliments of Honeycomb
  • 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 March 31, 2023

Win an 8-day cruise

  • Grand prize includes: A choice of one (1) of any 2023 or 2024 eight (8) day River, Ocean, Mississippi or Expedition cruise itineraries for two. Roundtrip coach class air from a published gateway. Veranda Suite (AA class) for River Cruises, Penthouse Junior Suite (PS class) for Ocean and Mississippi Cruises, and Nordic Junior Suite (NS class) for Expedition Cruises.
  • Open only to persons twenty-one (21) years of age or older who are permanent legal residents of the fifty (50) states of the United States, Washington DC, Canada (excluding Quebec, Guam, Puerto Rico, and all other U.S. territories and possessions)
  • Enter by March 31, 2023

Win a trip to Cancun, Mexico

  • One (1) verified Grand Prize winner will receive one (1) five (5) day/four (4) night trip
    for winner and up to three (3) guests (two (2) adults and two (2) children under 18). Grand Prize includes: hotel
    accommodations for four (4) nights (quad occupancy) and all meals, drinks, gratuities, taxes related to
    accommodations, non-motorized water sports and entertainment at Azul Beach Resort Riviera Cancun located
    in Riviera Cancun, Mexico, and round-trip domestic coach air transportation (from major airport near winner’s
    home within the United States), airfare credit not to exceed $500 per person
  • only open to legal residents of the fifty (50) United States of America and the District of Columbia, eighteen (18) years old or older
  • Read about my trip to Chichen Itza from Cancun
  • Read about my trip to Tulum from Cancun
  • Enter by March 31, 2023

Win a trip to the Cayman Islands

  • Here’s everything our winner (or their boss) will receive:
    Round-trip, coach-class airfare for two (2) to Georgetown, Grand Cayman, from a major airport within the 48 contiguous United States
    Six (6) days / five (5) nights first-class hotel accommodations (single room, double occupancy)
    Visit the Depths of Hell in the district of West Bay, Grand Cayman
    Round trip transportation to/from Hell/hotel
    Round trip transfers to/from destination airport and hotel
    $1,000 spending money awarded in the form of a check
  • Open to legal residents of the 48 U.S./D.C., age 21+
  • Enter by March 31, 2023

Win a trip to South Padre Island, Texas

  • Grand Prize:
    One (1) winner will be selected to win a trip for four to the Texas Island paradise, South Padre Island (SPI), anytime within a year of the date of the drawing of the grand prize (minus any blackout dates or other time periods as indicated by the Administrator and SPI). Prize is comprised of the following:
  • Four (4) consecutive nights’ hotel accommodations (one room/double occupancy) for the prize winner and a travel companions at a resort level hotel of the Administrators choosing.
    Two (2) TBD experiences for four people. Experiences include tickets to Sea Turtle Inc., and tickets to SP Island Birding, Nature Center and Alligator Sanctuary.
    One (1) $2,000 travel card for use of airfare related expenses and ground transportation.
    Dining credit of $100
    Shasta product sent to the home of the winner upon return from the prize trip.
  • Enter by March 31, 2023

Win a trip to Dublin, Ireland

Win a trip to Spain

Win a trip to Tulum, Mexico

  • – $500 AMEX Gift Card for Travel
  • – 4 nights at the all inclusive Hilton Tulum Riviera Maya Resort
  • – One Mayan Jungle ATV tour for 2 including zip lines, cenote swims, temples, and lunch
  • 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 April 4, 2023

Win a trip to South Africa

  • Flight cash to Hippo Lakes, South Africa
    5 nights for up to 2 people at Hippo Lakes Luxury African Safari Lodge (*blackout dates apply*)
    Rhone $500 Gift Card
    Pelican 1535TRVL Air Travel Case ($400 value)
    2 Lifetime Subscriptions to Babbel
    Gear Patrol Annual Magazine Subscription ($40 value)
  • open to all humans age 21 or older at time of entry. Residents of Taiwan, South Korea, Portugal, Italy, Austria, China, Russia, Hong Kong, Greece, France, Japan, Spain, and Czech Republic are not eligible to enter or win
  • Enter by April 7, 2023

Win a trip to Florida

  • One lucky winner will receive $5000 prizes:
  • – 3 days (2 nights) at the Hotel Effie, the luxury property within the Sandestin Resort
  • – 2 x 60 minute treatments at Spa Lilliana
  • – Gogh Jewelry Design: $500 eco conscious travel inspired jewelry
  • – $150 gift card for Dog treats and cakes from The Dog Bakery
  • – $300 gift card from Luseta Beauty
  • – $150 BookShop Gift Card from Shelf Savvy
  • – 3 month supply of honeycomb luxury bamboo toilet tissue from Honeycomb
  • – $150 Spa & Wellness Gift Card from Spa Week Media
  • – $150 Gift Card from Inward University
  • 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 April 8, 2023

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!

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