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Here are your travel contests for this week. You can win trips to Tuscany, Italy; Costa Rica; Mexico; the Bahamas; New York City; Austin, Texas; San Diego, California; Tennessee; Orlando, Florida; Napa Valley, California; Breckenridge, Colorado; Washington, DC ; 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 trip to Tuscany, Italy

  • ONE (1) GRAND PRIZE: A trip for four (4) to Tuscany, Italy. Trip package
    includes round trip, coach-class air transportation for four (4) from a major airport near winner’s
    home (determined by Sponsor in its sole discretion) to Florence, Italy; five (5) nights’
    accommodations at a hotel determined by Sponsor in its sole discretion (single room, quad
    occupancy or double room, double occupancy); a $700 allowance for full-size rental car for length
    of stay; and $1,000 spending money fulfilled as a check
  • Enter by August 31, 2019

Win a trip to Costa Rica

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

  • Each Winner will be awarded the following prize package (collectively the “Prize”): (i) roundtrip coach class air transportation for Winner and one (1) guest (“Guest”) (departing airport to be determined in Sponsor’s sole discretion), (ii) hotel accommodations for Winner and Guest at the W Costa Rica for four days (standard hotel room, double occupancy), and (iii) select Cynthia Bailey branded merchandise
  • Enter by August 31, 2019

Win a trip to Cancun, Mexico

  • Round trip air travel on Southwest Airlines® for winner and one (1) guest to Cancun International Airport (CUN).
    Four-night double accommodations at the all-inclusive Hard Rock Hotel Cancun.
    Round trip airport/hotel transfers.
  • Read about a trip to Chichen Itza from Cancun
  • Read about a trip to Tulum from Cancun
  • Enter by August 31, 2019

Win a trip to Cabo San Lucas, Mexico

  • Escape for 3 nights with a friend to the all-inclusive Pueblo Bonito Pacifica Golf & Spa Resort.
    Enjoy a massage for 2 at the award-winning Armonia Spa.
    $500 gift card to shop Frances Valentine’s Fall collection.
    $250 gift card from FRAME to shop their collection.
    $200 gift card to shop jewelry.
    $600 in gift cards from 1440, Swirled, and Kintsugi to use towards travel expenses.
  • Enter by August 31, 2019

Win a trip to the Bahamas

  • Win 4-days/3-nights for 2 at a 4 star hotel,
  • plus up to $1,000 towards airfare.
  • Enter by August 31, 2019

Win a trip to Maui, Hawaii

  • Round-trip, first-class airfare for four to Maui
    Seven-day/six-night stay at a five-star resort
    Credit toward amazing Hawaiian excursions
    $20,000 in spending cash
    Luxury car rental from our best fleet ever
  • Enter by August 31, 2019

Win an Adventures by Disney trip

  • The Sweepstakes winner will have the choice of one (1) of the
    Adventures by Disney land package vacations. Trip consists of the following elements for the Group: [a] hotel accommodations
    consisting of one (1) standard room/quad occupancy, including room tax) for the duration
    of the Trip at a hotel selected by Sponsor in its sole discretion; based on availability (Trip
    specific accommodations are outlined below); [b] if Sweepstakes winner’s residence is
    located more than 250 miles from the selected Trip originating point, up to four (4) roundtrip coach airfare transportation tickets (with possible layovers) for the Group on a
    Sponsor-selected carrier between a Sponsor-selected major metropolitan airport near
    Sweepstakes winner’s residence (“Airport of Origin”) and the originating point; The value of the four round trip airfares is up to a total of $4,000, but if Sweepstakes winner’s
    residence is located 250 miles or less from the originating point, then air transportation or
    any other form of transportation will not be provided to the Group; [c] for all Adventures By
    Disney trips, participation in a guided group travel experience (the “Group Travel
    Experience”); [d] services of two (2) Adventure Guides for the Group Travel Experience;
    [c] transportation within the Trip; [e] services of local experts; [f] on-tour luggage handling;
    [g] gratuities for bellmen, housekeepers, drivers, activity providers and dining room staff;
    [h] scheduled meals (excludes alcoholic beverages); [i] entertainment and activities (as
    determined by Sponsor in its sole discretion); [j] travel taxes associated with the Trip;
    and [k] a $5,000 check to help offset, but not completely eliminate, the tax liability
    associated with accepting the Sweepstakes Prize
    Eligible Vacation Packages
    Adventures By Disney Alaska
    An eight (8) day/seven (7) night vacation to Alaska, including Anchorage, Talkeenta,
    Denali National Park, and Girdwood
    Adventures By Disney Arizona & Utah
    An eight (8) day/seven (7) night vacation to Arizona and Utah, including Sedona, Grand
    Canyon National Park, Monument Valley, Moab, and Arches National Park.
    Adventures by Disney Montana
    A seven (7) day/six (6) night vacation to Montana, including Yellowstone National Park,
    and Big Sky
    Adventures by Disney Wyoming
    A seven (7) day/six (6) night vacation to Wyoming, including Jackson Hole, Brooks Lake,
    Grand Teton, and Yellowstone National Parks.
    Walt Disney World® Resort (for Group with children under the age of 4)
    A seven (7) day / six (6) night vacation package to the Walt Disney World® Resort for the
  • Enter by August 31, 2019

Win a trip to New York City ComicCon

Win a trip to New York City

  • One (1) Grand Prize winner will be randomly selected to win a trip for two (2) to New York, New York for the Seinfeld Experience
  • Enter by August 31, 2019

