Sweepstakes Power Search

Vacation Sweepstakes


Found 26 total

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KeeptheSweep is the first and only Web site to offer a new alternative for taxes when winning sweepstakes. Whether it’s a sweepstakes for an exotic car, vacation getaway, or multi-million dollar dream home, we help contestants like you with the tax burden of winning prizes. By becoming a member and adding your preferred sweepstakes to your account, you gain the comfort of knowing there’s guaranteed financial support with taxes on your winnings.

Restrictions: 18+ US
Limit: Unlimited
Added: 12-06-2018
Expires: 12-31-2019 11:59 PM EST
Hits: 1641
Category: Tools


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Enter the Elle/Hearst Magazines European Vacation Giveaway. Enter to Win a check for $100,000. Pack your bags and explore the beautiful cities of Europe. Whether you are shopping, site-seeing or enjoying mouth-watering food, you will have the time of your life. Enter now for your chance to win $100,000 for the ultimate European getaway. Limit one (1) entry per person and per email address, per day, per unique brand presentation for Sweepstakes regardless of method of entry.

Restrictions: 13+ US, DC
Limit: Per Person / Per Email / Per Day
Added: 09-27-2018
Expires: 01-31-2020 11:59 PM EST
Hits: 13009
Category: Daily


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Enter the VisitOrlando Family Vacation of Your Dreams Sweepstakes. No place can inspire incredible stories quite like Orlando. It’s a destination filled with wonder and adventure, where children and grownups alike can let their imagination soar. A place where you can reconnect with what matters most and fill your days with one-of-a-kind experiences you’ll never forget. A city built on magic and dreams — and now, we want to bring you and your family to Orlando as our guest for the vacation of a lifetime.

The winner will receive:



Round trip airline tickets to Orlando for winner and up three (3) guests

Five (5) day, four (4) night stay at JW Marriott Orlando, Grande Lakes, including one Breakfast for four and Eco tour.

Eight (8) single-day theme park tickets to your choice of Walt Disney World Resort, Universal Orlando Resort or SeaWorld Orlando

The full-size rental vehicle for five (5) days provided by Enterprise Rent-a-Car

It’s your chance to create your own Orlando story — one that will live on long after your vacation draws to a close, told through wide smiles, heartwarming joy, and priceless memories. Enter now to take the first steps toward making your Orlando dreams come true! Approximate Retail Value (“ARV”) of Trip: USD $3,700 (CAD $4,783, based on sample Toronto departure).

Come back daily to enter the VisitOrlando Family Vacation of Your Dreams Sweepstakes. There is a total of 5 prizes!

Restrictions: 21+ US, Canada
Limit: 1 Per Person / Per Day
Added: 10-01-2018
Expires: 01-03-2020 11:59 PM EST
Hits: 8225
Category: Daily


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Enter to win the Travel Channel New Orleans Vacation Sweepstakes. The Grand Prize Winner will receive the following (the “Grand Prize”): Ten Thousand Dollars ($10,000) presented in the form of a check. Approximate retail value (“ARV”) of the Grand Prize: $10,000.
One (1) potential Grand Prize Winner (the “Grand Prize Winner”) will be selected in a random drawing from among all eligible entries on approximately February 4, 2019, and will be contacted by phone or email on or about three (3) business days following the drawing. Come back daily to enter the Travel Channel New Orleans Vacation Sweepstakes.

Restrictions: 21+ US
Limit: 1 Per Person / Per Day
Added: 12-03-2018
Expires: 01-02-2019 11:59 PM EST
Hits: 2889
Category: Daily


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Enter the Vistana Ultimate Vacation Experience Sweepstakes. If you are an SPG member, you can win a whopping 50,000 SPG points. If you are not a member, you can register for free (see rules). Prize Package includes 50,000 SPG points that can be used toward, but not limited to the following: Hotel stays at over 6,700 extraordinary hotels across 29 brands; VIP experiences through SPG Moments; Airline Flights Shopping. Members can enter each quarter in 2018 for a chance to win the featured vacation experience!

Restrictions: 21+ US, DC & PR
Limit: 1 Per Person
Added: 10-04-2018
Expires: 12-31-2018 11:59 PM EST
Hits: 525
Category: One Entry


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Enter the CruiseShipCenters Dream Vacation 2019 Sweepstakes. One (1) winner will receive one (1) 7-night cruise for two (2) persons to the Caribbean. The prize includes one (1) standard outside stateroom for two (2) people with most onboard meals, activities, and entertainment included. This prize also includes roundtrip economy airfare for two (2) people, departing from a major American, Canadian or Mexican gateway city closest to the entrant’s residence.
The estimated retail value of the Prize is up to USD$5,000.00.

