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Here are this week’s travel contests. There are tons of great sweepstakes to win this week!
You can win trips to a Sandals resort; a dog-friendly trip of your choice; Hawaii; Curacao; Scotland; New York City; Los Angeles, California; the Greek Islands; Breckenridge, Colorado; an RV; England and Scotland; Los Angeles, California; Rhodes, Greece; Croatia; the Dominican Republic; Kenya; Chicago, Illinois; New Orleans, Louisiana; and more.
Good luck! Be sure to subscribe to my weekly newsletter so you don’t miss any sweepstakes, and please share this post with friends who might take you along if they win!
Do you find my weekly travel contest emails useful & have upcoming travel that you need to book? Use my travel resources page to make your bookings! There’s no cost to you, and you’ll be supporting my site. Thanks!
Win a Sandals resort stay – NEW & Updated for Q2, so you can enter again!
- There will be one (1) Grand Prize awarded following the conclusion of the Promotion Period. The Grand Prize Winner (“Winner”), upon confirmation of eligibility, will receive a 4-day/3-night “All-Inclusive” vacation package for two (2) adults (for travel a year from the printed prize certificate) to a Sandals Resort or Beaches Resort of Winner’s choice (excluding Sandals Royal Plantation, Sandals Barbados, Sandals LaSource and Sandals Emerald Bay) (“Prize” or “Grand Prize”). The Prize includes one room (double occupancy) Deluxe Suite and “All-Inclusive” amenities offered at the selected or designated resort, including local airport transfers, unlimited food and beverages (including premium brand drinks), an array of land and water sport activities (scuba diving for certified divers), daily and nightly entertainment, Wi-Fi in all rooms and public areas, resort gratuities and resort taxes.
- open and offered only to legal residents of the USA and Canada, who are at least eighteen (18) years of age
- Enter by June 30, 2025
Win a dog-friendly trip of your choice
- Enter for a chance to win a 4-day getaway to one of 10 dog-friendly destinations of your choice! Choose from Orange County, Miami Beach, Denver, Seattle, San Antonio, Nashville, Miami, Palm Springs, Phoenix, or Austin. You could also win a dog-friendly essentials gift box to upgrade your next adventure! Plus, everyone who enters gets exclusive discounts on pet-friendly experiences and CESAR® products.
- open only to legal residents of the 50 United States and the District of Columbia, eighteen (18) years of age
- Enter by July 29, 2025
- There will be one (1) Grand Prize available. The Grand Prize Winner (“Winner”), upon the Administrator’s confirmation of eligibility, will receive a 4-day/3-night trip for two (2) people in Kauai, Hawai’i (the “Location”) (“Grand Prize” or “Prize”). The Grand Prize package includes:
- -Two (2) roundtrip standard economy airfare tickets from a major commercial airport in the USA, near the Winner’s primary residence and the Location, as determined by Sponsor.
- -Standard hotel accommodations at 1 Hotel Hanalei Bay for three (3) nights (double occupancy rooms; room and tax only).
- -Daily breakfast at the hotel.
- -Four (4) pairs of OluKai footwear (2 per traveler)
- open to legal residents of the USA who are at least eighteen (18) years of age
- Enter by June 15, 2025
- Win a 3-night complimentary stay for two adults at Renaissance Wind Creek Curacao Resort.
- Enter by June 15, 2025
- The prize includes a trip to St. Andrews for winner and three (3) travel companions .
- Prize package includes round trip, coach-class air transportation for winner & their guests from a major airport near winner’s home (determined by Sponsor in its sole discretion) to Edinburgh Airport (EDI) valued at two thousand seven hundred ($2,700.00) USD (based on sample New York, JFK departure) (if the winner is UK based, flight will be from a major UK airport and will be valued at seven-hundred fifty [£750] GBP [subject to change]), three (3) nights’ hotel accommodations valued at one-thousand five-hundred ($1,500) USD, and one round of golf each day for winner & their guests, tee times valued at eight hundred ($800) USD for October 7th and 8th.
