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Here are this week’s travel contests!
You can win trips & prizes such as Arizona, the MLB All-Star Game in Philadelphia, Pennsylvania; an all-inclusive Sandals resort stay; Bozeman, Montana; Big Sur, California; the 2026 World Cup Final and a stay at the stadium; a $10,000 custom trip; an RV; Chicago, Illinois; Switzerland; Barcelona, Spain; a cruise; Orlando, Florida; Cape Breton, Florida; England, Italy; a resort stay; San Diego, California; Lake Tahoe, California; the World Cup Final, Margaritaville resort and a cruise; a World Cup Match; Nashville, Tennessee; Rio de Janiero, Brazil; Fiji; the World Cup; the 2027 NBA Finals; an adventure trip; a Carnival gift card; Chicago, Illinois; Traverse City, Michigan; and more. See all sweepstakes sites for specific terms and conditions.
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- Up to four (4) 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 Fairmont Scottsdale Princess for four (4) nights (quad occupancy room; room and tax only).
Daily breakfast at the hotel.
$500 F&B Credit at Bourbon Steak by Michael Mina
Four (4) pairs of OluKai footwear (1 per traveler) - open to legal residents of the USA who are at least eighteen (18) years of age or have reached the age of majority in their respective state of residence
- Read about craft beer in Tempe
- Read about craft beer in Goodyear
- Read about craft beer in Avondale
- Read about craft beer in Litchfield Park
- Read about craft beer in Mesa
- Read about craft beer in downtown Phoenix
- Read about the S’edav Va’aki Museum
- Read about cocktail bars in Tempe
- Enter by June 21, 2026
Win a trip to the MLB All-Star Game in Philadelphia, Pennsylvania
- two (2) tickets for winner and one (1) guest to the 2026 T-Mobile Home Run Derby in Philadelphia, PA
- two (2) tickets for winner and one (1) guest to the 2026 MLB All-Star Game presented by Mastercard in Philadelphia, PA
- $2,000 in the form of a check to be used toward transportation and lodging
- Open to residents of the fifty (50) United States, DC, and Canada (excluding Quebec), 18+
- Enter by June 30, 2026
Win a Sandals resort stay (new for Q2, previous entrants 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. “All-Inclusive” amenities are subject to change and are to be determined by Sponsor in its sole discretion. The Grand Prize will be issued in the form of a prize certificate redeemable by filling in requested information and mailing back to the address indicated. The Grand Prize Winner must call the given telephone extension on the prize letter to arrange trip details. Note: Airfare is not included
- 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, 2026
Win a trip to Bozeman, Montana
- a trip for one (1) to participate in the Field & Stream Yellowstone Fish Camp featuring Field & Stream Lodge in Bozeman, Montana, including:
- three (3) nights’ single-occupancy accommodation at the Field & Stream Lodge in Bozeman, Montana (resort taxes and fees included)
$800 prepaid Mastercard for airfare and/or transportation
all food and beverages at the Lodge and during fishing excursions
multi-day guided and self-guided fishing excursions (subject to weather conditions)
$500 Sportsman’s Warehouse gift card for fishing gear and equipment
one (1) year Field & Stream Premium Membership - Open to residents of the fifty (50) United States and DC (excludes RI), 21+
- Enter by August 31, 2026
Win a trip to Big Sur, California
- $4,000 gift card for Alila Ventana Big Sur
$3,000 in spending funds - Open to residents of the fifty (50) United States and DC, 18+
- Enter by August 31, 2026
Win a trip to the 2026 World Cup Final and a stay at the stadium
- Grand Prize (1 Winner)
A once-in-a-lifetime FIFA World Cup 2026™ Final experience. Wake up inside the stadium and be among the first fans on match day, thanks to Visa and Marriott Bonvoy. - Winner and a guest will head to the FIFA World Cup 2026™ Final Match on July 19, 2026, with an experience that goes far beyond the match.
Experience includes: - One-night stay inside the New York New Jersey Stadium, transformed into a Marriott Hotels room.
Two tickets to the FIFA World Cup 2026™ Final Match.
Official FIFA World Cup 2026™ merchandise.
Three nights’ accommodation in the New York/New Jersey area at a Marriott Bonvoy property
Round-trip flights for two.
Transportation throughout the weekend - Weekly First Prizes (4 Winners)
Get closer to the action. - Win a trip for two to the FIFA World Cup 2026™ Quarterfinal in Miami, Florida.
Experience includes:
Round-trip flights for two.
Three nights at a Marriott Bonvoy property in the Miami area.
