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Here are your travel contests for this week. There’s a crazy amount of sweepstakes ending this week, so there are plenty of prizes to win! You can win trips to Ireland; Iceland; an African safari trip to Botswana, Zambia, and Zimbabwe; Tulum, Mexico; San Francisco, California; Suzhou, China; Truth or Consequences, New Mexico; Oaxaca, Mexico; Punta Cana, Dominican Republic; Aruba; the Cayman Islands or the Bahamas; Los Angeles, California; a European river cruise; Tucson, Arizona; Hawaii; New York City; Machu Picchu, Peru; Miami, Florida; 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 cycling & yoga trip to Ireland

  • Wilderness Ireland invites you to join the ultimate week of adventure and relaxation!
  • – 6 days of cycling with a lead guide
  • – Daily yoga sessions lead by a professional instructor
  • – 6 nights accommodation in cozy guest houses and hotels
  • – Pickup and transport during trip
  • – Meals, snacks, and drinks
  • PLUS
  • – $450 toward flights, courtesy of Hudson Sutler, Solé Bicycles, and FORTO Coffee
  • – 4 boxes of FORTO Coffee shots, $250 Matador gift card, $250 teeki gift card, $200 Papa & Barkley gift card, and a $100 Amazon gift card from Tag the Flag
  • Enter by February 21, 2018

Win a trip to Iceland

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

Win an African safari trip to Botswana, Zambia, and Zimbabwe

  • Roundtrip Airfare Voucher
    6 nights, 7 days boutique Hotel
    Chobe Day Safari
    Victoria Falls Visit
    Zambezi River Cruise
    2 Cotopaxi travel packs
  • 2 Arvo watches (Shop now)
  • Enter by February 24, 2018

Win a trip to Tulum, Mexico

  • A $1,000 gift card towards round trip flights for two
    4 seaside nights at the boutique and gorgeaus Casa Malca
    4 days sipping cocktails beachside
    $250 gift card for dinner at El Asadero
  • Read my tips for Tulum
  • Enter by February 24, 2018

Win a trip to San Francisco, California

  • All inclusive ticket plus companion pass to the Habit Summit in San Francisco (April 10 – 11, 2018)
    A $700 gift card towards internal round trip flights to SF
    $500 Airbnb gift card towards accommodation costs in San Francisco
    A new Surface Pro by Microsoft
    A signed copy of Hooked: How to Build Habit-Forming Products (Check it out!)
    A one year subscription to the Next Big Idea Club
  • Enter by February 24, 2018

Win a trip to Suzhou, China

  • 1. Roundtrip airfare to Suzhou, China
    2. Four (4) nights of hotel accommodations
    3. A guided tour of Suzhou, including a visit to the No. 1 Silk Factory and Museum
    4. One (1) article of clothing made from luxurious and authentic Suzhou silk, to upgrade your wardrobe and serve as a priceless souvenir
    5. Two (2) pieces of luxury luggage from BRIC’S Milano’s Capri Collection (valued at $645) (Shop now)
    7. Two (2) lifetime subscriptions to Journo’s travel itineraries and maps (valued at $598)
    8. Two (2) Standard Memberships to world’s largest independent airport lounge access program, from Priority Pass ($306 value) (Read my reviews of Priority Pass lounges)
  • Enter by February 26, 2018

Win a trip to Truth or Consequences, New Mexico

  • -Travel package for 4, from Discovery Destinations
  • 3-nights at Sierra Grande Lodge & Spa in Truth or Consequences, New Mexico, USA
    Two 5-hour tours with activities, for 4 people, at Ted Turner’s Ranches, through Ted Turner Expeditions
    $250 spa services credit to Sierra Grande Spa
    $250 dining credit to The Restaurant at Sierra Grande
    -15 of 2017’s hottest reads from Simon & Schuster
  • -3-month wine or cheese subscription of your choice to Bright Cellars
  • -Mini travel package with: Samsonite Garment Bag, Beats headphones, and Digital Luggage Scale
  • -$250 Visa gift card to be used for discoveries and travel expenses, courtesy of The Discoverer
  • Enter by February 26, 2018