- must be a legal resident of the United States, the United Kingdom or Canada (excluding Quebec) at age of majority and at least 18 years of age
- Read about the best craft beer in Glasgow, Scotland
- Read about a day trip to Bothwell Castle from Glasgow
- Read about the Clydeside Distillery
- Read about the Museum of Edinburgh
- Read about the People’s Story Museum
- Read about the Museum on the Mound
- Read about craft beer in Edinburgh
- Enter by June 29, 2025
Win a trip to New York City (no donation required)
- What You Can Win
Two tickets to see BLACKPINK at their SOLD-OUT show at Citi Field in New York on July 26, 2025
Round-trip airfare and hotel accommodations for you and a guest - Open worldwide
- Enter by June 29, 2025
Win a trip to Los Angeles, California (no donation required)
- What You Can Win
Two VIP tickets to see Shinedown at the Kia Forum on August 3, 2025
Meet-and-greet with the band
Signed merch pack
Round-trip flights to Los Angeles for you and guest
Hotel accommodations for two nights - Open worldwide
- Enter by July 13, 2025
Win a trip to the Greek Islands (no donation required)
- 7 Night Idyllic Aegean Cruise around Eastern Mediterranean for Two including Santorini and Mykonos
- Roundtrip flights for two to/from Athens, Greece booked through OneAir.ai, up to $3,000
Journey Dream Suite
Port charges/gratuities
Complimentary dining
Premium drinks package
Complimentary $160 shore excursion discount
1hr wi-fi
25% speciality dining discount
1 Pre Cruise Night & 1 Post Cruise Night in Athens Capital Center Hotel MGallery Collection. - open only to legal residents of the United States of America who are 18 years old or older excluding residents of Rhode Island, Florida, and all United States Territories
- Enter by September 30, 2025
Win a trip to Breckenridge, Colorado
- 12 Monthly Winners will receive:
- Four nights at the Grand Colorado on Peak 8 in a one-bedroom residence.
$1,000 cash to spend on travel, souvenirs and more!
$150 resort credit that can be used on food, drinks and spa treatments. - Must be 21 years of age or older at time of entry to be eligible for this contest and a legal resident of the fifty United States and Washington, D.C.
- Enter by November 30, 2025
- There are four (4) Grand Prize RV Winners (up to a $20,000 credit towards each). The $20,000 prize is a credit towards an RV purchase at Camping World/affiliated locations. The Prize Winner may use up to $20,000 on the purchase of an RV of their choice at their nearest Camping World. The Prize Winner will be responsible for the financing of the remaining balance of the RV if the cost of the RV exceeds $20,000. Any remaining balance of the credit will be forfeited and cannot be redeemed for cash
- open to all legal residents of the 48 contiguous United States and the District of Columbia (excluding Alaska, Hawaii, and Puerto Rico), who are eighteen (18) years of age or older
- Enter by December 31, 2025
Win a trip to England and Scotland
- The eligible entrant designated as the grand prize winner shall be awarded a 6-day, 5-night trip, scheduled July 23, 2025 through July 29, 2025, for the winner and one (1) guest (age 21 or older) to the United Kingdom (England and Scotland). Travel dates shall be as solely determined and designated by Sponsor (subject to change based on availability), and all travel must be booked a minimum of 14-days prior to first date of travel. The grand prize trip has a maximum retail value not to exceed $8,600, and includes:
- · Roundtrip multi-segment coach-class airfare for the winner and one (1) guest (21 years of age or older) from:
- o The nearest major metro airport to the winner’s home (as designated by Sponsor) to Scotland (EDI or INV airport, as designated by Sponsor) departing July 23, 2025;
- o Scotland (EDI or INV airport, as designated by Sponsor) to London, England (GTW or LHR, as designated by Sponsor) departing July 26, 2025;
- o London, England (GTW or LHR, as designated by Sponsor) returning to the origination airport nearest to the winner’s home (as designated by Sponsor) departing July 29, 2025.
- · Two (2) nights in a standard double-occupancy hotel (one room) in the greater Inverness or Elgin, Scotland metro areas, checking in on July 24, 2025, and checking out on July 26, 2025;
- o Hotel and dates of stay as solely determined and designated by Sponsor based upon availability.
- · VIP tour for the winner and one (1) guest (age 21 or older) of the Glen Moray distillery in Elgin, Scotland scheduled for July 25, 2025;
- o Tour date and time as solely determined and designated by Sponsor, subject to availability.
- · Three (3) nights in a standard double-occupancy hotel (one room) in the greater London or Sunningdale, England metro areas, checking in on July 26, 2025, and checking out on July 29, 2025;
- o Hotel and dates of stay as solely determined and designated by Sponsor based upon availability.
- · Two (2) grounds passes to the Senior Open in Sunningdale, England scheduled to take place on July 27, 2025;
- o Ticket type and date of entry as solely determined and designated by Sponsor, subject to change based upon availability.
- · One (1) $500 gift card toward ground transportation and incidentals.
- o Gift card subject to the terms and conditions, including any expiration, of the issuing gift card provider policy.
