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Here are this week’s travel contests!
You can win trips & prizes such as a $30,000 dream adventure; a Caribbean cruise; a trip to Scotland; $25,000; New Jersey; Disneyland in California; the MLB All-Star Game in Philadelphia, Pennsylvania; an all-inclusive Sandals resort stay; Bozeman, Montana; Big Sur, California; outdoor gear; the 2026 World Cup Final and a stay at the stadium; a $10,000 custom trip; an RV; Orlando, Florida; Madrid, Spain; a motorcycle; Switzerland; Barcelona, Spain; Peru; your choice of music festivals; Myrtle Beach, South Carolina; Nashville, Tennessee; a Caribbean cruise; Costa Rica; the Kentucky Derby; the Dominican Republic; Boundary Waters, Minnesota; Las Vegas, Nevada; Scotland; a U.S. destination; California; and more. See all sweepstakes sites for specific terms and conditions.
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- One (1) grand prize (the “Grand Prize”) will be awarded, consisting of one (1) travel credit valued at up to $20,000 USD and one (1) flight credit valued at up to $10,000 USD, or the equivalent amount in the winner’s local currency, as set out below:
- Such an amount can be applied towards a single or multiple G Adventures tour bookings for the Winner plus an additional 1-3 guests on any single booking. Flights are to be booked from the major international airport closest to the Winner’s residence, subject solely to G Adventures’ discretion
- open to members of the public who are 18 years or older and are residents in one of the following regions: Canada (excluding: Quebec), USA, UK, Ireland, Germany, Switzerland, Austria, Norway, Denmark, Sweden, the Netherlands, France, Spain, Finland, and Luxembourg, Australia, and New Zealand
- Enter by May 6, 2026
Win a Caribbean cruise (enter daily)
- six (6) night cruise to Grand Cayman, Mexico, and The Bahamas for the winner and one (1) guest
round-trip coach airfare for the winner and one (1) guest from a major airport near the winner’s residence to Miami International Airport (MIA)
one (1) night hotel stay in Fort Lauderdale, Florida
ground transportation between MIA, hotel, and port
“All Included” drinks and Wi-Fi cruise package
$1,000 for meals and excursions (paid by check to the winner)
$1,000 in digital JTV gift cards - Open to residents of the fifty (50) United States and DC, 21+
- Enter by May 10, 2026
- round-trip coach-class air transportation for winner and 3 guest(s) to edinburgh airport
three (3) nights hotel accommodations
one (1) round of golf for winner and guest(s)
one (1) $500 Callaway Golf e-gift card
head-to-toe TravisMathew outfits
Callaway Quantum Drivers
premium OGIO luggage - Open to residents of the fifty (50) United States, DC, the United Kingdom, and Canada (excluding Quebec), 18+
- Enter by May 17, 2026
- $25,000 check for a garage makeover (but you can use it for anything)
- Open to residents of the fifty (50) United States and DC, 18+
- Enter by May 31, 2026
- five (5) day, four (4) night trip for the winner and one (1) guest to Cape May, New Jersey from July 20–24, 2026, including:
- round-trip coach (economy) air transportation from a major commercial airport near the winner’s residence to Philadelphia, Pennsylvania
ground transportation to and from the airport and Cape May, New Jersey
four (4) nights hotel accommodation at The Virginia Hotel in The Southern Suite (double occupancy, suite and tax only)
daily $50 resort credit
dinner for two (2) at The Ebbitt Room
two (2) day beach tent rental
one (1) historic Cape May trolley ride for two (2)
beach access
$1,000 spending money awarded as a check
one (1) Lenox Spice Village Golden House
Lenox Spice Village accessories including:
a covered butter dish
sugar & creamer
teapot
paper towel holder
set of four (4) mugs
hors d’oeuvres tray
recipe box
spoon rest
Printfresh On-the-Go Tote in Pink Kitchen
a set of two (2) can cooler glasses - Open to residents of the fifty (50) United States and DC
- Enter by May 31, 2026
Win a trip to Disneyland in California
- trip for winner and up to five (5) guests to Disneyland and Disneyland California Adventure Parks in Anaheim, California, including:
- round-trip coach airfare for up to six (6) people
three (3) nights hotel accommodations in Anaheim (two rooms, triple occupancy)
2-Day Park Hopper® tickets for up to six (6) people
one (1) VIP guided tour experience for up to six (6) people
ABCmouse gift bag with assorted items
$4,000 check for spending money - Open to residents of the fifty (50) United States and DC, 18+
- Enter by May 31, 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
- Don’t miss your chance to win this epic prize pack that includes:
- Our packable Adventure Club Collection & $1,000 gift card
- The Howl R1 Portable Fire Pit & R1 Haul Bag
- A $1,000 gift card to Baja Designs
- Open to residents of the fifty (50) United States and DC (excludes FL, NY, and RI)
- Enter by May 17, 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 Orlando, Florida
- You and 3 guests could be on your way to experience Universal Orlando Resort’s four amazing theme parks, including the new Universal Epic Universe, now open! From the action of favorite movies to legendary tales of excitement to incredible worlds of adventure to a tropical island paradise. Plus, push the limits of discovery and recharge between the fun when you stay at the all-new Universal Terra Luna Resort.