Two tickets to attend one quarter-final match. - open only to legal residents of the 50 U.S. & DC & Puerto Rico, Canada, Austria, France, Germany, Netherlands, Spain, Switzerland, United Kingdom, South Africa, India, Japan, South Korea, Argentina (excluding Mendoza, Neuquén, Salta, Rio Negro, & Tierra del Fuego), & Brazil (the “Eligibility Area”) who are Marriott Bonvoy members at least 18 years of age
- Enter by June 16, 2026
- We’ve based the value of this trip ($10,000) on trip expenses for a family of four, allowing for generous coverage. You will be able to adjust the details of your trip (number of attendees, length of trip etc), which may impact cost. If the cost exceeds $10,000, you’ll pay the difference. The Travel Specialist can help you plan your trip based on your needs.
- The winner must be a U.S resident, 18 years or older.
- Enter by September 30, 2026
- There are four (4) Grand Prize RVs ($10,399 each), with one (1) Grand Prize will be awarded for each of the four (4) Entry Periods, as outlined in the chart below in Section 4. The Grand Prize is a 2026 Keystone Coleman 13B travel trailer (the “Grand Prize RV”), with an MSRP of $10,399.00. Total ARV of all prizes: $41,596.00
- 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, 2026
Win a trip to Chicago, Illinois
- one (1) trip for winner and one (1) guest to Chicago, Illinois to attend a Chicago Cubs home game on July 4, 2026 at Wrigley Field, including:
- round-trip coach airfare for two (2) from nearest major airport to Chicago, Illinois
two (2) nights hotel accommodations (single room, double occupancy)
two (2) tickets to the Chicago Cubs game
two (2) Chicago Cubs jerseys
one (1) $100 Uber gift card
one (1) $100 prepaid bank gift card
Omaha Steaks For a Year package (four shipments of Omaha Steaks Triple Crown Combo including ribeye filets, filet mignons, top sirloin filets, classic burgers, and seasoning) - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 18+
- Enter by June 7, 2026
- roundtrip airfare for two (2) to Switzerland
- one (1) premium SWISSGEAR luggage set
- one (1) $1,500 USD travel stipend
- Open to residents of the fifty (50) United States, DC and Canada, 18+
- Enter by June 15, 2026
Win a trip to Barcelona, Spain (no donation required)
- There will be 1 Prize awarded (“Prize” and/or “Prizes”), consisting of all the following:
- Up to $3,000 towards Roundtrip airfare to Barcelona and local transportation in Barcelona
Up to $750 towards Hotel Accommodations
2 Tickets to see The Weeknd in Barcelona, Spain on September 1, 2026 - 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
- Read about craft beer in Barcelona, Spain
- Read about attending a Barcelona soccer match
- Read about visiting La Sagrada Familia in Barcelona
- Read about visiting the Gothic Quarter of Barcelona
- Read about an amazing meal at Disfrutar in Barcelona
- Enter by July 21, 2026
- one (1) $1,500 Royal Caribbean gift card redeemable toward a Royal Caribbean cruise
one (1) $600 Kayak gift card intended for round-trip airfare for two (2) people
one (1) $300 Royal Caribbean gift card for onboard dining and beverage expenses - Open to residents of the fifty (50) United States and DC, 21+
- Enter by July 31, 2026
Win a trip to Orlando, Florida (enter daily)
- five (5) day / four (4) night trip for winner and up to three (3) guests to Universal Orlando Resort in Orlando, Florida, including:
- round-trip economy airfare for winner and guests from nearest major airport to Orlando, Florida
four (4) nights hotel accommodations (one (1) room, quadruple occupancy) at Universal Terra Luna Resort or another Universal Orlando Resort hotel
ground transportation to and from airport and hotel in Orlando, Florida
Universal Orlando 4-Day Park-to-Park admission for Universal Studios Florida, Universal Islands of Adventure, Universal Epic Universe, and Universal Volcano Bay - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 18+
- Enter by June 4, 2026
Win a trip to Cape Breton, Canada
- 1 round of golf at each Cabot Cape Breton course (Cabot Cliffs, Cabot Links, and The Nest)
2 nights of luxury accommodation at Cabot Cape Breton
Round-trip ShipSticks club shipping service per person
$500 airline flight credit per person - Open to legal residents of Canada, excluding Quebec and legal residents of the District of Columbia and the 50 US states except Arizona who are age of majority in the province or territory of residence
- Enter by June 5, 2026
Win a trip to the British Open in England
- One (1) Grand Prize winner (“Winner”) will receive a trip package for two (2) people, Winner and one (1) guest (the “Guest”), to Southport, England to attend The 154th Open at Royal Birkdale from July 15, 2026 to July 20, 2026. Grand Prize trip package (the “Grand Prize”) includes:
- Round-trip, coach-class air-transportation for Winner and Guest to Southport, England (upto $5,000*) from a major airport within the 50 United States nearest theWinner’s residence as determined by Sponsor;
- Five (5) nights hotel accommodations based on a single room with double occupancy at ahotel of Sponsor’s choice;
- Two (2) 4-day tickets to The 154th Open at Royal Birkdale (the “Event”) including access to the Mercedes-Benz hospitality area;
- Breakfast and lunch at the Mercedes-Benz hospitality area at Event;
- Access to planned evening dinners and activities during stay;
- Round-trip transfers to/from destination airport and hotel; and
- Round-trip transfers to/from hotel and Event and planned evening activities.