- open only to legal residents of the (50) U.S. and D.C., who are age 21 or older
- Read about the best craft beer in Central London
- Read about things to do for Christmas & New Years in London
- Read about attending an Arsenal match in London
- Read about Billingsgate Roman House & Baths in London
- Read about the London Mithraeum
- Read about the London Amphitheater
- Read about the Bank of England Museum
- Read about St Dunstan in the East Church Garden
- Read about the Bermondsey Beer Mile
- Read about craft beer in the City of London
- Read about craft beer in East London – Tower Hamlets
- Read about craft beer in East London – Hackney
- Read about craft beer in Camden
- Read about craft beer in Walthamstow
- Read about craft beer in Richmond
- Read about the Postal Museum & Mail Rail in London
- Read about cocktail bars in London
- Read about the best craft beer in Glasgow, Scotland
- Read about a day trip to Bothwell Castle from Glasgow
- Read about the Clydeside Distillery
- Read about the Museum of Edinburgh
- Read about the People’s Story Museum
- Read about the Museum on the Mound
- Read about craft beer in Edinburgh
- Enter by June 15, 2025
Win a trip to Los Angeles, California
- 3 Nights at The Line LA (accommodations for 2)
$500 AMEX Gift Card for travel
Guided foodie tour of Downtown LA
$100 gift card for brunch at Openaire - 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by June 15, 2025
Win an all-inclusive stay in Rhodes, Greece (airfare not included)
- The prize is a 7-night family stay at Princess Andriana Resort & Spa for 2 adults and 2 children (aged 16 years or under). Daily breakfast, lunch and dinner for four, at the resort’s main restaurant, is also included, along with access to the Mini Club and a range of family sporting activities.
- Your vacation can be taken between 30 September 2025 and 30 June 2026, subject to availability.
- Enter by June 19, 2025
Win a stay in Croatia (doesn’t include airfare)
- 4-night stay for two at Hyatt Regency Zadar in Croatia, with breakfast daily, roundtrip airport transfers to and from Zadar airport and a half-day private guided tour of Zadar, known for its stunning Adriatic sunsets, the Sea Organ, and Roman ruins, Zadar offers a unique blend of ancient and modern attractions within a charming, walkable old town.
- open to anyone who is at least twenty-one (21) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in and a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by June 20, 2025
Win a stay in the Dominican Republic (doesn’t include airfare)
- Your prize includes:
- ·4-night all-inclusive stay for two at Zel Punta Cana, the first lifestyle resort in Punta Cana, Dominican Republic, inspired by the energy of the Mediterranean lifestyle, in partnership with Spanish tennis legend Rafa Nadal. Here, everything flows: relax, activate your body, nourish your mind, and live to the rhythm of your own well-being, in your home in the Caribbean.
- •Unlimited dining, drinks, and curated experiences.
•Access to non-motorized water sports (i.e. kayaking, snorkeling, sailing, scuba lessons).
•Full access to ZelGym with yoga, meditation areas, and fitness classes.
•Use of tennis courts, volleyball, and a nearby 27-hole golf course.
•Direct access to the white sands of Bavaro Beach. - open to anyone who is at least 21 years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in and a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by June 20, 2025
- Luxury 5-Night All-Inclusive Safari for Two: Stay in Asilia’s premier safari lodges across Kenya
$5,000 Travel Credit: Apply towards flights, transfers, or additional luxury accommodations
Unforgettable Wildlife Encounters: Witness the Big 5 and the last two remaining Northern White Rhinos - Open to USA & UK residents
- Enter by June 21, 2025
Win a trip to Chicago, Illinois
- 3 nights at the deluxe The LaSalle Chicago, Autograph Collection
$500 AMEX Gift Card for travel
Champagne Tasting for 2 at Pops for Champagne
$100 gift card for brunch at Ceiba’s
$100 gift card for pick your own pizza tour with Chicago Pizza Tours - 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
- Enter by June 23, 2025
Win a trip to New Orleans, Louisiana
- Three (3) consecutive nights’ accommodations (one room/double occupancy) for winner and a travel companion at The Ritz-Carlton, New Orleans with check-in on July 20 or 21, 2025; ARV $1800
A travel stipend of $800, provided in the form of a Visa gift card or similar, upon arrival to New Orleans; ARV $800
Dinner and cocktails for two (2) at Cure; ARV $200
Dinner and cocktails for two (2) at Jewel of the South; ARV $200
Two tickets to see and hear live jazz at Preservation Hall; ARV $100
VIP Access for two (2) to the 2025 Tales of the Cocktail; ARV $300
Roundtrip ground transportation between airport and hotel in Louisiana, if needed; ARV $300 - open only to legal residents of the 48 contiguous United States of America and the District of Columbia who are at least 21 years of age
- Enter by June 25, 2025
Go on an adventure at home or when you’re away with a tour or activity via Get Your Guide.
Which travel giveaway are you most excited about winning this week?
Do you have upcoming travel that you need to book? Use my travel resources page to make your bookings! There's no cost to you, and you'll be supporting my site. Thanks!
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!