Win a trip to Mexico

  • Airfare Credit from KZ Gear, DollarFlightClub, and AdventureHunt – $600
    3 days of Kite Surfing Lessons for two from ComeKiteWithUs – $600 value!
    3 night stay at Casa Morph Hotel – $570
    2017 Slingshot Crisis Kiteboard and footpad kits from KitePaddleSurf – $648
    “New Guy” Trainer Sail – Blade Kites – $199
    Four Person Team Registration to any 2018 event from Adventure Hunt – $236
    Gift Card from KZ Gear- $200 (Shop now)
    Two Floating Hats from BuoyWear- $60
  • Enter by February 27, 2018

Win a trip to Oaxaca, Mexico

  • 2 night stay at Hotel Azul Oaxaca, a stunning design hotel in the heart of the city
    Dinner for 2 at Origen, a restaurant by Chef Rodolfo Castellanos, Mexico’s Top Chef winner
    Lunch for 2 at La Teca, a hidden gem restaurant in the home of a traditional cook
    Mezcal tasting at La Popular Mezclaría, learn all about Mexico’s traditional agave spirit
    $1,000 toward travel expenses
    4 days of Journy’s personal travel planning services
    $500 gift card to Cole Haan (Shop now)
  • Enter by February 28, 2018

Win a trip to Punta Cana, Dominican Republic

  • Round trip air travel on Southwest Airlines® for winner and one (1) guest to Punta Cana International Airport (PUJ).
    Four-night double accommodations at the all-inclusive Excellence El Carmen in Dominican Republic.
    Round trip airport/hotel transfers.
  • Enter by February 28, 2018

Win a trip to Aruba

  • The grand prize offered is up to USD$1,500 towards two (2) round trip airline tickets to Queen Beatrix International Airport, Oranjestad, Aruba; a voucher for a five (5) night stay (one room) at Aruba Marriott Resort provided by Aruba Marriott Resort & Stellaris Casino; and a voucher for a two (2) person dinner at Atardi Restaurant also provided by Aruba Marriott Resort & Stellaris Casino
  • Enter by February 28, 2018

Win a $5,000 travel voucher

  • One (1) Grand Prize Winner will receive a travel voucher valued at $5,000
  • Enter by February 28, 2018

Win a trip to the Cayman Islands or the Bahamas

  • One Grand Prize: One (1) potential Grand Prize Winner will receive a (4) night stay at
    either Comfort Suites Seven Mile Beach in a standard suite with a maximum occupancy of three
    people or Comfort Suites Paradise Island in a standard room with a maximum occupancy of four
    people (ARV $1,400) plus airfare (ARV $1,500), ground transportation (ARV $250), and spending
  • Enter by February 28, 2018

Win a trip to Los Angeles, California

  • • 3-night stay in a Studio Suite at The Hollywood Roosevelt
  • • Daily breakfast at Tropicana
  • • One dinner for two at the Public Kitchen and Bar
  • • $750 toward travel (courtesy of Olivia Palermo, Swirled, and Everygirl)
  • • $250 gift card from R|Label by The Reset
  • Enter by February 28, 2018

Win a European river cruise plus airfare

  • One (1) winner with one companion will win one Grand European cruise with roundtrip trans-oceanic air; coach-class airfare from a published gateway and category C accommodations on space-available basis only
  • Enter by February 28, 2018

Win a trip to Hawaii

  • 140,000 HawaiianMiles—enough for a roundtrip for two between our Mainland gateway cities and Hawai‘i, a 3-night stay at the Moana Surfrider, A Westin Resort & Spa, and a Heavenly Spa Signature Massage for two at the Moana Lani Spa, Waikīkī’s only oceanfront spa.
  • Enter by February 28, 2018