- You could win a 4-night trip for 4 people, including:
- Round trip airfare to Orlando, Florida provided by JetBlue
- Ground transportation between the airport and hotel
- Accommodations at Universal Terra Luna Resort
- Admission to Universal Studios Florida, Universal Islands of Adventure, Universal Epic Universe and Universal Volcano Bay* water theme park.
- Open to legal U.S. residents, residing in Arizona, California, Connecticut, Delaware, District of Columbia, Florida, Georgia, Maine, Maryland, Massachusetts, Michigan, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Rhode Island, South Carolina, Texas, Vermont, Virginia, Utah, and Puerto Rico (“Eligibility Area”) who are 18 years of age or older
- Enter by April 30, 2026
Win a trip to Madrid, Spain (no donation required)
- There will be 1 Prize awarded (“Prize” and/or “Prizes”), consisting of all the following:
- up to $3000 towards Roundtrip airfare and transportation
Up to $1000 towards Hotel Accommodations
2 Tickets to see Bad Bunny in Madrid, Spain on June 15, 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
- Enter by May 11, 2026
Win a motorcycle (enter weekly)
- Win a 2026 Yamaha YZ250F ClubMX Replica Racebike + Weekly Giveaways
- Except residents of Florida, New York, and Rhode Island, Sweepstakes is open to legal residents of the United States and District of Columbia, age 18 or older
- Enter by May 11, 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
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!
- 9-day trip for winner and one (1) guest to Peru including Lima, Iquitos, and a river expedition in Pacaya-Samiria National Reserve
nine (9)-day Amazon river expedition cruise and accommodations (double occupancy), including meals, guided tours, and in-country transportation
Accommodations in hotels
round-trip economy airfare for two (2) people from a U.S. gateway city to Lima, Peru
two (2) ZEISS SFL binoculars (8×40)
Topo Designs travel gear for winner and guest
LEMS Shoes gift cards for winner and guest
travel insurance reimbursement for winner and guest
WWF plush Amazon animal gift set - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 18+
- Enter by May 8, 2026
Win a trip to your choice of music festivals
- two (2) two-day VIP tickets to winner’s choice of one (1) participating 2026 Live Nation-produced and promoted festival in the U.S.:
Beyond Wonderland Chicago at Northerly Island in Chicago, IL scheduled to take place June 6-June 7, 2026
Day Trip at the Queen Mary Waterfront in Long Beach, CA scheduled to take place on June 27-June 28, 2026
Lost in Dreams at LA State Historic Park in Los Angeles, CA scheduled to take place on July 10- July 11, 2026
round-trip economy-class air transportation for two (2) from the major airport nearest winner’s home to the major airport nearest the Festival
one (1) double occupancy standard hotel room
one (1) $200 pre-paid cash card for ground transportation - Open to residents of the fifty (50) United States and DC, 21+
- Enter by May 8, 2026
Win a trip to Myrtle Beach, South Carolina
- Includes five days and four nights of oceanfront accommodations at Crown Reef Resort and Waterpark for a family of four, round-trip airfare for a family of four, four passes to Hollywood Wax Museum Entertainment Center, four mini golf passes at the Mini Golf Capital of the World, and a $200 dining gift card to The Hangout Myrtle Beach.