Restrictions: 21+ US
Limit: 1 Per Person
Added: 11-09-2018
Expires: 11-05-2019 11:59 PM EST
Hits: 802
Category: One Entry


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Announcing the Disney Vacation Club Connect to the Magic Sweepstakes. In celebration of the new Disney film Ralph Breaks the Internet, Disney Vacation Club is sending one lucky winner and their guest(s) to discover a new world.
Watch a short video and complete the registration form for your chance to win your choice of one of the following vacation prizes*:


Walt Disney World Resort: 5-day, 4-night vacation for the winner and up to 3 Guests. The ARV of the Walt
Disney World Resort Vacation is $11,576.

Disneyland Resort: 5-day, 4-night vacation for the winner and up to 3 Guests. The ARV of the Disneyland Resort Vacation is $12,768.

Aulani, Disney Vacation Club Villas, Ko Olina, Hawai?i: 5-day, 4-night vacation for the winner and up to 3 Guests. The ARV of the Aulani, Disney Vacation Club Villas Vacation is $13,910.

Disney Cruise: 3-night Bahamian cruise for the winner and up to 3 Guests on the Disney Dream. The ARV of the Disney Cruise Line Vacation is $12,340.

Adventures by Disney: 7-day, 6-night vacation for the winner and 1 Guest to Costa Rica. The ARV of the Adventures By Disney Vacation is $14,896.00.

Restrictions: 18+ US
Limit: 1 Per Person
Added: 11-12-2018
Expires: 01-09-2019 11:59 PM EST
Hits: 1054
Category: One Entry


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Enter to win the Breckenridge Grand Vacations Dream Trip Giveaway. 3 prizes will be awarded. Each winner will receive 5-nights lodging in a Master One-Bedroom Residence
at Grand Lodge on Peak 7 and $2,000 cash. The prize can be redeemed through 04/30/2020. Lodging is
based on promotional availability. Lodging is not available on holidays or peak times, including but not
limited to: 12/23/18 - 1/2/19, 1/13/19 - 1/16/19, 2/16/19 - 2/20/19, 3/10/19 - 3/30/19, 7/3-7/4/19,
12/23/19 - 1/2/20, 2/16/20 - 2/20/20, 3/10/20 - 3/30/20.

Restrictions: 21+ US
Limit: 1 Per Person
Added: 11-17-2018
Expires: 12-17-2018 11:59 PM EST
Hits: 838
Category: One Entry


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Make your holidays happier, enter for a chance to win a vacation to Cancun.

Have a very happy holiday season! And we plan to make it even happier for the winner of this giveaway and their guest with a vacation to Reflect Krystal Grand Cancun where they'll be treated to Unlimited-Luxury®. Every meal or snack at six dining options and each delicious cocktail poured at five bars and lounges is included as well as endless activities to create perfect memories. Also included in this vacation are round trip air travel and round trip airport/hotel transportation. Enter from December 1, 2018, through December 31, 2018, for a chance to win a Southwest Vacations® package for two, which includes:

Round trip air travel on Southwest Airlines® for winner and one (1) guest to Cancun International Airport (CUN).

Four-night double accommodations at Reflect Krystal Grand Cancun.

Round trip airport/hotel transfers.

Restrictions: 13-29 US
Limit: 1 Per Person
Added: 12-08-2018
Expires: 12-31-2018 11:59 PM EST
Hits: 471
Category: One Entry


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Enter to win A TripBeat Voucher which may be redeemed for up to a seven (7) night

(one week) stay for two (2) adults at a choice of resort rentals in destinations around the world (destination,

travel time, and unit type/size all subject to availability; black-out dates may apply). TripBeat Voucher must

be redeemed (i.e., travel booked) by November 30, 2019, and is applicable for one (1) resort stay only, up to a total cost of $1,000.r. Winner will also receive one (1) Two

Thousand Five Hundred Dollar ($2,500) Visa Prepaid Reward. Various monthly prizes.

Restrictions: 25+ US
Limit: 1 Per Person / Per Day
Added: 02-21-2018
Expires: 01-31-2019 11:59 PM EST
Hits: 31266
Category: Daily


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Enter the Redbook $100,000 Dream Big Sweepstakes! Take your family on the vacation of a lifetime! Pack your bags and head off to a summer house or to explore a new city. Treat yourself – and them; you all deserve it. Enter now for your chance to win $100,000 for the perfect family getaway.

Restrictions: 18+ US, DC
Limit: 1 Per Person / Email
Added: 04-12-2018
Expires: 01-31-2020 11:59 PM EST
Hits: 39751
Category: Daily


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Enter to win (1) vacation prize during the applicable Sweepstakes Period. *Transportation not included.

Restrictions: 18+ US and Canada (exc Quebec)
Limit:
Added: 01-05-2007
Expires: Ongoing
Hits: 6900
Category: Monthly


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Try Your Luck on Allegiant’s Sesame Street Live Tour Sweepstakes. One (1) family vacation package for four (4) awarded in the form of four (4) $250 vouchers for Allegiant tickets. Total ARV of prize: $1,000.

