Travel Contests: December 29th, 2021 – Madrid, Barbados, Tulum, & more

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calle claudio moyano madrid books 300x300 - Travel Contests: December 29th, 2021 - Madrid, Barbados, Tulum, & more

Here are this week’s travel contests. You can win trips to Barbados, Boston, Miami, or Los Angeles; Madrid, Spain; Puerto Rico, Florida, or the U.S. Virgin Islands; Punta Cana, Dominican Republic; United miles & a cruise; Tulum, Mexico; St. Lucia; 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 Barbados, Boston, Miami, or Los Angeles

  • One (1) Grand Prize: Five (5) Day/Four (4) Nights’ Trip for Two (2) to Barbados. Prize includes the following:
  • Two (2) Coach Roundtrip Airline Tickets from the International Airport located closest to winner’s legal United States residence to Bridgetown, Barbados.
  • Five (5) days, four (4) nights’ accommodation (one (1) standard double occupancy hotel room) at a hotel on the Island of Barbados.
  • Transportation for two (2) between the Barbados airport and the hotel.
  • Transportation for two (2) between the hotel and selected event venues as determined by the Sponsor at its sole discretion.
  • Tour for two (2) of the Mount Gay Rum Distillery.
  • One (1) Mount Gay Rum Dining Experience for two (2) at On-Premise Account.
  • One (1) 4ocean Cleanup Expedition for two (2).
  • Two (2) Sea Bag x Mount Gay Rum Tote Bags, inclusive of 4ocean swag.
  • ARV of the above Prize is $7,400
  • Three (3) Second Prizes: Five (5) day/Four (4) Nights’ Trip for two (2) a U.S. Coastal Region (Boston, Miami or Los Angeles, as determined by random drawing). Each prize includes the following:
  • Two (2) Coach Roundtrip Airline Tickets from the Airport located closest to winner’s legal United States residence to the prize city destination.
  • Five (5) days, four (4) nights’ accommodation (one (1) standard double occupancy hotel room).
  • Ground transportation (awarded via check to the winner)
  • Food Allowance (awarded via check to the winner)
  • Spending Money (awarded via check to the winner)
  • One (1) Mount Gay Rum Dining Experience for two (2) at On-Premise Account.
  • One (1) 4ocean Cleanup Expedition for two (2).
  • Two (2) Sea Bag x Mount Gay Rum Tote Bags. Inclusive of 4ocean swag.
  • 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 December 31, 2021

Win a trip to Madrid, Spain

  • $1000 Amex gift card for travel for 2
    4 nights at The Principal Madrid (accommodations for 2)
    A day trip to Ribera del Duero wine region
    A day trip to Rioja wine region
    A guided walking tour with food & wine stops in Madrid
  • 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 a layover in Madrid
  • Enter by December 31, 2021

Win a trip to Puerto Rico, Florida, or the U.S. Virgin Islands

  • Enter today and one lucky winner will get to choose one of the following vacation packages:
  • Puerto Rico: A trip for two (2) to Puerto Rico plus $1,000 cash prize.
    Islamorada, Florida: A trip for two (2) to Islamorada, FL plus $1,000 cash prize.
    St. Croix, U.S. Virgin Islands: A trip for two (2) to St. Croix,U.S. Virgin Islands plus $1,000 cash prize.
  • open only to legal residents of the fifty (50) United States and the District of Columbia who are at least twenty-one (21) years old
  • Enter by December 31, 2021

Win a trip to Punta Cana, Dominican Republic

  • 2 Round Trip Tickets to Punta Cana
    One, 5-Day, 4-Night all-inclusive stay for two at Paradisus Palma Real Golf & Spa Resort in Punta Cana, Dominican Republic.
    AFAR 1 year subscription of magazine
  • 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 December 31, 2021

Win United miles & a cruise

  • Prizes include:
    One (1) grand prize winner will receive 250,000 miles and a dream cruise for two valued at $3,000
    One (1) first prize winner will receive 250,000 miles
    Five (5) second prize winners will receive 100,000 miles each
  • open only to legal residents residing in the 50 United States and District of Columbia., 21 years of age or older
  • Enter by December 31, 2021

Win a trip to Punta Cana, Dominican Republic

  • -4 days/3 nights at Meliá Caribe Beach Resort in Punta Cana, Dominican Republic for the whole family (2 adults, 2 children)
  • -$500 towards travel
  • -1 x Carry-On Max from Arlo Skye
  • 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
  • Enter by January 1, 2022

Win a trip to Tulum, Mexico

  • YOU AND FIVE FRIENDS WILL:
  • Be flown out to Mexico for a 5-day vacation at a jungle-set villa in Tulum’s Sian Ka’an biosphere reserve
  • Take a dip in the pool, hit up the private beach, explore the nearby lagoon and eat all the tacos
  • Enjoy a personal travel concierge service to help curate and plan your activities
  • Read about my trip to Chichen Itza from Cancun
  • Read about my trip to Tulum from Cancun
  • Open worldwide
  • Enter by January 6, 2022

Win a trip to St. Lucia

  • YOU AND A FRIEND WILL:
  • Be flown out to St. Lucia for a 5-day getaway at the 5-star Jade Mountain Resort
  • Stay in a luxurious suite with an infinity pool, terrace, canopied bed and mountain views
  • Enjoy spa treatments, yoga sessions, water sports, and exquisite breakfast and dinners included
  • Open worldwide
  • Enter by January 6, 2022

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 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 December 28, 2021

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