- Open to residents of the fifty (50) United States and DC, 18+
- Enter by May 9, 2026
Win a trip to Myrtle Beach, South Carolina
- Two (2) Grand Prize Winners will receive:
- five (5) days, four (4) nights at Captains Quarters Resort for a family of up to four (4)
round-trip coach air transportation for a family of up to four (4) from a major U.S. airport near winner’s residence to Myrtle Beach International Airport
four (4) passes to Ripley’s Aquarium of Myrtle Beach
four (4) passes to Redline Simcade Racing Experience
one (1) $200 dining gift card to The Hangout Myrtle Beach - Open to residents of the fifty (50) United States and DC, 18+
- Enter by May 9, 2026
Win a trip to Nashville, Tennessee
- trip for the winner and one (1) guest to attend a race weekend in Nashville, Tennessee (May 29–31, 2026), including:
- two (2) tickets to the Field & Stream Lounge at the 23XI Fan Event at Chief’s on Broadway
23XI experience at Nashville Superspeedway, including a gift bag
three (3) nights hotel accommodations in Nashville
one (1) $1,000 gift card for travel expenses
one (1) $200 gift card to Field & Stream
one (1) year premium membership to Field & Stream’s 1871 Club - Open to residents of the fifty (50) United States and DC, 21+
- Enter by May 10, 2026
Win a Caribbean cruise (airfare not included)
- Enter for a Chance to Win a 7-Night
Caribbean Cruise on Celebrity Cruises - Imagine seven nights at sea. Warm breezes. Endless ocean views. Your Caribbean escape awaits.
- Prize includes:
- 7-Night Caribbean Cruise on Celebrity Beyond
- Infinite Veranda Stateroom for 2
- Award-Winning Dining Experiences
- Live Shows & Entertainment
- The Infinite Veranda transforms your entire living space into the balcony, letting you open floor-to-ceiling windows and bring the ocean right into your room with the touch of a button. Wake up to sweeping sea views, enjoy breakfast with fresh ocean breezes, and unwind each evening in a space designed for relaxation and style. From elevated cuisine and stunning design to unforgettable entertainment and tropical island stops, Celebrity Cruises delivers a resort-style experience at sea.
- Prize is valued at more than $3,400. Don’t miss your chance to sail away. Enter now.
- open to legal residents of the United States and the District of Columbia who are at least twenty-one (21) years of age at the time of entry, excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories
- Enter by May 10, 2026
Win a trip to Nashville, Tennessee
- One (1) Grand Prize Winner will receive:
- Nashville weekend getaway for the winner and two (2) guests, including:
- roundtrip airfare for three (3) people within the continental United States
three (3) hotel rooms for two (2) nights (Friday and Saturday) in Nashville, Tennessee
one (1) $500 credit to the Almost Friday Sporting Club
$500 cash (or cash equivalent)
curated Nashville itinerary
$500 worth of Dr Squatch products - Open to residents of the fifty (50) United States and DC (excluding FL, NY, and RI), 21+
- Enter by May 12, 2026
Win a trip to Costa Rica (enter daily)
- Trip for two (2) (winner and one (1) guest age 21 or older) to Costa Rica including:
- Round-trip coach class airfare for two (winner and one guest age 21 or older) from the nearest major airport to the Sponsor-designated airport in Costa Rica (SJO – San Jose or LIR – Liberia)
Three (3) nights standard hotel accommodations (one room, double occupancy) at Amor Arenal in La Fortuna, Costa Rica, or another Sponsor-designated hotel - Open to residents of the fifty (50) United States and DC, 21+
- Enter by May 15, 2026
Win a trip to the 2027 Kentucky Derby
- tickets for winner and one (1) verified guest to attend the 2027 Kentucky Derby horse race (up to two [2] General Admission Infield Tickets)
$2,500 in the form of a check made payable to the winner for additional expenses such as travel, hotel accommodations, ground transportation, meals, gratuities, and souvenirs - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 21+
- Enter by May 15, 2026
Win a trip to the Dominican Republic
- One (1) Grand Prize consisting of a four (4)-night all-inclusive stay for two (2) adults at Lopesan Costa Bávaro, Dominican Republic (Approximate Retail Value: $2,300). Travel must be booked and completed within twelve (12) months of the promotion end date.