- open only to participation by legal residents of the 50 United States, including the District of Columbia, who are age 18 or older and the age of majority in their state of residence (age 19 and older in Alabama and Nebraska; age 21 and older in Mississippi)
- Enter by June 7, 2026
Win a tour of Italy (airfare not included)
- Enter for a chance to explore Rome, Florence, Cinque Terre, Venice, and more on an unforgettable journey through Italy’s iconic landmarks, charming towns, and breathtaking landscapes.
- 10 nights in superior accommodation
10 meals, including daily breakfast
Transportation in a deluxe AC motor coach
Train journeys to Pisa, Cinque Terre & Orta Ferry from Santa Margherita Ligure to Portofino
Boat rides in Venice & St. Giulio
Guided city tours of Rome, Florence, Venice & Perugia
Murano glasswork demonstration in Venice
Entrance fees as per itinerary
Services of a bilingual/English-speaking tour guide - 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)
- Read about pasta restaurants in Rome
- Read about the best food to eat in Rome
- Read about tiramisu in Rome
- Read about platters in Rome
- Read about things to do in Rome
- Read about craft beer in Rome
- Read about cocktail bars in Rome
- Read about a food tour in Rome
- Read about golf cart tours in Rome
- Read about hop on, hop off buses in Rome
- Enter by June 8, 2026
- ENTER FOR A CHANCE TO WIN A 7-NT LUXURY RESORT STAY!
- Ready for the getaway you’ve been dreaming of? This is YOUR chance!
- We’re giving away 7 nights of luxury resort accommodations for up to 4 travelers — yes, you read that right!
- What You’ll Win:
7 nights at a luxury resort
Stay at one of 3,500+ resorts worldwide
Choose from top U.S. destinations or exotic international escapes
Options include both easy drive-to getaways & bucket-list fly-to vacations - 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 9, 2026
Win a trip to San Diego, California
- round-trip economy airfare for two (2)
three (3)-day / two (2)-night hotel accommodations (one standard room, double occupancy)
two (2) tickets to the NASCAR San Diego Race Weekend taking place June 19–21, 2026
Sponsor-arranged transportation between the hotel and race event
one (1) $100 virtual prepaid card transportation allowance
one (1) exclusive swag pack - Open to residents of the fifty (50) United States and DC, 18+
- Enter by June 9, 2026
- two (2) 2-day VIP hospitality tickets to the 2026 American Century Championship (July 11–12)
round-trip airfare for one (1) winner
hotel accommodations for one (1) winner
two (2) VENTUS with VeloCore+ Technology wood shafts custom built to winner’s specifications
two (2) Turtle Box Ranger speakers
one (1) Sunday Golf The Ranger golf bag
one (1) $500 Fairway Jockey gift card
one (1) $250 Edgewood Tahoe Golf Course gift card
two (2) Fujikura merchandise prize packs including apparel and accessories - Open to residents of the fifty (50) United States, DC, and Canada, 18+
- Enter by June 10, 2026
Win a trip to the World Cup Final in NJ
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!