Restrictions: 18+ US
Limit: 1 Per Person
Added: 03-21-2018
Expires: 12-22-2018 11:59 PM EST
Hits: 838
Category: One Entry


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Enter the Branson Show Tickets Giveaway. You can win a Banson Missouri vacation! Drawings held monthly. Enter once and you're automatically eligible for the next 12 drawings!
Monthly Grand Prize Giveaway Includes:

Four (4) Days/three (3) Nights at the Fall Creek Inn & Suites
Two (2) Tickets to Dolly Parton's Stampede
Two (2) Tickets to Grand Jubilee
Two (2) Tickets to Inspiration Tower
Photo session for two (2) at Branson's Famous Old Time Photos.

Restrictions: 18+ US, DC
Limit: 1 Per Person
Added: 07-27-2018
Expires: 12-31-2018 11:59 PM EST
Hits: 451
Category: One Entry


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Enter the Horizon Magazine Trip to Jamaica Giveaway. Win a 4-Day/3-Night Luxury Included vacation for two at Half Moon Resort. You and a guest can win a 4-day/3-night stay (accommodation ONLY) at the luxurious Half Moon plus roundtrip airfare to Montego Bay to enjoy one of the island’s finest high-end resorts. ARV $3,500

Restrictions: 18+ US
Limit: 1 per Person + Share
Added: 12-04-2018
Expires: 01-10-2019 11:59 PM EST
Hits: 636
Category: One Entry


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Enter to win the SkiMag My Switzerland Sweepstakes. Enjoy a vacation in Engelberg-Titlis, the largest winter vacation destination in Central Switzerland. You'll stay in Hotel Terrace, an Art Nouveau hotel built in 1903 where you'll receive breakfast and dinner, a 7-day ski pass for the region and free public transportation for all of Switzerland.

You Could Win

7 overnights in Hotel Terrace for two persons
half board (breakfast and dinner)
7-day ski pass
8-day Swiss Travel Pass first class (unlimited public transportation in Switzerland).
ARV: $3000.

Restrictions: 21+ US
Limit: 1 Per Person
Added: 10-10-2018
Expires: 12-31-2018 11:59 PM EST
Hits: 588
Category: One Entry


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Enter The DELSEY Bon Voyage to the Bahamas Sweepstakes. There will be one (1) Grand Prize awarded following the conclusion of the Sweepstakes
Period. The Grand Prize Winner, upon confirmation of eligibility will receive the
following described prizes (a)-(d):
(a)a 4-day/3-night Luxury Included® vacation package (“Vacation Package”) for
two (2) adults (i.e. Winner plus a guest who is at least twenty-one (21) years of age)
to one of the two Sandals Resorts located in The Bahamas, provided by Unique
Travel Corp, the worldwide representative of Sandals Resorts (a “Prize Provider”)
(Approximate Retail Value “ARV” $3,250).

Restrictions: 21+ US
Limit: 1 Per Person
Added: 11-12-2018
Expires: 12-31-2018 11:59 PM EST
Hits: 843
Category: One Entry


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Enter the FitStays $1,000 Resort Giveaway. Win $1,000 toward your 2019 fitness vacation!
FitStays is the internet’s largest directory of fitness resorts, diet retreats, health resorts, and luxury wellness spas. One of the biggest reasons people avoid healthy vacations is the cost; FitStays wants to fix that.
Enter our contest for a chance to win $1,000 toward a trip to a fitness and health vacation.

Restrictions: 18+ (48) US (ex NY, RI, FL)
Limit: 1 per Person + Bonus
Added: 12-04-2018
Expires: 12-28-2018 11:59 PM EST
Hits: 349
Category: One Entry


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Enter to win the Wagner Telluride Giveaway. In celebration of ski season, we're giving away the ultimate dream vacation to Telluride this winter. The prize package includes over $5,000 worth of gear and experiences, including:
Wagner Custom Skis ($2,000 gift card)
One day of heli-skiing with Telluride Helitrax
Lift tickets for two at Telluride Ski Resort
Two night stay at Madeline Hotel & Residences
Men or Women's Marmot outerwear kit + gloves
Over 600 Bobo's bars and bites.

Restrictions: 18+ US
Limit: 1 Per Person
Added: 12-09-2018
Expires: 12-17-2018 11:59 PM EST
Hits: 283
Category: One Entry


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Take surveys for i-Say points and redeem them for the rewards of your choice. The number and types of products you can redeem is unlimited, promising a reward 'just right' for you. Plus, every time you complete a survey, you're automatically entered into a drawing to win prizes like Caribbean vacations, luxury prize packages and more!

Restrictions: 18+ US
Limit: 1 Per Person
Added: 12-10-2018
Expires: 12-31-2018 11:59 PM EST
Hits: 1890
Category: Survey