- One (1) $400 excursion voucher provided by TravelPirates
- One (1) $600 flight voucher provided by Dollar Flight Club
- One (1) $400 gift card provided by Cariloha, Inc.
- One (1) $400 gift card provided by Aurate New York LLC
- One (1) $300 gift card provided by Brooklyn Candle Studio LLC
- One (1) $300 gift card provided by Spa Week Media Group, LLC
- One (1) $300 Visa gift card provided by Matador Network, LLC
- 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 lives within the continental United States
- Enter by May 17, 2026
Win a trip to Boundary Waters, Minnesota (enter daily)
- two (2) day fully outfitted and guided custom Boundary Waters canoe trip for two at Boundary Waters Ely, Minnesota, including:
- cash travel stipend delivered via PayPal or Venmo ($2,500 if winner is more than 200 miles from guided experience check-in or $1,000 if winner is less than 200 miles from guided experience check-in)
one (1) outdoor fire pit & stand
two (2) paddle boards
two (2) reclining camp chairs
one (1) cooler
fifty-two (52) coupons for any Kemps frozen product up to $8 each - Open to residents of the fifty (50) United States and DC, 18+
- Enter by May 17, 2026
Win a trip to Las Vegas, Nevada
- trip for two (2) to Las Vegas, Nevada, including:
- round-trip domestic coach airfare for two (2)
three (3) nights hotel accommodations (one (1) room, double occupancy)
dinner for two at The Bedford by Martha Stewart - Open to residents of the fifty (50) United States and DC, 18+
- Enter by May 17, 2026
Win a Scotland golf trip (airfare not included)
- double occupancy three (3) night stay at Dornoch Station
double occupancy four (4) night stay at The Chester Hotel, Aberdeen
rounds of golf for two (2) at:
Nairn Golf Club
Royal Dornoch Golf Club
Cabot Highlands / Castle Stuart Golf Links
Cruden Bay Golf Club
Murcar Links Golf Club
Royal Aberdeen Golf Club
rental car while in Scotland
daily breakfast during stay
one (1) $500 ShipSticks gift card
Vortex Golf prize bundle including an Anarch rangefinder
two (2) Colorado AvidGolfer Golf Passports
two (2) STITCH Multi-Use Traveler Roller Golf Bags
one (1) $300 TRUE linkswear gift card - Open to residents of the fifty (50) United States and DC, 18+
- Read about the best craft beer in Glasgow, Scotland
- Read about cocktail bars in Glasgow
- 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 May 18, 2026
Win a trip to a U.S. destination
- a trip for winner and up to three (3) guests to a domestic U.S. destination, including:
- round-trip airfare for winner and up to three (3) guests
hotel accommodations (standard quad occupancy, number of nights determined by Sponsor)
travel expenses within a Sponsor-set budget
7Brew for one (1) year
7Brew swag kit for winner and guests - Open to residents of the forty-eight (48) contiguous United States and DC (excludes AK, HI), 18+
- Enter by May 19, 2026
- a 2-night, 3-day trip for winner and one (1) guest to Richvale, California, scheduled on mutually agreed dates in June, July, August, or September, including:
- round-trip economy airfare (or ground transportation if within 100 miles of Lundberg Family Farms) to Sacramento International Airport (SMF)
ground transportation between SMF, hotel, and Lundberg Family Farms
three (3) days / two (2) nights hotel accommodations (standard room, double occupancy) within 25 miles of Richvale, California
$600 total in meal vouchers ($300 per traveler)
guided tour of Lundberg Family Farms - Open to residents of the fifty (50) United States and DC, 21+
- Enter by May 21, 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?
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!