Win a trip to Ireland

  • One (1) Winner will receive the following prize package: A
    Locally Hosted Rail Vacation by Brendan Vacations for Winner and three (3) guests where they
    will receive a six (6) day, five (5) night trip to Ireland with stays in Dublin and Killarney. Hotel
    accommodations will be standard accommodations, single room, double occupancy. Trip
    includes round-trip coach flights for Winner and three (3) guests to Dublin from major airport
    nearest Winner’s residence (ARV: $3,500), hotels, rail tickets, orientation tour of each city,
    airport transfers, Hop-On Hop-Off tour in Dublin, Ring of Kerry day excursion and breakfast
  • Enter by February 28, 2018

Win a trip to Tucson, Arizona

  • $800 for airfare to be booked by winner
    3-day/2-night all-inclusive stay at the award-winning White Stallion Ranch in Tucson, Arizona
  • Enter by February 28, 2018

Win a trip to New York City

  • • Airfare: Roundtrip airfare from winner’s nearest major US airport to NYC
    • Transfers: Roundtrip airport transfers in New York City
    • Accommodation: 3 nights’ luxury hotel accommodation in a top Art Deco designed hotel in New York City
    • Exclusive Salon Experience: Head to one of the finest salons in NYC and enjoy a luxury grooming experience, with a top stylist, including vintage wines, gourmet snacks and a choice of hot shave or hair styling experience
    • Custom-Designed Crime Tour of 1930’s New York with Veteran Detective: Get inside the mind of a real detective as you explore the criminal past of 1930’s New York on a bespoke guided tour, led by a veteran detective. (2 hours) Includes expert guide and private transport
    • Exclusive Murder Mystery Experience at Grand Central Station: Prove you have the brilliant mind of the world’s greatest detective as you race against time to solve clues and catch the killer at the most iconic train station in the world! (1.5 hours)
    • Drinks at the Orient Express Bar: Celebrate catching the killer with drinks at an Orient Express themed bar (bar tab to the value of $100)
    • A $300 Gift Card to Harney & Sons Fine Teas (Shop now)
  • Enter by February 28, 2018

Win a trip to Machu Picchu, Peru

  • An epic Machu Picchu small group travel experience, including full accommodations and adventures for two, courtesy of Intrepid Travel
  • $250 Lucky Brand shopping spree (Shop now)
  • $1,500 in Visa cards to fund your flight (Thanks, Lucky Brand, Decorilla, PINCHme and Southern Kitchen!)
  • COOLA Suncare gift bag ($250) full of essentials to get you through your travels (Shop now)
  • $250 from Southern Kitchen
  • Enter by February 28, 2018

Win a trip to Miami, Florida

  • Three (3) nights for 2 people at The Biltmore Hotel with breakfast included at Fontana and (1) 50 minute massage per person.
  • Graced with effortless beauty and sophistication, The Biltmore Hotel is a national historic landmark located in the exclusive Coral Gables area with close proximity to Miami Beach and downtown Miami. The 273-room resort resembles classic Italian, Moorish, and Spanish architectural influences spread over 150-acres of tropical landscape.
  • In addition to your stay at The Biltmore Hotel, you will receive:
  • $300 toward airfare from Riffle Books
    $400 toward airfare from Elite Daily
    $300 towards airfare from Custom Consortium
    $300 Visa gift card from Polyvore
    $300 Visa gift card from Rank and Style
    $500 credit towards Electrify Getaways
    $300 gift card + luggage from Delsey (Shop now)
    $300 digital gift card to shop on Luseta Beauty (Shop now)
    $300 gift card for Lucky Brand (Shop now)
    $300 gift card to Arden Cove for Anti-theft & Waterproof Travel Purses (Shop now)
    $400 gift card from FREY (
  • Enter by February 28, 2018

Why not share this post with your friends? If they win, maybe they’ll take you!

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