- Two (2) tickets to the Final Match of the FIFA WORLD CUP 2026 soccer tournament on July 19, 2026 in the New York City/East Rutherford, NJ area
Round-trip coach air transportation from a major commercial airport near the winner’s residence to the New York City area
Three (3) days/two (2) nights standard hotel accommodations (one room, double occupancy)
One (1) merchandise gift basket
One (1) $1,000 e-gift card from a Sponsor-selected bank or financial institution - Open to residents of the fifty (50) United States and DC, 21+
- Enter by June 11, 2026
Win a Margaritaville Resort stay and a cruise
- A 7-Night Margaritaville Vacation Club Resort Stay Plus, A 7-Night Margaritaville At Sea Cruise And A $2,000 Airline Voucher
7-Night Margaritaville at Sea Cruise. Approximate Retail Value $4,293 – $9,153 - open to legal residents of the 50 United States, District of Columbia and Puerto Rico who are 28 years of age or older
- Enter by June 12, 2026
Win a trip to a World Cup match
- Seven (7) Grand Prize Winners will receive:
- two (2) tickets to a Quarter-Final Stage Match at the FIFA WORLD CUP 2026 soccer tournament
a $6,500 check - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 25+
- Enter by June 12, 2026
Win a trip to Nashville, Tennessee
- round-trip domestic coach airfare for two (2)
three (3) nights hotel accommodations at Omni Nashville Hotel (July 3–6, 2026)
two (2) exclusive fireworks viewing passes
two (2) tickets for a cruise on the General Jackson Showboat
one (1) Nashville Attraction Pass for two (2) people
one (1) Music City gift bag - Open to residents of the forty-eight (48) contiguous United States and DC (excluding AK, HI), 21+
- Enter by June 12, 2026
Win a trip to Rio de Janeiro, Brazil
- One (1) Grand Prize Winner will receive:
- round-trip economy airfare for two (2) from a major international airport nearest to the winner’s residence to Rio de Janeiro, Brazil
seven (7) consecutive nights’ hotel accommodations for two (2) (one (1) standard room, double occupancy) at the JW Marriott Copacabana or similar hotel, depending on availability
$2,100.00 in spending money for incidentals
OR - a cash prize of $4,900.00 USD
- Open to U.S. (excl. AK & HI) & Canada (excl. QC), age of majority
- Enter by June 14, 2026
- two (2) Fiji Airways economy class air tickets on a route directly serviced by Fiji Airways
the FlyWell onboard experience including:
Magic Mind cognitive performance shots
Ra Optics sunset lenses
Firefly recovery wearables
pre-flight access to the Premier Lounge in Nadi featuring a Vital Red Light Vital Pro 2.0 therapy session and Aires Tech Zone Max wellness technology
one (1) five (5)-night stay at a five-star resort in Fiji - Open to residents of the fifty (50) United States and DC, 18+
- Enter by June 15, 2026
- One (1) Grand Prize Winner will receive:
- two (2) tickets to the FIFA World Cup finals on July 19, 2026
four (4) nights hotel accommodations in New York, New York (one room, double occupancy)
$1,600 cash stipend for travel-related expenses
(ARV: $16,550.00) - One (1) First Prize Winner will receive:
- two (2) tickets to the FIFA World Cup semi-final on July 15, 2026
three (3) nights hotel accommodations in Atlanta, Georgia (one room, double occupancy)
$1,600 cash stipend for travel-related expenses
(ARV: $12,050.00) - One (1) Second Prize Winner will receive:
- two (2) tickets to the FIFA World Cup semi-final on July 14, 2026
three (3) nights hotel accommodations in Dallas, Texas (one room, double occupancy)
$1,600 cash stipend for travel-related expenses
(ARV: $10,600.00) - Open to residents of the fifty (50) United States and DC, 18+
- Enter by June 15, 2026
Win a trip to the 2027 NBA Finals
- Two (2) tickets to a 2027 NBA Finals game
$2,000 check for travel expenses - Open to residents of the fifty (50) United States and DC, 21+
- Enter by June 15, 2026
- Three (3) winners will each receive:
- · Overseas Adventure Travel adventure up to $6,500*
- · Adventure for one person
- · Airfare included
- must each be (a) a legal resident and reside in the United States (b) the age of 21
- Enter by June 15, 2026
Win a Carnival Cruise Line gift card
- $2,500 Carnival Cruise Line gift card
- Open to residents of the fifty (50) United States, DC, and Canada (excluding Quebec), 21+
- Enter by June 15, 2026
Win a trip to Chicago, Illinois
- up to three (3) admission tickets to a The All-American Rejects concert in Chicago, Illinois
meet and greet opportunity with The All-American Rejects
round-trip coach air transportation for the winner and up to two (2) guests to Chicago
two (2) standard hotel rooms for three (3) days/two (2) nights
one (1) $500 check for additional expenses - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI, MD), 21+
- Enter by June 15, 2026
Win a trip to Traverse City, Michigan
- two (2) vip tickets to attend NAYC
one (1) event parking pass
two (2) nights hotel accommodations
two (2) airline vouchers
one (1) traverse city vip experience
one (1) elk rapids marina cruise experience
one (1) wine tasting experience
one (1) dinner reservation and gift card - Open to residents of the fifty (50) United States and DC (excludes RI), 21+
- Enter by June 15, 2026
- a trip for winner and one (1) guest to Longneck Manor in Fredericksburg, Texas, including:
- two (2) night stay in a private two-bedroom villa at Longneck Manor
Rhinory “Member for a Day” VIP experience for two (2)
one (1) $2,200 prepaid Visa card for transportation and meals - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 21+
- Enter by June 16, 2026
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?
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