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Here are your travel contests for this week. You can win trips to Greece & Italy; San Francisco, California for the Rugby Sevens World Cup; Hawaii; a tiny cabin getaway; Riviera Maya, Mexico; Dublin, Ireland; Morocco; Turks & Caicos; Montreal, Quebec, Canada; Los Angeles, California; Orlando, Florida; Northern Portugal; 100,000 Rapid Rewards points from Southwest Airlines; a summer roadtrip through the United States or Europe; Honolulu, Hawaii; and more.

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

Win a cruise to Greece & Italy

  • 10-day cruise on Celebrity to Greece & Italy for 2 from CruCon Cruise Outlet in a luxurious balcony cabin with gratuities, taxes, fees, food and alcohol included PLUS an airfare voucher of up to $3000!
  • $500 Beyond Proper Fashion Shopping Spree
    $500 in Luggage & Travel Gear from eBags (Shop now)
    $500 in Home Décor from Z Gallerie
    1-Year Subscription to Box of Style from The Zoe Report
    The NEW Fodor’s Essential Greece Guide (Check it out now)
  • Enter by April 5, 2018

Win a trip to San Francisco, California for the Rugby Sevens World Cup

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

  • 1. Two (2) tickets to the Rugby Sevens World Cup hosted in San Francisco, July 20-22, 2018, from Gopher
  • 2. Stay for two (2) at Hotel 32One, from Gopher
  • 3. $250 gift card to Harney & Sons premium teas and $250 toward flight costs, from Harney & Sons (Shop now)
  • 5. $250 toward flight costs, from The Newser
  • 6. $100 toward flight costs, from Outgift
  • 7. Beats Solo Wireless headphones from Dealwiki ($300 value)
  • 8. $250 Luseta Beauty digital gift card (Shop now)
  • 9. $100 gift card for the Dorian restaurant and $100 gift card for Palm House restaurant in SF, as well as a one (1) year SELECT membership, from SELECT ($500 value)
  • 10. The entire FREY product line + 6 month subscription ($250 value)
  • Enter by April 5, 2018

Win a trip to Hawaii

  • A 3-night stay at the The Residences at Waikiki Beach Tower,
    $1000 gift card towards your escape
    A curated escape tote (worth over $700)
    and a pair of Marc Fisher shoes. (Shop now)
  • Enter by April 5, 2018

Win a tiny cabin getaway near NYC, Boston, or Washington DC

  • A two-night stay in a Getaway tiny cabin up to $350 value
    Transportation to a Getaway Outpost up to $500 value
    Sleepy Jones Gift Card, $500 for the best pajamas (Shop now)
    A Casper Bedding Set, up to $650 in value (Shop now)
    S’well Bottle, up to $500 for hydration products (Shop now)
    KIND Minis, up to $500 in value for the perfect bedtime snack (Shop now)
    A collection of books Including The Sleep Revolution by Arianna Huffington, $120 value
  • Enter by April 5, 2018

Win a trip to Riviera Maya, Mexico

  • A trip for winner and one (1) guest to Andaz Mayakoba Resort Riviera Maya resort in Mexico. Trip includes roundtrip, coach class air transportation from a major international gateway airport near winner’s residents to Mexico, to be awarded via a $1,000 airfare voucher, a five-night stay for winner and one (1) guest in an ocean front studio at Andaz Mayakoba Resort Riviera Maya resort in Mexico, daily breakfast for winner and guest throughout stay, one (1) dinner for winner and guest during stay at “Casa Amate” signature restaurant, a spa treatment for winner and guest (up to $300 value each) during stay
  • Read my tips for Tulum
  • Enter by April 6, 2018

Win a trip to Dublin, Ireland

  • Round-trip, coach-class airfare for two (2) people, winner and one (1) guest, to Dublin, Ireland, from winner’s nearest major airport, as determined by the Sponsors;
    Seven (7) days and six (6) nights first-class hotel accommodations, based on single-room and double-occupancy, in Dublin, Ireland at a hotel of the Sponsors’ choice;
    $500 USD cash allowance; and
    Car rental for duration of stay.
  • Enter by April 7, 2018

Win a trip to Morocco

  • $1000 Airfare Voucher
    4 nights, 5 days Boutique Hotel
    Artisan Market Visit
    Hands-on Cooking Class
    Behind the Scenes City Tour
    8 Great Reads from Simon and Schuster (Shop now)
    2 Wandrd Backpacks (Shop now)
  • Enter by April 7, 2018

Win a trip to the Turks & Caicos

  • 3 nights at the Windsong Resort – a 4-Star Luxury Boutique Resort in Grace Bay
  • $1,000 toward airfare for two
  • $100 luxury spa treatment at Drift Spa
  • Enter by April 7, 2018

Win a trip to Montreal, Quebec, Canada

  • 1. Three-night stay at Le Meridien Versailles in downtown Montreal
    2. $500 Airfare credit to use on your airline of choice
    3. Matador Camera Base Layer, Beast28 Packable Technical Backpack, & $100 gift card to Matador (valued at $250)
    4. Two lifetime subscriptions to Journo (valued at $598)
    5. $250 gift card to PINCHme
    6. Obsidian: Premium Subscription Box by Cairn (valued at $250)
  • Enter by April 8, 2018

Win a trip to Los Angeles, California

  • – 2 GA tickets to the Girlboss Rally Los Angeles
    – 2-night stay at JW Marriott Los Angeles LA Live
    – $500 shopping spree at
    – $500 airfare credit
  • Enter by April 8, 2018

Win a trip to Orlando, Florida

  • One (1) Winner and up to three (3) guests will receive a five (5)-night stay in a
    three-bedroom suite at the Grove Resort & Spa Orlando (ARV: $1,600); two (2) spa treatments
    (ARV: $500); a $500 food and drink credit to be used across the property (ARV: $500); one (1)
    activity on Lake Austin per person for up to four people (ARV: $50); and $1,000 spending
    money in the form of either a check or general gift card that may be used off property (ARV:
  • Enter by April 9, 2018

Win a trip to Northern Portugal

  • A $1,000 gift card towards round trip flights for two
    4 nights at FeelViana Sport Hotel where you’ll have beachfront access to kitesurfing, paddle boarding, surfing, mountain biking, sailing and hiking with 3 days of unlimited use of all sports equipment
    One night at Quinta da Terrincha in the Douro wine region and a 2 day river tour aboard a chartered yacht in the Douro wine region
    Breakfast is included each day and a ‘welcome dinner’ will be served on arrival to FeelViana
  • Join Wine Awesomeness now
  • Enter by April 10, 2018

Win 100,000 Rapid Rewards bonus points from Southwest Airlines

  • 100,000 Rapid Rewards bonus points
  • Enter by April 10, 2018

Win a 4-week summer roadtrip through the United States or Europe

  • Each winner receives:
  • 4-week trip
  • $6k spending money
  • International flights
  • Travel insurance
  • Van rental
  • Adventure gear
  • Enter by April 10, 2018

Win a trip to Honolulu, Hawaii

  • Four-Night Stay at THE MODERN HONOLULU
    $500 Spa Credit
    Rountrip Airfare For Two
    $500 Resort Credit
    LATHER Spa Basket ($250 Value)
  • Enter by April 11, 2018

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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