Win a trip to Austin, Texas

  • One (1) winner will receive roundtrip airfare for two (2) to Austin, TX (ARV$1800), two (2) night stay (ARV$500), Austin Eats Food Tour for two (2) (ARV$180), a helicopter tour for two (2) (ARV$650), a $500 giftcard (ARV$500), $200 Lyft credi (ARV$200), and an Omission swag bag (ARV$170)
  • Enter by August 31, 2019

Win a trip to San Diego, California

  • One (1) verified Grand Prize winner will receive one (1) four (4) day/three (3) night trip to San Diego, CA and San Diego Zoo VIP Experience for winner and one (1) guest. Grand Prize includes: hotel accommodations for three (3) nights, double-occupancy, round-trip domestic coach air transportation (from major airport near winner’s home within the United States), a VIP Experience at the San Diego Zoo with admission for two (2), a custom two-hour “Inside Look Tour” and zoo-themed “gift bag”, one hundred dollars ($100.00) worth of PlayMonster games and twelve hundred fifty dollars ($1250.00) cash for income taxes and spending money (payable to winner in the form of a check) to use at winner’s discretion
  • Enter by August 31, 2019

Win a trip to Tennessee

  • $1,000 Travel Voucher
  • Up to $2,000 hotel accommodations for two adults at Dollywood’s DreamMore Resort and Spa
  • $200 valued Sisk Gemology Reference book set
  • $300 JTV gift card
  • Other Prizes:
  • $100 JTV gift card for 5 winners
  • Enter by August 31, 2019

Win a trip to Orlando, Florida

  • One (1) Grand Prize will be awarded during the Promotion consisting of either option A or option B:
  • Option A: A trip to Orlando, FL for winner and three (3) guests (four (4) total people), including
    a.Round-trip coach air transportation for winner and guests from a major airport, as determined by Sponsor, near the winner’s home within the continental U.S. to Orlando, FL
    b.One (1) double occupancy standard room for four (4) days/three (3) nights
    c.Spending money awarded in the form of an AMEX Gift Card (total spending money will be the remaining amount after booking the flight and hotel accommodations)
  • Option B: One (1) AMEX Gift Card in lieu of the trip to Orlando, FL
  • Enter by September 1, 2019

Win a trip to Napa Valley, California

  • $1100 cash for flights and hotels from
    Gusto di Roma
    Man of Many
    Microbiome Plus
    and David Von
  • One complete Gusto di Roma Package of authentic Italian small bites ($70 value)
  • Men’s and women’s orthotic package from Aetrex
    ($120 value)
  • $100 Microbiome Plus Gift Box
  • Two Lifetime Subscriptions to Journo ($498 value!)
  • $300 Zodiac Watches gift card
  • Read about Santa Rosa craft beer
  • Enter by September 1, 2019

Win a trip to Del Mar, California

  • The prize is a single-day Bask cabana experience at KAABOO Del Mar 2019 in Del Mar, California for the prize winner and up to three (3) guests who are each twenty-one (21) years of age or older on either September 13, 2019, September 14, 2019, or September 15, 2019 (date to be selected by Sponsor in its sole and absolute discretion) (“Prize”). The Prize includes round-trip coach class air transportation from a major commercial airport near Prize winner’s residence to San Diego, California for Prize winner and up to three (3) guests; one (1) night standard accommodations at a Sponsor-selected hotel (two [2] rooms/each double occupancy in Del Mar, California); and up to four (4) single-day Hang Loose passes and up to four (4) single-day Bask cabana passes. Three (3) total Prizes will be available in the Sweepstakes.
  • Enter by September 2, 2019

Win a trip to Breckenridge, Colorado

  • Cash Prize
  • Personalized Gift Bag
  • Enter by September 2, 2019

Win a trip to Tulum, Mexico

  • Round trip flight for two to Tulum/Cancun (max $1000 flight total), 3 nights stay at a Jungle Keva Tulum hotel ($600 max), VETTA $500 gift card, Vrai $200 gift card, Zuzzi $400 gift card, Boyish $200 gift card, Matt & Nat $220 gift card, Krewe $215 gift card, Vitamin A $230 gift card, Stasher $200 gift card, Byta $200 gift card, and Indie Lee products (worth over $230)
  • Read about a trip to Chichen Itza from Cancun
  • Read about a trip to Tulum from Cancun
  • Enter by September 3, 2019

Win a trip to Washington, DC

  • The Grand Prize Winner will receive the following (the “Grand Prize”): a trip for three (3) consisting of: (i) round-trip coach class airfare for Grand Prize Winner and two (2) guests to and from Washington, D.C. from the major U.S. airport nearest Grand Prize Winner’s residence within the 48 contiguous United States and D.C. (as determined by Sponsor in its sole discretion) (ARV: $1,800); (ii) three (3) days/two (2) nights hotel accommodations (one room, quad occupancy, room rate and tax only) (ARV: $565); (iii) $200 spending money; (iv) shuttle service to and from Six Flags America (ARV: $420); (v) three (3) one-day general admissions tickets to Six Flags America valid for 2019 operating seasons ($180); (vi) one THE FLASH Pass Gold valid for three (3) guests ($105); and (vii) all taxes related to accommodations and airfare (ARV: $150)
  • Enter by September 3, 2019

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

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